Planta Med 2004; 70(9): 866-868
DOI: 10.1055/s-2004-827237
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Tucumanin, a β-Hydroxy-γ-lactone Bistetrahydrofuranic Acetogenin from Annona cherimolia, is a Potent Inhibitor of Mitochondrial Complex I

Isabel Barrachina1 , Adriana Neske2 , Susana Granell1 , Almudena Bermejo1 , Nadia Chahboune1 , Noureddine El Aouad1 , Olga Alvarez2 , Alicia Bardon2 , M. Carmen Zafra-Polo1
  • 1Departamento de Farmacología, Facultad de Farmacia, Universidad de Valencia, Burjassot, Spain
  • 2Departamento de Química Orgánica, Facultad de Química, Universidad Nacional de Tucumán, Tucumán, Argentina
Further Information

Publication History

Received: January 29, 2004

Accepted: June 4, 2004

Publication Date:
23 September 2004 (online)

Abstract

A new  β-hydroxy-γ-methyl-γ-lactone bistetrahydrofuranic acetogenin, tucumanin, with the infrequent symmetrical threo/trans/threo/trans/threo relative configuration at the tetrahydrofuran rings was isolated from Annona cherimolia (Annonaceae) seeds. The inhibitory potency on the mitochondrial complex I of acetogenins with this relative configuration (tucumanin and asimicin) was compared with that shown by the corresponding pairs with an asymmetrical threo/trans/threo/trans/erythro relative configuration (laherradurin/rolliniastatin-2, and itrabin/molvizarin). All these compounds act as selective inhibitors of mitochondrial complex I in the 0.18 - 1.55 nM range.

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Prof. Dr. M. Carmen Zafra-Polo

Departamento de Farmacología

Facultad de Farmacia

Avda. Vicent Andrés Estellés s/n

46100 Burjassot

Valencia

Spain

Phone: +34-96-354-4944

Fax: +34-96-354-4943

Email: carmen.zafra@uv.es