Anti-HIV1 and anti-inflammatory lupanes from the leaves, twigs, and resin of garcinia hanburyi

Two new lupanes, 2-acetoxy-3-hydroxy-19-hydrogen-lup-20(29)-en-28-oic acid (2-acetoxyalphitolic acid) (1) and 2-hydroxy-3-acetoxy-19-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 - D-glucopyranoside (5...

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Bibliographic Details
Main Authors: Reutrakul V., Anantachoke N., Pohmakotr M., Jaipetch T., Yoosook C., Kasisit J., Napaswa C., Panthong A., Santisuk T., Prabpai S., Kongsaeree P., Tuchinda P.
Format: Article
Language:English
Published: 2014
Online Access:http://www.scopus.com/inward/record.url?eid=2-s2.0-77749316840&partnerID=40&md5=3e02afdc1c6e5cb5b957ff9f3c5f54a0
http://cmuir.cmu.ac.th/handle/6653943832/3675
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Institution: Chiang Mai University
Language: English
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Summary:Two new lupanes, 2-acetoxy-3-hydroxy-19-hydrogen-lup-20(29)-en-28-oic acid (2-acetoxyalphitolic acid) (1) and 2-hydroxy-3-acetoxy-19-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 - D-glucopyranoside (5), were isolated from the leaves and twigs of Garcinia hanburyi. Compounds 13 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 (14) displayed anti-HIV1 activities in the anti-HIV1 reverse transcriptase (ICvalues 16.3116.9g/mL) and syncytium assays (EC5.673.6g/mL, SI 1.73.3). Moreover compounds 14 exhibited anti-inflammatory activity in an ethyl phenylpropiolate (EPP)-induced ear edema model. © Georg Thieme Verlag KG Stuttgart New York.