Molecular Modeling Studies Of Bromopyrrole Alkaloids As Potential Antimalarial Compounds: A DFT Approach
The World Health Organization has reported about 214 million new cases of malaria with about 438,000 deaths worldwide in 2015. An example of antimalarial compounds isolated from plants, and is currently in use, may be mentioned quinine and artemisinin. However, one of the major problems that have ar...
- Autores:
-
Flores, Maryury C
Marquez Brazon, Edgar Alexander
Mora, Jose R
- Tipo de recurso:
- Article of journal
- Fecha de publicación:
- 2018
- Institución:
- Corporación Universidad de la Costa
- Repositorio:
- REDICUC - Repositorio CUC
- Idioma:
- eng
- OAI Identifier:
- oai:repositorio.cuc.edu.co:11323/1596
- Acceso en línea:
- https://hdl.handle.net/11323/1596
https://repositorio.cuc.edu.co/
- Palabra clave:
- Antimalarial
Computational Study
DFT
HOMO
Nitrogen Compounds
QSAR
- Rights
- openAccess
- License
- Atribución – No comercial – Compartir igual
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dc.title.eng.fl_str_mv |
Molecular Modeling Studies Of Bromopyrrole Alkaloids As Potential Antimalarial Compounds: A DFT Approach |
title |
Molecular Modeling Studies Of Bromopyrrole Alkaloids As Potential Antimalarial Compounds: A DFT Approach |
spellingShingle |
Molecular Modeling Studies Of Bromopyrrole Alkaloids As Potential Antimalarial Compounds: A DFT Approach Antimalarial Computational Study DFT HOMO Nitrogen Compounds QSAR |
title_short |
Molecular Modeling Studies Of Bromopyrrole Alkaloids As Potential Antimalarial Compounds: A DFT Approach |
title_full |
Molecular Modeling Studies Of Bromopyrrole Alkaloids As Potential Antimalarial Compounds: A DFT Approach |
title_fullStr |
Molecular Modeling Studies Of Bromopyrrole Alkaloids As Potential Antimalarial Compounds: A DFT Approach |
title_full_unstemmed |
Molecular Modeling Studies Of Bromopyrrole Alkaloids As Potential Antimalarial Compounds: A DFT Approach |
title_sort |
Molecular Modeling Studies Of Bromopyrrole Alkaloids As Potential Antimalarial Compounds: A DFT Approach |
dc.creator.fl_str_mv |
Flores, Maryury C Marquez Brazon, Edgar Alexander Mora, Jose R |
dc.contributor.author.spa.fl_str_mv |
Flores, Maryury C Marquez Brazon, Edgar Alexander Mora, Jose R |
dc.subject.eng.fl_str_mv |
Antimalarial Computational Study DFT HOMO Nitrogen Compounds QSAR |
topic |
Antimalarial Computational Study DFT HOMO Nitrogen Compounds QSAR |
description |
The World Health Organization has reported about 214 million new cases of malaria with about 438,000 deaths worldwide in 2015. An example of antimalarial compounds isolated from plants, and is currently in use, may be mentioned quinine and artemisinin. However, one of the major problems that have arisen in recent years is the resistance of parasites against existing antimalarial drugs. Thus, there is a strong need to find new agents to control and to eradicate the disease. In this regard, marine organisms constitute a universally recognized source of potentially bioactive molecules, which have been enzymatically engineered and biologically validated. In this study, a quantitative structure–activity relationship (QSAR) analysis has been performed on data set of 14 bromopyrrole alkaloids (sponge metabolites) for antimalarial activity. Using density functional theory (DFT) several types of descriptors, including thermodynamics and electronic, have been calculated, in order to derive a quantitative relationship between antimalarial activity and structural properties. Simple and multiple regressions were used to generate the model. The best model (r2 = 0.97, Q2 = 0.86, F = 41.85) was obtained with descriptors as entropy, dipole momentum, molecular polarizability, HOMO energy softness, and electrophilic Index. The robustness of the QSAR models was verified by the leave-one-out cross-validation and external validation methods. The model obtained in this study should aid further study and could suggest some characteristics of novel potent bromopyrrole alkaloids against malaria. |
publishDate |
2018 |
dc.date.accessioned.none.fl_str_mv |
2018-11-21T01:28:54Z |
dc.date.available.none.fl_str_mv |
2018-11-21T01:28:54Z |
dc.date.issued.none.fl_str_mv |
2018-03-01 |
dc.type.spa.fl_str_mv |
Artículo de revista |
dc.type.coar.fl_str_mv |
http://purl.org/coar/resource_type/c_2df8fbb1 |
dc.type.coar.spa.fl_str_mv |
http://purl.org/coar/resource_type/c_6501 |
dc.type.content.spa.fl_str_mv |
Text |
dc.type.driver.spa.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.redcol.spa.fl_str_mv |
http://purl.org/redcol/resource_type/ART |
dc.type.version.spa.fl_str_mv |
info:eu-repo/semantics/acceptedVersion |
format |
http://purl.org/coar/resource_type/c_6501 |
status_str |
acceptedVersion |
dc.identifier.issn.spa.fl_str_mv |
10542523 |
