3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata

Guided by the acetylcholinesterase inhibiting activity, the bisindole alkaloid 3′-R/S-hydroxyvoacamine was isolated from a stem extract of Tabernaemontana divaricata, a plant used in Thailand in traditional rejuvenation remedies for improving the memory. The structure of the alkaloid was elucidated...

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Main Authors: Wantida Chaiyana, Jan Schripsema, Kornkanok Ingkaninan, Siriporn Okonogi
Format: Journal
Published: 2018
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http://cmuir.cmu.ac.th/jspui/handle/6653943832/52256
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-522562018-09-04T09:35:49Z 3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata Wantida Chaiyana Jan Schripsema Kornkanok Ingkaninan Siriporn Okonogi Biochemistry, Genetics and Molecular Biology Medicine Pharmacology, Toxicology and Pharmaceutics Guided by the acetylcholinesterase inhibiting activity, the bisindole alkaloid 3′-R/S-hydroxyvoacamine was isolated from a stem extract of Tabernaemontana divaricata, a plant used in Thailand in traditional rejuvenation remedies for improving the memory. The structure of the alkaloid was elucidated by extensive use of NMR spectroscopy and the complete assignment of the1H and13C NMR spectra is reported. The alkaloid acted as a non-competitive inhibitor against AChE with an IC50value of 7.00 ± 1.99 μM. An HPLC method was developed for the quantitative analysis of the AChE inhibitor. It suggested that there was 12.4% (w/w) of 3′-R/S-hydroxyvoacamine in the alkaloid enriched fraction of T. divaricata stem. © 2013 Elsevier GmbH. All rights reserved. 2018-09-04T09:22:45Z 2018-09-04T09:22:45Z 2013-04-15 Journal 1618095X 09447113 2-s2.0-84875950130 10.1016/j.phymed.2012.12.016 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84875950130&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/52256
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Biochemistry, Genetics and Molecular Biology
Medicine
Pharmacology, Toxicology and Pharmaceutics
spellingShingle Biochemistry, Genetics and Molecular Biology
Medicine
Pharmacology, Toxicology and Pharmaceutics
Wantida Chaiyana
Jan Schripsema
Kornkanok Ingkaninan
Siriporn Okonogi
3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata
description Guided by the acetylcholinesterase inhibiting activity, the bisindole alkaloid 3′-R/S-hydroxyvoacamine was isolated from a stem extract of Tabernaemontana divaricata, a plant used in Thailand in traditional rejuvenation remedies for improving the memory. The structure of the alkaloid was elucidated by extensive use of NMR spectroscopy and the complete assignment of the1H and13C NMR spectra is reported. The alkaloid acted as a non-competitive inhibitor against AChE with an IC50value of 7.00 ± 1.99 μM. An HPLC method was developed for the quantitative analysis of the AChE inhibitor. It suggested that there was 12.4% (w/w) of 3′-R/S-hydroxyvoacamine in the alkaloid enriched fraction of T. divaricata stem. © 2013 Elsevier GmbH. All rights reserved.
format Journal
author Wantida Chaiyana
Jan Schripsema
Kornkanok Ingkaninan
Siriporn Okonogi
author_facet Wantida Chaiyana
Jan Schripsema
Kornkanok Ingkaninan
Siriporn Okonogi
author_sort Wantida Chaiyana
title 3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata
title_short 3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata
title_full 3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata
title_fullStr 3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata
title_full_unstemmed 3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata
title_sort 3′-r/s-hydroxyvoacamine, a potent acetylcholinesterase inhibitor from tabernaemontana divaricata
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84875950130&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/52256
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