Linked Life Data

20552691

Source:http://linkedlifedata.com/resource/pubmed/id/20552691

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
14
pubmed:dateCreated
2010-6-22
pubmed:abstractText
Electrospray ionization mass spectrometric analysis of lapachol (2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone) was accomplished in order to elucidate the gas-phase dissociation reactions of this important biologically active natural product. The occurrence of protonated and cationized species in the positive mode and of deprotonated species in the negative mode was explored by means of collision-induced dissociation (CID) experiments. For the protonated molecule, the H(2)O and C(4)H(8) losses occur by two competitive channels. For the deprotonated molecule, the even-electron rule is not conserved, and the radicalar species are eliminated by formation of distonic anions. The fragmentation mechanism for each ion was suggested on the basis of computational thermochemistry. Atomic charges, relative energies, and frontier orbitals were employed aiming at a better understanding of the gas-phase reactivity of lapachol. Potential energy surfaces for fragmentation reactions were obtained by the B3LYP/6-31+G(d,p) model.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Jul
pubmed:issn
1097-0231
pubmed:author
pubmed:copyrightInfo
Copyright 2010 John Wiley & Sons, Ltd.
pubmed:issnType
Electronic
pubmed:day
30
pubmed:volume
24
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
2101-8
pubmed:dateRevised
2010-10-1
pubmed:meshHeading
pubmed:year
2010
pubmed:articleTitle
Fragmentation studies and electrospray ionization mass spectrometry of lapachol: protonated, deprotonated and cationized species.
pubmed:affiliation
Departamento de Física e Química, Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, Brasil.
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't