QSAR on antiproliferative naphthoquinones based on a conformation- independent approach
The antiproliferative activities of a series of 36 naphthoquinone derivatives were subjected to a Quantitative Structure-Activity Relationships (QSAR) study. For this purpose a panel of four human cancer cell lines was used, namely HBL-100 (breast), HeLa (cervix), SW-1573 (non-small cell lung) and W...
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paper:paper_02235234_v77_n_p176_Duchowicz2023-06-08T15:21:47Z QSAR on antiproliferative naphthoquinones based on a conformation- independent approach Bonifazi, Evelyn Lucía Burton, Gerardo Cancer Molecular descriptors Multivariable linear regression Naphthoquinone derivative QSAR theory 1,4 naphthoquinone derivative 5 hydroxylomatiol 6 hydroxy beta dunnione 6 hydroxy beta isodunnione 6 hydroxy dehydro iso beta lapachone 8 hydroxy alpha dunnione 8 hydroxylomatiol 9 hdroxy beta dunnione 9 hydroxy beta isodunnione 9 hydroxy dehydro iso beta lapachone antineoplastic agent hydrochloric acid hydroxy alpha dunnione mesylic acid naphthoquinone sulfuric acid unclassified drug antineoplastic agent naphthoquinone antineoplastic activity antiproliferative activity article cancer cell culture carbon nuclear magnetic resonance chemical structure column chromatography crystal structure cyclization deacetylation drug conformation drug synthesis human human cell human cell culture infrared spectroscopy isomerization melting point nuclear magnetic resonance proton nuclear magnetic resonance quantitative structure activity relation reaction time thin layer chromatography validation process cell proliferation cell survival chemistry conformation dose response drug effects drug screening HeLa cell line structure activity relation synthesis tumor cell culture Antineoplastic Agents Cell Proliferation Cell Survival Dose-Response Relationship, Drug Drug Screening Assays, Antitumor HeLa Cells Humans Molecular Conformation Naphthoquinones Quantitative Structure-Activity Relationship Structure-Activity Relationship Tumor Cells, Cultured The antiproliferative activities of a series of 36 naphthoquinone derivatives were subjected to a Quantitative Structure-Activity Relationships (QSAR) study. For this purpose a panel of four human cancer cell lines was used, namely HBL-100 (breast), HeLa (cervix), SW-1573 (non-small cell lung) and WiDr (colon). A conformation-independent representation of the chemical structure was established in order to avoid leading with the scarce experimental information on X-ray crystal structure of the drug interaction. The 1179 theoretical descriptors derived with E-Dragon and Recon software were simultaneously analyzed through linear regression models based on the Replacement Method variable subset selection technique. The established models were validated and tested through the use of external test sets of compounds, the Leave-One-Out Cross Validation method, Y-Randomization and Applicability Domain analysis.© 2014 Elsevier Masson SAS. All rights reserved. Fil:Bonifazi, E.L. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Burton, G. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2014 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_02235234_v77_n_p176_Duchowicz http://hdl.handle.net/20.500.12110/paper_02235234_v77_n_p176_Duchowicz |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Cancer Molecular descriptors Multivariable linear regression Naphthoquinone derivative QSAR theory 1,4 naphthoquinone derivative 5 hydroxylomatiol 6 hydroxy beta dunnione 6 hydroxy beta isodunnione 6 hydroxy dehydro iso beta lapachone 8 hydroxy alpha dunnione 8 hydroxylomatiol 9 hdroxy beta dunnione 9 hydroxy beta isodunnione 9 hydroxy dehydro iso beta lapachone antineoplastic agent hydrochloric acid hydroxy alpha dunnione mesylic acid naphthoquinone sulfuric acid unclassified drug antineoplastic agent naphthoquinone antineoplastic activity antiproliferative activity article cancer cell culture carbon nuclear magnetic resonance chemical structure column chromatography crystal structure cyclization deacetylation drug conformation drug synthesis human human cell human cell culture infrared spectroscopy isomerization melting point nuclear magnetic resonance proton nuclear magnetic resonance quantitative structure activity relation reaction time thin layer chromatography validation process cell proliferation cell survival chemistry conformation dose response drug effects drug screening HeLa cell line structure activity relation synthesis tumor cell culture Antineoplastic Agents Cell Proliferation Cell Survival Dose-Response Relationship, Drug Drug Screening Assays, Antitumor HeLa Cells Humans Molecular Conformation Naphthoquinones Quantitative Structure-Activity Relationship Structure-Activity Relationship Tumor Cells, Cultured |
| spellingShingle |
