Anders Vik

Associate Professor - Section for Pharmaceutical Chemistry

Norwegian version of this page

Email anders.vik@farmasi.uio.no

Phone +47 22857451

Room Ø195/Ø198 Fysikkbygningen

Username

Visiting address Avdeling for farmasøytisk kjemi Farmasibygningen Sem Sælands vei 3 0371 OSLO

Postal address Postboks 1068 Blindern 0316 Oslo

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Academic Interests

Medicinal chemistry, synthetic organic chemistry, eicosanoids, lipid chemistry, oxylipins, natural product synthesis and method development in synthetic organic chemistry.

Please see our research group LIPCHEMs web-page for more information.

Teaching

FARM1100 - Pharmaceutical Chemistry
FARM1130 - Pharmaceutically Based Organic Chemistry
FARM5000 – Preparation course for master in pharmacy

Other positions and duties

Chairmain of the the Division of Organic Chemistry (FOK) of the Norwegian Chemical society (2023-current).
Board member of the Division of Organic Chemistry (FOK) of the Norwegian Chemical society (2018-2022).

Higher education and employment history

Associate professor, 2011 - date. Dept. of pharmaceutical chemistry, School of pharmacy, University of Oslo.
Visiting Scholar, University of California, Davis, January-July 2019.
Post doctoral research fellow, Dept. of pharmaceutical chemistry, School of pharmacy, University of Oslo 2009-2011
Scientist, Invitrogen Dynal AS, Lillestrøm, June 2007-November 2008
Scientist, Synthetica AS, Oslo, March 2007-June 2007
Ph.D., Dept. of Chemistry, University of Oslo (2007)
M. Sc., Norwegian University of Science and Technology (2003)

Tags: Life Science, Medicinal chemistry, Organic chemistry, Chemistry, Lipids, Polyunsaturated fatty acids, Pharmaceutical chemistry, Natural product synthesis

