Semisynthesis and acetylcholinesterase inhibitory activity of stemofoline alkaloids and analogues

Semisynthesis of the known Stemona alkaloids oxystemofoline (7) and methoxystemofoline (8) has been achieved starting from (11Z)-1′,2′- didehydrostemofoline (6), which confirmed their structures and absolute configurations. The synthesis of (1′R)-hydroxystemofoline (9) helped establish this compound...

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Main Authors: Sastraruji K., Sastraruji T., Pyne S., Ung A., Jatisatienr A., Lie W.
Format: Journal
Published: 2017
Online Access:https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=77952982010&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/43299
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-432992017-09-28T06:53:55Z Semisynthesis and acetylcholinesterase inhibitory activity of stemofoline alkaloids and analogues Sastraruji K. Sastraruji T. Pyne S. Ung A. Jatisatienr A. Lie W. Semisynthesis of the known Stemona alkaloids oxystemofoline (7) and methoxystemofoline (8) has been achieved starting from (11Z)-1′,2′- didehydrostemofoline (6), which confirmed their structures and absolute configurations. The synthesis of (1′R)-hydroxystemofoline (9) helped establish this compound as a natural product from Stemona aphylla. (1′S)-Hydroxystemofoline (10) and a number of related analogues were also prepared. In a TLC bioautographic assay, 9 was found to be the most active acetylcholinesterase inhibitor, but it was not as active as galanthamine. © 2010 The American Chemical Society and American Society of Pharmacognosy. 2017-09-28T06:53:55Z 2017-09-28T06:53:55Z 2010-05-28 Journal 01633864 2-s2.0-77952982010 10.1021/np100137h https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=77952982010&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/43299
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
description Semisynthesis of the known Stemona alkaloids oxystemofoline (7) and methoxystemofoline (8) has been achieved starting from (11Z)-1′,2′- didehydrostemofoline (6), which confirmed their structures and absolute configurations. The synthesis of (1′R)-hydroxystemofoline (9) helped establish this compound as a natural product from Stemona aphylla. (1′S)-Hydroxystemofoline (10) and a number of related analogues were also prepared. In a TLC bioautographic assay, 9 was found to be the most active acetylcholinesterase inhibitor, but it was not as active as galanthamine. © 2010 The American Chemical Society and American Society of Pharmacognosy.
format Journal
author Sastraruji K.
Sastraruji T.
Pyne S.
Ung A.
Jatisatienr A.
Lie W.
spellingShingle Sastraruji K.
Sastraruji T.
Pyne S.
Ung A.
Jatisatienr A.
Lie W.
Semisynthesis and acetylcholinesterase inhibitory activity of stemofoline alkaloids and analogues
author_facet Sastraruji K.
Sastraruji T.
Pyne S.
Ung A.
Jatisatienr A.
Lie W.
author_sort Sastraruji K.
title Semisynthesis and acetylcholinesterase inhibitory activity of stemofoline alkaloids and analogues
title_short Semisynthesis and acetylcholinesterase inhibitory activity of stemofoline alkaloids and analogues
title_full Semisynthesis and acetylcholinesterase inhibitory activity of stemofoline alkaloids and analogues
title_fullStr Semisynthesis and acetylcholinesterase inhibitory activity of stemofoline alkaloids and analogues
title_full_unstemmed Semisynthesis and acetylcholinesterase inhibitory activity of stemofoline alkaloids and analogues
title_sort semisynthesis and acetylcholinesterase inhibitory activity of stemofoline alkaloids and analogues
publishDate 2017
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=77952982010&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/43299
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