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通过高分辨率质谱法检测中间体以构建重要药用植物印度獐牙菜中主要化学成分的生物合成途径。

Detection of intermediates through high-resolution mass spectrometry for constructing biosynthetic pathways for major chemical constituents in a medicinally important herb, Swertia chirayita.

作者信息

Kumar Varun, Sood Hemant, Chauhan Rajinder Singh

机构信息

a Department of Pharmacy , Jaypee University of Information Technology , Waknaghat, Solan 173234 , Himachal Pradesh , India.

出版信息

Nat Prod Res. 2015;29(15):1449-55. doi: 10.1080/14786419.2015.1004175. Epub 2015 Jan 27.

Abstract

Swertia chirayita is an endangered medicinal herb widely used as an antidiabetic. It contains two major classes of metabolites, secoiridoids and xanthones, i.e. swertiamarin, mangiferin, amarogentin and amaroswerin. The biosynthetic pathways for these chemical constituents are not completely deciphered due to gaps and redundancy of routes proposed such as for mangiferin. The missing intermediates in pathways were detected through LC-ESI-QToF-HRMS/MS, including the detection of new secoiridoids, amaronitidin and gentiopicroside. The study also reports that the biosynthesis of amaronitidin occurs through the coupling of gentiopicroside and biphenyl acid derivatives such as amarogentin and amaroswerin. This study reports for the first time complete biosynthetic pathways for gentiopicroside, mangiferin, amarogentin, amaroswerin and amaronitidin in S. chirayita with the detection of intermediate metabolites iriflophenone, maclurin, deoxyloganic acid, loganic acid and 1,3,6,7-tetrahydroxy-9H-xanthen-9-one.

摘要

印度獐牙菜是一种濒危药用植物,被广泛用作抗糖尿病药物。它含有两大类代谢产物,即裂环烯醚萜类和氧杂蒽酮类,如獐牙菜苦苷、芒果苷、苦味质和苦藏花素。由于所提出的途径存在空白和冗余,如芒果苷的途径,这些化学成分的生物合成途径尚未完全破译。通过液相色谱-电喷雾-四极杆飞行时间-高分辨质谱/质谱检测到途径中缺失的中间体,包括新裂环烯醚萜类阿玛罗尼定和龙胆苦苷的检测。该研究还报告称,阿玛罗尼定的生物合成是通过龙胆苦苷与联苯酸衍生物如苦味质和苦藏花素的偶联发生的。本研究首次报道了印度獐牙菜中龙胆苦苷、芒果苷、苦味质、苦藏花素和阿玛罗尼定的完整生物合成途径,并检测到中间代谢产物异黄酮、桑色素、脱氧马钱子酸、马钱子酸和1,3,6,7-四羟基-9H-呫吨-9-酮。

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