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In this study, a new series of (4-(2,7-dichloro-9 H -fluoren-4-yl)thiazol-yl)acetamide derivatives was synthesized, and the new heterocycles were completely characterized, evaluated for their antimicrobial activity, and screened for cytotoxic activity against human lung carcinoma (A-549) and human breast carcinoma (MCF-7) cell lines. A molecular docking study was undertaken to identify the possible mode of action of the synthesized compounds, which suggested binding interactions with the dihydrofolate reductase (DHFR) active sites. Most of the synthesized compounds displayed meaningful activity against A-549 and MCF-7 cell lines when compared to 5-fluorouracil (5-FU), which was used as a reference drug. Furthermore, some of the prepared compounds exhibited potent antibacterial and antifungal activities. The highly pronounced biological activities of the compounds under investigation offer such species as promising future drug prospects which may find applications in the fields of biological and medicinal sciences. [ABSTRACT FROM AUTHOR]

A series of new fluorene-heterocyclic sulfonamide conjugates were designed and synthesized as potential anticancer agents. In the design of the conjugates, heterocyclic ring systems were utilized for a plausible amplification of bioactivity. The new fluorene-based conjugates were thoroughly characterized and evaluated for antibacterial and anticancer activity against selected bacterial strains and cancer cell lines. The conjugate 8 g , with a 4,6-dimethyl-pyrimidinyl group, exhibited excellent cytotoxicity and selectivity index of 5.6 µM (IC 50) and 10.14, respectively, against HCT-116 cancer cell line, which was comparable and superior to standard doxorubicin. Additional clonogenicity, cell migration, and apoptosis induction assays demonstrated that the conjugate 8 g effectively inhibits the colony forming and cell migratory ability of HCT-116 cancer cells with significant apoptosis induction. Moreover, in silico analysis was carried out to understand their binding affinity at the DHPS receptor and all the analyzed conjugates exhibited superior or similar affinity towards the target protein compared to sulfamerazine drug, which was used as control. Additionally, the ADME pharmacokinetics predictions, along with drug likeliness properties, were also investigated. [Display omitted] [ABSTRACT FROM AUTHOR]

[Display omitted] • Different substituents in eight novel fluorophores containing pyrene or fluorene moiety were synthesized and well characterized. • Methyl substitution found to show a drastic tunable of the fluorescence emission of these fluorophores. • Computational analyses found to be in good agreement with the obtained experimental emission data. • The theoretical study is expensively used to understand the mechanism behind the fluorescence quenching. Herein, eight novel benzimidazoles grafted pyrazole-containing pyrene or fluorene moiety were synthesized. The substituent and solvent effects on the photophysical properties of the compounds have been analyzed based on their absorption and fluorescence bands in various solvents and the analysis was further supplemented by computational studies. The synthesized benzimidazoles derivatives show blue state emission in the range of 409–536 nm. Experimental absorption and emission wavelengths measured for all the synthesized benzimidazoles derivatives are in good agreement with those predicted using the Time-Dependent Density Functional Theory. The emission maxima of the methyl substituted compounds 6a-d increased compared to that of the unsubstituted derivatives 5a-d. However, upon methyl substitution the system undergoes fluorescence quenching. Computational analyses are used to understand the mechanism behind the fluorescence quenching and are helpful in explaining the electronic behavior of the chemical species reported here. [ABSTRACT FROM AUTHOR]