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Isoquinolines from the Roots of Thalictrum flavum L. and Their Evaluation as Antiparasitic Compounds
Laboratoire des Substances d’Origine Naturelle et Analogues Structuraux, UPRES-EA 921, IFR 149 QUASAV, UFR des Sciences pharmaceutiques et ingénierie de la santé, Université d’Angers, 16 Bd Daviers, 49045 Angers Cedex, France
Laboratoire de Parasitologie et Mycologie médicale, BioCiT, UPRES EA 1155, Université de Nantes, Faculté de Pharmacie, 1 rue Gaston Veil, 44035 Nantes, France
Dedicated to our friend Jacqueline Ropivia, in memoriam.
* Author to whom correspondence should be addressed.
Received: 15 July 2010; in revised form: 24 August 2010 / Accepted: 13 September 2010 / Published: 16 September 2010
Abstract: Alkaloids from Thalictrum flavum L. (Ranuculaceae) growing in the Loire valley (France) were isolated and evaluated for their antiplasmodial and leishmanicidal activities. Berberine was identified as a major component but its analogue, pseudoberberine, was isolated for the first time from this plant. As far as bisbenzylisoquinolines are concerned, thalfoetidine was also isolated and, besides, its nor- derivative, northalfoetidine, was identified as a new compound. Previously isolated alkaloids from Thalictrum species such as northalidasine, northalrugosidine, thaligosidine, thalicberine, thaliglucinone, preocoteine, O-methylcassythine and armepavine were newly described in the roots of T. flavum. Tertiary isoquinolines, and particularly bisbenzylisoquinolines, were found to be leishmanicidal against L. major. Thalfoetidine appeared as the most potent but its new nor- derivative northalfoetidine, as well as northalidasine, were of particular interest due to the fact that their potential leishmanicidal activity was not associated to a strong cytotoxicity.
Keywords: Antiparasitic; bisbenzylisoquinolines; isoquinoline alkaloids; Ranunculaceae; Thalictrum flavum
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Ropivia, J.; Derbré, S.; Rouger, C.; Pagniez, F.; Le Pape, P.; Richomme, P. Isoquinolines from the Roots of Thalictrum flavum L. and Their Evaluation as Antiparasitic Compounds. Molecules 2010, 15, 6476-6484.
Ropivia J, Derbré S, Rouger C, Pagniez F, Le Pape P, Richomme P. Isoquinolines from the Roots of Thalictrum flavum L. and Their Evaluation as Antiparasitic Compounds. Molecules. 2010; 15(9):6476-6484.
Ropivia, Jacqueline; Derbré, Séverine; Rouger, Caroline; Pagniez, Fabrice; Le Pape, Patrice; Richomme, Pascal. 2010. "Isoquinolines from the Roots of Thalictrum flavum L. and Their Evaluation as Antiparasitic Compounds." Molecules 15, no. 9: 6476-6484.