Lignans of Sesame (<i>Sesamum indicum</i> L.): A Comprehensive Review

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 furo...

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Main Authors: Mebeaselassie Andargie, Maria Vinas, Anna Rathgeb, Evelyn Möller, Petr Karlovsky
Format: Article
Language:English
Published: MDPI AG 2021-02-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/4/883
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spelling doaj-567a8386b3c9485dbf077c41a535b0182021-02-08T00:04:49ZengMDPI AGMolecules1420-30492021-02-012688388310.3390/molecules26040883Lignans of Sesame (<i>Sesamum indicum</i> L.): A Comprehensive ReviewMebeaselassie Andargie0Maria Vinas1Anna Rathgeb2Evelyn Möller3Petr Karlovsky4Molecular Phytopathology and Mycotoxin Research, University of Goettingen, Grisebachstrasse 6, 37073 Goettingen, GermanyCIGRAS, University of Costa Rica, 2060 San Jose, Costa RicaMolecular Phytopathology and Mycotoxin Research, University of Goettingen, Grisebachstrasse 6, 37073 Goettingen, GermanyMolecular Phytopathology and Mycotoxin Research, University of Goettingen, Grisebachstrasse 6, 37073 Goettingen, GermanyMolecular Phytopathology and Mycotoxin Research, University of Goettingen, Grisebachstrasse 6, 37073 Goettingen, GermanyMajor 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 <i>Seseamum indicum</i> 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.https://www.mdpi.com/1420-3049/26/4/883sesame lignanssesaminsesamolinsesamollignan biosynthesislignan glycosides
collection DOAJ
language English
format Article
sources DOAJ
author Mebeaselassie Andargie
Maria Vinas
Anna Rathgeb
Evelyn Möller
Petr Karlovsky
spellingShingle Mebeaselassie Andargie
Maria Vinas
Anna Rathgeb
Evelyn Möller
Petr Karlovsky
Lignans of Sesame (<i>Sesamum indicum</i> L.): A Comprehensive Review
Molecules
sesame lignans
sesamin
sesamolin
sesamol
lignan biosynthesis
lignan glycosides
author_facet Mebeaselassie Andargie
Maria Vinas
Anna Rathgeb
Evelyn Möller
Petr Karlovsky
author_sort Mebeaselassie Andargie
title Lignans of Sesame (<i>Sesamum indicum</i> L.): A Comprehensive Review
title_short Lignans of Sesame (<i>Sesamum indicum</i> L.): A Comprehensive Review
title_full Lignans of Sesame (<i>Sesamum indicum</i> L.): A Comprehensive Review
title_fullStr Lignans of Sesame (<i>Sesamum indicum</i> L.): A Comprehensive Review
title_full_unstemmed Lignans of Sesame (<i>Sesamum indicum</i> L.): A Comprehensive Review
title_sort lignans of sesame (<i>sesamum indicum</i> l.): a comprehensive review
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2021-02-01
description 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 <i>Seseamum indicum</i> 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.
topic sesame lignans
sesamin
sesamolin
sesamol
lignan biosynthesis
lignan glycosides
url https://www.mdpi.com/1420-3049/26/4/883
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AT evelynmoller lignansofsesameisesamumindicumilacomprehensivereview
AT petrkarlovsky lignansofsesameisesamumindicumilacomprehensivereview
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