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完成了乳香树中一种贝壳杉烷型二萜化合物瑟拉托醇的结构全解析,并评估了其抗原生动物活性。

Complete structural assignment of serratol, a cembrane-type diterpene from Boswellia serrata, and evaluation of its antiprotozoal activity.

机构信息

Institut für Pharmazeutische Biologie und Phytochemie (IPBP), Westfälische Wilhelms-Universität Münster, Münster, Germany.

出版信息

Planta Med. 2011 May;77(8):849-50. doi: 10.1055/s-0030-1250612. Epub 2010 Dec 14.

DOI:10.1055/s-0030-1250612
PMID:21157686
Abstract

From the dichloromethane extract obtained from the gum resin of Boswellia serrata Roxb. (Burseraceae), a well-known medicinal plant resin ("Indian Olibanum"), the cembrane-type diterpene serratol was isolated in high yield. Its structure, previously reported without clear specification of double-bond geometry and without specification of stereochemistry, was reanalysed by means of spectroscopic measurements and unambiguously assigned as S(-)-cembra-3E,7E,11E‑triene-1-ol. Full assignment of all NMR data is reported for the first time. The compound was found to be identical with a cembrenol previously isolated from B. carteri. Serratolwas tested for in vitro activity against four protozoan human pathogens, namely, Trypanosoma brucei rhodesiense (East African Human Trypanosomiasis, sleeping sickness), T. cruzi (Chagas' disease), Leishmania donovani (Kala-Azar), and Plasmodium falciparum (Tropical Malaria). It was found active against T. brucei and P. falciparum. These activities were 10- to 15-fold higher than its cytotoxicity against rat skeletalmyoblasts. While some reports exist on potential anti-inflammatory activity of Boswellia diterpenes, this is the first report on antiprotozoal activity of such a compound.

摘要

从药用植物乳香树(橄榄科)的胶树脂中提取的二氯甲烷提取物中,以高产率分离出了角鲨烯型二萜类化合物serratol。其结构以前曾有报道,但没有明确规定双键几何形状,也没有指定立体化学,通过光谱测量进行了重新分析,并明确指定为 S(-)-cembratrien-3E,7E,11E-triene-1-ol。首次完整地分配了所有 NMR 数据。该化合物被发现与先前从 B. carteri 分离出的 cembrenol 完全相同。Serratol 对四种人体原生动物病原体(即东非人类锥虫病(昏睡病)、T. cruzi(恰加斯病)、L. donovani(黑热病)和 P. falciparum(热带疟疾))进行了体外活性测试。结果发现它对 T. brucei 和 P. falciparum 具有活性。其对 T. brucei 和 P. falciparum 的活性比其对大鼠骨骼肌母细胞的细胞毒性高 10-15 倍。虽然有一些关于乳香二萜类化合物具有潜在抗炎活性的报道,但这是首次报道此类化合物具有抗原生动物活性。

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