Synthesis, Characterization, Computational Studies, Molecular Docking, and In Vitro Anticancer Activity of Dihydropyrano[3,2-c]chromene and 2-Aminobenzochromene Derivatives.

2-Aminobenzochromenes and dihydropyranochromenes represent a unique class of biologically active compounds. Recent organic syntheses focus on the development of environmentally benign synthetic protocols, and as a part of this concept, we have taken a considerable interest in the synthesis of this class of biologically active compounds using an environment-friendly, reusable heterogeneous Amberlite IRA 400-Cl resin catalyst. This work further aims to highlight the importance and advantages of these compounds and to compare the experimental data obtained with those of the theoretical calculations made using the density functional theory (DFT) method. Molecular docking studies on the selected compounds were also carried out to study the effectiveness of these compounds in liver fibrosis treatment. Furthermore, we have performed molecular docking studies and an in vitro study of the anticancer activity of dihydropyrano[3,2-c]chromenes and 2-aminobenzochromenes against human colon cancer cells [HT29].

Biological evaluation of polycyclic chalcone based acrylamides in human MCF-7 and HeLa cancer cell lines.

Breast and cervical cancer account for the majority of cancer-narrated fatalities among women worldwide, necessitating the development of novel, effective therapeutic ways to combat the disease. In this study, we synthesized 6-methoxy naphthalene and anthracene-based acrylamide chalcone (NBA and ABA) and evaluated its activity for cell multiplication inhibition against two cancer cell lines from humans such as MCF-7 (Human Breast) and HeLa (Cervical) by MTT assay. Physiochemical characterization, such as FT-IR and NMR analyses, validated the synthesized NBA and ABA. Both NBA and ABA have shown antiproliferative action against two cancer cell lines, each with IC50 values of 38.46 and 48.25 µg/mL for HeLa cells and 38.02 and 36.35 µg/mL for MCF-7 cell lines. The results suggest that these acrylamide chalcones for cancer therapy at the lowest concentration. NBA and ABA could prevent cervical and breast cancer in-vitro, and their anti-cancer activity was closely related to methoxy-substituted naphthalene, anthracene ring, α, ß-unsaturated carbonyl and amide group. According to docking data, the NBA and ABA have dock scores ranging from -8.7 to -11.44 kcal/mol. The highest dock score for compound ABA was -11.58 kcal/mol and compound NBA was -10.77 kcal/mol with Braf (5VAM) binding site.