Trond Vidar Hansen

• Nolsøe, Jens Mortansson Jelstrup; Underhaug, Jarl; Sørskår, Åshild Moi; Antonsen, Simen; Malterud, Karl Egil & Gani, Osman [Show all 11 contributors for this article] (2024). Biological Evaluations, NMR Analyses, Molecular Modeling Studies, and Overview of the Synthesis of the Marine Natural Product (−)-Mucosin . Molecules. ISSN 1431-5157. 29(5). doi: 10.3390/molecules29050994. Full text in Research Archive Show summary

  Natural products obtained from marine organisms continue to be a rich source of novel structural architecture and of importance in drug discovery, medicine, and health. However, the success of such endeavors depends on the exact structural elucidation and access to sufficient material, often by stereoselective total synthesis, of the isolated natural product of interest. (−)-Mucosin (1), a fatty acid derivative, previously presumed to contain a rare cis-bicyclo[4.3.0]non-3-ene moiety, has since been shown to be the trans-congener. Analytically, the fused bicyclic ring system in (−)-1 constitutes a particular challenge in order to establish its relative and absolute stereochemistry. Herein, data from biological evaluations, NMR and molecular modeling studies of (−)-1 are presented. An overview of the synthetic strategies enabling the exact structural elucidation of (−)-mucosin (1) is also presented.

• Reinertsen, Amalie Føreid; Libreros, Stephania; Nshimiyimana, Robert; Serhan, Charles Nicholas & Hansen, Trond Vidar (2023). Metabolization of Resolvin E4 by ω-Oxidation in Human Neutrophils: Synthesis and Biological Evaluation of 20-Hydroxy-Resolvin E4 (20-OH-RvE4). ACS Pharmacology & Translational Science. 6(12), p. 1898–1908. doi: 10.1021/acsptsci.3c00201. Full text in Research Archive
• Ervik, Karina; Reinertsen, Amalie Føreid; Koenis, Duco S.; Dalli, Jesmond & Hansen, Trond Vidar (2023). Stereoselective Synthesis, Pro-resolution, and Anti-inflammatory Actions of RvD5n-3 DPA. Journal of natural products. ISSN 0163-3864. 86(11), p. 2546– 2553. doi: 10.1021/acs.jnatprod.3c00769. Full text in Research Archive
• Haatveit, Åsmund Steinvik & Hansen, Trond Vidar (2023). The biosynthetic pathways of the protectins. Prostaglandins & other lipid mediators. ISSN 1098-8823. 169. doi: 10.1016/j.prostaglandins.2023.106787. Full text in Research Archive
• Ammazzalorso, Alessandra & Hansen, Trond Vidar (2022). Combretastatin Derivatives as Tubulin Inhibitors: A Fascinating Journey from Nature to Drug Discovery Strategies. In Carradori, Simone (Eds.), Flavonoids and Phenolics. Bentham Science Publishers. ISSN 978-981-5079-10-4. p. 112–144. doi: 10.2174/9789815079098122010007.
• Hansen, Trond Vidar & Serhan, Charles N. (2022). Protectins: Their biosynthesis, metabolism and structure-functions. Biochemical Pharmacology. ISSN 0006-2952. 206. doi: 10.1016/j.bcp.2022.115330. Full text in Research Archive
• Furutani, Kenta; Chen, Ouyang; McGinnis, Aidan K.; Wang, Yuqing; Serhan, Charles N & Hansen, Trond Vidar [Show all 7 contributors for this article] (2022). Novel proresolving lipid mediator mimetic 3-oxa-PD1n-3 docosapentaenoic acid reduces acute and chronic itch by modulating excitatory and inhibitory synaptic transmission and astroglial secretion of lipocalin-2 in mice. Pain. ISSN 0304-3959. 164(6), p. 1340–1354. doi: 10.1097/j.pain.0000000000002824. Full text in Research Archive Show summary

  Specialized pro-resolving mediators (SPMs) have demonstrated potent analgesic actions in animal models of pathological pain. The actions of SPMs in acute and chronic itch are currently unknown. Recently, n-3 docosapentaenoic acid (DPA) was found to be a substrate for the biosynthesis of several novel families of SPMs and 3-oxa-PD1n-3 DPA (3-oxa-PD1) is an oxidation-resistant metabolic stable analogue of the n-3 DPA-derived protectin D1 (PD1). Herein, we demonstrate that 3-oxa-PD1 effectively reduces both acute and chronic itch in mouse models. Intrathecal injection of 3-oxa-PD1 (100 ng) reduced acute itch induced by either histamine, chloroquine, or morphine. Furthermore, intrathecal 3-oxa-PD1 effectively reduced chronic itch, induced by cutaneous T cell lymphoma (CTCL), allergic contact dermatitis with dinitrofluorobenzene, and psoriasis by imiquimod. Intratumor injection of Oxa-PD1 also suppressed CTCL-induced chronic itch. Strikingly, the anti-pruritic effect lasted for several weeks after 1-week intrathecal 3-oxa-PD1 treatment. Whole-cell recordings revealed significant increase in excitatory postsynaptic currents in spinal dorsal horn (SDH) neurons of CTCL mice, but this increase was blocked by 3-oxa-PD1. 3-oxa-PD1 further increased inhibitory postsynaptic currents in SDH neurons of CTCL mice. CTCL increased the spinal levels of lipocalin-2 (LCN2), an itch mediator produced by astrocytes. 3-oxa-PD1 suppressed LCN2 production in CTCL mice and LCN2 secretion in astrocytes. Finally, CTCL-induced anxiety was alleviated by intrathecal 3-oxa-PD1. Our findings suggest that 3-oxa-PD1 potently inhibits acute and chronic itch via regulation of excitatory/inhibitory synaptic transmission and astroglial LCN2 production. Therefore, stable SPM analogs such as 3-oxa-PD1 could be useful to treat pruritus associated with different skin injuries.

• Balta, Maria; Schreurs, Olaf Joseph Franciscus; Hansen, Trond Vidar; Tungen, Jørn Eivind; Vik, Anders & Glaab, Enrico [Show all 10 contributors for this article] (2022). Expression and function of resolvin RvD1n-3 DPA receptors in oral epithelial cells. European Journal of Oral Sciences. ISSN 0909-8836. 130:e12883(4), p. 1–10. doi: 10.1111/eos.12883. Full text in Research Archive
• Ervik, Karina & Hansen, Trond Vidar (2022). Enantioselective Trost alkynylation with 2E,4E-5-bromo-2,4-pentadienal. Tetrahedron Letters. ISSN 0040-4039. 100. doi: 10.1016/j.tetlet.2022.153879. Full text in Research Archive Show summary

  The synthetically useful aldehyde 2E,4E-5-bromo-2,4-pentadienal was subjected to the enantioselective Trost alkynylation protocol, yielding highly functionalized propargylic secondary alcohols in an enantioselective manner. In most cases, the isolated yields and enantiomeric excess of the products were modest to high, but several products were formed in both high yields and enantiomeric excess.

