Isolation and in vitro antiplasmodial activities of alkaloids from Teclea trichocarpa: in vivo antimalarial activity and x-ray crystal structure of normelicopicine

Muriithi, M. W., Abraham, W.-R., Addae-Kyereme, J., Scowen, I., Croft, S., Gitu, P. M., Kendrick, H., Njagi, E. N. M. and Wright, C. W. (2002) Isolation and in vitro antiplasmodial activities of alkaloids from Teclea trichocarpa: in vivo antimalarial activity and x-ray crystal structure of normelicopicine. Journal of Natural Products, 65 (7). pp. 956-959. ISSN 0163-3864

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Item Type:Article
Item Status:Live Archive

Abstract

Seven alkaloids have been isolated from Teclea trichocarpa including four, normelicopicine (1), arborinine (2), skimmianine (6), and dictamnine (7), that are reported for the first time in addition to the previously reported alkaloids melicopicine (3), tecleanthine (4), and 6-methoxytecleanthine (5). The structure of 1 was confirmed by single-crystal X-ray crystallography. Two alkaloids, 1 and 2, displayed limited in vitro activities against Plasmodium falciparum strains HB3 and K1, but there appeared to be little cross-resistance with chloroquine. Alkaloid 1 was found to have some activity against P. berghei in mice (32 suppression of parasitaemia at a dose of 25 mg kg-1 day-1), but unlike chloroquine it did not inhibit β-haematin formation in a cell-free system; 1 was found to have low in vitro cytotoxicity to KB cells (IC50 > 328 μM).

Keywords:6 methoxytecleanthine, alkaloid, antimalarial agent, arborinine, dictamnine, hematin, melicopicine, normelicopicine, plant extract, skimmianine, Teclea trichocarpa extract, tecleanthine, unclassified drug, animal experiment, animal model, animal tissue, antimalarial activity, article, cell free system, controlled study, cross resistance, crystal structure, dose response, drug cytotoxicity, drug effect, drug efficacy, drug isolation, drug structure, female, human, human cell, malaria, medicinal plant, mouse, nonhuman, parasitemia, Plasmodium berghei, Plasmodium falciparum, structure analysis, Teclea trichocarpa, X ray crystallography, Acridines, Alkaloids, Animals, Antimalarials, Chloroquine, Crystallography, X-Ray, Erythrocytes, Humans, Inhibitory Concentration 50, KB Cells, Kenya, Magnetic Resonance Spectroscopy, Mice, Mice, Inbred BALB C, Microbial Sensitivity Tests, Molecular Conformation, Molecular Structure, Plant Leaves, Plants, Medicinal, Quinolines, Rutaceae, Spectroscopy, Fourier Transform Infrared, Animalia, Protozoa
Subjects:C Biological Sciences > C720 Biological Chemistry
Divisions:College of Science > School of Chemistry
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ID Code:13057
Deposited On:15 Jun 2015 15:33

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