Michellamines D-F, new HIV-inhibitory dimeric naphthylisoquinoline alkaloids, and korupensamine E, a new antimalarial monomer, from Ancistrocladus korupensis

Y F Hallock; K P Manfredi; J R Dai; J H Cardellina 2nd; R J Gulakowski; J B McMahon; M Schäffer; M Stahl; K P Gulden; G Bringmann; G François; M R Boyd

doi:10.1021/np9700679

Michellamines D-F, new HIV-inhibitory dimeric naphthylisoquinoline alkaloids, and korupensamine E, a new antimalarial monomer, from Ancistrocladus korupensis

J Nat Prod. 1997 Jul;60(7):677-83. doi: 10.1021/np9700679.

Authors

Y F Hallock¹, K P Manfredi, J R Dai, J H Cardellina 2nd, R J Gulakowski, J B McMahon, M Schäffer, M Stahl, K P Gulden, G Bringmann, G François, M R Boyd

Affiliation

¹ Laboratory of Drug Discovery Research and Development, National Cancer Institute, Frederick, Maryland 21702-1201, USA.

PMID: 9249970
DOI: 10.1021/np9700679

Abstract

New monomeric (korupensamine E, 6) and dimeric (michellamines D-F, 7-9) naphthylisoquinoline alkaloids have been isolated from exracts of the tropical liana Ancistrocladus korupensis. Structures were determined by spectroanalytical methods, and stereochemistry was defined through NOE correlations, chemical degradation, and CD spectroscopy. Michellamines D-F exhibited in vitro HIV-inhibitory activity comparable to michellamine B, and korupensamine E exhibited in vitro antimalarial activity comparable to korupensamines A-D.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-HIV Agents / chemistry
Anti-HIV Agents / isolation & purification*
Anti-HIV Agents / pharmacology
Antimalarials / chemistry
Antimalarials / isolation & purification*
Antimalarials / pharmacology
Isoquinolines / chemistry
Isoquinolines / isolation & purification*
Isoquinolines / pharmacology
Naphthalenes / chemistry
Naphthalenes / isolation & purification*
Naphthalenes / pharmacology
Spectrum Analysis

Substances

Anti-HIV Agents
Antimalarials
Isoquinolines
Naphthalenes
korupensamine E
michellamine D
michellamine E
michellamine F