Synthesis, antimicrobial and cytotoxic activity of new heterocyclic hybrids based on 2,5-dimethylpyrrole and pyrrole scaffolds

Abstract

A series of 4-(2,5-dimethylpyrrol-1-yl)/4-pyrrol-1-yl benzoic acid hydrazide analogs, some derived triazoles, azetidinones, thiazolidinones, and pyrroles have been synthesized in good yields and structures of these compounds were established by IR, 1H NMR, 13C NMR, mass spectral, and elemental analysis. These compounds were evaluated for their preliminary in vitro antibacterial, antifungal, and antitubercular activity against Mycobacterium tuberculosis H37 Rv strain by the broth dilution assay method. Twenty one of these compounds displayed good antimicrobial activity, with a MIC value of 1-4 μg/ml. Several compounds 4c, 8-10, 15b-15h, and 16b-16d exhibited good in vitro antitubercular activity with MIC value 1-2 μg/ml. Further, some title compounds were also assessed for their cytotoxic activity (IC50) against mammalian Vero cell lines and A549 (lung adenocarcinoma) cell lines using the MTT assay method. The results revealed that these compounds exhibit antitubercular activity at non-cytotoxic concentrations.

New structural classes of antituberculosis agents

“…Joshi et al. synthesized a series of pyrrole derivatives and noted that compounds 219 – 222 exhibited identical MIC value of 1 μg/mL against M. tuberculosis H37Rv strain, and low cytotoxicity against mammalian Vero and A 549 cell lines . Lakshmi Reddy et al.…”

Directed synthesis of potential antitumor substances among derivatives of 3-mercapto-4-(1H-pyrrol-1-yl)-5-cyclohexyl-1,2,4-triazole(4H)

“…We have taken into account that combination in one molecule of both 1,2,4-triazole and pyrrole fragments is promissing for obtaining highly active substances with different kinds of the pharmacological activity [10][11][12]. It has been also noted that these substances possess the antitumour activity.…”