Design, Synthesis, Reactions, Molecular Docking, Antitumor Activities of Novel Naphthopyran, Naphthopyranopyrimidines, and Naphthoyranotriazolopyrimidine Derivatives

In ethanolic piperidine solution, the interaction of 6-bromonaphthalen-2-ol (1) with alpha-cyano-p-chlorocinnamonitrile (2a) or ethyl alpha-cyano-p-chlorocinnamate (2b) yielded 4H-naphtho[2,1-b]pyran-3-carbonitrile (3a) and 4H-naphtho[2,1-b]pyran-3-carboxylate (3b). The naphthopyran derivatives (3a, b) reacted with electrophilic reagents afforded naphthopyranopyrimidines and naphthopyrano-triazolopyrimidine derivatives. The structures of the newly synthesized compounds are confirmed through spectral analysis using NMR, IR, and MS spectroscopy. The anticancer efficacy of all compounds was investigated against three cancer cell lines: MCF-7, HeLa, and PC-3, along with a molecular docking study.