• Gjessing, Gard; Johnsen, Lars-Inge Gammelsæter; Antonsen, Simen; Nolsøe, Jens Mortansson Jelstrup; Stenstrøm, Yngve H. & Hansen, Trond Vidar (2022). The Synthesis of 3-(R)- and 3-(S)-Hydroxyeicosapentaenoic Acid. Molecules. ISSN 1431-5157. 27(7). doi: 10.3390/molecules27072295. Full text in Research Archive Show summary

  Monohydroxylated polyunsaturated fatty acids belonging to the oxylipin class of natural products are present in marine and terrestrial sources as well as in the human body. Due to their biological activities and role in diverse biosynthetic pathways, oxylipins biosynthesized from eicosapentaenoic acid and arachidonic acid have attracted great interest from the scientific community. One example is 3-hydroxyeicosapentaenoic acid where the absolute configuration at C-3 has only been tentatively assigned. In this paper, studies on acetate type aldol reactions that enabled the preparation of 3-(R)-hydroxyeicosapentaenoic acid (3R-HETE, 2) and its enantiomer are presented.

• Reinertsen, Amalie Føreid; Primdahl, Karoline Gangestad; De Matteis, Roberta; Dalli, Jesmond & Hansen, Trond Vidar (2021). Stereoselective Synthesis, Configurational Assignment and Biological Evaluations of the Lipid Mediator RvD2n-3 DPA. Chemistry - A European Journal. ISSN 0947-6539. 27. doi: 10.1002/chem.202103857. Full text in Research Archive
• Nesman, Jannicke Irina; Chen, Ouyang; Luo, Xin; Ji, Ru-Rong; Serhan, Charles N. & Hansen, Trond Vidar (2021). A new synthetic protectin D1 analog 3-oxa-PD1n-3 DPA reduces neuropathic pain and chronic itch in mice. Organic and biomolecular chemistry. ISSN 1477-0520. 19, p. 2744–2752. doi: 10.1039/d0ob02136a. Show summary

  The resolution of inflammation is a biosynthetically active process controlled by the interplay between oxygenated polyunsaturated mediators and G-protein coupled receptor-signaling pathways. These enzymatically oxygenated polyunsaturated fatty acids belong to distinct families of specialized pro-resolving autacoids. The protectin family of mediators has attracted an interest because of their potent pro-resolving and anti-inflammatory actions verified in several in vivo disease models. Herein, we present the stereoselective synthesis and biological evaluations of 3-oxa-PD1n-3 DPA, a protectin D1 analog. Results from mouse models indicate that the mediators protectin D1, PD1n-3 DPA and the new analog 3-oxa-PD1n-3 DPA all relieved streptozotocin-induced diabetic neuropathic pain at doses of 90 and 300 pmol, equivalent to 30 and 100 ng, respectively, following intrathecal (I.T.) injection. Of interest, at a low dose of only 30 pmol (10 ng; I.T.) only 3-oxa PD1n-3 DPA was able to alleviate neuropathic pain, directly compared to vehicle controls. Moreover, using a chronic itch model of cutaneous T-cell lymphoma (CTCL), all three compounds at 300 pmol (100 ng) showed a significant reduction in itching for several hours. The biomolecular information on the structure-functions of the protectins and the new synthetic analog 3-oxa-PD1n-3 DPA is of interest towards developing new immunoresolvents.

• Reinertsen, Amalie Føreid; Primdahl, Karoline Gangestad; Shay, Ashley E.; Serhan, Charles Nicholas; Hansen, Trond Vidar & Aursnes, Marius (2021). Stereoselective Synthesis and Structural Confirmation of the Specialized Pro-Resolving Mediator Resolvin E4. Journal of Organic Chemistry. ISSN 0022-3263. 86(4), p. 3535–3545. doi: 10.1021/acs.joc.0c02913. Full text in Research Archive
• Vik, Anders & Hansen, Trond Vidar (2021). Stereoselective syntheses and biological activities of E-series resolvins. Organic and biomolecular chemistry. ISSN 1477-0520. 19(4), p. 705–721. doi: 10.1039/d0ob02218g. Full text in Research Archive
• Tungen, Jørn Eivind; Primdahl, Karoline Gangestad & Hansen, Trond Vidar (2020). The First Total Synthesis of the Lipid Mediator PD2n-3 DPA. Journal of natural products. ISSN 0163-3864. 83(7), p. 2255–2260. doi: 10.1021/acs.jnatprod.0c00385.
• Solum, Eirik Johansson; Liekens, Sandra & Hansen, Trond Vidar (2020). Synthesis and Biological Evaluation of Analogs of Didehydroepiandrosterone as Potential New Anticancer Agents. Molecules. ISSN 1431-5157. 25(13), p. 1–9. doi: 10.3390/molecules25133052. Full text in Research Archive
• Kaupang, Åsmund & Hansen, Trond Vidar (2020). The PPAR Ω Pocket: Renewed Opportunities for Drug Development. PPAR Research. ISSN 1687-4757. 2020. doi: 10.1155/2020/9657380. Full text in Research Archive
• Paluchova, Veronika; Vik, Anders; Cajka, Tomas; Brezinova, Maria; Brejchova, Krisyna & Bugajev, Viktor [Show all 15 contributors for this article] (2020). Triacylglycerol‐Rich Oils of Marine Origin are Optimal Nutrients for Induction of Polyunsaturated Docosahexaenoic Acid Ester of Hydroxy Linoleic Acid (13‐DHAHLA) with Anti‐Inflammatory Properties in Mice. Molecular Nutrition & Food Research. ISSN 1613-4125. 64(11). doi: 10.1002/mnfr.201901238.
• Solum, Eirik Johansson; Hansen, Trond Vidar; Aesoy, Reidun & Herfindal, Lars (2020). New CDK8 inhibitors as potential anti-leukemic agents – Design, synthesis and biological evaluation. Bioorganic & Medicinal Chemistry. ISSN 0968-0896. 28(10), p. 1–8. doi: 10.1016/j.bmc.2020.115461. Full text in Research Archive
• Kristianslund, Renate & Hansen, Trond Vidar (2020). Enantioselective bromolactonization of aryl functionalized alkenoic acids. Tetrahedron Letters. ISSN 0040-4039. 61(15). doi: 10.1016/j.tetlet.2020.151756.
• Pangopoulos, Maria Kant; Nolsøe, Jens Mortansson Jelstrup; Antonsen, Simen Gjelseth; Colas, Romain; Dalli, Jesmond & Aursnes, Marius [Show all 8 contributors for this article] (2020). Enzymatic studies with 3-oxa n-3 DPA. Bioorganic chemistry (Print). ISSN 0045-2068. 96. doi: 10.1016/j.bioorg.2020.103653. Full text in Research Archive
• Nesman, Jannicke Irina; Tungen, Jørn Eivind; Vik, Anders & Hansen, Trond Vidar (2020). Stereoselective Synthesis of the Specialized Pro-resolving and Anti-inflammatory Mediator Resolvin E1. Tetrahedron. ISSN 0040-4020. 76(3). doi: 10.1016/j.tet.2019.130821.
• Rasmussen, Jeanne Sønderskov; Tungen, Jørn Eivind; Palmas, Fransesco; Dalli, Jesmond; Serhan, Charles N & Stenstrøm, Yngve H. [Show all 7 contributors for this article] (2019). Stereoselective synthesis of MaR2n-3 DPA. Tetrahedron Letters. ISSN 0040-4039. 61(7). doi: 10.1016/j.tetlet.2019.151510.
• Nolsøe, Jens Mortansson Jelstrup; Aursnes, Marius; Stenstrøm, Yngve H. & Hansen, Trond Vidar (2019). Some biogenetic considerations regarding the marine natural product (-)-mucosin. Molecules. ISSN 1431-5157. 24:4147(22), p. 1–11. doi: 10.3390/molecules24224147.
• Vik, Anders; Hansen, Trond Vidar & Kuda, Ondrej (2019). Synthesis of both enantiomers of the docosahexaenoic acid ester of 13-hydroxyoctadecadienoic acid (13-DHAHLA). Tetrahedron Letters. ISSN 0040-4039. 60(52), p. 151331–151332. doi: 10.1016/j.tetlet.2019.151331. Full text in Research Archive Show summary

