Prediction of Gas Chromatographic Retention Indices of Coumarins
Autor(a) principal: | |
---|---|
Data de Publicação: | 1999 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000300006 |
Resumo: | Quantitative structure-retention relationships (QSRR) were used in this study to relate the chromatographic retention of different substituted coumarins to molecular structure. Different structural parameters were selected, such as topological, geometric, electronic, quantum-chemical and physico-chemical descriptors, in order to find an equation that fitted the chromatographic retention of these compounds. The method proposed by Dimov that classifies the descriptors in different groups in agreement with their values of correlation coefficients was analysed. Significant correlation equations were obtained with the following molecular descriptors: the total surface area (A T), the electrotopological state index (S(-o-)) of the oxygen in position 1 of coumarin, and the highest occupied molecular orbital energy (E HOMO), showing that the experimental retention, using stationary phases with low polarity, was related with the shape and electronic factors of the solutes. The models found have a good predictive ability as established by cross-validation r²cv values and thus, can be used to aid in the elucidation of the structure or the chromatographic retention of similar coumarins. |
id |
SBQ-2_201127787a3bcd57e7c7375399db7bc1 |
---|---|
oai_identifier_str |
oai:scielo:S0103-50531999000300006 |
network_acronym_str |
SBQ-2 |
network_name_str |
Journal of the Brazilian Chemical Society (Online) |
repository_id_str |
|
spelling |
Prediction of Gas Chromatographic Retention Indices of CoumarinsQSRRretention indicescoumarinsmolecular descriptorsmultiple linear regressionQuantitative structure-retention relationships (QSRR) were used in this study to relate the chromatographic retention of different substituted coumarins to molecular structure. Different structural parameters were selected, such as topological, geometric, electronic, quantum-chemical and physico-chemical descriptors, in order to find an equation that fitted the chromatographic retention of these compounds. The method proposed by Dimov that classifies the descriptors in different groups in agreement with their values of correlation coefficients was analysed. Significant correlation equations were obtained with the following molecular descriptors: the total surface area (A T), the electrotopological state index (S(-o-)) of the oxygen in position 1 of coumarin, and the highest occupied molecular orbital energy (E HOMO), showing that the experimental retention, using stationary phases with low polarity, was related with the shape and electronic factors of the solutes. The models found have a good predictive ability as established by cross-validation r²cv values and thus, can be used to aid in the elucidation of the structure or the chromatographic retention of similar coumarins.Sociedade Brasileira de Química1999-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000300006Journal of the Brazilian Chemical Society v.10 n.3 1999reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50531999000300006info:eu-repo/semantics/openAccessSoares,Míriam de FreitasMonache,Franco DelleHeinzen,Vilma Edite FonsecaYunes,Rosendo A.eng2002-10-23T00:00:00Zoai:scielo:S0103-50531999000300006Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2002-10-23T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Prediction of Gas Chromatographic Retention Indices of Coumarins |
title |
Prediction of Gas Chromatographic Retention Indices of Coumarins |
spellingShingle |
Prediction of Gas Chromatographic Retention Indices of Coumarins Soares,Míriam de Freitas QSRR retention indices coumarins molecular descriptors multiple linear regression |
title_short |
Prediction of Gas Chromatographic Retention Indices of Coumarins |
title_full |
Prediction of Gas Chromatographic Retention Indices of Coumarins |
title_fullStr |
Prediction of Gas Chromatographic Retention Indices of Coumarins |
title_full_unstemmed |
Prediction of Gas Chromatographic Retention Indices of Coumarins |
title_sort |
Prediction of Gas Chromatographic Retention Indices of Coumarins |
author |
Soares,Míriam de Freitas |
author_facet |
Soares,Míriam de Freitas Monache,Franco Delle Heinzen,Vilma Edite Fonseca Yunes,Rosendo A. |
author_role |
author |
author2 |
Monache,Franco Delle Heinzen,Vilma Edite Fonseca Yunes,Rosendo A. |
author2_role |
author author author |
dc.contributor.author.fl_str_mv |
Soares,Míriam de Freitas Monache,Franco Delle Heinzen,Vilma Edite Fonseca Yunes,Rosendo A. |
dc.subject.por.fl_str_mv |
QSRR retention indices coumarins molecular descriptors multiple linear regression |
topic |
QSRR retention indices coumarins molecular descriptors multiple linear regression |
description |
Quantitative structure-retention relationships (QSRR) were used in this study to relate the chromatographic retention of different substituted coumarins to molecular structure. Different structural parameters were selected, such as topological, geometric, electronic, quantum-chemical and physico-chemical descriptors, in order to find an equation that fitted the chromatographic retention of these compounds. The method proposed by Dimov that classifies the descriptors in different groups in agreement with their values of correlation coefficients was analysed. Significant correlation equations were obtained with the following molecular descriptors: the total surface area (A T), the electrotopological state index (S(-o-)) of the oxygen in position 1 of coumarin, and the highest occupied molecular orbital energy (E HOMO), showing that the experimental retention, using stationary phases with low polarity, was related with the shape and electronic factors of the solutes. The models found have a good predictive ability as established by cross-validation r²cv values and thus, can be used to aid in the elucidation of the structure or the chromatographic retention of similar coumarins. |
publishDate |
1999 |
dc.date.none.fl_str_mv |
1999-01-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000300006 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000300006 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50531999000300006 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.10 n.3 1999 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318163760775168 |