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Stereoselective synthesis and hormonal activity of novel dafachronic acids and naturally occurring steroids isolated from coralsElectronic supplementary information (ESI) available: 1H and 13C NMR spectra of compounds 9-11, 13, 16, 20 and 23. 2D NMR spectra (COSY, HSQC, HMBC and NOESY) of compound 20. CCDC 867379 and 867380. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c2ob25394a
Erscheinungsjahr
2012-05
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
A stereoselective synthesis of (25
S
)-Δ
1
-, (25
S
)-Δ
1,4
-, (25
S
)-Δ
1,7
-, (25
S
)-Δ
8(14)
-, (25
S
)-Δ
4,6,8(14)
-dafachronic acid, methyl (25
S
)-Δ
1,4
-dafachronate and (25
S
)-5α-hydroxy-3,6-dioxocholest-7-en-26-oic acid is described. (25
S
)-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. (25
S
)-5α-Hydroxy-3,6-dioxocholest-7-en-26-oic acid represents a promising synthetic precursor for cytotoxic marine steroids.
A series of novel dafachronic acids has been synthesized and their hormonal activity has been tested by rescuing worms from dauer arrest. (25
S
)-Δ
1,4
-Dafachronic acid was isolated previously from the Indonesian soft coral
Minabea
sp.
Sprache
Englisch
Identifikatoren
ISSN: 1477-0520
eISSN: 1477-0539
DOI: 10.1039/c2ob25394a
Titel-ID: cdi_rsc_primary_c2ob25394a
Format
–
Weiterführende Literatur
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