Hrithik, Md Tafim Hossain; Shahmohammadi, Niayesh; Gahyeon, Jin; Lee, Dong-Hee; Singh, Nalin & Vik, Anders [Show all 8 contributors for this article] (2024). Insect immune resolution with EpOME/DiHOME and its dysregulation by their analogs leading to pathogen hypersensitivity. Insect Biochemistry and Molecular Biology. ISSN 0965-1748. 168. doi: 10.1016/j.ibmb.2024.104104.
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
Singh, Nalin; Vik, Anders; Lybrand, Daniel B.; Morisseau, Christophe & Hammock, Bruce D. (2021). New Alkoxy- Analogues of Epoxyeicosatrienoic Acids Attenuate Cisplatin Nephrotoxicity In Vitro via Reduction of Mitochondrial Dysfunction, Oxidative Stress, Mitogen-Activated Protein Kinase Signaling, and Caspase Activation. Chemical Research in Toxicology. ISSN 0893-228X. 34(12), p. 2579–2591. doi: 10.1021/acs.chemrestox.1c00347. 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
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.
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.
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.
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.
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.
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.
Primdahl, Karoline Gangestad; Tungen, Jørn Eivind; De Souza, Patricia R; Colas, Romain A.; Dalli, Jesmond & Hansen, Trond Vidar [Show all 7 contributors for this article] (2017). Stereocontrolled synthesis and investigation of the biosynthetic transformations of 16(S),17(S)-epoxy-PDn-3 DPA. Organic and biomolecular chemistry. ISSN 1477-0520. 15(40), p. 8606–8613. doi: 10.1039/c7ob02113e. Full text in Research Archive
van Gansbeke, Koen; Solum, Eirik Johansson; Liekens, Sandra; Vik, Anders & Hansen, Trond Vidar (2017). Regioselective monoalkylation of 17β-estradiol for the synthesis of cytotoxic estrogens. Steroids. ISSN 0039-128X. 124, p. 54–59. doi: 10.1016/j.steroids.2017.06.001. Full text in Research Archive
Vik, Anders; Dalli, Jesmond & Hansen, Trond Vidar (2017). Recent advances in the chemistry and biology of anti-inflammatory and specialized pro-resolving mediators biosynthesized from n-3 docosapentaenoic acid. Bioorganic & Medicinal Chemistry Letters. ISSN 0960-894X. 27(11), p. 2259–2266. doi: 10.1016/j.bmcl.2017.03.079. Full text in Research Archive
Primdahl, Karoline Gangestad; Aursnes, Marius; Walker, Mary E.; Colas, Romain A.; Serhan, Charles N. & Dalli, Jesmond [Show all 8 contributors for this article] (2016). Synthesis of 13(R)‐Hydroxy‐7Z,10Z,13R,14E,16Z,19Z Docosapentaenoic Acid (13R‐HDPA) and Its Biosynthetic Conversion to the 13-Series Resolvins. Journal of natural products. ISSN 0163-3864. 79, p. 2693–2702. doi: 10.1021/acs.jnatprod.6b00634. Full text in Research Archive Show summary
Specialized pro-resolving lipid mediators are biosynthesized during the resolution phase of acute inflammation from n-3 polyunsaturated fatty acids. Recently, the isolation and identification of the four novel mediators denoted 13-series resolvins, namely, RvT1 (1), RvT2 (2), RvT3 (3) and RvT4 (4), were reported, which showed potent bioactions characteristic for specialized pro-resolving lipid mediators. Herein, based on results from LC/MS-MS metabololipidomics and the stereoselective synthesis of 13(R)-hydroxy-7Z,10Z,13R,14E,16Z,19Z docosapentaenoic acid (13R-HDPA, 5), we provide direct evidence that the four novel mediators 1−4 are all biosynthesized from the pivotal intermediate 5. The UV and LC/MS-MS results from synthetic 13R-HDPA (5) matched those from endogenously and biosynthetically produced material obtained from in vivo infectious exudates, endothelial cells, and human recombinant COX-2 enzyme. Stereochemically pure 5 was obtained with the use of a chiral pool starting material that installed the configuration at the C-13 atom as R. Two stereoselective Z-Wittig reactions and two Z-selective reductions of internal alkynes afforded the geometrically pure alkene moieties in 5. Incubation of 5 with isolated human neutrophils gave all four RvTs. The results presented herein provide new knowledge on the biosynthetic pathways and the enzymatic origin of RvTs 1−4.
