Concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities

A concise synthesis of (-)-steviamine is reported along with the synthesis of its analogues 10-nor-steviamine, 10-nor-ent-steviamine and 5-epi-ent-steviamine. These compounds were tested against twelve glycosidases (at 143 μg mL<sup>-1</sup> concentrations) and were found to have in gene...

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Main Authors:	Nadechanok Jiangseubchatveera, Marc E. Bouillon, Boonsom Liawruangrath, Saisunee Liawruangrath, Robert J. Nash, Stephen G. Pyne
Format:	Journal
Published:	2018
Subjects:	Biochemistry, Genetics and Molecular Biology Chemistry
Online Access:	https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84884564713&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/52296
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Institution:	Chiang Mai University

id	th-cmuir.6653943832-52296
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spelling	th-cmuir.6653943832-522962018-09-04T09:24:57Z Concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities Nadechanok Jiangseubchatveera Marc E. Bouillon Boonsom Liawruangrath Saisunee Liawruangrath Robert J. Nash Stephen G. Pyne Biochemistry, Genetics and Molecular Biology Chemistry A concise synthesis of (-)-steviamine is reported along with the synthesis of its analogues 10-nor-steviamine, 10-nor-ent-steviamine and 5-epi-ent-steviamine. These compounds were tested against twelve glycosidases (at 143 μg mL<sup>-1</sup> concentrations) and were found to have in general poor inhibitory activity against most enzymes. The 10-nor analogues however, showed 50-54% inhibition of α-l-rhamnosidase from Penicillium decumbens while one of these, 10-nor-steviamine, showed 51% inhibition of N-acetyl-β-d-glucosaminidase (from Jack bean) at the same concentration (760 μM). © The Royal Society of Chemistry 2013. 2018-09-04T09:23:14Z 2018-09-04T09:23:14Z 2013-01-01 Journal 14770520 2-s2.0-84884564713 10.1039/c3ob40374b https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84884564713&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/52296
institution	Chiang Mai University
building	Chiang Mai University Library
country	Thailand
collection	CMU Intellectual Repository
topic	Biochemistry, Genetics and Molecular Biology Chemistry
spellingShingle	Biochemistry, Genetics and Molecular Biology Chemistry Nadechanok Jiangseubchatveera Marc E. Bouillon Boonsom Liawruangrath Saisunee Liawruangrath Robert J. Nash Stephen G. Pyne Concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities
description	A concise synthesis of (-)-steviamine is reported along with the synthesis of its analogues 10-nor-steviamine, 10-nor-ent-steviamine and 5-epi-ent-steviamine. These compounds were tested against twelve glycosidases (at 143 μg mL<sup>-1</sup> concentrations) and were found to have in general poor inhibitory activity against most enzymes. The 10-nor analogues however, showed 50-54% inhibition of α-l-rhamnosidase from Penicillium decumbens while one of these, 10-nor-steviamine, showed 51% inhibition of N-acetyl-β-d-glucosaminidase (from Jack bean) at the same concentration (760 μM). © The Royal Society of Chemistry 2013.
format	Journal
author	Nadechanok Jiangseubchatveera Marc E. Bouillon Boonsom Liawruangrath Saisunee Liawruangrath Robert J. Nash Stephen G. Pyne
author_facet	Nadechanok Jiangseubchatveera Marc E. Bouillon Boonsom Liawruangrath Saisunee Liawruangrath Robert J. Nash Stephen G. Pyne
author_sort	Nadechanok Jiangseubchatveera
title	Concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities
title_short	Concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities
title_full	Concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities
title_fullStr	Concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities
title_full_unstemmed	Concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities
title_sort	concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities
publishDate	2018
url	https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84884564713&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/52296
_version_	1681423925243805696

Concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities

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