Spectral characterisation and antiplasmodial activity of bisbenzylisoquinolines from Isolona ghesquiereina.

Abstract:

:From stem barks of Isolona guesquiereina three known bisbenzylisoquinolines were isolated and identified as (-)-curine, chondrofoline and isochondodendrine. Structures were established mainly on the basis of comparison of their physical and spectral data with published data for them and their methylated derivatives. Cleavage with sodium in liquid ammonia was necessary to unambiguously determine the stereochemistry of (-)-curine and subsequently establish its stereochemical link with chondrofoline, erroneously assigned as 7-O-methyl-(+)-curine. Complete and unambiguous 1H-, 15N- and 13C-NMR assignments of the three alkaloids were made by means of 2D-NMR techniques namely, COSY, HMQC, gs-HMQC, HMBC and NOESY. (-)-Curine, isochondrodendrine and their methylated derivatives were shown to exhibit strong in vitro antiplasmodial activity and in vivo activity was also observed for (-)-curine.

journal_name

Planta Med

journal_title

Planta medica

authors

Mambu L,Martin MT,Razafimahefa D,Ramanitrahasimbola D,Rasoanaivo P,Frappier F

doi

10.1055/s-2000-8610

subject

Has Abstract

pub_date

2000-08-01 00:00:00

pages

537-40

issue

6

eissn

0032-0943

issn

1439-0221

journal_volume

66

pub_type

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