Facile synthesis and in vitro anticancer evaluation of a new series of tetrahydroquinoline

Usama Fathy; Hayam A Abd El Salam; Eman A Fayed; Abdelbaset M Elgamal; Ahmed Gouda

doi:10.1016/j.heliyon.2021.e08117

Facile synthesis and in vitro anticancer evaluation of a new series of tetrahydroquinoline

Heliyon. 2021 Oct 4;7(10):e08117. doi: 10.1016/j.heliyon.2021.e08117. eCollection 2021 Oct.

Authors

Usama Fathy¹, Hayam A Abd El Salam², Eman A Fayed³, Abdelbaset M Elgamal⁴, Ahmed Gouda⁵

Affiliations

¹ Applied Organic Chemistry Department, National Research Centre, 33 El Bohouth st. (former EL Tahrir st.), Dokki-Giza, P.O.12622, Egypt.
² Green Chemistry Department Department, National Research Centre, 33 El Bohouth st. (former EL Tahrir st.), Dokki-Giza, P.O.12622, Egypt.
³ Pharmaceutical Organic Chemistry Department, Faculty of Pharmacy (Girls), Al-Azhar University, Nasr City, Cairo, 11754, Egypt.
⁴ Chemistry of Natural and Microbial Products Department, National Research Centre, 33 El Bohouth st. (former EL Tahrir st.), Dokki-Giza, P.O.12622, Egypt.
⁵ Pharmaceutical Research Department, Nawah Scientific, Cairo, Egypt.

Abstract

Tetrahydroquinoline (THQ) is an important structure for synthesizing multiple biologically active derivatives. Thus, we developed new quinoline derivatives and investigated them as anticancer agents. First, infrared spectroscopy, nuclear magnetic resonance spectroscopy, and other techniques were used to confirm the structure of synthesized compounds. Then, they were assessed in vitro against three human cancer cell lines. Consequently, four compounds, 10, 13, 15, and 16, were identified as promising anticancer agents with pyrazolo quinoline derivative (15) exhibiting the highest potential IC₅₀ and a strong apoptotic effect on three cell lines.

Keywords: Anticancer activity; Isatin; Isooxazole; Pyrazole; Quinolone; Tetrahydroquinoline.