Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona
Autor(a) principal: | |
---|---|
Data de Publicação: | 2012 |
Tipo de documento: | Dissertação |
Idioma: | por |
Título da fonte: | Repositório Institucional da UFG |
dARK ID: | ark:/38995/001300000687c |
Texto Completo: | http://repositorio.bc.ufg.br/tede/handle/tede/5122 |
Resumo: | In this work will be done initially, a review of the fundamentals of crystallography, besides the description of Direct Methods, commonly used in structural determination of small molecules, and the process of refinement of the obtained structure. The techniques for crystal growth will be presented and also a discussion about the process of data collection in the CAD4 diffractometer. Next, the process of obtaining single crystals and the crystallographic analysis of five novel compounds, which were synthesized by the Laborat´orio de Avaliac¸ ˜ao e S´ıntese de Substˆancias Bioativas (LASSBio) of Universidade Federal do Rio de Janeiro (UFRJ), are presented. These compounds are analogues of drugs, derivatives of N-phenylpiperazine and N-acylhydrazones, fragments that have important biological activities. The crystallographic structures of the following derivatives of N-phenylpiperazine were elucidated : LASSBio-1597, very active as anti-inflammatory, and an inclusion complex of the antipsychotic prototype, LASSBio-579, a dopamine receptor agonist, in β- cyclodextrin. The other compounds elucidated by X-ray crystallography are the N-acylhydrazones derivatives LASSBio-1606 analogue of Piroxicam, and compounds LASSBio-1586 polymorph I and LASSBio-1586 polymorph II , combretastatin-A4 analogue having potent anti-cancer activity, whose crystallographic analysis aimed to verify the existence of polymorphism suggested by DSC analysis (Differential scanning calorimetry). |
id |
UFG-2_1f91ee66ce86a88ba30a93bb82c05693 |
---|---|
oai_identifier_str |
oai:repositorio.bc.ufg.br:tede/5122 |
network_acronym_str |
UFG-2 |
network_name_str |
Repositório Institucional da UFG |
repository_id_str |
|
spelling |
Sabino, José RicardoSabino, José RicardoAparício, RicardoMarques, Ivo de AlmeidaCastro, Rosane de Paula2016-01-18T09:12:08Z2012-03-26CASTRO, Rosane de Paula. Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona. 2012. 78 f. Dissertação (Mestrado em Física) - Universidade Federal de Goiás, Goiânia, 2012.http://repositorio.bc.ufg.br/tede/handle/tede/5122ark:/38995/001300000687cIn this work will be done initially, a review of the fundamentals of crystallography, besides the description of Direct Methods, commonly used in structural determination of small molecules, and the process of refinement of the obtained structure. The techniques for crystal growth will be presented and also a discussion about the process of data collection in the CAD4 diffractometer. Next, the process of obtaining single crystals and the crystallographic analysis of five novel compounds, which were synthesized by the Laborat´orio de Avaliac¸ ˜ao e S´ıntese de Substˆancias Bioativas (LASSBio) of Universidade Federal do Rio de Janeiro (UFRJ), are presented. These compounds are analogues of drugs, derivatives of N-phenylpiperazine and N-acylhydrazones, fragments that have important biological activities. The crystallographic structures of the following derivatives of N-phenylpiperazine were elucidated : LASSBio-1597, very active as anti-inflammatory, and an inclusion complex of the antipsychotic prototype, LASSBio-579, a dopamine receptor agonist, in β- cyclodextrin. The other compounds elucidated by X-ray crystallography are the N-acylhydrazones derivatives LASSBio-1606 analogue of Piroxicam, and compounds LASSBio-1586 polymorph I and LASSBio-1586 polymorph II , combretastatin-A4 analogue having potent anti-cancer activity, whose crystallographic analysis aimed to verify the existence of polymorphism suggested by DSC analysis (Differential scanning calorimetry).Neste