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Alternariol 9-O-methyl ether
The title compound (AME; systematic name: 3,7-dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one), C(15)H(12)O(5), was isolated from an endophytic fungi Alternaria sp., from Catharanthus roseus (common name: Madagascar periwinkle). There is an intramolecular O—H⋯O hydrogen bond in the essential...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344582/ https://www.ncbi.nlm.nih.gov/pubmed/22590344 http://dx.doi.org/10.1107/S1600536812015000 |
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author | Dasari, Sreekanth Bhadbhade, Mohan Neilan, Brett A. |
author_facet | Dasari, Sreekanth Bhadbhade, Mohan Neilan, Brett A. |
author_sort | Dasari, Sreekanth |
collection | PubMed |
description | The title compound (AME; systematic name: 3,7-dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one), C(15)H(12)O(5), was isolated from an endophytic fungi Alternaria sp., from Catharanthus roseus (common name: Madagascar periwinkle). There is an intramolecular O—H⋯O hydrogen bond in the essentially planar molecule (r.m.s. deviation 0.02 Å). In the crystal, the molecule forms an O—H⋯O hydrogen bond with its centrosymmetric counterpart with four bridging interactions (two O—H⋯O and two C—H⋯O). The almost planar sheets of the dimeric units thus formed are stacked along b axis via C—H⋯π and π–π contacts [with C⋯C short contacts between aromatic moieties of 3.324 (3), 3.296 (3) and 3.374 (3) Å]. |
format | Online Article Text |
id | pubmed-3344582 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33445822012-05-15 Alternariol 9-O-methyl ether Dasari, Sreekanth Bhadbhade, Mohan Neilan, Brett A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound (AME; systematic name: 3,7-dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one), C(15)H(12)O(5), was isolated from an endophytic fungi Alternaria sp., from Catharanthus roseus (common name: Madagascar periwinkle). There is an intramolecular O—H⋯O hydrogen bond in the essentially planar molecule (r.m.s. deviation 0.02 Å). In the crystal, the molecule forms an O—H⋯O hydrogen bond with its centrosymmetric counterpart with four bridging interactions (two O—H⋯O and two C—H⋯O). The almost planar sheets of the dimeric units thus formed are stacked along b axis via C—H⋯π and π–π contacts [with C⋯C short contacts between aromatic moieties of 3.324 (3), 3.296 (3) and 3.374 (3) Å]. International Union of Crystallography 2012-04-21 /pmc/articles/PMC3344582/ /pubmed/22590344 http://dx.doi.org/10.1107/S1600536812015000 Text en © Dasari et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Dasari, Sreekanth Bhadbhade, Mohan Neilan, Brett A. Alternariol 9-O-methyl ether |
title | Alternariol 9-O-methyl ether |
title_full | Alternariol 9-O-methyl ether |
title_fullStr | Alternariol 9-O-methyl ether |
title_full_unstemmed | Alternariol 9-O-methyl ether |
title_short | Alternariol 9-O-methyl ether |
title_sort | alternariol 9-o-methyl ether |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344582/ https://www.ncbi.nlm.nih.gov/pubmed/22590344 http://dx.doi.org/10.1107/S1600536812015000 |
work_keys_str_mv | AT dasarisreekanth alternariol9omethylether AT bhadbhademohan alternariol9omethylether AT neilanbretta alternariol9omethylether |