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油橄榄细胞悬浮培养生产三萜酸

Production of triterpene acids by cell suspension cultures of Olea europaea.

作者信息

Saimaru Hiroshi, Orihara Yutaka, Tansakul Pimpimon, Kang Young-Hwa, Shibuya Masaaki, Ebizuka Yutaka

机构信息

Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Tokyo 113-0033, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2007 May;55(5):784-8. doi: 10.1248/cpb.55.784.

Abstract

Olive (Olea europaea) contains large quantity of triterpene acids including oleanolic acid (6) as a major one. Varieties of biological activities exhibited by triterpene acids attracted our attentions, especially from pharmaceutical viewpoints. Cell culture of olive plant was induced and its triterpene constituents were studied. From the cell suspension cultures, six ursane type triterpene acids; ursolic acid (9), pomolic acid (10), rotundic acid (11), tormentic acid (12), 2alpha-hydroxyursolic acid (13) and 19alpha-hydroxyasiatic acid (14), and two oleanane type acids; oleanolic acid and maslinic acid (7), have been isolated. Quantity of ursane type triterpene acids produced by cell cultures was larger than that of oleanane type. Further, a multifunctional oxidosqualene cyclase (OSC) named OEA was cloned by homology based PCRs from the same cultured cells. Major product of OEA is alpha-amyrin (ursane skeleton), showing good accordance to higher content of ursane-type triterpene acids in the cultured cells, and strongly suggesting OEA to be a major contributor OSC for their production.

摘要

油橄榄(Olea europaea)含有大量三萜酸,其中齐墩果酸(6)是主要成分。三萜酸所展现出的多种生物活性引起了我们的关注,尤其是从药学角度来看。诱导了油橄榄植物的细胞培养并对其含有的三萜成分进行了研究。从细胞悬浮培养物中,分离出了六种乌苏烷型三萜酸:熊果酸(9)、坡模酸(10)、圆石酸(11)、 tormentic酸(12)、2α-羟基熊果酸(13)和19α-羟基积雪草苷酸(14),以及两种齐墩果烷型酸:齐墩果酸和山楂酸(7)。细胞培养物产生的乌苏烷型三萜酸的量大于齐墩果烷型。此外,通过基于同源性的聚合酶链式反应(PCR)从相同的培养细胞中克隆出了一种名为OEA的多功能氧化鲨烯环化酶(OSC)。OEA的主要产物是α-香树脂醇(乌苏烷骨架),这与培养细胞中较高含量的乌苏烷型三萜酸表现出良好的一致性,并有力地表明OEA是其产生的主要贡献OSC。

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