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 Medjournal_title
Planta medicaauthors
Mambu L,Martin MT,Razafimahefa D,Ramanitrahasimbola D,Rasoanaivo P,Frappier Fdoi
10.1055/s-2000-8610subject
Has Abstractpub_date
2000-08-01 00:00:00pages
537-40issue
6eissn
0032-0943issn
1439-0221journal_volume
66pub_type
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