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Lignans of Sesame (Sesamum indicum 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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Autores principales: Andargie, Mebeaselassie, Vinas, Maria, Rathgeb, Anna, Möller, Evelyn, Karlovsky, Petr
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7914952/
https://www.ncbi.nlm.nih.gov/pubmed/33562414
http://dx.doi.org/10.3390/molecules26040883
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author Andargie, Mebeaselassie
Vinas, Maria
Rathgeb, Anna
Möller, Evelyn
Karlovsky, Petr
author_facet Andargie, Mebeaselassie
Vinas, Maria
Rathgeb, Anna
Möller, Evelyn
Karlovsky, Petr
author_sort Andargie, Mebeaselassie
collection PubMed
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 Seseamum indicum 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.
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spelling pubmed-79149522021-03-01 Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review Andargie, Mebeaselassie Vinas, Maria Rathgeb, Anna Möller, Evelyn Karlovsky, Petr Molecules 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 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 Seseamum indicum 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. MDPI 2021-02-07 /pmc/articles/PMC7914952/ /pubmed/33562414 http://dx.doi.org/10.3390/molecules26040883 Text en © 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Andargie, Mebeaselassie
Vinas, Maria
Rathgeb, Anna
Möller, Evelyn
Karlovsky, Petr
Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review
title Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review
title_full Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review
title_fullStr Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review
title_full_unstemmed Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review
title_short Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review
title_sort lignans of sesame (sesamum indicum l.): a comprehensive review
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7914952/
https://www.ncbi.nlm.nih.gov/pubmed/33562414
http://dx.doi.org/10.3390/molecules26040883
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