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Planta Med 2002; 68(9): 808-812
DOI: 10.1055/s-2002-34399
Original Paper
Nat. Prod. Chem.
© Georg Thieme Verlag Stuttgart · New York

Antimicrobial Terpenoids from the Oleoresin of the Peruvian Medicinal Plant Copaifera paupera

Benigna M. Tincusi1, [†] , Ignacio A. Jiménez1 , Isabel L. Bazzocchi1 , Laila M. Moujir2 , Zulma A. Mamani3 , José P. Barroso3 , Angel G. Ravelo1 , Basilio V. Hernández3
  • 1Instituto Universitario de Bio-Orgánica ”Antonio González”, Universidad de La Laguna, La Laguna, Tenerife, Spain
  • 2Departamento de Microbiología y Biología Celular, Facultad de Farmacia, Universidad de La Laguna, La Laguna, Tenerife, Spain
  • 3Departamento de Parasitología, Ecología y Genética, Facultad de Farmacia, Universidad de La Laguna, La Laguna, Tenerife, Spain
Further Information

Publication History

Received: November 16, 2001

Accepted: March 23, 2002

Publication Date:
30 September 2002 (online)

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Abstract

Twelve known diterpenes 1 - 11 and 13, and three known sesquiterpenes 14 - 16, along with a new C20 - C15 terpenoid 17, with a structure based on an unprecedented skeleton in which a labdane diterpene is linked to a monocyclic sesquiterpene by an ester bridge, were isolated from the oleoresin of the Peruvian medicinal plant Copaifera paupera (Herzog) Dwyer (Leguminosae). Their structures were elucidated on the basis of spectral analysis, including homo- and heteronuclear correlation NMR experiments (COSY, ROESY, HMQC and HMBC), and by comparison with data in the literature. The leishmanicidal, antimicrobial, cytotoxic, and aldose reductase inhibitory activities were studied. Compounds 1 and 11 showed significant antimicrobial activity (MIC < 10 μg/ml) against Gram-positive bacteria, comparable with cephotaxime used as control. Compound 2 exhibited moderate cytotoxic activity against four cancer cell lines.

Key words

Copaifera paupera - Leguminosae - Copaiba oil - terpenoids - leishmanicidal - antimicrobial - cytotoxic - aldose reductase inhibitory activities

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1 † Deceased

Isabel López Bazzocchi

Instituto Universitario de Bio-Orgánica ”Antonio González”

Universidad de La Laguna

Avenida Astrofísico Fco Sánchez 2

La Laguna

38206 Tenerife

Spain

Email: ilopez@ull.es

Fax: +34-922-318571

Phone: +34-922-318576