tero, fp!?.x A new cyclopropyl-containing sterol papakusterol (22-dehydro-24,26-cyclocholes- arising by a hitherto unknown bios nthetic process, was isolated from six "deep sea" gorgonians and its structure elucidated by Y H-NMR analysis and partial synthesis. Traces of the corresponding A5v7-diene
Minor and trace sterols in marine invertebrates IX. Verongulasterol - a marine sterol with a novel side chain alkylation pattern
β Scribed by W.C.M.C. Kokke; W.H. Fenical; C.S. Pak; Carl Djerassi
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 277 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The isolation and structure elucidation of marine sterols such as aplysterol (A),2 stelliferasterol (2)3 and strongylosterol (3)' represent the first evidence that bioalkylation5 of -the cholesterol side chain can occur at the terminus (C-27) as well as at the central positions 24 (and thence C-28), 23, and 22. By incorporating a plausible set of biosynthetic assumptions
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The isolation, structure determination and synthesis of three novel sterols with unusual side chains is reported. A consistent scheme is proposed which accounts for the biosynthesis of all major and minor sterols in this sponge. ## Recently , 3-5 we recorded the structure elucidation of several
Two new sterols, 26-methylstronqylosterol (3) and 28-methylxestosterol (5), arlSiW from a hitherto unknown quadruple biomethylationsequence, together with the biogenetically important "missing link", durissimasterol (6), were isolated from the Indo-Pacific sponge Strongylophora durissina. Recently w
A synthesis of (23R)-and (23S)-23H-calysterols 2a and 2b from pregnanoic ester 10 is reported. Alkylation of 10 with dibromide 19b, followed by reduction of the carboethyloxy group to a methyl group, afforded (Z)-vinylic bromide 22. Dibromocyclopropanation of 22 yielded the diastereomeric tri-
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