Increase of leishmanicidal and tubercular activities using steroids linked to aminoquinoline

dc.contributorUniversidade Estadual Paulista (UNESP)
dc.creatorAntinarelli, Luciana Maria Ribeiro
dc.creatorCarmo, Arturene Maria Lima
dc.creatorPavan, Fernando Rogério
dc.creatorLeite, Clarice Queico Fukimura
dc.creatorSilva, Adilson Davida da
dc.creatorCoimbra, Elaine Soares
dc.creatorSalunke, Deepak B.
dc.date2016-01-28T16:56:20Z
dc.date2016-10-25T21:28:44Z
dc.date2016-01-28T16:56:20Z
dc.date2016-10-25T21:28:44Z
dc.date2012
dc.date.accessioned2017-04-06T09:49:56Z
dc.date.available2017-04-06T09:49:56Z
dc.identifierOrganic and Medicinal Chemistry Letters, v. 2, n. 16, p. 1-8, 2012.
dc.identifier2191-2858
dc.identifierhttp://hdl.handle.net/11449/133724
dc.identifierhttp://acervodigital.unesp.br/handle/11449/133724
dc.identifier10.1186/2191-2858-2-16
dc.identifierISSN2191-2858-2012-02-16-01-08.pdf
dc.identifier9818597076971227
dc.identifierhttp://dx.doi.org/10.1186/2191-2858-2-16
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/944254
dc.descriptionBackground: Aminoquinoline/steroid conjugates were synthesized based on the fact that steroid transporters have been shown to accept and carry a variety of drugs. So, in continuing our research of antileishmanial and antitubercular drugs, aminoquinoline/steroid conjugates (12, 13, and 14) were regioselectively synthesized via 1, 3-dipolar cycloaddition of alkynes 3, 5, and 7 with azide 12. The aminoquinoline/steroids conjugates were evaluated in vitro against Leishmania major and Mycobacterium tuberculosis. Results: Regioselective synthesis of the novel aminoquinoline/steroid conjugates was achieved in very high yield. All aminoquinoline/steroid conjugates (12, 13, and 14) exhibited best results against Leishmania and M. tuberculosis than the respective alkyne intermediate structures (3, 5, and 7, respectively). Among them, the compound 12 exhibited the best activity for M. tuberculosis (MIC = 8.8 μM). This result is comparable to drugs commonly used in tuberculosis treatment. Also, for antileishmanial assay, the aminoquinoline/steroid conjugates demonstrated a significant activity against promastigote and amastigote forms of L. major. Conclusions: Addition of a steroid group to aminoquinoline molecules enhanced the leishmanicidal and antitubercular activities. These results highlight the importance of steroids as carrier.
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.languageeng
dc.relationOrganic and Medicinal Chemistry Letters
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectAntileishmanial drugs
dc.subjectAntituberculosis drugs
dc.subjectClick chemistry
dc.subjectQuinoline
dc.subjectSteroid
dc.titleIncrease of leishmanicidal and tubercular activities using steroids linked to aminoquinoline
dc.typeOtro


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