SYNTHESIS OF POTENTIAL CYTOTOXIC QUATERNARY AMMONIUMS BY OXIDATION OFEBURNANE ALKALOIDS

Authors
LEWIN G SCHAEFFER C PIERRE A GUILBAUD N ATASSI G POISSON J
Citation
G. Lewin et al., SYNTHESIS OF POTENTIAL CYTOTOXIC QUATERNARY AMMONIUMS BY OXIDATION OFEBURNANE ALKALOIDS, Heterocycles, 36(12), 1993, pp. 2707-2721
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
36
Issue
12
Year of publication
1993
Pages
2707 - 2721
Database
ISI
SICI code
0385-5414(1993)36:12<2707:SOPCQA>2.0.ZU;2-X
Abstract
Oxidation of vincamine and substituted analogs on ring-A was carried o ut in two steps: benzylic oxidation by Jones reagent and aromatization of ring-C with Hg(OAc)(2) or TI(OCOCF3)(3) in trifluoroacetic acid. F inal compounds are quaternary ammoniums which exhibited weak cytotoxic ity or no cytotoxicity according to substituents on ring-A and nature of ring-E.