title: Catalytic synthesis of α-amino chromone phosphonates and their antimicrobial, toxicity and potential HIV-1 RT inhibitors based on silico screening.
abstract: The α-amino phosphonates exhibit a wide range of biological properties which create demand for simple and efficient synthetic routes of new molecules. In this study synthesis of a new series of derivatives of α-amino chromone phosphonates (ACPs) was reported using RhBT catalyst. The RhBT was first prepared by simply mixing boron nitride in a solution of rhodium acetate, under inert atmosphere for a week followed by filtration (yield: 92%). The catalyst can be re-used for up to four times and showed minimal loss of activity. The ACPs was prepared in a one pot reaction containing chromone based aldehydes, aniline derivatives and diethyl phosphite. The structures of these compounds were characterized by IR,1H NMR,13C NMR,31P NMR and high resolution mass spectral analysis. The synthesized ACPs were evaluated for their antimicrobial activities against three bacteria B. cereus, M. luteus, E. coli and one fungus C. albicans. The ACPs displayed selective toxicity toward the brine shrimp (Artemia salina). Compounds 8j and 8m was found to be less toxic to the brine shrimp and may have more valuable biological application. Furthermore, molecular docking studies were conducted to predict the possible therapeutic potential of ACPs. The compounds (8i, 8j, 8k and 8m) were predicted as highly active HIV-1 reverse transcriptase inhibitors.
authors.affiliation: Department of Chemistry, Faculty of Applied Science, Durban University of Technology, Durban 4001, South Africa.
authors.forename: Abosede Oluwabukola
authors.initials: AO
authors.lastname: Jaiyeola
authors.affiliation: Department of Chemistry, Faculty of Applied Science, Durban University of Technology, Durban 4001, South Africa; Discipline of Medical Biochemistry, School of Laboratory Medicine and Medical Sciences, University of KwaZulu-Natal, Durban 4001, South Africa. Electronic address: organicanand@gmail.com.
authors.forename: K
authors.initials: K
authors.lastname: Anand
authors.affiliation: Department of Food and Biotechnology, Faculty of Applied Science, Durban University of Technology, Durban 4001, South Africa.
authors.forename: K
authors.initials: K
authors.lastname: Kasumbwe
authors.affiliation: Akal College of Pharmacy & Technical Education, Mastuana Sahib, Sangrur 148001, Punjab, India.
authors.forename: M
authors.initials: M
authors.lastname: Ramesh
authors.affiliation: Department of Chemistry, Faculty of Applied Science, Durban University of Technology, Durban 4001, South Africa. Electronic address: genganrm@dut.ac.za.
authors.forename: R M
authors.initials: RM
authors.lastname: Gengan
mesh_terms: D002384:Catalysis; D002867:Chromones / Q000737:chemistry* / Q000494:pharmacology; D003198:Computer Simulation; D008855:Microscopy, Electron, Scanning; D063065:Organophosphonates / Q000737:chemistry; D018894:Reverse Transcriptase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D013057:Spectrum Analysis
chemical_list: D002867:Chromones; D063065:Organophosphonates; D018894:Reverse Transcriptase Inhibitors
keywords: Antimicrobial; Boron nitride; HIV-1 reverse transcriptase; Kabachnik-Fields reaction; Molecular docking