Tungen, Jørn Eivind; Aursnes, Marius & Vik, Anders (2016). Synthesis of Ieodomycin D. Synlett : Accounts and Rapid Communications in Synthetic Organic Chemistry. ISSN 0936-5214. 27(17), p. 2497–2499. doi: 10.1055/s-0035-1562776.
Vik, Anders & Hansen, Trond Vidar (2016). Fatty Acids and their Derivatives. In Zografos, Alexandros L. (Eds.), From Biosynthesis to Total Synthesis: Strategies and Tactics for Natural Products. John Wiley & Sons. ISSN 978-1-118-75173-2. p. 130–161.
Primdahl, Karoline Gangestad; Stenstrøm, Yngve H.; Hansen, Trond Vidar & Vik, Anders (2016). Synthesis of 5-(S)-HETE, 5-(S)-HEPE and (+)-zooxanthellactone: Three hydroxylated polyunsaturated fatty acid metabolites. Chemistry and Physics of Lipids. ISSN 0009-3084. 196, p. 1–4. doi: 10.1016/j.chemphyslip.2015.12.005.
Kaupang, Åsmund; Kase, Eili Tranheim; Vo, Cecilie Xuan Trang; Amundsen, Marthe; Vik, Anders & Hansen, Trond Vidar (2016). Synthesis of 5-trifluoromethyl-2-sulfonylpyridine PPARβ/δ antagonists: Effects on the affinity and selectivity towards PPARβ/δ. Bioorganic & Medicinal Chemistry. ISSN 0968-0896. 24(2), p. 247–260. doi: 10.1016/j.bmc.2015.12.012.
Solum, Eirik Johansson; Akselsen, Øyvind Wilhelm; Vik, Anders & Hansen, Trond Vidar (2015). Synthesis and pharmacological effects of the anti-cancer agent 2-methoxyestradiol. Current pharmaceutical design. ISSN 1381-6128. 21(38), p. 5453–5466. doi: 10.2174/1381612821666151002112511.
Kaupang, Åsmund; Hildonen, Siri; Halvorsen, Trine Grønhaug; Mortén, Magnus; Vik, Anders & Hansen, Trond Vidar (2015). Involvement of covalent interactions in the mode of action of PPARβ/δ antagonists. RSC Advances. ISSN 2046-2069. 5(93), p. 76483–76490. doi: 10.1039/c5ra15707b.
Solum, Eirik Johansson; Cheng, Jing-Jy; Sylte, Ingebrigt; Vik, Anders & Hansen, Trond Vidar (2015). Synthesis, biological evaluation and molecular modeling of new analogs of the anti-cancer agent 2-methoxyestradiol: potent inhibitors of angiogenesis . RSC Advances. ISSN 2046-2069. 5(41), p. 32497–32504. doi: 10.1039/c5ra03570h. Full text in Research Archive
Primdahl, Karoline Gangestad; Tungen, Jørn Eivind; Aursnes, Marius; Hansen, Trond Vidar & Vik, Anders (2015). An efficient total synthesis of leukotriene B4. Organic and biomolecular chemistry. ISSN 1477-0520. 13(19), p. 5412–5417. doi: 10.1039/c5ob00473j.
Tungen, Jørn Eivind; Aursnes, Marius; Vik, Anders; Ramon, Sesquile; Colas, Romain A. & Dalli, Jesmond [Show all 8 contributors for this article] (2014). Synthesis and anti-inflammatory and pro-resolving activities of 22-OH-PD1, a monohydroxylated metabolite of protectin D1. Journal of natural products. ISSN 0163-3864. 77(10), p. 2241–2247. doi: 10.1021/np500498j.
Solum, Eirik Johansson; Cheng, Jing-Jy; Sørvik, Irene Beate; Paulsen, Ragnhild Elisabeth; Vik, Anders & Hansen, Trond Vidar (2014). Synthesis and biological evaluations of new analogs of 2-methoxyestradiol: Inhibitors of tubulin and angiogenesis. European Journal of Medicinal Chemistry. ISSN 0223-5234. 85, p. 391–398. doi: 10.1016/j.ejmech.2014.08.002.
Solum, Eirik Johansson; Vik, Anders & Hansen, Trond Vidar (2014). Synthesis, cytotoxic effects and tubulin polymerization inhibition of 1,4-disubstituted 1,2,3-triazole analogs of 2-methoxyestradiol. Steroids. ISSN 0039-128X. 87, p. 46–53. doi: 10.1016/j.steroids.2014.05.020.
