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Ancistrotanzanine A, the first 5,3'-coupled naphthylisoquinoline alkaloid, and two further, 5,8'-linked related compounds from the newly described species Ancistrocladus tanzaniensis.
- Source :
-
Journal of natural products [J Nat Prod] 2003 Sep; Vol. 66 (9), pp. 1159-65. - Publication Year :
- 2003
-
Abstract
- The first phytochemical investigation of the recently discovered East African liana Ancistrocladus tanzaniensis is described, resulting in the isolation and structural elucidation of two new naphthylisoquinoline alkaloids, ancistrotanzanines A (5) and B (6), and the known compound ancistrotectoriline A (7). Ancistrotazanine A (5) represents a hitherto unprecedented 5,3'-coupling type between the naphthalene and isoquinoline portions, while 6 and 7 are 5,8'-coupled. The structures of the compounds were determined by spectroscopic, chemical, and chiroptical methods. Compounds 5 and 6 showed good activities against the pathogens of leishmaniasis and Chagas' disease, Leishmania donovani and Trypanosoma cruzi, while 5-7 displayed moderately potent antiplasmodial activities against Plasmodium falciparum parasites.
- Subjects :
- Alkaloids chemistry
Alkaloids pharmacology
Animals
Antiprotozoal Agents chemistry
Antiprotozoal Agents pharmacology
Isoquinolines chemistry
Isoquinolines pharmacology
Leishmania donovani drug effects
Molecular Structure
Naphthalenes chemistry
Naphthalenes pharmacology
Nuclear Magnetic Resonance, Biomolecular
Plasmodium falciparum drug effects
Stereoisomerism
Tanzania
Trypanosoma cruzi drug effects
Alkaloids isolation & purification
Antiprotozoal Agents isolation & purification
Isoquinolines isolation & purification
Magnoliopsida chemistry
Naphthalenes isolation & purification
Subjects
Details
- Language :
- English
- ISSN :
- 0163-3864
- Volume :
- 66
- Issue :
- 9
- Database :
- MEDLINE
- Journal :
- Journal of natural products
- Publication Type :
- Academic Journal
- Accession number :
- 14510589
- Full Text :
- https://doi.org/10.1021/np030077b