(25S)-cholesten-26-oic acid derivatives from an Indonesian soft coral Minabea sp.
(25S)-3-Oxocholesta-1,4-dien-26-oic acid (1) and a new (25S)-18-acetoxy-3-oxocholesta-1,4-dien-26-oic acid (2) were isolated from a soft coral Minabea sp. (cf. aldersladei) collected in North Sulawesi, Indonesia, together with two known cholic-acid-type compounds, 3-oxochol-1,4-dien-24-oic acid (3) and 3-oxochol-4-en-24-oic acid (4). The structures of these compounds were determined on the basis of their spectroscopic data. The absolute stereochemistry at C-25 of 2 was determined by comparative (1)H NMR study using chiral anisotropic reagents [(S)- and (R)-phenylglycine methyl esters]. This is the first to report compound 1 as a natural product.
Wang
Weifang
W
Department of Natural Product Chemistry, Tohoku Pharmaceutical University, Aoba-ku, Sendai, Japan.
Lee
Jong-Soo
JS
Nakazawa
Takahiro
T
Ukai
Kazuyo
K
Mangindaan
Remy E P
RE
Wewengkang
Defny S
DS
Rotinsulu
Henki
H
Kobayashi
Hisayoshi
H
Tsukamoto
Sachiko
S
Namikoshi
Michio
M
D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D001419:Bacteria / Q000187:drug effects; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D002782:Cholestenes / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D006224:Cricetinae; D003412:Cricetulus; D007214:Indonesia; D009682:Magnetic Resonance Spectroscopy; D051379:Mice
D002782:Cholestenes