Jakobsen, Martin Gjerde; Vik, Anders & Hansen, Trond Vidar (2014). Stereoselective synthesis of zooxanthellactone. Tetrahedron Letters. ISSN 0040-4039. 55(17), p. 2842–2844. doi: 10.1016/j.tetlet.2014.03.085.
Aursnes, Marius; Tungen, Jørn Eivind; Vik, Anders; Colas, Romain; Cheng, Chien-Yee C. & Dalli, Jesmond [Show all 8 contributors for this article] (2014). Total synthesis of the lipid mediator PD1n-3 DPA: Configurational assignments and anti-inflammatory and pro-resolving actions. Journal of natural products. ISSN 0163-3864. 77(4), p. 910–916. doi: 10.1021/np4009865.
Aursnes, Marius; Tungen, Jørn Eivind; Vik, Anders; Dalli, J. & Hansen, Trond Vidar (2014). Stereoselective synthesis of protectin D1: a potent anti-inflammatory and proresolving lipid mediator. Organic and biomolecular chemistry. ISSN 1477-0520. 12(3), p. 432–437. doi: 10.1039/c3ob41902a.
Mohamed, Yasser Mahmoud Ali; Vik, Anders; Hofer, Tim; Andersen, Jeanette hammer & Hansen, Trond Vidar (2013). Polyunsaturated fatty acid-derived chromones exhibiting potent antioxidant activity. Chemistry and Physics of Lipids. ISSN 0009-3084. 170, p. 41–45. doi: 10.1016/j.chemphyslip.2013.03.003.
Jakobsen, Martin Gjerde; Vik, Anders & Hansen, Trond Vidar (2012). Concise syntheses of three ω-3 polyunsaturated fatty acids. Tetrahedron Letters. ISSN 0040-4039. 53(44), p. 5837–5839. doi: 10.1016/j.tetlet.2012.08.009.
Vik, Anders & Hansen, Trond Vidar (2011). Synthesis of a polyunsaturated amino ketone isolated from a Guangxi sponge of the genus Haliclona. Tetrahedron Letters. ISSN 0040-4039. 52(10), p. 1060–1061. doi: 10.1016/j.tetlet.2010.12.089.
Vik, Anders; Hansen, Trond Vidar; Holmeide, Anne Kristin & Skattebøl, Lars (2010). Synthesis of juniperonic acid. Tetrahedron Letters. ISSN 0040-4039. 51(21), p. 2852–2854. doi: 10.1016/j.tetlet.2010.03.085. Show summary
Synthesis of juniperonic acid ((all-Z)-5,11,14,17-eicosatetraenoic acid), has been achieved in eight steps and in 19% overall yield starting from eicosapentaenoic acid.
Vik, Anders; Proszenyak, Agnes; Vermeersch, Marieke; Cos, Paul; Maes, Louis & Gundersen, Lise-Lotte (2009). Screening of Agelasine D and Analogs for Inhibitory Activity against Pathogenic Protozoa; Identification of Hits for Visceral Leishmaniasis and Chagas Disease. Molecules. ISSN 1431-5157. 14(1), p. 279–288. doi: 10.3390/molecules14010279. Show summary
There is an urgent need for novel and improved drugs against several tropical diseases caused by protozoa. The marine sponge (Agelas sp.) metabolite agelasine D, as well as other agelasine analogs and related structures were screened for inhibitory activity against Plasmodium falciparum, Leishmania infantum, Trypanosoma brucei and T. cruzi, as well as for toxicity against MRC-5 fibroblast cells. Many compounds displayed high general toxicity towards both the protozoa and MRC-5 cells. However, three compounds exhibited more selective inhibitory activity against L. donovani (IC50 <0.5 μg/mL) while two others displayed IC50 <1 μg/mL against T. cruzi in combination with relatively low toxicity against MRC-5 cells. According to criteria set up by the WHO Special Programme for Research & Training in Tropical Diseases (TDR), these compounds could be classified as hits for leishmaniasis and for Chagas disease, respectively. Identification of the hits as well as other SAR data from this initial screening will be valuable for design of more potent and selective potential drugs against these neglected tropical diseases.
