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Microwave assisted regioselective synthesis of quinoline appended triazoles as potent anti-tubercular and antifungal agents via copper (I) catalyzed cycloaddition.
Nesaragi, Aravind R; Kamble, Ravindra R; Bayannavar, Praveen K; Shaikh, Saba Kauser J; Hoolageri, Swati R; Kodasi, Barnabas; Joshi, Shrinivas D; Kumbar, Vijay M.
Afiliação
  • Nesaragi AR; Department of Studies in Chemistry, Karnatak University Dharwad 580003, India.
  • Kamble RR; Department of Studies in Chemistry, Karnatak University Dharwad 580003, India. Electronic address: ravichem@kud.ac.in.
  • Bayannavar PK; Department of Studies in Chemistry, Karnatak University Dharwad 580003, India.
  • Shaikh SKJ; Department of Studies in Chemistry, Karnatak University Dharwad 580003, India.
  • Hoolageri SR; Department of Studies in Chemistry, Karnatak University Dharwad 580003, India.
  • Kodasi B; Department of Studies in Chemistry, Karnatak University Dharwad 580003, India.
  • Joshi SD; Novel Drug Design and Discovery Laboratory, Department of Pharmaceutical Chemistry, S.E.T.'s College of Pharmacy, Dharwad 580002, India.
  • Kumbar VM; Central Research Laboratory, Maratha Mandal's NGH Institute of Dental Sciences and Research Centre, Belagavi 590010, India.
Bioorg Med Chem Lett ; 41: 127984, 2021 06 01.
Article em En | MEDLINE | ID: mdl-33766768
Quinolin-3-yl-methyl-1,2,3-triazolyl-1,2,4-triazol-3(4H)-ones 8j-v were synthesized by click chemistry as an ultimate tactic where [3 + 2] cycloaddition of azides with terminal alkynes has been evolved. Herein, we are inclined to divulge the implication and prevalence of CuSO4·5H2O and THF/water promoted [3 + 2] cycloaddition reactions. The foremost supremacy of this method are transitory reaction times, facile workup, excellent yields (88-92%) with exorbitant purity and regioselective single product formation both under conventional and microwave method. Docking studies illustrated strong binding interactions with enzyme InhA-D148G (PDB ID: 4DQU) by means of high C-score values. The anti-tubercular and antifungal screening of synthesized compounds proclaimed promising activity. The in vitro and in silico studies imply that these triazoles appended quinolines may acquire the ideal structural prerequisites for auxiliary expansion of novel therapeutic agents.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Quinolinas / Triazóis / Cobre / Micro-Ondas / Antifúngicos / Antituberculosos Tipo de estudo: Risk_factors_studies Limite: Humans Idioma: En Revista: Bioorg Med Chem Lett Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2021 Tipo de documento: Article País de afiliação: Índia País de publicação: Reino Unido

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Quinolinas / Triazóis / Cobre / Micro-Ondas / Antifúngicos / Antituberculosos Tipo de estudo: Risk_factors_studies Limite: Humans Idioma: En Revista: Bioorg Med Chem Lett Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2021 Tipo de documento: Article País de afiliação: Índia País de publicação: Reino Unido