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用 Plumbago zeylanica 型 III 六酮合酶转化的烟草植物中的聚酮化合物合成。

Polyketide synthesis in tobacco plants transformed with a Plumbago zeylanica type III hexaketide synthase.

机构信息

Botany Department, University of Pune, Pune 411007, India.

Chemical Biology Unit, Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India.

出版信息

Phytochemistry. 2014 Feb;98:92-100. doi: 10.1016/j.phytochem.2013.11.017. Epub 2013 Dec 16.

Abstract

A type III polyketide synthase from Plumbago zeylanica (PzPKS) was cloned and expressed in tobacco plants to study whether the transgenic tobacco plants expressing PzPKS synthesize the pharmacologically important polyketide, plumbagin. High resolution mass spectrometry based metabolite profiling of two transgenic events and wild type tobacco plants was carried out to investigate changes in polyketides, including plumbagin. Ten polyketides, which included six pyrones and four naphthalene derivatives, were identified in PzPKS transgenic plants. While one pyrone, styryl-2-pyranone, was detected in both, wild type and transgenic tobacco plants, three pyrones were expressed only in the leaves of transgenic tobacco plants. The transgenic tobacco plants did not accumulate plumbagin, but showed accumulation of isoshinanolone in the roots, which is postulated to be the reduction product of plumbagin. In addition, leaves of transgenic tobacco plants accumulated 3-methyl-1,8-naphthalenediol, a postulated precursor of plumbagin. The results indicated the requirement of additional Plumbago-specific components in the biosynthetic pathway of this polyketide.

摘要

从白花丹(Plumbago zeylanica)中克隆并在烟草植物中表达了一种 III 型聚酮合酶(PzPKS),以研究表达 PzPKS 的转基因烟草植物是否合成具有药理重要性的聚酮类化合物,白花丹醌。通过高分辨质谱基于代谢产物分析对两个转基因事件和野生型烟草植物进行了研究,以研究聚酮类化合物(包括白花丹醌)的变化。在 PzPKS 转基因植物中鉴定出了十种聚酮类化合物,其中包括六种吡喃酮和四种萘衍生物。虽然在野生型和转基因烟草植物中都检测到了一种吡喃酮,即 styryl-2-pyranone,但有三种吡喃酮仅在转基因烟草植物的叶片中表达。转基因烟草植物没有积累白花丹醌,但在根中积累了异山奈酚,这被认为是白花丹醌的还原产物。此外,转基因烟草植物的叶片积累了 3-甲基-1,8-萘二醇,这是白花丹醌的假定前体。结果表明,该聚酮类化合物的生物合成途径需要额外的白花丹特异性成分。

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