Sjögren, Martin; Dahlström, Mia; Hedner, Erik; Jonsson, Per R.; Vik, Anders & Gundersen, Lise-Lotte [Show all 7 contributors for this article] (2008). Antifouling activity of the sponge metabolite agelasine D and synthesized analogs on Balanus improvisus. Biofouling (Print). ISSN 0892-7014. 24(4), p. 251–258. doi: 10.1080/08927010802072753. Show summary
This study reports a screening study for antifouling (AF) activity of the natural compound agelasine D isolated from marine sponges of the genus Agelas and 20 synthesised analogs of agelasines and agelasimines. Agelasine D, together with two of the analogs, ie AV1003A and AKB695, displayed a strong inhibitory effect on settlement of Balanus improvisus cypris larvae. Agelasine D had an EC50 value of 0.11 μM while the two analogs AV1033A and AKB695 had EC50 values of 0.23 and 0.3 μM, respectively. None of these three compounds affected larval mortality as was the case with several of the analogs tested. Moreover, the effect of AV1033A and AKB695 was reversible. When cyprids after 24 h exposure to the compounds were transferred to fresh seawater, the settlement frequency compared with the controls was completely recovered. The properties of the agelasine D analogs AV1003A and AKB695 make them highly attractive candidates as AF agents in future marine coatings.
Vik, Anders & Gundersen, Lise-Lotte (2007). Synthetic studies directed towards asmarines; construction of the tetrahydrodiazepinopurine moiety by ring closing metathesis. Tetrahedron Letters. ISSN 0040-4039. 48, p. 1931–1934. doi: 10.1016/j.tetlet.2007.01.090.
Vik, Anders; Hedner, Erik; Charnock, Colin; Tangen, Linda; tangen, Linda W & Samuelsen, Ørjan [Show all 9 contributors for this article] (2007). Antimicrobial and cytotoxic activity of agelasine and agelasimine analogs. Bioorganic & Medicinal Chemistry. ISSN 0968-0896. 15. doi: 10.1016/j.bmc.2007.03.08.
Vik, Anders; James, A & Gundersen, Lise-Lotte (2007). Screening of terpenes and derivatives for antimycobacterial activity; identification of geranylgeraniol and geranylgeranyl acetate as potent inhibitors of Mycobacterium tuberculosis in vitro. Planta Medica. ISSN 0032-0943. 73, p. 1410–1412. doi: 10.1055/s-2007-990238.
Vik, Anders; Hedner, Erik; Charnock, Colin; Samuelsen, Ørjan; Larsson, Rolf & Gundersen, Lise-Lotte [Show all 7 contributors for this article] (2006). (+)-agelasine D: Improved synthesis and evaluation of antibacterial and cytotoxic activities. Journal of natural products. ISSN 0163-3864. 69.
Bakkestuen, Anne Kristin Vibstad; Gundersen, Lise-Lotte; Petersen, Dirk; Utenova, Bibigul & Vik, Anders (2005). Synthesis and Antimycobacterial Activity of Agelasine E and Analogs. Organic and biomolecular chemistry. ISSN 1477-0520. 3, p. 1025–1033.
Sundby, Eirik; Holt, Jarle; Vik, Anders & Anthonsen, Thorleif (2004). Chemoenzymatic synthesis of (2S)- and (2R)-2-(1,3-dithian-2-ylmethyl)oxirane. European Journal of Organic Chemistry. ISSN 1434-193X. p. 1239–1243. Show summary
Lipase-catalyzed transesterifications and biological reductions were used to obtain the (S)-enantiomers of 3-chloro-1-(1,3-dithian-2-yl)-2-propanol and 1-(1,3-dithian-2-yl)-3-fluoro-2-propanol and their (R)-acetates. (S)-3-Chloro-1-(1,3-dithian-2-yl)-2-propanol and (R)-3-chloro-1-(1,3-dithian-2-yl)-2-propyl acetate were converted into the respective enantiomers of 2-(1,3-dithian-2-ylmethyl)oxirane. During this work we also isolated a new gem-disubstituted epoxide, 2-(chloromethyl)-2-(1,3-dithian-2-yl)oxirane.
Sundby, Eirik; Vik, Anders; Holt, Jarle & Anthonsen, Thorleif (2004). Chemoenzymatic Synthesis of (2S)- and (2R)-2-(1,3-Dithian-2-ylmethyl)oxirane. European Journal of Organic Chemistry. ISSN 1434-193X. p. 1239–1243.

