Andargie Mebeaselassie, Vinas Maria, Rathgeb Anna, Möller Evelyn, Karlovsky Petr
Molecular Phytopathology and Mycotoxin Research, University of Goettingen, Grisebachstrasse 6, 37073 Goettingen, Germany.
CIGRAS, University of Costa Rica, 2060 San Jose, Costa Rica.
Molecules. 2021 Feb 7;26(4):883. doi: 10.3390/molecules26040883.
Major lignans of sesame sesamin and sesamolin are benzodioxol--substituted furofurans. Sesamol, sesaminol, its epimers, and episesamin are transformation products found in processed products. Synthetic routes to all lignans are known but only sesamol is synthesized industrially. Biosynthesis of furofuran lignans begins with the dimerization of coniferyl alcohol, followed by the formation of dioxoles, oxidation, and glycosylation. Most genes of the lignan pathway in sesame have been identified but the inheritance of lignan content is poorly understood. Health-promoting properties make lignans attractive components of functional food. Lignans enhance the efficiency of insecticides and possess antifeedant activity, but their biological function in plants remains hypothetical. In this work, extensive literature including historical texts is reviewed, controversial issues are critically examined, and errors perpetuated in literature are corrected. The following aspects are covered: chemical properties and transformations of lignans; analysis, purification, and total synthesis; occurrence in and related plants; biosynthesis and genetics; biological activities; health-promoting properties; and biological functions. Finally, the improvement of lignan content in sesame seeds by breeding and biotechnology and the potential of hairy roots for manufacturing lignans in vitro are outlined.
芝麻中的主要木脂素芝麻素和芝麻林素是苯并二氧杂环戊烯取代的呋喃呋喃类化合物。芝麻酚、芝麻素醇、其差向异构体以及表芝麻素是在加工产品中发现的转化产物。所有木脂素的合成路线均已为人所知,但只有芝麻酚实现了工业化合成。呋喃呋喃类木脂素的生物合成始于松柏醇的二聚化,随后是二氧杂环戊烯的形成、氧化和糖基化。芝麻中木脂素途径的大多数基因已被鉴定,但木脂素含量的遗传情况仍知之甚少。促进健康的特性使木脂素成为功能性食品的诱人成分。木脂素可提高杀虫剂的效率并具有拒食活性,但其在植物中的生物学功能仍只是一种假设。在这项工作中,我们查阅了包括历史文献在内的大量文献,对有争议的问题进行了批判性审视,并纠正了文献中一直存在的错误。涵盖了以下几个方面:木脂素的化学性质和转化;分析、纯化和全合成;在芝麻及相关植物中的存在情况;生物合成和遗传学;生物活性;促进健康的特性;以及生物学功能。最后,概述了通过育种和生物技术提高芝麻种子中木脂素含量以及利用毛状根在体外生产木脂素的潜力。