Two new tirucallane triterpenoids from Aphanamixis grandifolia

doi:10.1007/s13659-012-0059-3

Natural Products and Bioprospecting ›› 2012, Vol. 2 ›› Issue (5): 222-226.DOI: 10.1007/s13659-012-0059-3

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Two new tirucallane triterpenoids from Aphanamixis grandifolia

Xiao-Ying WANG^a,b, Gui-Hua TANG^a, Chun-Mao YUAN^a, Yu ZHANG^a, Li HOU^a,b, Qing ZHAO^b, Xiao-Jiang HAO^a, Hong-Ping HE^a

a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
b Faculty of Pharmacy, Yunnan University of TCM, Kunming 650500, China

Received:2012-07-18 Revised:2012-08-30 Online:2018-02-11 Published:2012-10-24
Supported by:
This work was financially supported by grants from the National Basic Research Program of China(973 Program, 2009CB522300 and 2009CB940900), National Natural Science Funding of China(31170332), and the Young Academic and Technical Leader Raising Foundation of Yunnan Province(2010CI047).

Two new tirucallane triterpenoids from Aphanamixis grandifolia

Xiao-Ying WANG^a,b, Gui-Hua TANG^a, Chun-Mao YUAN^a, Yu ZHANG^a, Li HOU^a,b, Qing ZHAO^b, Xiao-Jiang HAO^a, Hong-Ping HE^a

a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
b Faculty of Pharmacy, Yunnan University of TCM, Kunming 650500, China

通讯作者: Qing ZHAO,E-mail:tempzhao@126.com;Hong-Ping HE,E-mail:hehongping@mail.kib.ac.cn
基金资助:
This work was financially supported by grants from the National Basic Research Program of China(973 Program, 2009CB522300 and 2009CB940900), National Natural Science Funding of China(31170332), and the Young Academic and Technical Leader Raising Foundation of Yunnan Province(2010CI047).

Abstract

Abstract: Two new tirucallane triterpenoids, 2α-ethoxy-2, 3-secotirucalla-2, 29-epoxy-7-ene-23-oxo-3-oic acid(1) and(23E)-2α-hydroxytirucalla-7, 23, 25-triene-3-one(2), along with the known 2, 3-secotirucalla-2, 3; 2, 29-diepoxy-7-ene-3, 23-dione(3), were isolated from the leaves and twigs of Aphanamixis grandifolia. Their structures were elucidated by extensive NMR and MS data, and compound 3 was further confirmed by X-ray crystal diffraction analysis. Antimicrobial activities and insecticidal activities of these three compounds were also evaluated. Compound 1 showed good antimicrobial activity against Staphylococcus aureus with the MIC value of 1.56 μg/mL, while compounds 1 and 2 showed insecticidal activity at 100 ppm, with the corrected mortality 79.1% and 60.6%, respectively.

Key words: Aphanamixis grandifolia, Meliaceae, 2,3-seco-tirucallane triterpenoid, bioassays

摘要： Two new tirucallane triterpenoids, 2α-ethoxy-2, 3-secotirucalla-2, 29-epoxy-7-ene-23-oxo-3-oic acid(1) and(23E)-2α-hydroxytirucalla-7, 23, 25-triene-3-one(2), along with the known 2, 3-secotirucalla-2, 3; 2, 29-diepoxy-7-ene-3, 23-dione(3), were isolated from the leaves and twigs of Aphanamixis grandifolia. Their structures were elucidated by extensive NMR and MS data, and compound 3 was further confirmed by X-ray crystal diffraction analysis. Antimicrobial activities and insecticidal activities of these three compounds were also evaluated. Compound 1 showed good antimicrobial activity against Staphylococcus aureus with the MIC value of 1.56 μg/mL, while compounds 1 and 2 showed insecticidal activity at 100 ppm, with the corrected mortality 79.1% and 60.6%, respectively.

关键词: Aphanamixis grandifolia, Meliaceae, 2,3-seco-tirucallane triterpenoid, bioassays

Xiao-Ying WANG, Gui-Hua TANG, Chun-Mao YUAN, Yu ZHANG, Li HOU, Qing ZHAO, Xiao-Jiang HAO, Hong-Ping HE. Two new tirucallane triterpenoids from Aphanamixis grandifolia[J]. Natural Products and Bioprospecting, 2012, 2(5): 222-226.

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Two new tirucallane triterpenoids from Aphanamixis grandifolia

Two new tirucallane triterpenoids from Aphanamixis grandifolia

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