trabalho será feita, inicialmente, uma revisão dos fundamentos de cristalografia, além da descrição dos Métodos Diretos, correntemente utilizados na determinação estrutural de pequenas moléculas, e do processo de refinamento da estrutura obtida. Serão apresentadas técnicas de crescimento de cristais e, também, uma discussão sobre o processo de coleta de dados no Difratômetro CAD4. Posteriormente, serão apresentados o processo de obtenção dos monocristais e as análises cristalográficas de cinco compostos inéditos, que foram sintetizados pelo Laboratório de Avaliação e Síıntese de Substâncias Bioativas (LASSBio) da Universidade Federal do Rio de Janeiro (UFRJ). Estes compostos são análogos de fármacos, derivados de N-fenilpiperazina e de N-acilidrazona, fragmentos que apresentam importantes atividades biológicas. Foram elucidadas as estruturas cristalográficas dos seguintes derivados de N-fenilpiperazina: LASSBio-1597, bastante ativo como antiinflamatório, e o complexo de inclusão do protótipo antipsicótico, LASSBio-579, um agonista do receptor de dopamina, em β-ciclodextrina. Os outros compostos elucidados por cristalografia de raios X foram os derivados de N-acilidrazona LASSBio-1606, análogo do medicamento Piroxicam, e os compostos LASSBio-1586 polimorfo I e LASSBio-1586 polimorfo II, análogos da Combretastatina - A4 com potente atividade citotóxica tendo aplicações no tratamento de câncer, cuja análise cristalográfica teve como objetivo verificar a existência do polimorfismo sugerido pela análise de DSC (Differential scanning calorimetry).Submitted by Cláudia Bueno (claudiamoura18@gmail.com) on 2016-01-15T17:06:54Z No. of bitstreams: 2 Dissertação - Rosane de Paula Castro - 2012.pdf: 7116126 bytes, checksum: d96286a63399d5f5187348a56b34a414 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5)Approved for entry into archive by Luciana Ferreira (lucgeral@gmail.com) on 2016-01-18T09:12:08Z (GMT) No. of bitstreams: 2 Dissertação - Rosane de Paula Castro - 2012.pdf: 7116126 bytes, checksum: d96286a63399d5f5187348a56b34a414 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5)Made available in DSpace on 2016-01-18T09:12:08Z (GMT). No. of bitstreams: 2 Dissertação - Rosane de Paula Castro - 2012.pdf: 7116126 bytes, checksum: d96286a63399d5f5187348a56b34a414 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5) Previous issue date: 2012-03-26Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESapplication/pdfhttp://repositorio.bc.ufg.br/tede/retrieve/25192/Disserta%c3%a7%c3%a3o%20-%20Rosane%20de%20Paula%20Castro%20-%202012.pdf.jpgporUniversidade Federal de GoiásPrograma de Pós-graduação em Fisica (IF)UFGBrasilInstituto de Física - IF (RG)http://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessDifração de raios XMonocristalN-fenilpiperazinaN-acilidrazonaX-ray diffractionSingle crystalN-phenylpiperazineN-acylhydrazonesBIOFISICA::BIOFISICA MOLECULARAnálise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazonaCrystal structure analysis of pharmaceutical prototypes of N-phenylpiperazine and N-acylhydrazone derivativesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesis3162138865744262028600600600600-4029658853652049306-69559936639900141892075167498588264571reponame:Repositório Institucional da UFGinstname:Universidade Federal de Goiás (UFG)instacron:UFGLICENSElicense.txtlicense.txttext/plain; charset=utf-82165http://repositorio.bc.ufg.br/tede/bitstreams/e9a70a92-3ee2-43dd-93ce-f23c01ac4e12/downloadbd3efa91386c1718a7f26a329fdcb468MD51CC-LICENSElicense_urllicense_urltext/plain; charset=utf-849http://repositorio.bc.ufg.br/tede/bitstreams/5d0e3573-86ee-4eba-a4a6-6cea45e35106/download4afdbb8c545fd630ea7db775da747b2fMD52license_textlicense_texttext/html; charset=utf-822064http://repositorio.bc.ufg.br/tede/bitstreams/dfc7dd00-2252-4714-b7c3-f13ef28cf47c/downloadef48816a10f2d45f2e2fee2f478e2fafMD53license_rdflicense_rdfapplication/rdf+xml; charset=utf-823148http://repositorio.bc.ufg.br/tede/bitstreams/1d14db38-7b30-4e45-b4b2-5e09f4fe2a64/download9da0b6dfac957114c6a7714714b86306MD54ORIGINALDissertação - Rosane de Paula Castro - 2012.pdfDissertação - Rosane de Paula Castro - 2012.pdfapplication/pdf7116126http://repositorio.bc.ufg.br/tede/bitstreams/e71a7478-2534-4144-8cc2-fd880b92127a/downloadd96286a63399d5f5187348a56b34a414MD55TEXTDissertação - Rosane de Paula Castro - 2012.pdf.txtDissertação - Rosane de Paula Castro - 2012.pdf.txtExtracted Texttext/plain143318http://repositorio.bc.ufg.br/tede/bitstreams/15c81071-b1b5-4b51-9f25-25ed9cabf0f3/download56037c288b84fca5f11d67ffb8b4f263MD56THUMBNAILDissertação - Rosane de Paula Castro - 2012.pdf.jpgDissertação - Rosane de Paula Castro - 2012.pdf.jpgGenerated Thumbnailimage/jpeg1943http://repositorio.bc.ufg.br/tede/bitstreams/a435eb51-aaa8-43cb-9770-278eb9469e03/downloadcc73c4c239a4c332d642ba1e7c7a9fb2MD57tede/51222016-01-19 03:03:11.596http://creativecommons.org/licenses/by-nc-nd/4.0/Acesso Abertoopen.accessoai:repositorio.bc.ufg.br:tede/5122http://repositorio.bc.ufg.br/tedeRepositório InstitucionalPUBhttp://repositorio.bc.ufg.br/oai/requesttasesdissertacoes.bc@ufg.bropendoar:2016-01-19T05:03:11Repositório Institucional da UFG - Universidade Federal de Goiás (UFG)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 |
dc.title.por.fl_str_mv |
Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona |
dc.title.alternative.eng.fl_str_mv |
Crystal structure analysis of pharmaceutical prototypes of N-phenylpiperazine and N-acylhydrazone derivatives |
title |
Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona |
spellingShingle |
Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona Castro, Rosane de Paula Difração de raios X Monocristal N-fenilpiperazina N-acilidrazona X-ray diffraction Single crystal N-phenylpiperazine N-acylhydrazones BIOFISICA::BIOFISICA MOLECULAR |
title_short |
Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona |
title_full |
Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona |
title_fullStr |
Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona |
title_full_unstemmed |
Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona |
title_sort |
Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona |
author |
Castro, Rosane de Paula |
author_facet |
Castro, Rosane de Paula |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Sabino, José Ricardo |
dc.contributor.referee1.fl_str_mv |
Sabino, José Ricardo |
dc.contributor.referee2.fl_str_mv |
Aparício, Ricardo |
dc.contributor.referee3.fl_str_mv |
Marques, Ivo de Almeida |
dc.contributor.author.fl_str_mv |
Castro, Rosane de Paula |
contributor_str_mv |
Sabino, José Ricardo Sabino, José Ricardo Aparício, Ricardo Marques, Ivo de Almeida |
dc.subject.por.fl_str_mv |
Difração de raios X Monocristal N-fenilpiperazina N-acilidrazona |
topic |
Difração de raios X Monocristal N-fenilpiperazina N-acilidrazona X-ray diffraction Single crystal N-phenylpiperazine N-acylhydrazones BIOFISICA::BIOFISICA MOLECULAR |
dc.subject.eng.fl_str_mv |
X-ray diffraction Single crystal N-phenylpiperazine N-acylhydrazones |
dc.subject.cnpq.fl_str_mv |
BIOFISICA::BIOFISICA MOLECULAR |
description |
In this work will be done initially, a review of the fundamentals of crystallography, besides the description of Direct Methods, commonly used in structural determination of small molecules, and the process of refinement of the obtained structure. The techniques for crystal growth will be presented and also a discussion about the process of data collection in the CAD4 diffractometer. Next, the process of obtaining single crystals and the crystallographic analysis of five novel compounds, which were synthesized by the Laborat´orio de Avaliac¸ ˜ao e S´ıntese de Substˆancias Bioativas (LASSBio) of Universidade Federal do Rio de Janeiro (UFRJ), are presented. These compounds are analogues of drugs, derivatives