Planta Med 2005; 71(5): 452-457
DOI: 10.1055/s-2005-864142
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag KG Stuttgart · New York

Sesquiterpenes and Butenolides, Natural Anti-HIV Constituents from Litsea verticillata

Hong-Jie Zhang1 , Nguyen Van Hung2 , Nguyen Manh Cuong3 , D. Doel Soejarto1 , John M. Pezzuto1 , 4 , Harry. H. S. Fong1 , Ghee Teng Tan1
  • 1Program for Collaborative Research in the Pharmaceutical Sciences, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The University of Illinois at Chicago, Chicago, IL, USA
  • 2Institute of Chemistry, Vietnamese Academy of Science and Technology, Hanoi, Vietnam
  • 3Cuc Phuong National Park, Nho Quan District, Ninh Binh Province, Vietnam
  • 4Current address: Schools of Pharmacy, Nursing, and Health Sciences, Purdue University, West Lafayette, IN, USA
Further Information

Publication History

Received: August 9, 2004

Accepted: December 29, 2004

Publication Date:
01 June 2005 (online)

Abstract

In a continuing investigation, six sesquiterpenes, as well as five butenolides were isolated from the leaves and twigs of Litsea verticillata Hance (Lauraceae). Among the isolates, three were determined to be new sesquiterpenes: isolitseanes A (1), B (2) and C (3); three known sesquiterpenes were identified as oxyphyllenodiol B (4), 1,2,3,4-tetrahydro-2,5-dimethyl-8-(1-methylethyl)-1,2-naphthalenediol (5), and chromolaevanedione (6). The butenolides include the novel litseabutenolide (9) and four known compounds: 3-epi-litsenolide D2 (7), cis-listenolide D1 (8), 4-hydroxy-2-methylbut-2-enolide (10), and hydroxydihydrobovolide (11). Isolates 2, 4, 5, 7, 9, 10 and 11 were found to inhibit HIV-1 replication in a green fluorescent protein (GFP)-based reporter cell line (HOG.R5) with IC50 values of 38.1, 54.6, 91.0, 9.9, 40.3, 129.8, and 122.7 μM, respectively. Structure elucidation and identification were based on spectroscopic means including 1D and 2D NMR analyses.

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Dr. Hongjie Zhang

Program for Collaborative Research in the Pharmaceutical Sciences

M/C 877

College of Pharmacy

University of Illinois at Chicago

833 S. Wood St.

Chicago

IL 60612

USA

Fax: +1-312-996-7107

Email: zhanghj@uic.edu

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