Cancer Molecular descriptors Multivariable linear regression Naphthoquinone derivative QSAR theory 1,4 naphthoquinone derivative 5 hydroxylomatiol 6 hydroxy beta dunnione 6 hydroxy beta isodunnione 6 hydroxy dehydro iso beta lapachone 8 hydroxy alpha dunnione 8 hydroxylomatiol 9 hdroxy beta dunnione 9 hydroxy beta isodunnione 9 hydroxy dehydro iso beta lapachone antineoplastic agent hydrochloric acid hydroxy alpha dunnione mesylic acid naphthoquinone sulfuric acid unclassified drug antineoplastic agent naphthoquinone antineoplastic activity antiproliferative activity article cancer cell culture carbon nuclear magnetic resonance chemical structure column chromatography crystal structure cyclization deacetylation drug conformation drug synthesis human human cell human cell culture infrared spectroscopy isomerization melting point nuclear magnetic resonance proton nuclear magnetic resonance quantitative structure activity relation reaction time thin layer chromatography validation process cell proliferation cell survival chemistry conformation dose response drug effects drug screening HeLa cell line structure activity relation synthesis tumor cell culture Antineoplastic Agents Cell Proliferation Cell Survival Dose-Response Relationship, Drug Drug Screening Assays, Antitumor HeLa Cells Humans Molecular Conformation Naphthoquinones Quantitative Structure-Activity Relationship Structure-Activity Relationship Tumor Cells, Cultured Bonifazi, Evelyn Lucía Burton, Gerardo QSAR on antiproliferative naphthoquinones based on a conformation- independent approach |
| topic_facet |
Cancer Molecular descriptors Multivariable linear regression Naphthoquinone derivative QSAR theory 1,4 naphthoquinone derivative 5 hydroxylomatiol 6 hydroxy beta dunnione 6 hydroxy beta isodunnione 6 hydroxy dehydro iso beta lapachone 8 hydroxy alpha dunnione 8 hydroxylomatiol 9 hdroxy beta dunnione 9 hydroxy beta isodunnione 9 hydroxy dehydro iso beta lapachone antineoplastic agent hydrochloric acid hydroxy alpha dunnione mesylic acid naphthoquinone sulfuric acid unclassified drug antineoplastic agent naphthoquinone antineoplastic activity antiproliferative activity article cancer cell culture carbon nuclear magnetic resonance chemical structure column chromatography crystal structure cyclization deacetylation drug conformation drug synthesis human human cell human cell culture infrared spectroscopy isomerization melting point nuclear magnetic resonance proton nuclear magnetic resonance quantitative structure activity relation reaction time thin layer chromatography validation process cell proliferation cell survival chemistry conformation dose response drug effects drug screening HeLa cell line structure activity relation synthesis tumor cell culture Antineoplastic Agents Cell Proliferation Cell Survival Dose-Response Relationship, Drug Drug Screening Assays, Antitumor HeLa Cells Humans Molecular Conformation Naphthoquinones Quantitative Structure-Activity Relationship Structure-Activity Relationship Tumor Cells, Cultured |
| description |
The antiproliferative activities of a series of 36 naphthoquinone derivatives were subjected to a Quantitative Structure-Activity Relationships (QSAR) study. For this purpose a panel of four human cancer cell lines was used, namely HBL-100 (breast), HeLa (cervix), SW-1573 (non-small cell lung) and WiDr (colon). A conformation-independent representation of the chemical structure was established in order to avoid leading with the scarce experimental information on X-ray crystal structure of the drug interaction. The 1179 theoretical descriptors derived with E-Dragon and Recon software were simultaneously analyzed through linear regression models based on the Replacement Method variable subset selection technique. The established models were validated and tested through the use of external test sets of compounds, the Leave-One-Out Cross Validation method, Y-Randomization and Applicability Domain analysis.© 2014 Elsevier Masson SAS. All rights reserved. |
| author |
Bonifazi, Evelyn Lucía Burton, Gerardo |
| author_facet |
Bonifazi, Evelyn Lucía Burton, Gerardo |
| author_sort |
Bonifazi, Evelyn Lucía |
| title |
QSAR on antiproliferative naphthoquinones based on a conformation- independent approach |
| title_short |
QSAR on antiproliferative naphthoquinones based on a conformation- independent approach |
| title_full |
QSAR on antiproliferative naphthoquinones based on a conformation- independent approach |
| title_fullStr |
QSAR on antiproliferative naphthoquinones based on a conformation- independent approach |
| title_full_unstemmed |
QSAR on antiproliferative naphthoquinones based on a conformation- independent approach |
| title_sort |
qsar on antiproliferative naphthoquinones based on a conformation- independent approach |
| publishDate |
2014 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_02235234_v77_n_p176_Duchowicz http://hdl.handle.net/20.500.12110/paper_02235234_v77_n_p176_Duchowicz |
| work_keys_str_mv |
AT bonifazievelynlucia qsaronantiproliferativenaphthoquinonesbasedonaconformationindependentapproach AT burtongerardo qsaronantiproliferativenaphthoquinonesbasedonaconformationindependentapproach |
| _version_ |
1768545002595549184 |