New Protopine and Benzyltetrahydroprotoberberine Alkaloids from Aristolochia constricta and Their Activity on Isolated Guinea-Pig Ileum
- 1 November 1997
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 60 (11) , 1065-1069
Abstract
Five new protopine-type alkaloids, 3,5-di-O-methylconstrictosine (1), 5,6-dihydro-3,5-di-O-methylconstrictosine (2), 5,6-dihydroconstrictosine (3), constrictosine (4), 3-O-methylconstrictosine (5), and a novel 8-benzylberberine-type alkaloid, (−)-8β-(4‘-hydroxybenzyl)-2,3-dimethoxyberbin-10-ol (6) were isolated from the aerial parts of Aristolochia constricta. Their structures were elucidated by physical and spectroscopic data. The results of our pharmacological experiments indicated that MeOH extract, its partially purified fraction VI and the protopine derivatives constrictosine 1−5, significantly reduced, in a dose dependent manner, the electrical, acetylcholine, and histamine contractions of the isolated guinea-pig ileum.Keywords
This publication has 9 references indexed in Scilit:
- Eleven aristolochic acid derivatives from Aristolochia cinnabarinaPhytochemistry, 1994
- Antifeedant activity of metabolites of Aristolochia albida against the tobacco cutworm, Spodoptera lituraJournal of Agricultural and Food Chemistry, 1993
- 8-benzylberbine alkaloids from Aristolochia giganteaPhytochemistry, 1992
- Reduction of agonist‐induced contractions of guinea‐pig isolated ileum by flavonoidsPhytotherapy Research, 1991
- Structure and total synthesis of (-)-malacitanine. An unusual protoberberine alkaloid from ceratocapnos heterocarpaTetrahedron, 1990
- In Vitro Study of the Anticholinergic and Antihistaminic Activities of Protopine and Some DerivativesJournal of Natural Products, 1988
- Cyclo‐oxygenase inhibitors antagonize indirectly evoked contractions of the guinea‐pig isolated ileum by inhibiting acetylcholine releaseBritish Journal of Pharmacology, 1984
- FOLK MEDICINE OF ALTER DO CHÃO, PARÁ, BRAZILActa Amazonica, 1983
- Stereochemistry of 13-hydroxyprotoberberines, their derivatives and a protopine-type alkaloidThe Journal of Organic Chemistry, 1982