  Recently, several different classes of endogenous lipids have been reported that display antidiabetic and anti-inflammatory effects. Due to their minute presence in human samples, access to synthetic material of each enantiomer becomes necessary for exact structural elucidation and extensive biological evaluation. Herein we report the multi-milligram synthesis of both enantiomers of the docosahexaenoic acid ester of 13-hydroxyoctadecadienoic acid (13-DHAHLA) from commercially available starting materials.

• Tungen, Jørn Eivind; Kristianslund, Renate; Vik, Anders & Hansen, Trond Vidar (2019). Organoselenium Accelerated Bromolactonization Reaction. Journal of Organic Chemistry. ISSN 0022-3263. 84(18), p. 11373–11381. doi: 10.1021/acs.joc.9b01294. Show summary

  A highly efficient and regioselective bromolactonization protocol is reported. The quantitative formation of synthetically versatile bromolactones occurs in the presence of only 0.1 mol % of an organoselenium compound, coined DECAD herein, within 90 min. DECAD is conveniently prepared on multigram scale from cheap racemic camphor. The presented protocol was easy to scale up and performed equally well on gram scale. Investigation of the mechanism revealed that DECAD forms a selenonium ylene in situ.

• Nesman, Jannicke Irina; Primdahl, Karoline Gangestad; Tungen, Jørn Eivind; Palmas, Fransesco; Dalli, Jesmond & Hansen, Trond Vidar (2019). Synthesis, Structural Confirmation, and Biosynthesis of 22-OH-PD1n-3 DPA. Molecules. ISSN 1431-5157. 24(18). doi: 10.3390/molecules24183228. Show summary

  PD1n-3 DPA belongs to the protectin family of specialized pro-resolving lipid mediators. The protectins are endogenously formed mediators that display potent anti-inflammatory properties and pro-resolving bioactivities and have attracted interest in drug discovery. However, few studies have been reported of the secondary metabolism of the protectins. To investigate the metabolic formation of the putative C22 mono-hydroxylated product, coined 22-OH-PD1n-3 DPA, a stereoselective synthesis was performed. LC/MS-MS data of synthetic 22-OH-PD1n-3 DPA matched the data for the biosynthetic formed product. Cellular studies revealed that 22-OH-PD1n-3 DPA is formed from n-3 docosapentaenoic acid in human serum, and we confirmed that 22-OH-PD1n-3 DPA is a secondary metabolite produced by ω-oxidation of PD1n-3 DPA in human neutrophils and in human monocytes. The results reported are of interest for enabling future structure–activity relationship studies and provide useful molecular insight of the metabolism of the protectin class of specialized pro-resolving mediators.

• Fosshaug, Linn Elisabeth Lillerud; Colas, Romain A.; Anstensrud, Anne Kristine; Gregersen, Ida; Nymoen, Ståle H. & Sagen, Ellen [Show all 15 contributors for this article] (2019). Early increase of specialized pro-resolving lipid mediators in patients with ST-elevation myocardial infarction. EBioMedicine. ISSN 2352-3964. 46, p. 264–273. doi: 10.1016/j.ebiom.2019.07.024. Full text in Research Archive
• Arnesen, Liv Henriette; Haj Yasein, Nadia; Tungen, Jørn Eivind; Södling, Helen; Matthews, Jason & Paulsen, Steinar M [Show all 10 contributors for this article] (2019). Molecular modelling, synthesis, and biological evaluations of a 3,5-disubstituted isoxazole fatty acid analogue as a PPARα-selective agonist. Bioorganic & Medicinal Chemistry. ISSN 0968-0896. 27(18), p. 4059–4068. doi: 10.1016/j.bmc.2019.07.032. Full text in Research Archive Show summary

