Synthesis and antitumor activities of novel 4-(halophenyl)naphthopyran moieties

Abstract

Background: A series of novel naphthopyrane moieties have been synthesized. Their structures were characterized by IR, NMR, and MS spectroscopy, and the corresponding antitumor properties also were studied Objectives: Design a series of new naphthopyrane moieties and study of antitumor properties of these compounds Materials and Methods: 4-(halophenyl)-4H-naphthopyran derivatives (4a-h) were synthesized by reaction of 6-methoxy-β-naphthol (1) with _various _halogen aromatic aldehydes (2a-h) and malononitrile (3) in an EtOH/ Pip. solution under microwave irradiation settings for two minutes at 140 °C.

Results: In this study, Three human cancer cell lines were used as in vitro test subjects for compounds 4a - h. HepG-2 cells (Hepatocellular carcinoma in humans), HCT-116 cells (colon carcinoma), and MCF-7 cells (breast carcinoma), with 5-fluorouracil as a standard reference medication.

Conclusion: A series of new 4-(halophenyl)-4H-naphthopyran derivatives were synthesized in this work. All compounds were evaluated in antitumor activities.

Keywords: Aldehydes; Antitumor activities; Haloaromatic; Malononitrile; Microwave 6-methoxy-β-naphthol.