Novel tetrazoloquinoline-rhodanine conjugates: highly efficient synthesis and biological evaluation

TitleNovel tetrazoloquinoline-rhodanine conjugates: highly efficient synthesis and biological evaluation
Publication TypeJournal Article
Year of Publication2016
AuthorsSubhedar, DD, Shaikh, MH, Nawale, L, Yeware, A, Sarkar, D, Khan, FAKalam, Sangshetti, JN, Shingate, BB
JournalBioorganic & Medicinal Chemistry Letters
Date PublishedMAY
Keywordsantifungal, Antitubercular, Cytotoxicity, Docking study, Rhodanine derivatives

In search of new active molecules against Mycobacterium tuberculosis (MTB) H37Ra and Mycobacterium bovis BCG, a small focused library of rhodanine incorporated tetrazoloquinoline has been efficiently synthesized by using [HDBU][HSO4] acidic ionic liquid. The compound 3c found to be promising inhibitor of MTB H37Ra and M. bovis BCG characterized by lower MIC values 4.5 and 2.0 mu g/mL, respectively. The active compounds were further tested for cytotoxicity against HeLa, THP-1, A549 and PANC-1 cell lines using MTT assay and showed no significant cytotoxic activity at the maximum concentration evaluated. Again, the synthesized compounds were found to have potential antifungal activity. Furthermore, to rationalize the observed biological activity data, the molecular docking study also been carried out against a potential target Zmp1 enzyme of MTB H37Ra, which revealed a significant correlation between the binding score and biological activity for these compounds. The results of in vitro and in silico study suggest that these compounds possess ideal structural requirement for the further development of novel therapeutic agents. (C) 2016 Elsevier Ltd. All rights reserved.

Type of Journal (Indian or Foreign)


Impact Factor (IF)


Divison category: 
Biochemical Sciences