Isolation of a new compound, 2-butanone 4-glucopyranoside 6′-O-gallate and other 8 compounds from the anti-inflammatory leave extracts of Memecylon edule Roxb

© 2016 Informa UK Limited, trading as Taylor & Francis Group. This present study was designed to isolate the compounds of Memecylon edule. The chemical compounds were purified by chromatographic methods and their structures were established on the basis of spectroscopic analyses (UV, MS and NM...

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Main Authors: Somsak Nualkaew, Suchitra Thongpraditchote, Yuwadee Wongkrajang, Kaoru Umehara, Hiroshi Noguchi
Other Authors: Mahasarakham University
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Published: 2018
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Online Access:https://repository.li.mahidol.ac.th/handle/123456789/41622
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spelling th-mahidol.416222019-03-14T15:02:35Z Isolation of a new compound, 2-butanone 4-glucopyranoside 6′-O-gallate and other 8 compounds from the anti-inflammatory leave extracts of Memecylon edule Roxb Somsak Nualkaew Suchitra Thongpraditchote Yuwadee Wongkrajang Kaoru Umehara Hiroshi Noguchi Mahasarakham University Mahidol University University of Shizuoka Agricultural and Biological Sciences Biochemistry, Genetics and Molecular Biology Chemistry © 2016 Informa UK Limited, trading as Taylor & Francis Group. This present study was designed to isolate the compounds of Memecylon edule. The chemical compounds were purified by chromatographic methods and their structures were established on the basis of spectroscopic analyses (UV, MS and NMR). The major isolated compounds were tested for anti-inflammatory activity. The methanolic extracts of M. edule leaves gave a new compound 2-butanone 4-glucopyranoside 6′-O-gallate (1) with eight known compounds, namely, 3,3′-di-O-methylellagic acid 4-O-β-d-glucopyranoside (2), epigallocatechin-3-O-gallate (EGCG) (3), (2R, 3R)–dihydromyricetin-4′-β-d-glucopyranoside (4), myricetin-3-O-α-l-rhamnopyranoside (5), benzyl-(6-O-α-L arabinofuranosyl) O-β-d-glucopyranoside (6), benzyl-(6-O-α-l-rhanmopyranosyl) O-β-d-glucopyranoside (7), 2-phenylethyl-(6-O-β-d-apiofuranosyl)-O-β-d-glucopyranoside (8) and methyl benzoate 2-(6-O-α-l-rhamnosyl)-O-β-d-glucopyranoside (9). All compounds were isolated for the first time from this plant. The major compounds (2, 3 and 5) exhibited significant anti-inflammatory activity. In conclusion, M. edule was recognised to be a good source for phenolic compounds and these compounds may contribute to anti-inflammatory activity of the extract. 2018-12-21T06:35:08Z 2019-03-14T08:02:35Z 2018-12-21T06:35:08Z 2019-03-14T08:02:35Z 2017-01-01 Article Natural Product Research. Vol.31, No.12 (2017), 1370-1378 10.1080/14786419.2016.1253074 14786427 14786419 2-s2.0-84994684114 https://repository.li.mahidol.ac.th/handle/123456789/41622 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84994684114&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Agricultural and Biological Sciences
Biochemistry, Genetics and Molecular Biology
Chemistry
spellingShingle Agricultural and Biological Sciences
Biochemistry, Genetics and Molecular Biology
Chemistry
Somsak Nualkaew
Suchitra Thongpraditchote
Yuwadee Wongkrajang
Kaoru Umehara
Hiroshi Noguchi
Isolation of a new compound, 2-butanone 4-glucopyranoside 6′-O-gallate and other 8 compounds from the anti-inflammatory leave extracts of Memecylon edule Roxb
description © 2016 Informa UK Limited, trading as Taylor & Francis Group. This present study was designed to isolate the compounds of Memecylon edule. The chemical compounds were purified by chromatographic methods and their structures were established on the basis of spectroscopic analyses (UV, MS and NMR). The major isolated compounds were tested for anti-inflammatory activity. The methanolic extracts of M. edule leaves gave a new compound 2-butanone 4-glucopyranoside 6′-O-gallate (1) with eight known compounds, namely, 3,3′-di-O-methylellagic acid 4-O-β-d-glucopyranoside (2), epigallocatechin-3-O-gallate (EGCG) (3), (2R, 3R)–dihydromyricetin-4′-β-d-glucopyranoside (4), myricetin-3-O-α-l-rhamnopyranoside (5), benzyl-(6-O-α-L arabinofuranosyl) O-β-d-glucopyranoside (6), benzyl-(6-O-α-l-rhanmopyranosyl) O-β-d-glucopyranoside (7), 2-phenylethyl-(6-O-β-d-apiofuranosyl)-O-β-d-glucopyranoside (8) and methyl benzoate 2-(6-O-α-l-rhamnosyl)-O-β-d-glucopyranoside (9). All compounds were isolated for the first time from this plant. The major compounds (2, 3 and 5) exhibited significant anti-inflammatory activity. In conclusion, M. edule was recognised to be a good source for phenolic compounds and these compounds may contribute to anti-inflammatory activity of the extract.
author2 Mahasarakham University
author_facet Mahasarakham University
Somsak Nualkaew
Suchitra Thongpraditchote
Yuwadee Wongkrajang
Kaoru Umehara
Hiroshi Noguchi
format Article
author Somsak Nualkaew
Suchitra Thongpraditchote
Yuwadee Wongkrajang
Kaoru Umehara
Hiroshi Noguchi
author_sort Somsak Nualkaew
title Isolation of a new compound, 2-butanone 4-glucopyranoside 6′-O-gallate and other 8 compounds from the anti-inflammatory leave extracts of Memecylon edule Roxb
title_short Isolation of a new compound, 2-butanone 4-glucopyranoside 6′-O-gallate and other 8 compounds from the anti-inflammatory leave extracts of Memecylon edule Roxb
title_full Isolation of a new compound, 2-butanone 4-glucopyranoside 6′-O-gallate and other 8 compounds from the anti-inflammatory leave extracts of Memecylon edule Roxb
title_fullStr Isolation of a new compound, 2-butanone 4-glucopyranoside 6′-O-gallate and other 8 compounds from the anti-inflammatory leave extracts of Memecylon edule Roxb
title_full_unstemmed Isolation of a new compound, 2-butanone 4-glucopyranoside 6′-O-gallate and other 8 compounds from the anti-inflammatory leave extracts of Memecylon edule Roxb
title_sort isolation of a new compound, 2-butanone 4-glucopyranoside 6′-o-gallate and other 8 compounds from the anti-inflammatory leave extracts of memecylon edule roxb
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/41622
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