  The peroxisome proliferator activated receptors (PPARs) are important drug targets in treatment of metabolic and inflammatory disorders. Fibrates, acting as PPARα agonists, have been widely used lipid-lowering agents for decades. However, the currently available PPARα targeting agents show low subtype-specificity and consequently a search for more potent agonists have emerged. In this study, previously isolated oxohexadecenoic acids from the marine algae Chaetoceros karianus were used to design a PPARα-specific analogue. Herein we report the design, synthesis, molecular modelling studies and biological evaluations of the novel 3,5-disubstituted isoxazole analogue 6-(5-heptyl-1,2-oxazol-3-yl)hexanoic acid (1), named ADAM. ADAM shows a clear receptor preference and significant dose-dependent activation of PPARα (EC50 = 47 µM) through its ligand-binding domain (LBD). Moreover, ADAM induces expression of important PPARα target genes, such as CPT1A, in the Huh7 cell line and primary mouse hepatocytes. In addition, ADAM exhibits a moderate ability to regulate PPARγ target genes and drive adipogenesis. Molecular modelling studies indicated that ADAM docks its carboxyl group into opposite ends of the PPARα and -γ LBD. ADAM interacts with the receptor-activating polar network of amino acids (Tyr501, His447 and Ser317) in PPARα, but not in PPARγ LBD. This may explain the lack of PPARγ agonism, and argues for a PPARα-dependent adipogenic function. Such compounds are of interest towards developing new lipid-lowering remedies.

• Kristianslund, Renate; Tungen, Jørn Eivind & Hansen, Trond Vidar (2019). Catalytic enantioselective iodolactonization reactions. Organic and biomolecular chemistry. ISSN 1477-0520. 17(12), p. 3079–3092. doi: 10.1039/c8ob03160f. Show summary

  The halolactonization reaction is a useful chemical transformation for the construction of lactones from γ- or δ-substituted alkenoic carboxylic acids or carboxylic esters. Traditionally, the stereoselectivity of these reactions has been controlled by the substrates or the reagents. The substrate-controlled method has been extensively studied and applied in the synthesis of many natural products. However, catalytic, enantioselective iodolactonizations of γ- or δ-substituted alkenoic carboxylic acids have only recently been developed. This review article highlights the advances that have emerged over the last decade.

• Tungen, Jørn Eivind; Gerstmann, Lisa; Vik, Anders; de Mateis, Roberta; Colas, Romain A. & Dalli, Jesmond [Show all 10 contributors for this article] (2019). Resolving Inflammation: Synthesis, Configurational Assignment, and Biological Evaluations of RvD1n−3  DPA. Chemistry - A European Journal. ISSN 0947-6539. 25(6), p. 1476–1480. doi: 10.1002/chem.201806029. Show summary

  New drugs that can resolve inflammation without immunosuppressive effects are at the medicinal chemistry frontier. Pro‐resolving endogenously formed small molecules, that is, the resolvins, are excellent candidates displaying such bioactions. The first total synthesis of the specialized pro‐resolving mediator RvD1n−3 DPA has been achieved using the underutilized sp3–sp3 Negishi cross coupling reaction and an alkyne hydrosilylation–protodesilylation protocol. Biological evaluations revealed that this novel mediator displays low nanomolar pro‐resolving properties and potently activates the human DRV1/GPR32 receptor. As such, this endogenous natural product is a lead compound for the development of novel immunoresolvents.

• Hansen, Trond Vidar; Vik, Anders & Serhan, Charles N. (2019). The Protectin Family of Specialized Pro-Resolving Mediators: Potent Immunoresolvents Enabling Innovative Approaches to Target Obesity and Diabetes. Frontiers in Pharmacology. ISSN 1663-9812. 9. doi: 10.3389/fphar.2018.01582. Show summary

  A western type diet and lifestyle play an important role in the development of chronic diseases, yet little insight into the precise cellular and biomolecular mechanisms has emerged. It is known that an unbalanced diet may result in obesity and diabetes. Sufficient amounts and proper balance of omega-6 and omega-3 polyunsaturated fatty acids is key for maintenance of health. The resolution of inflammation is now held to be a biosynthetically actively driven process precisely regulated and controlled by a superfamily of specialized pro-resolving mediators. Specialized pro-resolving mediators are biosynthesized from both omega-6 and omega-3 polyunsaturated fatty acids and are resolution agonists acting on distinct G-coupled protein receptors. These mediators display potent anti-inflammatory and pro-resolving bioactions with EC50-values in the low nanomolar to picomolar range. The protectin family of specialized pro-resolving mediators is biosynthesized from the two omega-3 polyunsaturated fatty acids docosahexaenoic acid and n-3 docosapentaenoic acid. All of the protectins display interesting bioactions as anti-inflammatory and pro-resolving agents. This review covers the bioactions, G-coupled protein receptors pharmacology, biosynthesis and medicinal chemistry of the protectin family of specialized pro-resolving mediators with an emphasis on obesity and anti-diabetic effects. In order to enable drug development and medicinal chemistry efforts against these diseases, stereoselective total organic synthesis of each of these mediators is required for confirmation of structure, stereochemical biosynthesis and their functions. We provide an overview of our ongoing efforts and the current knowledge.

• Johansson, Silje; Johannessen, Tonje; Ellefsen, Christiane Færestrand; Ristun, Mali Schulstad; Antonsen, Simen Gjelseth & Hansen, Trond Vidar [Show all 8 contributors for this article] (2019). A Convenient Protocol for the Synthesis of Fatty Acid Amides. Synlett : Accounts and Rapid Communications in Synthetic Organic Chemistry. ISSN 0936-5214. 30(2), p. 213–217. doi: 10.1055/s-0037-1611939. Show summary

  Several classes of biologically occurring fatty acid amides have been reported from mammalian and plant sources. Many amides conjugated with fatty acids of mammalian origin exhibit specific activation of individual receptors. Their potential as pharmacological tools or as lead compounds towards the development of novel therapeutics is of great interest. Hence, access to such amides by a practical, high-yielding and scalable protocol without affecting the geometry or position of sensitive functionalities is needed. A protocol that meets all these requirements involves activation of the corresponding acid with carbonyl diimidazole (CDI) followed by reaction with the desired amine or its hydrochloride. More than fifty compounds have been prepared in generally high yields.

• Vik, Anders & Hansen, Trond Vidar (2018). Synthetic manipulations of polyunsaturated fatty acids as a convenient strategy for the synthesis of bioactive compounds. Organic and biomolecular chemistry. ISSN 1477-0520. 16(48), p. 9319–9333. doi: 10.1039/c8ob02586j.
• Kristianslund, Renate; Vik, Anders & Hansen, Trond Vidar (2018). A convenient synthesis of phenols. Synthetic Communications. ISSN 0039-7911. 48(21), p. 2809–2814. doi: 10.1080/00397911.2018.1496263. Show summary

  Anilines are rapidly, often within 60 minutes, converted into the corresponding phenols in up to 87% isolated yield. The presented experimentally simple protocol display broad compatibility with a variety of functional groups, and in particular, well suited for the preparation of methyl-substituted phenols. Such phenols are not easily available by other synthetic approaches. The formation of phenolic radical coupling products was not observed even for activated anilines using this open flask method.

