New 9α-Hydroxy-5α,6α-epoxysterols from the Vietnamese Marine Sponge Ircinia echinata
AbstractChemical investigation of the methanol extract of the Vietnamese marine sponge Ircinia echinata led to the isolation of six new 9α-hydroxy-5α,6α-epoxysterols: 5α,6α-epoxycholesta-7,22(E)-dien-3β,9α-diol (1), 5α,6α-epoxycholesta-7,24(28)-dien-3β,9α-diol (2), (24R)-5α,6α-epoxy-24-ethyl-cholesta-7-en-3β,9α-diol (3), 5α,6α-epoxycholesta-7-en-3β,9α-diol (4), (24S)-5α,6α-epoxyergosta-7,22-dien-3β,9α-diol (5), and (24R)-5α,6α-epoxy-24-methyl-cholesta-7-en-3β,9α-diol (6) along with the known 5α-6α-epoxysterols: 5α,6α-epoxystigmasta-7-en-3β-ol (7), 5α,6α-epoxystigmasta-7,22-dien-3β-ol (8), and 5α,6α-epoxyergosta-7-en-3β-ol (9). Their structures and their configurations were established on the basis of high resolution mass spectra and extensive 1D and 2D NMR spectroscopic data and by comparison with the literature. Their cytotoxic activity, evaluated against three human cancer cell lines, MCF-7, Hep-G2 and LU-1, revealed that only compounds 3 and 4 exhibited significant antiproliferative activity and compound 3 showed a selective inhibition towards the MCF-7 human breast cancer cells. View Full-Text
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Trinh, T.T.V.; Truong, B.N.; Longeon, A.; Doan, T.M.H.; Deville, A.; Chau, V.M.; Pham, V.C.; Bourguet-Kondracki, M.-L. New 9α-Hydroxy-5α,6α-epoxysterols from the Vietnamese Marine Sponge Ircinia echinata. Mar. Drugs 2018, 16, 424.
Trinh TTV, Truong BN, Longeon A, Doan TMH, Deville A, Chau VM, Pham VC, Bourguet-Kondracki M-L. New 9α-Hydroxy-5α,6α-epoxysterols from the Vietnamese Marine Sponge Ircinia echinata. Marine Drugs. 2018; 16(11):424.Chicago/Turabian Style
Trinh, Thi T.V.; Truong, Bich N.; Longeon, Arlette; Doan, Thi M.H.; Deville, Alexandre; Chau, Van M.; Pham, Van C.; Bourguet-Kondracki, Marie-Lise. 2018. "New 9α-Hydroxy-5α,6α-epoxysterols from the Vietnamese Marine Sponge Ircinia echinata." Mar. Drugs 16, no. 11: 424.
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