Anti-HIV-1 Cycloartanes from Leaves and Twigs of Gardenia thailandica

Patoomratana Tuchinda; Aroonchai Saiai; Manat Pohmakotr; Chalobon Yoosook; Jittra Kasisit; Chanita Napaswat; Thawatchai Santisuk; Vichai Reutrakul

doi:10.1055/s-2004-818951

Planta Med 2004; 70(4): 366-370
DOI: 10.1055/s-2004-818951

Letter

Anti-HIV-1 Cycloartanes from Leaves and Twigs of Gardenia thailandica

Patoomratana Tuchinda¹ , Aroonchai Saiai¹ , Manat Pohmakotr¹ , Chalobon Yoosook² , Jittra Kasisit² , Chanita Napaswat² , Thawatchai Santisuk³ , Vichai Reutrakul¹

¹Department of Chemistry, Faculty of Science, Mahidol University, Bangkok, Thailand
²Department of Microbiology, Faculty of Science, Mahidol University, Bangkok, Thailand
³The Forest Herbarium, Royal Forestry Department, Bangkok, Thailand

We are grateful to the Higher Education Development Project: Postgraduate Education and Research Program in Chemistry (PERCH), the National Research Council of Thailand (NRCT) and the Thailand Research Fund (TRF) through a Senior Scholar Award to VR for the financial support. We also thank the Development and Promotion of Science and Technology Talent Project (DPST) for providing a scholarship to AS

Abstract

Thailandiol (1), gardenolic acid A (2), quadrangularic acid E (3) and 3β-hydroxy-5α-cycloart-24(31)-en-28-oic acid (4) have been isolated from the leaves and twigs of Gardenia thailandica Tirveng (order: Rubiales; family: Rubiaceae). In addition, 5-hydroxy-7,2′,3′,4′,5′,6′-hexamethoxyflavone (5), 5,7-dihydroxy-2′,3′, 4′,5′,6′-pentamethoxyflavone (6), 5-hydroxy-7,2′,3′,4′,5′-pentamethoxyflavone (7) and 5,7-dihydroxy-2′,3′,4′,5′-tetramethoxyflavone (8) were also isolated from the same source. The structures were elucidated by spectroscopic methods. Crude extracts and compounds 1 - 4 displayed anti-HIV-1 activities as determined by using the ^Δ ^Tat/RevMC99 virus and 1A2 cell line system. The EC₅₀ values determined by the syncytium assay ranged from < 7.8 to 110 μg/mL. They also exhibited moderate to high activities in reverse transcriptase (RT) assay; the IC₅₀ values of compounds 1 - 4, ranged from < 22.5 to 156.8 μg/mL.

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Dr. Patoomratana Tuchinda

Department of Chemistry

Faculty of Science

Mahidol University

Rama 6 Road

Bangkok 10400

Thailand

Phone: +66-2-201-5159

Fax: +66-2-247-7050

Email: scptc@mahidol.ac.th