Cytotoxic cholesta-1,4-dien-3-one derivatives from soft coral Nephthea sp.
Five new steroids, (12β, 22R)-12-acetoxy-22-hydroxy-cholesta-1,4-dien-3-one (1), (12β, 22R)-12-hydroxy-22-acetoxy-cholesta-1, 4-dien-3-one (2), (12β, 22R)-12, 22-diacetoxy-cholesta-1, 4-dien-3-one (3), (22R)-18, 22-diacetoxy-cholesta-1, 4-dien-3-one (4), (20R, 22R)-20-hydroxy-22-acetoxy-cholesta-1, 4-dien-3-one (5), and one known steroid astrogorgol N (6), were isolated from soft coral Nephthea sp. Their structures were established by spectroscopic analysis (1D, 2D NMR, HRMS) and comparisons of their spectral data with those of related steroids. The absolute configuration at C-22 of 1 was determined to be R by Mosher's analysis. All isolated compounds exhibited cytotoxic activity against HeLa cells with IC50 values ranged from 7.51±0.22 to 18.72±0.78μg/mL.
College of Pharmacy, Jinan University, Guangzhou 510632, PR China.
Jun
J
Zhang
Xiao-Jian
XJ
Liao
Kai-Ling
KL
Wang
Zhou
Z
Deng
Shi-Hai
SH
Xu
D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D016923:Cell Death / Q000187:drug effects; D049109:Cell Proliferation / Q000187:drug effects; D002783:Cholestenones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology* / Q000633:toxicity*; D004305:Dose-Response Relationship, Drug; D006367:HeLa Cells; D006801:Humans; D008968:Molecular Conformation; D013329:Structure-Activity Relationship
D002783:Cholestenones; C526532:cholesta-1,4-dien-3-one