A new ajmaline-type alkaloid from the roots of rauvolfia serpentina

A new ajmaline-type alkaloid, 21-O-methylisoajmaline (1), together with twenty-one known compounds, a mixture of β-sitosterol (2) and stigmasterol (3), reserpinine (4), tetrahydroalstonine (5), reserpine (6), venoterpine (7), yohimbine (8), 6′-O-(3,4,5-trimethoxybenzoyl)glomeratose A (9), isoajmalin...

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Main Authors: Rukachaisirikul T., Chokchaisiri S., Suebsakwong P., Suksamrarn A., Tocharus C.
Format: Journal
Published: 2017
Online Access:https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85019697355&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/40999
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-409992017-09-28T04:15:02Z A new ajmaline-type alkaloid from the roots of rauvolfia serpentina Rukachaisirikul T. Chokchaisiri S. Suebsakwong P. Suksamrarn A. Tocharus C. A new ajmaline-type alkaloid, 21-O-methylisoajmaline (1), together with twenty-one known compounds, a mixture of β-sitosterol (2) and stigmasterol (3), reserpinine (4), tetrahydroalstonine (5), reserpine (6), venoterpine (7), yohimbine (8), 6′-O-(3,4,5-trimethoxybenzoyl)glomeratose A (9), isoajmaline (10), 3-epi-α-yohimbine (11), methyl 3,4,5-trimethoxy-trans-cinnamate (12), a mixture of β-sitosterol 3-O-β-D-glucopyranoside (13) and stigmasterol 3-O-β-D-glucopyranoside (14), rescidine (15), 7-deoxyloganic acid (16), ajmaline (17), suaveoline (18), (+)-tetraphyllicine (19), loganic acid (20), 3-hydroxysarpagine (21), and sarpagine (22), were isolated from the roots of Rauvolfia serpentina. Their structures were elucidated by spectroscopic data analysis and comparison with literature data. Compounds 11, 12 and 15 were for the first time identified from the genus Rauvolfia and 5, 7, 11, 12, 15, 18 and 22 were found from R. serpentina for the first time. Compound 11 showed moderate anticholinesterase activity with IC 50 value of 15.58 μM, whereas 6 exhibited strong vasorelaxant activity with the EC 5 0 value of 0.05 μM. 2017-09-28T04:15:02Z 2017-09-28T04:15:02Z 2017-01-01 Journal 1934578X 2-s2.0-85019697355 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85019697355&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/40999
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
description A new ajmaline-type alkaloid, 21-O-methylisoajmaline (1), together with twenty-one known compounds, a mixture of β-sitosterol (2) and stigmasterol (3), reserpinine (4), tetrahydroalstonine (5), reserpine (6), venoterpine (7), yohimbine (8), 6′-O-(3,4,5-trimethoxybenzoyl)glomeratose A (9), isoajmaline (10), 3-epi-α-yohimbine (11), methyl 3,4,5-trimethoxy-trans-cinnamate (12), a mixture of β-sitosterol 3-O-β-D-glucopyranoside (13) and stigmasterol 3-O-β-D-glucopyranoside (14), rescidine (15), 7-deoxyloganic acid (16), ajmaline (17), suaveoline (18), (+)-tetraphyllicine (19), loganic acid (20), 3-hydroxysarpagine (21), and sarpagine (22), were isolated from the roots of Rauvolfia serpentina. Their structures were elucidated by spectroscopic data analysis and comparison with literature data. Compounds 11, 12 and 15 were for the first time identified from the genus Rauvolfia and 5, 7, 11, 12, 15, 18 and 22 were found from R. serpentina for the first time. Compound 11 showed moderate anticholinesterase activity with IC 50 value of 15.58 μM, whereas 6 exhibited strong vasorelaxant activity with the EC 5 0 value of 0.05 μM.
format Journal
author Rukachaisirikul T.
Chokchaisiri S.
Suebsakwong P.
Suksamrarn A.
Tocharus C.
spellingShingle Rukachaisirikul T.
Chokchaisiri S.
Suebsakwong P.
Suksamrarn A.
Tocharus C.
A new ajmaline-type alkaloid from the roots of rauvolfia serpentina
author_facet Rukachaisirikul T.
Chokchaisiri S.
Suebsakwong P.
Suksamrarn A.
Tocharus C.
author_sort Rukachaisirikul T.
title A new ajmaline-type alkaloid from the roots of rauvolfia serpentina
title_short A new ajmaline-type alkaloid from the roots of rauvolfia serpentina
title_full A new ajmaline-type alkaloid from the roots of rauvolfia serpentina
title_fullStr A new ajmaline-type alkaloid from the roots of rauvolfia serpentina
title_full_unstemmed A new ajmaline-type alkaloid from the roots of rauvolfia serpentina
title_sort new ajmaline-type alkaloid from the roots of rauvolfia serpentina
publishDate 2017
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85019697355&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/40999
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