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Planta Med 2004; 70(3): 263-265
DOI: 10.1055/s-2004-818920
Letter
© Georg Thieme Verlag Stuttgart · New York

Lipoxygenase Inhibition by Anadanthoflavone, a New Flavonoid from the Aerial Parts of Anadenanthera colubrina

Maria-Teresa Gutierrez-Lugo1 , Joshua D. Deschamps2 , Theodore R. Holman2 , Enrique Suarez3 , Barbara N. Timmermann1
  • 1Department of Pharmacology and Toxicology, Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Arizona, Tucson, Arizona, U.S.A.
  • 2Department of Chemistry and Biochemistry, University of California, Santa Cruz, California, U.S.A.
  • 3INTA, Instituto Nacional de Recursos Biológicos, Castellar, Buenos Aires, Argentina
This study was supported by the ICBG ”Bioactive Agents from Dryland Biodiversity of Latin America” grant 5 UO1 TW 00316-10 from the National Institutes of Health (NIH), The National Science Foundation (NSF) and the US Department of Agriculture (USDA) to B.N.T., NIH-GM56062-06 (T.R.H.), ACS-RPG-00-219-01-CDD (T.R.H.). The contents are solely the responsibilities of the authors and do not necessarily represent the official views of the NIH, NSF or USDA
Further Information

Publication History

Received: July 3, 2003

Accepted: November 29, 2003

Publication Date:
23 March 2004 (online)

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Abstract

Chemical investigation of the aerial parts of Anadenanthera colubrina led to the isolation of a new flavonoid named anadanthoflavone (1), along with 11 known compounds: alnusenol, lupenone, lupeol, betulinic acid, α-amyrin, β-amyrin, β-sitosterol, stigmasterol, apigenin, 4-hydroxybenzoic acid and cinnamic acid. The isolated compounds were evaluated for their inhibitory activity on human platelet 12-lipoxygenase (12-hLO), human reticulocyte 15-lipoxygenase (15-hLO) and soybean lipoxygenase-1 (15-sLO). Compound 1 was found to be active against 12-hLO and 15-hLO with IC50 values of 13 ± 3 μM and 17 ± 3 μM, respectively. Apigenin selectively inhibited the activity of 15-hLO (IC50 : 4.0 ± 1 μM), while lupenone, lupeol and α-amyrin were found active against 15-sLO (IC50 : 22 ± 3 μM, 35 ± 9 μM and 15 ± 3 μM, respectively).

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Barbara N. Timmermann, Ph. D.

Department of Pharmacology and Toxicology

Division of Medicinal and Natural Products Chemistry

College of Pharmacy

University of Arizona

1703 E. Mabel Street

Tucson

Arizona 85721-0207

U.S.A.

Phone: +1-520-626-2481

Fax: +1-520-626-2515

Email: btimmer@pharmacy.arizona.edu