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Stereoselective synthesis and hormonal activity of novel dafachronic acids and naturally occurring steroids isolated from corals
Authors:Saini Ratni  Boland Sebastian  Kataeva Olga  Schmidt Arndt W  Kurzchalia Teymuras V  Knölker Hans-Joachim
Affiliation:Department Chemie, Technische Universit?t Dresden, Bergstrasse 66, 01069 Dresden, Germany.
Abstract:A stereoselective synthesis of (25S)-Δ(1)-, (25S)-Δ(1,4)-, (25S)-Δ(1,7)-, (25S)-Δ(8(14))-, (25S)-Δ(4,6,8(14))-dafachronic acid, methyl (25S)-Δ(1,4)-dafachronate and (25S)-5α-hydroxy-3,6-dioxocholest-7-en-26-oic acid is described. (25S)-Δ(1,4)-Dafachronic acid and its methyl ester are natural products isolated from corals and have been obtained by synthesis for the first time. (25S)-5α-Hydroxy-3,6-dioxocholest-7-en-26-oic acid represents a promising synthetic precursor for cytotoxic marine steroids.
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