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Synthesis, Characterization and Cytotoxic Investigations of Novel C3-Dihydrofuran Substituted 1H-benzo[g]chromene-2,5,10-triones besides Antimicrobial study

Venkata Swamy Tangeti1,*, D. Vasundhara2, M. Naresh Kumar2, Himabindu Mylapalli1 and Kaja Srinivas Pavan Kumar3

1Department of Chemistry, Raghu Engineering College, Visakhapatnam-531 162, India

2Department of Chemistry, Raghu Institute of Technology, Visakhapatnam-531 162, India

3GVK Biosciences Pvt. Ltd., Nacharam, Hyderabad-500 076, India

*Corresponding author: E-mail: swamychempcu8@gmail.com

Abstract

A series of novel C3-dihydrofuran substituted 1H-benzo[g]chromene-2,5,10-triones were synthesized and characterized by spectral analysis. The target molecules were screened for their antimicrobial and anticancer activities and structure and activity relationship (SAR) was investigated. Structure and activity relationship studies revealed that the compounds 6p, 6q, 6s, 6t were found to be more active in antimicrobial screening. Antiproliferative properties were evaluated against human cancer cell lines, namely, laryngeal carcinoma (Hep2), lung adenocarcinoma (A549) and cervical cancer (HeLa). The best among them, C3-dihydrofuran substituted 1H-benzo[g]chromene-2,5,10-trione with methoxy group substitution at ring A and B were selected for further structure activity relationship. Among the derivatives, (2S,3S)-propyl-4-acetyl-5-(7,9-dimethoxy-2,5,10-trioxo-5,10-dihydro-2H-benzo[g]chromen-3-yl)-3-(3,5-dimethoxyphenyl)-2,3-dihydrofuran-2-carboxylate (6t) showed most potent cytotoxic activity against all the three cancer cell lines. Toxicity studies revealed that dihydrofuran substituted 1H-benzo[g] chromene-2,5,10-triones (6a-t) are specifically target the cancer cell lines.

Keywords

Multicomponent, Antiprolifirative activity, Dihydrofuran substituted benzochromene trione, Antimicrobial.

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