Source:http://linkedlifedata.com/resource/pubmed/id/21315393
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
4-5
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pubmed:dateCreated |
2011-3-1
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pubmed:abstractText |
The aerial parts of Chromolaena pulchella biosynthesize two groups of diterpenes belonging to opposite enantiomeric series, specifically, the furanoid ent-clerodanes (5R,8R,9S,10R)-(-)-hardwikiic acid (1), methyl (5R,8R,9S,10R)-(-)-hardwikiate (2), (5S,8R,9S,10R)-(-)-hautriwaic acid lactone (3), methyl (5R,8R,9S,10R)-(-)-nidoresedate (4) and methyl (8R,9R)-(-)-strictate (5), as well as the labdanes (5S,8R,9R,10S)-(+)-(13E)-labd-13-ene-8,15-diol (6) and (5S,8R,9R,10S)-(+)-isoabienol (7). The absolute configuration of the two groups of diterpenes was unambiguously assigned by comparison of the vibrational circular dichroism spectra of 3 for ent-clerodanes, and of 7 for labdanes with their theoretical spectra obtained by density functional theory calculations. The results support a biogenetic proposal to diterpenes found in the studied botanical species.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Apr
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pubmed:issn |
1873-3700
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pubmed:author |
pubmed-author:AvilaJavierJ,
pubmed-author:Cerda-García-RojasCarlos MCM,
pubmed-author:Gómez-HurtadoMario AMA,
pubmed-author:García-MauriñoSofíaS,
pubmed-author:Joseph-NathanPedroP,
pubmed-author:Manríquez-TorresJesúsJ,
pubmed-author:MotilvaVirginiaV,
pubmed-author:TaleroElenaE,
pubmed-author:Torres-ValenciaJ MartínJM,
pubmed-author:del RíoRosa ERE
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pubmed:copyrightInfo |
Copyright © 2011 Elsevier Ltd. All rights reserved.
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pubmed:issnType |
Electronic
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pubmed:volume |
72
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
409-14
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pubmed:meshHeading |
pubmed-meshheading:21315393-Chromolaena,
pubmed-meshheading:21315393-Circular Dichroism,
pubmed-meshheading:21315393-Diterpenes,
pubmed-meshheading:21315393-Diterpenes, Clerodane,
pubmed-meshheading:21315393-Mexico,
pubmed-meshheading:21315393-Molecular Structure,
pubmed-meshheading:21315393-Stereoisomerism
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pubmed:year |
2011
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pubmed:articleTitle |
Absolute configuration of labdanes and ent-clerodanes from Chromolaena pulchella by vibrational circular dichroism.
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pubmed:affiliation |
Área Académica de Química, Universidad Autónoma del Estado de Hidalgo, Km 4.5 Carretera Pachuca-Tulancingo, Mineral de la Reforma, Hidalgo 42184, Mexico.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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