• Frigerio, Federica; Pasqualini, Giulia; Craparotta, Ilaria; Marchini, Sergio; van Vliet, Erwin A. & Foerch, Patrick [Show all 17 contributors for this article] (2018). n-3 Docosapentaenoic acid-derived protectin D1 promotes resolution of neuroinflammation and arrests epileptogenesis. Brain. ISSN 0006-8950. 141(11), p. 3130–3143. doi: 10.1093/brain/awy247.
• Nolsøe, Jens Mortansson Jelstrup; Antonsen, Simen Gjelseth; Görbitz, Carl Henrik; Hansen, Trond Vidar; Nesman, Jannicke Irina & Kjendseth, Åsmund Røhr [Show all 7 contributors for this article] (2018). Total synthesis of (-)-mucosin and revision of structure. Journal of Organic Chemistry. ISSN 0022-3263. 83(24), p. 15066–15076. doi: 10.1021/acs.joc.8b02318. Show summary

  The first total synthesis of (−)-mucosin (6), an unusual marine hydrindane natural product incorporating a prostaglandin-like submotif, has been achieved. As a result of the campaign, three of the four all-carbon stereocenters in the purported structure 1 have been revised. Of particular note is the excellent control over β-chirality in conjugate addition to ester (−)-22 and the facial selectivity in the subsequent protonation of an intermediate silyl ketene acetal.

• Tungen, Jørn Eivind; Aursnes, Marius; Ramon, Sesquile; Colas, Romain A.; Serhan, Charles Nicholas & Olberg, Dag Erlend [Show all 9 contributors for this article] (2018). Synthesis of Protectin D1 Analogs: Novel Pro-resolution and Radiotracer Agents. Organic and biomolecular chemistry. ISSN 1477-0520. 16, p. 6818–6823. doi: 10.1039/c8ob01232f.
• Pistorius, Kimberly; Souza, Patricia R.; De Matteis, Roberta; Austin-Williams, Shani; Primdahl, Karoline Gangestad & Vik, Anders [Show all 11 contributors for this article] (2018). PDn-3 DPA Pathway Regulates Human Monocyte Differentiation and Macrophage Function. Cell Chemical Biology. ISSN 2451-9456. 25(6), p. 749–760. doi: 10.1016/j.chembiol.2018.04.017.
• Sæther, Thomas; Paulsen, Steinar M; Tungen, Jørn Eivind; Vik, Anders; Aursnes, Marius & Holen, Torgeir [Show all 8 contributors for this article] (2018). Synthesis and biological evaluations of marine oxohexadecenoic acids: PPARα/γ dual agonism and anti-diabetic target gene effects. European Journal of Medicinal Chemistry. ISSN 0223-5234. 155, p. 736–753. doi: 10.1016/j.ejmech.2018.06.034. Full text in Research Archive Show summary

  Obesity and associated disorders such as metabolic syndrome and type 2 diabetes (T2D) have reached epidemic proportions. Several natural products have been reported as Peroxisome Proliferator-Activated Receptor (PPAR) agonists, functioning as lead compounds towards developing new anti-diabetic drugs due to adverse side effects of existing PPAR drugs. We recently isolated and identified (7E)-9-oxohexadec-7-enoic acid (1) and (10E)-9-oxohexadec-10-enoic acid (2) from the marine algae Chaetoceros karianus. Herein we report the total synthesis, pharmacological characterization, and biological evaluations of these naturally occurring oxo-fatty acids (oFAs). The syntheses of 1 and 2 afforded sufficient material for extensive biological evaluations. Both oFAs show an appreciable dose-dependent activation of PPARα and -γ, with EC50 values in the micromolar range, and an ability to regulate important PPAR target genes in hepatocytes and adipocytes. Moreover, both 1 and 2 are able to drive adipogenesis when evaluated in the Simpson-Golabi-Behmel syndrome (SGBS) pre-adipocyte cell model, but with lowered expression of adipocyte markers and reduced lipid accumulation compared to the drug rosiglitazone. This seems to be caused by a transient upregulation of PPARγ and C/EBPα expression. Importantly, whole transcriptome analysis shows that both compounds induce anti-diabetic gene programs in adipocytes by upregulating insulin-sensitizing adipokines and repressing pro-inflammatory cytokines.

• Al-Kazaale, Nora; Tran, Phuong Dan Dinh; Haidari, Farhad; Solum, Eirik Johansson; Liekens, Sandra & Vervaeke, Peter [Show all 10 contributors for this article] (2018). Synthesis, molecular modeling and biological evaluation of potent analogs of 2-methoxyestradiol. Steroids. ISSN 0039-128X. 136, p. 47–55. doi: 10.1016/j.steroids.2018.05.002.
• Stepniewski, Tomasz Maciej; Torrens-Fontanals, Mariona; Rodríguez-Espigares, Ismael; Giorgino, Toni; Primdahl, Karoline Gangestad & Vik, Anders [Show all 9 contributors for this article] (2018). Synthesis, molecular modelling studies and biological evaluation of new oxoeicosanoid receptor 1 agonists. Bioorganic & Medicinal Chemistry. ISSN 0968-0896. 26(12), p. 3580–3587. doi: 10.1016/j.bmc.2018.05.036.
• Kristianslund, Renate; Aursnes, Marius; Tungen, Jørn Eivind; Görbitz, Carl Henrik & Hansen, Trond Vidar (2018). Synthesis, Biological Investigation, and Structural Revision of Sielboldianin A. Journal of natural products. ISSN 0163-3864. 81, p. 1007–1013. doi: 10.1021/acs.jnatprod.8b00020. Show summary

  The two ar-bisabol sesquiterpenoids (+)-sielboldianin A (1) and (+)-sielboldianin B (2) were isolated from the stem bark of the plant Fraxinus sielboldiana and belong to a medicinally interesting class of natural products used in traditional Chinese medicine. Herein the total synthesis of the proposed structure of (+)-sielboldianin A (1) is reported using an organocatalyzed enantioselective bromolactonization protocol. X-ray analysis of a key intermediate together with specific rotation values and NOESY data of the synthesized product enabled the revision of the absolute configuration of the natural product (+)-sielboldianin A to (7R,10R). Studies on the antioxidant effects using two cell-based assays were conducted. These studies revealed that the enantiomer of 1 exhibited antioxidant effects with IC50 values of 18 ± 3 μM in a cellular lipid peroxidation antioxidant activity assay. Moreover, (−)-1 showed strong protective effects against reactive oxygen species in a cell-based antioxidant activity assay (IC50 = 31 ± 5 μM). In addition, the two ar-sesquiterpenoids (−)-boivinianin B and (−)-gossoronol showed no effect in either assay. No cytotoxic activity in the K562 cancer cell line was observed for the three sesquiterpenoids tested (IC50 > 50 μM).

