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: Chaiyana W., Schripsema J., Ingkaninan K., Okonogi S.
Format: Article
Language:English
Published: 2014
Online Access:http://www.scopus.com/inward/record.url?eid=2-s2.0-84875950130&partnerID=40&md5=10bb67a1d7a677cfbc7042083cc5e06d
http://cmuir.cmu.ac.th/handle/6653943832/4690
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Institution: Chiang Mai University
Language: English
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spelling th-cmuir.6653943832-46902014-08-30T02:42:44Z 3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata Chaiyana W. Schripsema J. Ingkaninan K. Okonogi S. 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 the 1H and 13C NMR spectra is reported. The alkaloid acted as a non-competitive inhibitor against AChE with an IC50 value 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. 2014-08-30T02:42:44Z 2014-08-30T02:42:44Z 2013 Article 09447113 10.1016/j.phymed.2012.12.016 23375813 PYTOE http://www.scopus.com/inward/record.url?eid=2-s2.0-84875950130&partnerID=40&md5=10bb67a1d7a677cfbc7042083cc5e06d http://cmuir.cmu.ac.th/handle/6653943832/4690 English
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
language English
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 the 1H and 13C NMR spectra is reported. The alkaloid acted as a non-competitive inhibitor against AChE with an IC50 value 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 Article
author Chaiyana W.
Schripsema J.
Ingkaninan K.
Okonogi S.
spellingShingle Chaiyana W.
Schripsema J.
Ingkaninan K.
Okonogi S.
3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata
author_facet Chaiyana W.
Schripsema J.
Ingkaninan K.
Okonogi S.
author_sort Chaiyana W.
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 2014
url http://www.scopus.com/inward/record.url?eid=2-s2.0-84875950130&partnerID=40&md5=10bb67a1d7a677cfbc7042083cc5e06d
http://cmuir.cmu.ac.th/handle/6653943832/4690
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