A NOVEL 16,24-DEHYDROBILADIENE-AB SYSTEM - THE REACTION OF XANTHOBILIRUBIC ACID METHYL-ESTER WITH BROMINE

Authors
MA JS CHEN QQ WANG CQ LIU YY YAN F CHENG LJ JIN S FALK H
Citation
Js. Ma et al., A NOVEL 16,24-DEHYDROBILADIENE-AB SYSTEM - THE REACTION OF XANTHOBILIRUBIC ACID METHYL-ESTER WITH BROMINE, Monatshefte fuer Chemie, 126(2), 1995, pp. 201-209
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Monatshefte fuer Chemie → ACNP
ISSN journal
00269247
Volume
126
Issue
2
Year of publication
1995
Pages
201 - 209
Database
ISI
SICI code
0026-9247(1995)126:2<201:AN1S-T>2.0.ZU;2-#
Abstract
On treating xanthobilirubic acid methyl ester with bromine in methanol , a red bile pigment, which was assigned the hitherto unknown 16,24-de hydrobiladiene-ab constitution, is obtained in 20% yield. In addition, the corresponding mesobiliverdin-XIII alpha, mesobilirubin-XIII alpha , 14-formyl-tripyrrinone, and two diastereomeric 15,16-dimethoxybiladi enes-ab could be isolated from the reaction mixture. The mechanistic a spects of this reaction are discussed.