• Ricci, Fabrizio; Carrassa, L.; Christodoulou, M. S.; Passarella, Danielle; Michel, B & Benhida, R. [Show all 27 contributors for this article] (2018). A High-throughput Screening of a Chemical Compound Library in Ovarian Cancer Stem Cells. Combinatorial chemistry & high throughput screening. ISSN 1386-2073. 21(1), p. 50–56. doi: 10.2174/1386207321666180124093406.
• Sørvik, Irene Beate; Solum, Eirik Johansson; Labba, Nils Anders; Hansen, Trond Vidar & Paulsen, Ragnhild Elisabeth (2018). Differential effects of some novel synthetic oestrogen analogs on oxidative PC12 cell death caused by serum deprivation. Free radical research. ISSN 1071-5762. 52(2), p. 273–287. doi: 10.1080/10715762.2018.1430363.
• Gobbetti, Thomas; Dalli, Jesmond; Colas, Romain A.; Canova, Donata Federici; Aursnes, Marius & Bonnet, Delphine [Show all 12 contributors for this article] (2017). Protectin D1n-3 DPA and resolvin D5n-3 DPA are effectors of intestinal protection. Proceedings of the National Academy of Sciences of the United States of America. ISSN 0027-8424. 114(15), p. 3963–3968. doi: 10.1073/pnas.1617290114. Full text in Research Archive
• Hansen, Trond Vidar; Dalli, Jesmond & Serhan, Charles N. (2017). The novel lipid mediator PD1n-3 DPA: An overview of the structural elucidation, synthesis, biosynthesis and bioactions. Prostaglandins & other lipid mediators. ISSN 1098-8823. 133, p. 103–110. doi: 10.1016/j.prostaglandins.2017.06.003. Full text in Research Archive
• Gregersen, Ida; Sandanger, Øystein; Askevold, Erik Tandberg; Sagen, Ellen Lund; Yang, Kuan & Holm, Sverre [Show all 16 contributors for this article] (2017). Interleukin 27 is increased in carotid atherosclerosis and promotes NLRP3 inflammasome activation. PLOS ONE. ISSN 1932-6203. 12(11). doi: 10.1371/journal.pone.0188387. Full text in Research Archive
• Antonsen, Simen Gjelseth; Gallantree-Smith, Harrison Christopher; Görbitz, Carl Henrik; Hansen, Trond Vidar; Stenstrøm, Yngve H. & Nolsøe, Jens Mortansson Jelstrup (2017). Stereopermutation on the Putative Structure of the Marine Natural Product Mucosin. Molecules. ISSN 1431-5157. 22(10), p. 1720–1737. doi: 10.3390/molecules22101720. Full text in Research Archive

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• Bathen, Mina; Vik, Anders & Hansen, Trond Vidar (2024). Synthetic efforts towards 4S,5S-dihydroxy docosapentaenoic acid.
• Ervik, Karina; Reinertsen, Amalie Føreid & Hansen, Trond Vidar (2023). Synthetic studies towards the specialized pro-resolving mediator RvD5n-3 DPA.
• Ervik, Karina; Reinertsen, Amalie Føreid & Hansen, Trond Vidar (2023). Total synthesis of the specialized pro-resolving mediator RvD5n-3 DPA .
• Hansen, Trond Vidar (2023). Biosynthesis, bioactions and biomedical applications of the protectins: New leads in resolution pharmacology .
• Hansen, Trond Vidar (2023). Biosynthesis, bioactions and biomedical applications of the protectins: New leads in resolution pharmacology.
• Hansen, Trond Vidar (2023). Stereoselective Synthesis of Spesialised Pro-Resolving Mediators (SPMs) Using the sp3-sp3 Negishi Reaction .
• Haatveit, Åsmund Stenvik; Bathen, Mina; Hansen, Trond Vidar & Vik, Anders (2023). Synthetic studies toward 4S,5S-dihydroxy docosapentaenoic acid.
• Bathen, Mina; Haatveit, Åsmund Stenvik; Vik, Anders & Hansen, Trond Vidar (2023). Synthetic studies towards 4S,5S-dihydroxy docosapentaenoic acid .
• Nsowah, Samuel Kwame Opoku; Vik, Anders & Hansen, Trond Vidar (2023). Synthesis of New Analogs of 2-Methoxyestradiol.
• Hansen, Trond Vidar (2023). Stereoselective Synthesis of Sesquiterpenoids Using Organocatalyzed Halocyclization Reactions .
• Ervik, Karina; Reinertsen, Amalie Føreid & Hansen, Trond Vidar (2022). Synthetic studies towards the specialized pro-resolving mediator RvD5n-3 DPA .
• Hansen, Trond Vidar (2022). Synthesis and biological evaluations of n-3 DPA derived specialized pro-resolving mediators.
• Hansen, Trond Vidar (2022). Nobelprisen i kjemi gikk til klikk-kjemi og bioortogonal kjemi. Kjemi. ISSN 0023-1983. p. 18–22.
• Hansen, Trond Vidar; Stenstrøm, Yngve H.; Carlson, Rolf & Sydnes, Leiv K. (2022). Professor Tomáš Hudlický — in Memoriam. Kjemi. ISSN 0023-1983. p. 23–25.
• Hansen, Trond Vidar (2022). Nobelprisen i Kjemi 2022: Klikk kjemi og bioortogonal kjemi.
• Hansen, Trond Vidar (2022). The Nobel Price in Chemistry 2022: Click Chemistry and Bioorthogonal Chemistry.
• Hansen, Trond Vidar (2022). Nobelprisen i kjemi 2022. [Radio]. NRK.
• Hansen, Trond Vidar (2022). Biosynthesis, bioactions and biomedical applications of the protectins: New leads in resolution pharmacology.
• Hansen, Trond Vidar (2022). Biosynthesis, bioactions and biomedical applications of the protectins: New leads in resolution pharmacology .
• Vik, Anders; Halvorsen, Trine Grønhaug; Primdahl, Karoline Gangestad; Hansen, Trond Vidar; Wangensteen, Helle & Reubsaet, Leon [Show all 7 contributors for this article] (2022). Grunnkurs i farmasøytisk kjemi på UiO moderniseres kontinuerlig. Norsk Farmaceutisk Tidsskrift. ISSN 0029-1935. p. 33–34.
• Hansen, Trond Vidar (2021). Biosynthetic Pathways of Protectins.
• Stenstrøm, Yngve H.; Antonsen, Simen Gjelseth; Nolsøe, Jens Mortansson Jelstrup; Hansen, Trond Vidar; Nicolaisen, Steinar Sollien & Stillerud, Marianne (2020). Synthesis of 5S,6S-dihydroxy Eicosaentaenoic acid by stereoselective hydrolysis of epoxide.
• Vik, Anders; Primdahl, Karoline Gangestad; Aursnes, Marius; Walker, Mary E.; Colas, Romain A. & Serhan, Charles Nicholas [Show all 8 contributors for this article] (2019). Biosynthetic Studies of RvT1-4: A Novel Class of Specialized Pro-resolving and Anti-inflammatory Mediators.
• Hansen, Trond Vidar (2019). Biosynthesis, Bioactions and Biomedical Applications of the Protectins.
• Tungen, Jørn Eivind; Gerstmann, Lisa; Vik, Anders; Kalesse, Markus; Dalli, Jesmond & Chiang, Nan [Show all 8 contributors for this article] (2019). Stereoselective Synthesis and Biological Evaluations of RvD1n-3 DPA .
• Primdahl, Karoline Gangestad; Tungen, Jørn Eivind; De Souza, Patrica R. S; Colas, Romain A.; Dalli, Jesmond & Hansen, Trond Vidar [Show all 7 contributors for this article] (2019). Stereocontrolled Synthesis and Investigation of The Biosynthetic Transformations of 16(S),17(S)-epoxy-PDn-3 DPA.
• Sønderskov Rasmussen, Jeanne; Tungen, Jørn Eivind; Vik, Anders; Hansen, Trond Vidar & Stenstrøm, Yngve H. (2019). Synthetic Studies Towards MaR2n-3 DPA. Show summary

