SYNTHESIS OF RATIONALLY DESIGNED MECHANISM-BASED INACTIVATORS OF THE (S)-ADENOSYL-L-METHIONINE - DELTA(24(25))-STEROL METHYL TRANSFERASE

Authors
JIA ZH ZHOU W GUO D NES WD
Citation
Zh. Jia et al., SYNTHESIS OF RATIONALLY DESIGNED MECHANISM-BASED INACTIVATORS OF THE (S)-ADENOSYL-L-METHIONINE - DELTA(24(25))-STEROL METHYL TRANSFERASE, Synthetic communications, 26(20), 1996, pp. 3841-3848
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
26
Issue
20
Year of publication
1996
Pages
3841 - 3848
Database
ISI
SICI code
0039-7911(1996)26:20<3841:SORDMI>2.0.ZU;2-S
Abstract
A series of 26,27-cyclopropylidine side chain modified sterols were pr epared for the first time from the known aldehydes by Wittig olefinati on with the ylide from cyclopropyltriphenylphosphonium bromide in buty llithium. Two novel by-products were detected; sterols with nine carbo n side chains which lack the terminal isopropyl group and with double bonds in positions 23,24 or 24,25. The structures of the compounds wer e confirmed by a combination of chromatographic (GLC and HPLC) and spe ctral (IR, H-1, C-13-NMR) methods.