Anti-HIV‐1 and Anti-Inflammatory Lupanes from the Leaves, Twigs, and Resin of Garcinia hanburyi

 

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Abstract

Two new lupanes, 2α-acetoxy-3β-hydroxy-19β-hydrogen-lup-20(29)-en-28-oic acid (2-acetoxyalphitolic acid) (1) and 2α-hydroxy-3β-acetoxy-19β-hydrogen-lup-20(29)-en-28-oic acid (3-acetoxyalphitolic acid) (2), together with the known betulinic acid (3), betulin (4), and stimasterol-3-O-β-D-glucopyranoside (5), were isolated from the leaves and twigs of Garcinia hanburyi. Compounds 1–3 were also isolated from the resin of this plant. The structure of 2 was confirmed by single-crystal X-ray diffraction analysis. All of the lupanes (1–4) displayed anti-HIV‐1 activities in the anti-HIV‐1 reverse transcriptase (IC₅₀ values 16.3–116.9 µg/mL) and syncytium assays (EC₅₀ 5.6–73.6 µg/mL, SI 1.7–3.3). Moreover compounds 1–4 exhibited anti-inflammatory activity in an ethyl phenylpropiolate (EPP)-induced ear edema model.

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Prof. Vichai Reutrakul

Department of Chemistry and Center for Innovation in Chemistry
Faculty of Science
Mahidol University

Rama 6 Road

Bangkok 10400

Thailand

Phone: + 66 22 01 51 52

Fax: + 66 26 44 51 26

Email: scvrt@mahidol.ac.th

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