  In the last two decades it has been known that specialized pro-resolving mediators (SPMs), biosynthesized from n-3 PUFAs, play an important role in stimulating the return of inflamed tissue to homeostasis.1 There has therefore been a great interest in using these endogenously formed SPMs as lead compounds in drug discovery programs towards the development of new classes of anti-inflammatory drugs. Our group has synthesized MaR1n-3 DPA2 as well as several other SPMs.3 The poster will present our initial synthetic efforts towards the n-3 DPA derived SPM MaR2n-3 DPA (1). 1. Serhan, C. N. Nature 2014, 510, 92–101. 2. Tungen, J. E.; Aursnes, M.; Dalli, J.; Arnardottir, H.; Serhan, C. N.; Hansen, T. V. Chem. Eur. J. 2014, 20, 14575–14578.

• Føreid Reinertsen, Amalie; Tungen, Jørn Eivind; Vik, Anders & Hansen, Trond Vidar (2019). Synthetic Studies Towards an Analogue of RvD1n-3 DPA. Show summary

  Specialized pro-resolving lipid mediators (SPMs) are biosynthesized from n-3 polyunsaturated fatty acids during the resolution phase of acute inflammation.1,2 These molecules are shown to limit further neutrophil recruitment to the inflammatory sites, accelerate the termination of inflammation, shorten the resolution time in vivo and increase the clearance of bacteria and apoptotic cells.2 The SPMs have attracted a great interest as lead compounds in drug discovery programs towards the development of new classes of drugs that dampen inflammation without interfering with the immune response. In 2013, the SPM RvD1n-3 DPA was reported.1 RvD1n-3 DPA displays potent in vivo anti-inflammatory and pro-resolution effects in the low nanomolar range.1 This SPM is an excellent biotemplate for the development of new, small molecular anti-inflammatory drugs and immunoresolvents.3,4 Such simpler analogues are currently in development in our group. 1. Dalli, J.; Colas, R. A.; Serhan, C. N. Sci. Rep. 2013, 3, 1940. 2. Serhan, C. N.; Petasis, N. A. Chem. Rev. 2011, 111, 5922. 3. (a) Serhan, N. A. Nature 2014, 510, 92. (b) Fullerton, J. N.; Gilroy, D.W. Nat. Rev. Drug Discov. 2016, 15, 551. 4. (a) Serhan, C. N, FASEB J. 2017, 31, 1273. (b) Serhan, C. N.; Chiang, N. Curr. Opin. Pharmacol. 2013, 13, 632.

• Nesman, Jannicke Irina; Primdahl, Karoline Gangestad; Tungen, Jørn Eivind; Vik, Anders; Dalli, Jesmond & Hansen, Trond Vidar (2019). Total Synthesis and Biological Evaluations of 22-OH PD1n-3 DPA.
• Johnsen, Lars-Inge Gammelsæter; Bero, Rawan; Tungen, Jørn Eivind; Vik, Anders & Hansen, Trond Vidar (2019). Synthetic studies towards 10-keto-DeH-PD1.
• Kristianslund, Renate; Tungen, Jørn Eivind; Vik, Anders & Hansen, Trond Vidar (2019). An Organoselenium Accelerated Bromolactonization Reaction.
• Hansen, Trond Vidar (2019). Synthesis and Biology of Specialized Pro-resolving Mediators.
• Nolsøe, Jens Mortansson Jelstrup; Stenstrøm, Yngve H.; Antonsen, Simen Gjelseth; Hansen, Trond Vidar; Røhr, Åsmund Kjendseth & Nesman, Jannicke Irina [Show all 8 contributors for this article] (2019). Total Synthesis of (−)-Mucosin and Structural Revision.
• Stillerud, Marianne; Antonsen, Simen Gjelseth; Nolsøe, Jens Mortansson Jelstrup; Stenstrøm, Yngve H. & Hansen, Trond Vidar (2019). Synthesis of 5S,6S-dihydroxyeicosapentaenoic acid and 4S,5S-dihydroxydocosahexaenoic acid .
• Ellefsen, Christiane Færestrand; Johansson, Silje. J. R; Johannessen, Tonje; Ristun, Mali Schulstad; Antonsen, Simen Gjelseth & Nolsøe, Jens Mortansson Jelstrup [Show all 8 contributors for this article] (2019). Synthesis of Fatty Acid Amides.
• Gaulin, Malene; Antonsen, Simen Gjelseth; Nolsøe, Jens Mortansson Jelstrup; Hansen, Trond Vidar & Stenstrøm, Yngve H. (2019). Synthesis of analogues of 2-methoxyestradiol with presumed anti-cancer effects.
• Primdahl, Karoline Gangestad; Tungen, Jørn Eivind; De Souza, Patricia R.S; Colas, Romain A.; Dalli, Jesmond & Hansen, Trond Vidar [Show all 7 contributors for this article] (2018). Stereocontrolled Synthesis and Investigation of the Biosynthetic Transformations of 16(S),17(S)-epoxy-PDn-3 DPA .
• Hansen, Trond Vidar (2018). Stereoselective Synthesis and Biological Evaluations of RvD1n-3 DPA . Show summary

