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. 2022 Oct 7;11(1):81-96.
doi: 10.5599/admet.1468. eCollection 2023.

Synthesis and biological evaluation of coumarin-quinone hybrids as multifunctional bioactive agents

Anees Pangal  1   2 , Khursheed Ahmed  1   2
Affiliations

Synthesis and biological evaluation of coumarin-quinone hybrids as multifunctional bioactive agents

Anees Pangal et al. ADMET DMPK. .

Abstract

We report the synthesis, structural characterization and pharmaceutical activity of four coumarin-quinone hybrids. The compounds were significantly active against Staphylococcus aureus, Pseudomonas aeoginosa and Candida albicans. Promising antioxidant activity was observed when compared to ascorbic acid. Two compounds, DTBSB and DTBSN, also showed commendable in vitro antiproliferative activities against the cells of human cancer cell lines MCF-7, MDA-MB-231, COLO-205, HT-29 and A549 along with appreciable tumor selectivity with distinct selectivity index. Molecular docking studies using cyclooxygenase-2 (PDB ID: 6COX) revealed strong binding affinities for the COX-2 active site. Moreover, ADMET properties of the synthesized compounds were determined using the pKCSM and SwissADME online tools and all the compounds had accurate pharmacokinetic profiles. Hence, the new coumarin-quinone hybrids DTBSB and DTBSN can be considered for optimization and lead development.

Keywords: ADMET; Antimicrobial; Antioxidant; Antiproliferative; Molecular Docking; drug-likeness.

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Conflict of interest statement

Conflict of interest: The conflict of interest does not exist.

Figures

Figure 1.
Figure 1.
Synthesis of coumarin-quinone hybrids (5)
Figure 2.
Figure 2.
Results of antimicrobial activity
Figure 3.
Figure 3.
Results of antioxidant activity (1=STD, 2=DTBSA, 3=DTBSC, 4=DTBSB, 5=DTBSN)
Figure 4.
Figure 4.
Effect of coumarin-quinone hybrids concentration on cancer cell growth at the indicated doses, μM
Figure 5.
Figure 5.
Binding of coumarin-quinone hybrids into the active site of COX-2 (6COX)
See this image and copyright information in PMC

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