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

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
Online Access:https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84875950130&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/48008
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-480082018-04-25T08:46:39Z 3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata Wantida Chaiyana Jan Schripsema Kornkanok Ingkaninan Siriporn Okonogi 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 1 H and 13 C NMR spectra is reported. The alkaloid acted as a non-competitive inhibitor against AChE with an IC 50 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. 2018-04-25T08:46:39Z 2018-04-25T08:46:39Z 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/6653943832/48008
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
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 1 H and 13 C NMR spectra is reported. The alkaloid acted as a non-competitive inhibitor against AChE with an IC 50 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 Journal
author Wantida Chaiyana
Jan Schripsema
Kornkanok Ingkaninan
Siriporn Okonogi
spellingShingle Wantida Chaiyana
Jan Schripsema
Kornkanok Ingkaninan
Siriporn Okonogi
3′-R/S-Hydroxyvoacamine, a potent acetylcholinesterase inhibitor from Tabernaemontana divaricata
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/6653943832/48008
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