  Specialized pro-resolving mediators (SPMs) display very potent anti-inflammatory and pro-resolving agonists effects towards G protein-coupled receptors (GPRs) [1]. The resolution of inflammation is now recognized to be an active process strictly regulated by individual families of SPMs and is therefore seen as a biomedical paradigm shift [2]. SPMs are stereoselectively biosynthesized from -3 polyunsaturated fatty acids, such as docosahexaenoic acid (DHA) and docosapentaenoic acid (n-3 DPA), in the presence of lipoxygenases and cyclooxygenase-2 [1]. The first total synthesis of the specialized pro-resolving mediator RvD1n-3 DPA [3] has been achieved using the underutilized sp3-sp3 Negishi cross coupling reaction and an alkyne hydrosilylation-protodesilylation protocol. The LC-MS/MS results of the synthetic material matched those of endogenously produced RvD1n-3 DPA allowing assignment of the absolute configuration of this lipid mediator. Biological evaluations revealed that this novel mediator displays low nanomolar pro-resolving properties in vivo and potently activates the GPR32 receptor. As such, this natural product is of interest as a lead compound towards developing novel immunoresolvents as putative new anti-inflammatory drugs [2,4]. Acknowledgement: We want to express our sincere gratitude towards COST CM1407 for financial support for a STSM scholarship to Lisa Gerstmann form Hannover, Germany to Oslo, Norway. References: [1] Serhan C.N. (2014). Nature 510: 92. [2] Fullerton J.N., Gilroy, D.W. (2016). Nat. Rev. Drug. Discov. 15: 551. [3] Dalli J., Colas R.A., Serhan C.N. (2013). Sci. Rep. 3: 1940. [4] (a) Vik A., Dalli J., Hansen T.V. (2017). Bioorg. Med. Chem. Lett. 27: 2259. (b) Serhan C.N. (2017). FASEB J. 31: 1273.

• Nolsøe, Jens Mortansson Jelstrup; Antonsen, Simen Gjelseth; Nesman, Jannicke Irina; Hansen, Trond Vidar; Stenstrøm, Yngve H. & Görbitz, Carl Henrik [Show all 8 contributors for this article] (2018). Total Synthesis of (−)-Mucosin and Structural Revision.
• Antonsen, Simen Gjelseth; Nolsøe, Jens Mortansson Jelstrup; Stenstrøm, Yngve H.; Hansen, Trond Vidar; Røhr, Åsmund Kjendseth & Nesman, Jannicke Irina [Show all 8 contributors for this article] (2018). Total Synthesis of (−)-Mucosin and Structural Revision.
• Hansen, Trond Vidar (2018). Stereoselective Total Synthesis of SPMs Using the sp3-sp3 Negishi Reaction.
• Hansen, Trond Vidar (2018). Stereoselective Total Synthesis and Biological Evaluations of Specialized Pro-resolving Mediators and Sesquiterpenoids: Novel Leads in Drug Discovery.
• Nolsøe, Jens Mortansson Jelstrup; Antonsen, Simen Gjelseth; Gallantree-Smith, Harrison Christopher; Görbitz, Carl Henrik; Hansen, Trond Vidar & Stenstrøm, Yngve H. (2018). Total synthesis targeting structural elucidation of marine hydrindane natural products.
• Nesman, Jannicke Irina; Stenstrøm, Yngve H. & Hansen, Trond Vidar (2018). Synthetic studies towards one isomer of (-)-mucosin.
• Gjessing, Gard; Antonsen, Simen Gjelseth; Nolsøe, Jens Mortansson Jelstrup; Hansen, Trond Vidar & Stenstrøm, Yngve H. (2018). Asymmetric Synthesis of 3-(R)-HEPE and 3-(S)-HEPE via Nagao Acetate Aldol Reaction.
• Johannessen, Tonje; Antonsen, Simen Gjelseth; Hansen, Trond Vidar; Nolsøe, Jens Mortansson Jelstrup & Stenstrøm, Yngve H. (2018). Synthesis of some fatty acid amides derivatives.
• Rylandsholm, Fredrik Garnås; Antonsen, Simen Gjelseth; Hansen, Trond Vidar; Nolsøe, Jens Mortansson Jelstrup & Stenstrøm, Yngve H. (2018). Asymmetric Synthesis targeting 3-(R)-HEPE and 3-(S)-HEPE using Brown allylation.
• Kristianslund, Renate; Aursnes, Marius; Tungen, Jørn Eivind; Görbitz, Carl Henrik & Hansen, Trond Vidar (2018). Enantioselective bromolactonization using chiral squaramides - Application in the total synthesis of (-)-sielboldianin A.
• Hansen, Trond Vidar (2018). Stereoselective Synthesis, Biosynthesis, Biological Activities and Applications of Specialized Pro-Resolving Lipid Mediators: Novel Leads in Drug Discovery.
• Kristianslund, Renate; Aursnes, Marius; Tungen, Jørn Eivind; Görbitz, Carl Henrik & Hansen, Trond Vidar (2017). Synthesis of (-)-sielboldianin A using a squaramide catalyzed enantioselective bromolactonization reaction.
• Antonsen, Simen Gjelseth; Stenstrøm, Yngve H.; Hansen, Trond Vidar; Gallantree-Smith, Harrison Christopher; Nolsøe, Jens Mortansson Jelstrup & Görbitz, Carl Henrik (2017). Total synthesis based on the originally claimed structure of mucosin.

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