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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Bibliographic Details
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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Summary: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.