Triterpenoid saponins from Pteleopsis suberosa stem bark

Triterpenoid saponins from Pteleopsis suberosa stem bark
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DOI:
10.1016/j.phytochem.2006.07.017
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发表时间:
2006-12-01
期刊:
影响因子:
3.8
通讯作者:
Braca, Alessandra
Braca, Alessandra
中科院分区:
生物学2区
文献类型:
--
作者:
De Leo, Marinella;De Tommasi, Nunziatina;Braca, Alessandra

文献摘要

被引文献

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从毛果扁豆中分离得到13个齐墩果烷皂苷(1-13),其中4个为新化合物(1-4)。杜鹃花科(Combretaceae)树皮。其结构经一维、二维核磁共振波谱和电喷雾质谱确证。其结构分别为:2α,3β,19 alpha,23,24-pentahydroxy-11-oxo-olean-12-en-28-oic酸28-O-β-D-吡喃葡萄糖酯(1),2α,3β,19 beta,23,24-pentahydroxy-11-oxo-olean-12-en-28-oic酸28-O-β-D-吡喃葡萄糖酯(2),2α,3β,19 alpha,23-tetrahydroxy-11-oxoolean-12-en-28-oic酸28-O-β-D-吡喃葡萄糖酯(3),2α,2α。3β,6β,19 alpha,24-pentahydroxy-11-oxo-olean-12-en-28-oic酸28-O-β-D-吡喃葡萄糖酯(4)。在齐墩果烷类化合物中,α,β-不饱和羰基功能的存在并不常见,并且这些化合物的苷元在以前的文献中没有被发现。此外,对分离出的化合物进行了幽门螺杆菌标准和VacA、cagA临床毒力基因型的检测。结果表明,化合物6具有抗H.幽门螺杆菌对3株甲硝唑耐药株(Ci-1cagA、Ci-2VacA和Ci-3)的抗菌活性。(C)2006爱思唯尔有限公司。保留所有权利。
Thirteen oleanane saponins (1-13), four of which were new compounds (1-4), were isolated from Pteleopsis suberosa Engl. et Diels stem bark (Combretaceae). Their structures were determined by 1D and 2D NMR spectroscopy and ESI-MS spectrometry. The compounds were identified as 2 alpha,3 beta,19 alpha,23,24-pentahydroxy-11-oxo-olean-12-en-28-oic acid 28-O-beta-D-glucopyranosyl ester (1), 2 alpha,3 beta,19 beta,23,24-pentahydroxy-11-oxo-olean-12-en-28-oic acid 28-O-beta-D-glucopyranosyl ester (2), 2 alpha,3 beta,19 alpha,23-tetrahydroxy-11-oxoolean-12-en-28-oic acid 28-O-beta-D-glucopyranosyl ester (3), and 2 alpha,3 beta,6 beta,19 alpha,24-pentahydroxy-11-oxo-olean-12-en-28-oic acid 28-O-beta-D-glucopyranosyl ester (4). The presence of alpha,beta-unsaturated carbonyl function was not common in the oleanane class and the aglycons of these compounds were not found previously in the literature. Moreover, the isolated compounds were tested against Helicobacter pylori standard and vacA, and cagA clinical virulence genotypes. Results showed that compound 6 has an anti-H. pylori activity against three metronidazole-resistant strains (Ci 1 cagA, Ci 2 vacA, and Ci 3). (c) 2006 Elsevier Ltd. All rights reserved.