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Simplified Tetrandrine Congeners as Possible Antihypertensive Agents with a Dual Mechanism of Action

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2003-02-07
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Iturriaga-Vásquez, Patricio
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Simplified Tetrandrine Congeners as Possible Antihypertensive Agents with a Dual Mechanism of Action
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Author
  • Iturriaga-Vásquez, Patricio;
  • Miquel, Raquel;
  • Ivorra, M. Dolores;
  • D’Ocon, M. Pilar;
  • Cassels Niven, Bruce;
Abstract
A series of O- and/or N-substituted derivatives of (()-coclaurine (1a) were synthesized as simplified structural mimics of the antihypertensive alkaloid tetrandrine (2) and assayed for binding to brain cortical sites labeled with the R1-adrenergic radioligand [3H]prazosin or the calcium channel radioligand [3H]- diltiazem. The introduction of O-benzyl groups on the coclaurine molecule, which exhibits only adrenergic antagonist activity, led to the appearance of calcium channel blocking activity comparable to that of tetrandrine while retaining adrenolytic activity in the same concentration range. Contraction of aortal rings with noradrenaline or KCl was relaxed more potently by some of these coclaurine derivatives than by tetrandrine, suggesting leads for the development of novel antihypertensive drugs with a dual mechanism of action.
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This work was supported by a CONICYT scholarship (P.I.), by the Presidential Chair in Sciences (B.K.C.), ICM Grant No. P99-031-F, and by a research grant from the Generalitat Valenciana (GV01-292).
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URI: https://repositorio.uchile.cl/handle/2250/119451
ISSN: 0163-3864
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J. Nat. Prod., Vol. 66, p. 954-957, 2003.
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