Planta Med 2009; 75(3): 268-270
DOI: 10.1055/s-0028-1088395
Natural Products Chemistry
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Prenylisoflavonoids from Erythrina senegalensis as Novel HIV-1 Protease Inhibitors

JiSuk Lee1 , Won Keun Oh2 , Jong Seog Ahn2 , Yong Hae Kim3 , J. Tanyi Mbafor4 , Jean Wandji4 , Z. Tanee Fomum4
  • 1College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul, Korea
  • 2Korea Research Institute of Bioscience and Biotechnology (KRIBB), Yusong, Taejon, Korea
  • 3Department of Chemistry, Korea Advanced Institute of Science and Technology, Yusong, Taejon, Korea
  • 4Department of Organic Chemistry, University of Yaounde, Yaounde, Cameroon
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Publikationsverlauf

Received: October 8, 2008 Revised: October 21, 2008

Accepted: October 27, 2008

Publikationsdatum:
18. Dezember 2008 (online)

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Abstract

Eight compounds were isolated from the CH2Cl2 extracts of Erythrina senegalensis to assess HIV-1 protease (PR) activity inhibition. The prenylated isoflavone structures, identified by spectroscopic analysis, were 8-prenylluteone (1), auriculatin (2), erysenegalensein O (3), erysenegalensein D (4), erysenegalensein N (5), derrone (6), alpinumisoflavone (7), and 6,8-diprenylgenistein (8). The constituents showed dose-dependent inhibitory activities on HIV-1 PR with IC50 values from 0.5 to 30.0 μM. Compounds 1 – 5 possessing two hydroxy groups in the 2′ and 4′ positions of the B ring, potently inhibited HIV-1 PR activity. In addition, 6,8-diprenylgenistein (8) with two prenyl groups in the 6 and 8 positions of the A ring and one hydroxy group in the 4′ position of B-ring was the most potent HIV-1 PR inhibitor.

References

Prof. JiSuk Lee

College of Pharmacy and Research Institute of Pharmaceutical Sciences

Seoul National University

599 Kwanangno

Kwanak-gu

Seoul 151–742

Korea

Telefon: +82-2-880-7853

Fax: +82-2-887-8509

eMail: jslee103@snu.ac.kr