dc.identifier.uri.spa.fl_str_mv |
https://hdl.handle.net/11323/1596 |
dc.identifier.doi.spa.fl_str_mv |
DOI: 10.1007/s00044-017-2107-3 |
dc.identifier.instname.spa.fl_str_mv |
Corporación Universidad de la Costa |
dc.identifier.reponame.spa.fl_str_mv |
REDICUC - Repositorio CUC |
dc.identifier.repourl.spa.fl_str_mv |
https://repositorio.cuc.edu.co/ |
identifier_str_mv |
10542523 DOI: 10.1007/s00044-017-2107-3 Corporación Universidad de la Costa REDICUC - Repositorio CUC |
url |
https://hdl.handle.net/11323/1596 https://repositorio.cuc.edu.co/ |
dc.language.iso.none.fl_str_mv |
eng |
language |
eng |
dc.rights.spa.fl_str_mv |
Atribución – No comercial – Compartir igual |
dc.rights.accessrights.spa.fl_str_mv |
info:eu-repo/semantics/openAccess |
dc.rights.coar.spa.fl_str_mv |
http://purl.org/coar/access_right/c_abf2 |
rights_invalid_str_mv |
Atribución – No comercial – Compartir igual http://purl.org/coar/access_right/c_abf2 |
eu_rights_str_mv |
openAccess |
dc.publisher.spa.fl_str_mv |
Medicinal Chemistry Research |
institution |
Corporación Universidad de la Costa |
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Flores, Maryury CMarquez Brazon, Edgar AlexanderMora, Jose R2018-11-21T01:28:54Z2018-11-21T01:28:54Z2018-03-0110542523https://hdl.handle.net/11323/1596DOI: 10.1007/s00044-017-2107-3Corporación Universidad de la CostaREDICUC - Repositorio CUChttps://repositorio.cuc.edu.co/The World Health Organization has reported about 214 million new cases of malaria with about 438,000 deaths worldwide in 2015. An example of antimalarial compounds isolated from plants, and is currently in use, may be mentioned quinine and artemisinin. However, one of the major problems that have arisen in recent years is the resistance of parasites against existing antimalarial drugs. Thus, there is a strong need to find new agents to control and to eradicate the disease. In this regard, marine organisms constitute a universally recognized source of potentially bioactive molecules, which have been enzymatically engineered and biologically validated. In this study, a quantitative structure–activity relationship (QSAR) analysis has been performed on data set of 14 bromopyrrole alkaloids (sponge metabolites) for antimalarial activity. Using density functional theory (DFT) several types of descriptors, including thermodynamics and electronic, have been calculated, in order to derive a quantitative relationship between antimalarial activity and structural properties. Simple and multiple regressions were used to generate the model. The best model (r2 = 0.97, Q2 = 0.86, F = 41.85) was obtained with descriptors as entropy, dipole momentum, molecular polarizability, HOMO energy softness, and electrophilic Index. The robustness of the QSAR models was verified by the leave-one-out cross-validation and external validation methods. The model obtained in this study should aid further study and could suggest some characteristics of novel potent bromopyrrole alkaloids against malaria.Flores, Maryury C-234aec38-39bf-4f5e-90b6-75ba2e37b2fa-0Marquez Brazon, Edgar Alexander-6efca75f-b74b-4b64-8eaf-052d0dd77642-0Mora, Jose R-cd44a0d3-3300-4246-b77f-c8c937f8c40d-0engMedicinal Chemistry ResearchAtribución – No comercial – Compartir igualinfo:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2AntimalarialComputational StudyDFTHOMONitrogen CompoundsQSARMolecular Modeling Studies Of Bromopyrrole Alkaloids As Potential Antimalarial Compounds: A DFT ApproachArtículo de revistahttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1Textinfo:eu-repo/semantics/articlehttp://purl.org/redcol/resource_type/ARTinfo:eu-repo/semantics/acceptedVersionPublicationORIGINALMolecular Modeling Studies Of Bromopyrrole.pdfMolecular Modeling Studies Of Bromopyrrole.pdfapplication/pdf284381https://repositorio.cuc.edu.co/bitstreams/1054eb8a-3865-43f7-b5fc-46e5db1f019c/download21174f4db0560b1448801d581f0f7bd0MD51LICENSElicense.txtlicense.txttext/plain; charset=utf-81748https://repositorio.cuc.edu.co/bitstreams/a87494fa-eaac-4f86-a815-fe104afa1d42/download8a4605be74aa9ea9d79846c1fba20a33MD52THUMBNAILMolecular Modeling Studies Of Bromopyrrole.pdf.jpgMolecular Modeling Studies Of Bromopyrrole.pdf.jpgimage/jpeg44799https://repositorio.cuc.edu.co/bitstreams/3b9a51f2-01b5-4d4e-8629-d7135383eb2b/download875292377701890c1ffb928b955f4070MD54TEXTMolecular Modeling Studies Of Bromopyrrole.pdf.txtMolecular Modeling Studies Of Bromopyrrole.pdf.txttext/plain1895https://repositorio.cuc.edu.co/bitstreams/149a0d7e-1501-4d76-ac18-61fa4e2fee1c/download880ef369ecc910fe5a9622caf1e26484MD5511323/1596oai:repositorio.cuc.edu.co:11323/15962024-09-17 14:15:04.145open.accesshttps://repositorio.cuc.edu.coRepositorio de la Universidad de la Costa CUCrepdigital@cuc.edu.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 |