Synthesis and SERCA activities of structurally simplified cyclopiazonic acid analogues.

Sheng Yao, Daniel Gallenkamp, Katharina Wölfel, Bettina Lüke, Michael Schindler, Jürgen Scherkenbeck

Bergische Universität Wuppertal, Fachgruppe Chemie, Gaußstraße 20, D-42119 Wuppertal, Germany.

Bioorganic & medicinal chemistry 2011 Aug 1

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The indole alkaloid cyclopiazonic acid (CPA) is one of the few known nanomolar inhibitors of sarco(endo)plasmic reticulum Ca²⁺-ATPase (SERCA) besides the anticancer drug thapsigargin and the antiplasmoidal terpenoid artemisinin. Due to its less complex structure CPA represents an attractive lead structure for the development of novel antimalarial drugs or for applications in the field of plant protection. We report here the first syntheses of structurally simplified CPA fragments and discuss their SERCA activities on the basis of published crystal structures of CPA-SERCA complexes. Copyright © 2011 Elsevier Ltd. All rights reserved.

Citation

Sheng Yao, Daniel Gallenkamp, Katharina Wölfel, Bettina Lüke, Michael Schindler, Jürgen Scherkenbeck. Synthesis and SERCA activities of structurally simplified cyclopiazonic acid analogues. Bioorganic & medicinal chemistry. 2011 Aug 1;19(15):4669-78