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对楝科植物双花红椿(Dysoxylum binectariferum Hook.f)种子发育过程中色酮类抗癌生物碱洛石碱进行常压电离质谱成像分析。

Ambient ionization mass spectrometry imaging of rohitukine, a chromone anti-cancer alkaloid, during seed development in Dysoxylum binectariferum Hook.f (Meliaceae).

作者信息

Mohana Kumara P, Srimany Amitava, Ravikanth G, Uma Shaanker R, Pradeep T

机构信息

DST Unit of Nanoscience (DST UNS) and Thematic Unit of Excellence (TUE), Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, India.

Ashoka Trust for Research in Ecology and the Environment, Royal Enclave, Sriramapura, Jakkur, Bengaluru 560064, India.

出版信息

Phytochemistry. 2015 Aug;116:104-110. doi: 10.1016/j.phytochem.2015.02.031. Epub 2015 Mar 20.

DOI:10.1016/j.phytochem.2015.02.031
PMID:25799183
Abstract

Rohitukine, a chromone alkaloid, possesses anti-inflammatory, anti-cancer and immuno-modulatory properties. It has been reported from four species, belonging to the families, Meliaceae and Rubiaceae. Stem bark of Dysoxylum binectariferum (Meliaceae) accumulates the highest amount of rohitukine (3-7% by dry weight). In this study, we examine the spatial and temporal distribution of rohitukine and related compounds during various stages of seed development in D. binectariferum using desorption electrospray ionization mass spectrometry imaging (DESI MSI). Rohitukine (m/z 306.2) accumulation increased from early seed development to seed maturity stage. The spatial distribution of rohitukine was largely restricted to the cotyledonary tissue followed by the embryo and least in the seed coat. Besides rohitukine, rohitukine acetate (m/z 348.2) and glycosylated rohitukine (m/z 468.2) were also detected, both through mass fragmentation and exact mass analysis through Orbitrap mass spectrometry. These results indicate a dynamic pattern of chromane alkaloid accumulation through seed development in D. binectariferum.

摘要

罗希图碱是一种色酮生物碱,具有抗炎、抗癌和免疫调节特性。已从楝科和茜草科的四个物种中分离得到该物质。双花红椿(楝科)的茎皮中罗希图碱的积累量最高(干重的3-7%)。在本研究中,我们使用解吸电喷雾电离质谱成像(DESI MSI)技术,研究了双花红椿种子发育各阶段中罗希图碱及相关化合物的时空分布。从种子发育早期到成熟阶段,罗希图碱(m/z 306.2)的积累量不断增加。罗希图碱的空间分布主要局限于子叶组织,其次是胚,种皮中最少。除罗希图碱外,还通过质谱碎片分析和轨道阱质谱的精确质量分析检测到了罗希图碱乙酸酯(m/z 348.2)和糖基化罗希图碱(m/z 468.2)。这些结果表明,双花红椿种子发育过程中色烷生物碱的积累呈现动态模式。

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