Vibralactone

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Vibralactones are a group of related terpenoid chemical compounds, the first of which were isolated from the Basidiomycete Boreostereum vibrans in 2006.[1] Additional vibralactones have also been isolated from the fungus Stereum hirsutum.[2]

Vibralactone A has attracted research interest because it is an inhibitor of pancreatic lipase (IC50 0.4 μg/mL) with in vitro activity comparable to that of the obesity drug orlistat.[1][3]

Several laboratory syntheses of vibralactone A have been developed.[3][4]

Chemical structures

Vibralactone A
Vibralactone B
Vibralactone C
Vibralactone D
Vibralactone E
Vibralactone F

References

  1. ^ a b Dong-Ze Liu, Fei Wang, Tou-Gen Liao, Jian-Guo Tang, Wolfgang Steglich, Hua-Jie Zhu, and Ji-Kai Liu (2006). "Vibralactone: A Lipase Inhibitor with an Unusual Fused β-Lactone Produced by Cultures of the Basidiomycete Boreostereum vibrans". Org. Lett. 8 (25): 5749–5752. doi:10.1021/ol062307u. PMID 17134263.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ Yu Liang, Qin Li, Mengsha Wei, Chunmei Chen, Weiguang Sun, Lianghu Gu, Hucheng Zhu, Yonghui Zhang (2020). "Structurally diverse vibralactones produced by the fungus Stereum hirsutum". Bioorganic Chemistry. 99: 103760. doi:10.1016/j.bioorg.2020.103760. PMID 32251946. S2CID 215408310.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ a b Alexander J. Leeder†, Robert J. Heap†, Lynda J. Brown†, Xavier Franck, and Richard C. D. Brown (2016). "A Short Diastereoselective Total Synthesis of (±)-Vibralactone". Org. Lett. 18 (23): 5971–5973. doi:10.1021/acs.orglett.6b03007. PMID 27797210. S2CID 26599940.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  4. ^ Sepand K. Nistanaki, Luke A. Boralsky, Roy D. Pan, Hosea M. Nelson (2019). "A Concise Total Synthesis of (±)-Vibralactone". Angewandte Chemie. 58 (6): 1724–1726. doi:10.1002/anie.201812711. PMC 6351154. PMID 30548983.{{cite journal}}: CS1 maint: multiple names: authors list (link)