View all works in Cristin

Bathen, Mina; Vik, Anders & Hansen, Trond Vidar (2024). Synthetic efforts towards 4S,5S-dihydroxy docosapentaenoic acid.
de Bourg, Marcus; Mohammad, Rawand S. & Vik, Anders (2023). Epoxy fatty acid mimics: A potential treatment for renal failure.
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.
de Bourg, Marcus; Vik, Anders & Mohammad, Rawand S. (2022). Epoxy fatty acid mimics: A potential treatment for renal failure.
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.
de Bourg, Marcus; Mohammas, Rawand S. & Vik, Anders (2021). Epoxy fatty acid mimics: a potential treatment for renal failure.
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.
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.
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 .
Primdahl, Karoline Gangestad; Aursnes, Marius; Walker, Mary E.; Colas, Romain A.; Serhan, Charles Nicholas & Dalli, Jesmond [Show all 8 contributors for this article] (2017). Biosynthetic Studies of RvT1-4: A Novel Class of Specialized Pro-resolving and Anti-inflammatory Mediators .
Vik, Anders; Aursnes, Marius; Tungen, Jørn Eivind; Colas, Romain A.; Cheng, Chien-Yee C. & Dalli, Jesmond [Show all 8 contributors for this article] (2017). Biosynthesis and the Anti-inflammatory and Pro-resolving Effects of the Novel Lipid Mediator Protectin D1n-3 DPA .
Aursnes, Marius; Primdahl, Karoline Gangestad; Hansen, Trond Vidar & Vik, Anders (2017). Synthetic Studies Towards the 13-series Resolvin Member RvT3.
al-Kazaale, Nora; Solum, Eirik Johansson; Vik, Anders & Hansen, Trond Vidar (2017). Synthesis of New Analogs of 2-Methoxyestradiol as Potential Anticancer Agents.
Primdahl, Karoline Gangestad; Aursnes, Marius; Walker, Mary E.; Serhan, Charles Nicholas; Dalli, Jesmond & Hansen, Trond Vidar [Show all 7 contributors for this article] (2017). Synthesis of 13R‑HDPA and Its Biosynthetic Conversion to the 13-Series Resolvins.
Sæther, Thomas; Moldes-Anaya, Angel; Tungen, Jørn Eivind; Vik, Anders; Paulsen, Steinar M & Sylte, Ingebrigt [Show all 8 contributors for this article] (2016). Anti-diabetic activity from marine lipids: new anti-diabetic drugs.
Primdahl, Karoline Gangestad; Aursnes, Marius; Walker, Mary E.; Colas, Romain A.; Dalli, Jesmond & Hansen, Trond Vidar [Show all 7 contributors for this article] (2016). Synthesis of 13-(R)-HDPA.
Kristianslund, Renate; Aursnes, Marius; Tungen, Jørn Eivind; Vik, Anders & Hansen, Trond Vidar (2016). Organocatalytic enantioselective iodolactonization of allenoic acids .
Primdahl, Karoline Gangestad; Tungen, Jørn Eivind; Aursnes, Marius; Hansen, Trond Vidar & Vik, Anders (2016). Total Synthesis of Leukotriene B4.
Kaupang, Åsmund; Hildonen, Siri; Halvorsen, Trine Grønhaug; Mortén, Magnus; Vik, Anders & Hansen, Trond Vidar (2015). Investigations on the covalent antagonistic modulation of PPARβ/δ.
Vik, Anders (2015). Synthesis of Specialized Pro-resolving Lipid Mediators.
Sæther, Thomas; Moldes-Anaya, Angel; Tungen, Jørn Eivind; Vik, Anders; Paulsen, Steinar Martin & Sylte, Ingebrigt [Show all 8 contributors for this article] (2015). Anti-diabetic activity from marine lipids: new anti-diabetic drugs.
Aursnes, Marius; Tungen, Jørn Eivind; Vik, Anders & Hansen, Trond Vidar (2015). Synthesis, Anti-inflammatory and Pro-resolving Activities of 22-OH-PD1, a Mono-Hydroxylated Metabolite of Protectin D1.
Primdahl, Karoline Gangestad; Aursnes, Marius; Tungen, Jørn Eivind; Hansen, Trond Vidar & Vik, Anders (2015). Total synthesis of leukotriene B4.
