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 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.
Likhitwitayawuid
K
K
Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois, Chicago 60612.
Angerhofer
C K
CK
Cordell
G A
GA
Pezzuto
J M
JM
Ruangrungsi
N
N
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification / Q000494:pharmacology*; D044182:Benzylisoquinolines; D002470:Cell Survival / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D004912:Erythrocytes / Q000469:parasitology; D005260:Female; D006801:Humans; D066298:In Vitro Techniques; D008297:Male; D051379:Mice; D010946:Plants, Medicinal / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects; D013785:Thailand; D014407:Tumor Cells, Cultured; D052117:Benzodioxoles
D000470:Alkaloids; D000962:Antimalarials; D000972:Antineoplastic Agents, Phytogenic; D044182:Benzylisoquinolines; C006947:cepharanthine; D052117:Benzodioxoles; C060802:fangchinoline