of N-phenylpiperazine and N-acylhydrazones, fragments that have important biological activities. The crystallographic structures of the following derivatives of N-phenylpiperazine were elucidated : LASSBio-1597, very active as anti-inflammatory, and an inclusion complex of the antipsychotic prototype, LASSBio-579, a dopamine receptor agonist, in β- cyclodextrin. The other compounds elucidated by X-ray crystallography are the N-acylhydrazones derivatives LASSBio-1606 analogue of Piroxicam, and compounds LASSBio-1586 polymorph I and LASSBio-1586 polymorph II , combretastatin-A4 analogue having potent anti-cancer activity, whose crystallographic analysis aimed to verify the existence of polymorphism suggested by DSC analysis (Differential scanning calorimetry). |
publishDate |
2012 |
dc.date.issued.fl_str_mv |
2012-03-26 |
dc.date.accessioned.fl_str_mv |
2016-01-18T09:12:08Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
CASTRO, Rosane de Paula. Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona. 2012. 78 f. Dissertação (Mestrado em Física) - Universidade Federal de Goiás, Goiânia, 2012. |
dc.identifier.uri.fl_str_mv |
http://repositorio.bc.ufg.br/tede/handle/tede/5122 |
dc.identifier.dark.fl_str_mv |
ark:/38995/001300000687c |
identifier_str_mv |
CASTRO, Rosane de Paula. Análise estrutural cristalográfica de protótipos de fármacos derivados de N-fenilpiperazina e de N-acilidrazona. 2012. 78 f. Dissertação (Mestrado em Física) - Universidade Federal de Goiás, Goiânia, 2012. ark:/38995/001300000687c |
url |
http://repositorio.bc.ufg.br/tede/handle/tede/5122 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.program.fl_str_mv |
3162138865744262028 |
dc.relation.confidence.fl_str_mv |
600 600 600 600 |
dc.relation.department.fl_str_mv |
-4029658853652049306 |
dc.relation.cnpq.fl_str_mv |
-6955993663990014189 |
dc.relation.sponsorship.fl_str_mv |
2075167498588264571 |
dc.rights.driver.fl_str_mv |
http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
http://creativecommons.org/licenses/by-nc-nd/4.0/ |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Universidade Federal de Goiás |
dc.publisher.program.fl_str_mv |
Programa de Pós-graduação em Fisica (IF) |
dc.publisher.initials.fl_str_mv |
UFG |
dc.publisher.country.fl_str_mv |
Brasil |
dc.publisher.department.fl_str_mv |
Instituto de Física - IF (RG) |
publisher.none.fl_str_mv |
Universidade Federal de Goiás |
dc.source.none.fl_str_mv |
reponame:Repositório Institucional da UFG instname:Universidade Federal de Goiás (UFG) instacron:UFG |
instname_str |
Universidade Federal de Goiás (UFG) |
instacron_str |
UFG |
institution |
UFG |
reponame_str |
Repositório Institucional da UFG |
collection |
Repositório Institucional da UFG |
bitstream.url.fl_str_mv |
http://repositorio.bc.ufg.br/tede/bitstreams/e9a70a92-3ee2-43dd-93ce-f23c01ac4e12/download http://repositorio.bc.ufg.br/tede/bitstreams/5d0e3573-86ee-4eba-a4a6-6cea45e35106/download http://repositorio.bc.ufg.br/tede/bitstreams/dfc7dd00-2252-4714-b7c3-f13ef28cf47c/download http://repositorio.bc.ufg.br/tede/bitstreams/1d14db38-7b30-4e45-b4b2-5e09f4fe2a64/download http://repositorio.bc.ufg.br/tede/bitstreams/e71a7478-2534-4144-8cc2-fd880b92127a/download http://repositorio.bc.ufg.br/tede/bitstreams/15c81071-b1b5-4b51-9f25-25ed9cabf0f3/download http://repositorio.bc.ufg.br/tede/bitstreams/a435eb51-aaa8-43cb-9770-278eb9469e03/download |
bitstream.checksum.fl_str_mv |
bd3efa91386c1718a7f26a329fdcb468 4afdbb8c545fd630ea7db775da747b2f ef48816a10f2d45f2e2fee2f478e2faf 9da0b6dfac957114c6a7714714b86306 d96286a63399d5f5187348a56b34a414 56037c288b84fca5f11d67ffb8b4f263 cc73c4c239a4c332d642ba1e7c7a9fb2 |
bitstream.checksumAlgorithm.fl_str_mv |
MD5 MD5 MD5 MD5 MD5 MD5 MD5 |
repository.name.fl_str_mv |
Repositório Institucional da UFG - Universidade Federal de Goiás (UFG) |
repository.mail.fl_str_mv |
tasesdissertacoes.bc@ufg.br |
_version_ |
1815172576347947008 |