Solum, Eirik Johansson; Vik, Anders & Hansen, Trond Vidar (2013). Synthesis of analogs of 2-methoxyestradiol as potent anticancer agents.
Aursnes, Marius; Tungen, Jørn Eivind; Vik, Anders & Hansen, Trond Vidar (2013). Total synthesis of Protectin D1.
Solum, Eirik Johansson; Vik, Anders & Hansen, Trond Vidar (2013). Synthesis of analogs of 2-methoxyestradiol as potential anticancer agents.
Kaupang, Åsmund; Laitinen, Tuomo; Vik, Anders; Poso, Antti & Hansen, Trond Vidar (2013). Molecular modelling and synthesis of putative high-affinity inhibitors of hPPARδ.
Mohamed, Yasser Mahmoud Ali; Vik, Anders & Hansen, Trond Vidar (2012). Synthesis of lipophilic antioxidants.
Aursnes, Marius; Vik, Anders & Hansen, Trond Vidar (2012). Synthetic Studies Towards Protectin D1.
Jakobsen, Martin Gjerde; Vik, Anders & Hansen, Trond Vidar (2011). Synthetic Studies Towards Resolvin D1.
Vik, Anders; Hansen, Trond Vidar; Skattebøl, Lars & Holmeide, Anne Kristin (2011). Synthesis of juniperonic acid.
Gundersen, Lise-Lotte; Kania, Jindrich; Odden, Hege Hortemo; Proszenyak, Agnes & Vik, Anders (2011). Synthesis directed towards Agelasines and Asmarines; Marine Antibiotics.
Vik, Anders; Hansen, Trond Vidar; Holmeide, Anne Kristin & Skattebøl, Lars (2010). Synthesis of juniperonic acid.
Bakkestuen, Anne Kristin; Charnock, Colin; Cos, Paul; Gundersen, Lise-Lotte; Maes, Louis & Proszenyak, Agnes [Show all 10 contributors for this article] (2009). Synthetic studies directed towards antimicrobial agelasines.
Vik, Anders; Proszenyak, Agnes; Vermeersch, Marieke; Cos, Paul; Maes, Louis & Gundersen, Lise-Lotte (2009). Screening of agelasine analogs; Identification of hits for visceral leishmaniasis and Chagas disease.
Sjögren, Martin; Dahlström, Mia; Göransson, Ulf; Hedner, Erik; Jonsson, Per R. & Bohlin, Lars [Show all 8 contributors for this article] (2009). Antifouling activity of the sponge metabolite agelasine D.
Vik, Anders; James, Anthony & Gundersen, Lise-Lotte (2008). Screening of terpenes and derivatives for antimycobacterial activity; identification of geranylgeraniol and geranylgeranyl acetate as potent inhibitors of Mycobacterium tuberculosis in vitro.
Vik, Anders & Gundersen, Lise-Lotte (2007). Synthetic studies directed towards Asmarines: Construction of the 7-membered ring by RCM.
Vik, Anders & Gundersen, Lise-Lotte (2007). Synthetic studies directed towards Asmarines: Construction of the 7-membered ring by RCM.
Vik, Anders; Hedner, Erik; Charnock, Colin; Samuelsen, Ørjan; Larsson, Rolf & Gundersen, Lise-Lotte [Show all 7 contributors for this article] (2006). Improved Synthesis of Agelasine D and Evaluation of Antibacterial and Cytotoxic Activity.
Vik, Anders; Hedner, Erik; Charnock, Colin; Larsson, Rolf; Gundersen, Lise-Lotte & Bohlin, Lars (2006). Synthesis of agelasine and agelasimine analogs and evaluation of antibacterial and cytotoxic effects.
Vik, Anders; Hedner, Erik; Charnock, Collin; Larsson, Rolf; Gundersen, Lise-Lotte & Bohlin, Lars (2006). Synthesis of agelasine and agelasimine analogs and evaluation of antibacterial and cytotoxic effects.
Vik, Anders; Bakkestuen, Anne Kristin; Gundersen, Lise-Lotte & Utenova, Bibigul t. (2005). Synthesis and Bioactivities of Agelasines and Analogs.
Vik, Anders & Gundersen, Lise-Lotte (2005). Synthesis and Bioactivities if Agelasines and Analogs.
Vik, Anders & Gundersen, Lise-Lotte (2007). Synthetic studies directed towards bioactive purine-containing natural products and analogs. Universitetet i Oslo.