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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...

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Autores principales: Dasari, Sreekanth, Bhadbhade, Mohan, Neilan, Brett A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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].
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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
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