Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma.

The aim of this study was to search for bioactive natural products from medicinal plants targeting vasorelaxant activity and we found the methanol extract from bark of Tabernaemontana dichotoma showed vasorelaxant activity on rat aorta. We isolated eight indole alkaloids including 10-methoxyalstoner...

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Main Authors: Zaima, Kazumasa, Koga, Ikumi, Iwasawa, Nobuhide, Hosoya, Takahiro, Hirasawa, Yusuke, Kaneda, Toshio, Ismail, Intan Safinar, Lajis, Nordin, Morita, Hiroshi
Format: Article
Language:English
Published: Springer Verlag 2013
Online Access:http://psasir.upm.edu.my/id/eprint/29981/
http://psasir.upm.edu.my/id/eprint/29981/1/Vasorelaxant%20activity%20of%20indole%20alkaloids%20from%20Tabernaemontana%20dichotoma.pdf
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author Zaima, Kazumasa
Koga, Ikumi
Iwasawa, Nobuhide
Hosoya, Takahiro
Hirasawa, Yusuke
Kaneda, Toshio
Ismail, Intan Safinar
Lajis, Nordin
Morita, Hiroshi
author_facet Zaima, Kazumasa
Koga, Ikumi
Iwasawa, Nobuhide
Hosoya, Takahiro
Hirasawa, Yusuke
Kaneda, Toshio
Ismail, Intan Safinar
Lajis, Nordin
Morita, Hiroshi
author_sort Zaima, Kazumasa
building UPM Institutional Repository
collection Online Access
description The aim of this study was to search for bioactive natural products from medicinal plants targeting vasorelaxant activity and we found the methanol extract from bark of Tabernaemontana dichotoma showed vasorelaxant activity on rat aorta. We isolated eight indole alkaloids including 10-methoxyalstonerine (1), a new macroline type indole alkaloid, from bark of T. dichotoma. These were respectively identified as 10-methoxyaffinisine (2), lochnerine (3), cathafoline (4), (−)-alstonerine (5), 19,20-dehydro-10-methoxytalcarpine (6), alstonisine (7), and alstonal (8) based on spectroscopic analysis. Among them, sarpagine type (2 and 3), akuammiline type (4), and macroline oxindole type (7 and 8) showed potent vasorelaxant activity. Mechanism of action on vasorelaxant activity of 10-methoxyaffinisine (2), cathafoline (4), and alstonisine (7) was clarified. Effects of 10-methoxyaffinisine (2), cathafoline (4), and alstonisine (7) were partially mediated the NO release from endothelial cells. Furthermore, 10-methoxyaffinisine (2) and alstonisine (7) attribute to the inhibitory effect of VDC and ROC, and cathafoline (4) have inhibitory effect on Ca2+ influx via ROC. In addition, 10-methoxyaffinisine (2) as a major compound from bark of T. dichotoma showed hypotensive effect on normotensive rats in vivo.
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spelling upm-299812015-11-17T01:24:35Z http://psasir.upm.edu.my/id/eprint/29981/ Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma. Zaima, Kazumasa Koga, Ikumi Iwasawa, Nobuhide Hosoya, Takahiro Hirasawa, Yusuke Kaneda, Toshio Ismail, Intan Safinar Lajis, Nordin Morita, Hiroshi The aim of this study was to search for bioactive natural products from medicinal plants targeting vasorelaxant activity and we found the methanol extract from bark of Tabernaemontana dichotoma showed vasorelaxant activity on rat aorta. We isolated eight indole alkaloids including 10-methoxyalstonerine (1), a new macroline type indole alkaloid, from bark of T. dichotoma. These were respectively identified as 10-methoxyaffinisine (2), lochnerine (3), cathafoline (4), (−)-alstonerine (5), 19,20-dehydro-10-methoxytalcarpine (6), alstonisine (7), and alstonal (8) based on spectroscopic analysis. Among them, sarpagine type (2 and 3), akuammiline type (4), and macroline oxindole type (7 and 8) showed potent vasorelaxant activity. Mechanism of action on vasorelaxant activity of 10-methoxyaffinisine (2), cathafoline (4), and alstonisine (7) was clarified. Effects of 10-methoxyaffinisine (2), cathafoline (4), and alstonisine (7) were partially mediated the NO release from endothelial cells. Furthermore, 10-methoxyaffinisine (2) and alstonisine (7) attribute to the inhibitory effect of VDC and ROC, and cathafoline (4) have inhibitory effect on Ca2+ influx via ROC. In addition, 10-methoxyaffinisine (2) as a major compound from bark of T. dichotoma showed hypotensive effect on normotensive rats in vivo. Springer Verlag 2013-01 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/29981/1/Vasorelaxant%20activity%20of%20indole%20alkaloids%20from%20Tabernaemontana%20dichotoma.pdf Zaima, Kazumasa and Koga, Ikumi and Iwasawa, Nobuhide and Hosoya, Takahiro and Hirasawa, Yusuke and Kaneda, Toshio and Ismail, Intan Safinar and Lajis, Nordin and Morita, Hiroshi (2013) Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma. Journal of Natural Medicines, 67 (1). pp. 9-16. ISSN 1340-3443; ESSN : 1861-0293 10.1007/s11418-012-0638-y
spellingShingle Zaima, Kazumasa
Koga, Ikumi
Iwasawa, Nobuhide
Hosoya, Takahiro
Hirasawa, Yusuke
Kaneda, Toshio
Ismail, Intan Safinar
Lajis, Nordin
Morita, Hiroshi
Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma.
title Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma.
title_full Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma.
title_fullStr Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma.
title_full_unstemmed Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma.
title_short Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma.
title_sort vasorelaxant activity of indole alkaloids from tabernaemontana dichotoma.
url http://psasir.upm.edu.my/id/eprint/29981/
http://psasir.upm.edu.my/id/eprint/29981/
http://psasir.upm.edu.my/id/eprint/29981/1/Vasorelaxant%20activity%20of%20indole%20alkaloids%20from%20Tabernaemontana%20dichotoma.pdf