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Planta Med 1998; 64(1): 58-62
DOI: 10.1055/s-2006-957367
Papers
Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Alkaloids of Hernandia voyronii: Chloroquine-Potentiating Activity and Structure Elucidation of Herveline D

P. Rasoanaivo1 , S. Ratsimamanga-Urverg1 , H. Rafatro1 , D. Ramanitrahasimbola1 , G. Palazzino2 , C. Galeffi2 , M. Nicoletti3
  • 1Institut Malgache de Recherches Appliquées, Antananarivo, Madagascar
  • 2Istituto Superiore di Sanità, Roma, Italy
  • 3Dipartimento di Biologia Vegetale, Università degli Studi “La Sapienza”, Roma, Italy
Further Information

Publication History

1997

1997

Publication Date:
04 January 2007 (online)

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Abstract

Further investigation of Hernandia voyronii led to the isolation of a new pavine-benzyltetrahydroisoquinoline (pavine-BTIQ) dimer, herveline D, together with herveline A, five aporphine alkaloids, two morphinane alkaloids, and their bio-synthetic precursor, i.e., the BTIQ (S)-reticuline. Hervelines A-D have a moderate intrinsic in vitro antimalarial activity (IC50 in the range of 1.68-3.28 µM), but displayed different effects ranging from synergism for herveline B and herveline C to simple additive effect for herveline A, and antagonism for herveline D in a chloroquine (CQ) combination evaluation and this was confirmed in vivo for hervelines A and B. Furthermore, the antiplas-moidal activity of CQ was potentiated in vitro by reticuline and its dimethyl derivative laudanosine (for the latter also in vivo), whereas herveline C moderately potentiated in vitro the anti-plasmodial activity of herveline D.

Key words

Hernandia voyronii - Hernandiaceae - benzyltetrahy-droisoquinoline alkaloids - hervelines - reticuline - laudanosine - antiplasmodial activity - chloroquine potentiation

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