Synthesis and molecular docking studies of oxochromenyl xanthenone and indolyl xanthenone derivatives as anti-HIV-1 RT inhibitors

A series of novel oxochromenyl xanthenone and indolyl xanthenone derivatives were obtained by one-pot reaction of substituted salicylaldehyde, 4-hydroxy coumarin/indole and dimedone at ambient temperature condition using eco-friendly reusable ionic liquid [Hmim]HSO4 in ethanol solvent. Excellent yields, mild reaction condition, and simple experimental work-up procedure are some of the advantages of this method. The obtained derivatives were studied for their molecular docking as an anti-HIV-1 RT. All synthesized compounds from indolyl xanthenone and chromenyl xanthenone series were be docked into the non-nucleoside inhibitor binding pocket (NNIBP) of HIV-1 RT. Compounds 4r, 4j and 4k was found to be good around −12.487, −12.457, −12.256, respectively, with respective to native ligand TMC278, was found to be −13.413 which confirms that these compounds might have potent RT inhibition activity.

Graphical abstractSynthesis of oxochromenyl xanthenone and indolyl xanthenone derivatives. (i) [Hmim]HSO4, EtOH, stirr, 50 °C.Figure optionsDownload full-size imageDownload as PowerPoint slide