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DOI: 10.1055/s-2000-8597
Oxoaporphine Alkaloids and Quinones from Stephania dinklagei and Evaluation of Their Antiprotozoal Activities
Publication History
Publication Date:
31 December 2000 (online)
Abstract
Bioactivity-guided fractionation of Stephania dinklagei yielded six compounds including, two zwitterionic oxoaporphine alkaloids, N-methylliriodendronine, and 2-O,N-dimethylliriodendronine, two oxoaporphine alkaloids, liriodenine, and dicentrinone, one aporphine alkaloid, corydine, and one anthraquinone, aloe-emodin. Apart from corydine, the isolates have not been reported as constituents of S. dinklagei. N-Methylliriodendronine, and 2-O,N-dimethylliriodendronine are reported for the first time as natural products. All isolated compound were tested for antiprotozoal activity and cytotoxic activities in vitro. N-Methylliriodendronine was the most active against L. donovani amastigotes (IC50 = 36.1 μM). Liriodenine showed the highest activity against Leishmania donovani, and Plasmodium falciparum with IC50 values of 26.16 and 15 μM, respectively. Aloe-emodin was the only compound active (IC50 = 14 μM) against T. b. brucei.
References
- 1 Tackie A N,, Dwuma-Badu D,, Lartey P A.. Constituents of west African medicinal plants. III. Alkaloids of Stephania dinklagei. . Lloydia. 1974;; 37 6-9
- 2 Quevauviller A,, Serrazin G.. Sur un Alcaloide papa veinique extrait du Stephania dinklagei Diels. Annals of Pharmacology of France. 1967;; 25 371
- 3 Debray M,, Plat M,, LeMen J.. Isolation of (+)-corydine, (+)-idocorydine, and (-)-roemerine from Stephania dinklagei. . Annals of Pharmacy France. 1967;; 25 237
- 4 Dwuma-Badu D,, Ayim J SK,, Withers S F,, Agyemang N O.. Constituents of West African medicinal plants. XXVII: Alkaloids of Rhigiocarya racemifera and Stephania dinklagei. . Journal of Natural Products. 1980;; 43 123-9
- 5 Tackie A N,, Dwuma-Badu D,, Lartey P A.. Constituents of West African medicinal plants. III. Alkaloids of Stephania dinklagei. . Lloydia. 1974;; 37 6-9
- 6 Guinaudeau H,, Leboeuf M,, Cave A.. Aporphine alkaloids. Journal of Natural Products. 1994;; 57 1033-135
- 7 Pabuccuoglu V,, Rozwadowska M D,, Brossi A,, Clark A,, Hufford C D,, George C,, Flippen-Anderson J L.. Oxoaporphine alkaloids - Conversion of lysicamine into liriodendronine and its 2-O-methyl ether and antifungal activity. Archiv der Pharmazie. 1991;; 324 29-33
- 8 Guinaudeau H,, Leboeuf M,, Cave A.. Aporphine alkaloids. Lloydia. 1975;; 38 275-338
- 9 Waechter A I,, Cave A,, Hocquemiller R,, Bories C,, Munoz V,, Fournet A.. Antiprotozoal activity of aporphine alkaloids isolated from Unonopsis buchtienii (Annonaceae). Phytotherapy Research. 1999;; 13 175-7
- 10 Likhitwitayawuid K,, Dej-adisai S,, Jongbunprasert V,, Krungkrai J.. Antimalarials from Stephania venosa, Prismatomeris sessiliflora, Diospyros montana and Murraya siamensis. . Planta Medica. 1999;; 65 754-8
- 11 Munoz V,, Sauvain M,, Mollinedo P,, Callapa J,, Rojas I,, Gimenez A,, Valentin A,, Mallie M.. Antimalarial activity and cytotoxicity of (-)-roemrefidine isolated from the stem bark of Sparattanthelium amazonum. . Planta Medica. 1999;; 65 448-9
- 12 Camacho M DR,, Mata R,, Castaneda P,, Kirby G K,, Warhurst D C,, Croft S L,, Phillipson J D.. Bioactive compounds from Celaenodendrom mexicanum. . Planta Medica. 2000;; 66: 463
- 13 Yardley V,, Snowdon D,, Croft S,, Hazra B.. In vitro activity of dyospyrin and derivatives against L. donovani, T. cruzi and Trypanosoma brucei brucei. . Phytotherapia Research. 1996;; 10 559-62
- 14 Ekong R,, Kirby G C,, Patel G,, Phillipson J D,, Warhurst D C.. Comparison of the in vitro activities of quassinoids with activity against Plasmodium falciparum, anisomicin and other inhibitors of protein synthesis. Biochemical Pharmacology. 1990;; 40 297-301
- 15 Anderson M M,, O'Neill M J,, Phillipson J D,, Warhurst D C.. In vitro cytotoxicity of a series of quassinoids from Brucei javanica fruits against KB cells. Planta Medica. 1991;; 57 62-4
Dr. Maria del
Rayo
Camacho
Department of Pharmaceutical and Biological Chemistry The School of Pharmacy
29-39 Brunswick Square
London WC 1N 1AX
England
Email: mcamacho@ulsop.ac.uk