Abstract

DESIGN, AN EFFICIENT ECOFRIENDLY SYNTHESIS OF SPIROOXINDOLE DERIVATIVES AND THEIR ANTICANCER ACTIVITY SUPPORTED BY MOLECULAR DOCKING STUDIES

Yakaiah Erugu, Bhavanarushi Sangepu, Kanakaiah Varre, Rajesh Pamanji, Yashwanth Bomma, Venkateswara Rao Janapala, Vankadari Srinivasarao, Parthasarathy Tigulla, Vatsala Rani Jetti*

ABSTRACT

An efficient, operationally easy and ecofriendly one-pot three component synthesis of novel 6-amino-5-cyno-3-trifluoromethylpyranopyrazole-4-spiro-oxindole derivatives was developed by the domino reaction of 3-trifluoromethyl-5-hydroxy pyrazole, isatin and malononitrile in water reflux at 80-85oC for 45 min. The major returns of this protocol are excellent yield, operational cleanness and formation of three new bonds in one operation. The synthesized compounds were evaluated for in vitro cytotoxicity against cell lines U937 (human histiocytic lymphoma) and B16F10 (mouse mealanocarcinoma) by using MTT assay. IC50 values (μg/mL), which is the concentration required to inhibit 50% of cell viability by the test compounds after exposure to cells, have been determined. An exploration of the docking studies of tested Spirooxindole derivatives was made to explain the observed variance in their anticancer activity.

Keywords: Isatin, 5-Hydroxypyrazole, malononitrile, multicomponent reaction, anticancer activity and molecular docking.