Cytotoxic and antimalarial bisbenzylisoquinoline alkaloids from Stephania erecta

(+)-2-N-Methyltelobine [1], a new alkaloid, together with twelve known bisbenzylisoquinolines, was isolated from the tubers of Stephania erecta. The structure determination and the complete 1H- and unambiguous 13C-nmr assignments of 1 were obtained through extensive use of several 1D and 2D nmr tech...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 1993-01, Vol.56 (1), p.30-38
Main Authors: Likhitwitayawuid, K. (University of Illinois at Chicago, Chicago, IL), Angerhofer, C.K, Cordell, G.A, Pezzuto, J.M, Ruangrungsi, N
Format: Article
Language:English
Subjects:
ALCALOIDE QUINOLIQUE
ALCALOIDES DE LA QUINOLINA
Alkaloids - chemistry
Alkaloids - isolation & purification
Alkaloids - pharmacology
Animals
Antimalarials - chemistry
Antimalarials - isolation & purification
Antimalarials - pharmacology
Antineoplastic Agents, Phytogenic - isolation & purification
Antineoplastic Agents, Phytogenic - pharmacology
ANTIPROTOZOAIRE
ANTIPROTOZOAL AGENTS
Benzylisoquinolines
Biological and medical sciences
Cell Survival - drug effects
CYTOTOXICITY
Drug Screening Assays, Antitumor
Erythrocytes - parasitology
EXTRACTOS VEGETALES
EXTRAIT D'ORIGINE VEGETALE
Female
General pharmacology
Humans
In Vitro Techniques
Male
Medical sciences
MEDICAMENTOS CONTRA PROTOZOARIOS
MENISPERMACEAE
Mice
MOLECULAR STRUCTURE
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
PLANT EXTRACTS
Plants, Medicinal - chemistry
Plasmodium falciparum - drug effects
QUINOLINE ALKALOIDS
STRUCTURE
Thailand
TOXICIDAD
TOXICITE
TOXICITY
TUBERCULE
TUBERCULO
TUBERS
Tumor Cells, Cultured
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Description
Summary:(+)-2-N-Methyltelobine [1], a new alkaloid, together with twelve known bisbenzylisoquinolines, was isolated from the tubers of Stephania erecta. The structure determination and the complete 1H- and unambiguous 13C-nmr assignments of 1 were obtained through extensive use of several 1D and 2D nmr techniques. All alkaloids inhibited the growth of cultured Plasmodium falciparum strains D-6 and W-2 and displayed nonselective cytotoxicity with a battery of cultured mammalian cells. These data were used for the calculation of selectivity indices. Relative to known antimalarial agents, these bisbenzylisoquinoline alkaloids do not appear to be promising clinical candidates at the present time.
ISSN:0163-3864
1520-6025
DOI:10.1021/np50091a005