Synthesis, Characterization and Enzyme Inhibition Activity of Organophosphorus Trichalcones Containing Core-Phosphate Moiety

Sunil R. Khapate1, Dnyaneshwar S. Wankhede1,*,, Anitha S. Deshpande2, Neeta S. Khillare3 and Anil Khandagale3

1School of Chemical Sciences, Swami Ramanand Teerth Marathwada University, Vishnupuri, Nanded-431606, India

2Departmentof Engineering, Ibra College of Technology, P.O. Box 327, Al Yahamadi 400, Sultanate of Oman

3School of Life Sciences, Swami Ramanand Teerth Marathwada University, Nanded-431606, India

*Corresponding author: E-mail: dswchem@yahoo.co.in

Abstract

Facile synthesis of various organophosphorus trichalcones, possessing substantial insecticidal activity, by using tris(4-acetylphenyl)-phosphate (3) and substituted benzaldehydes as a precursor has been reported. Key precursor 3 has been prepared under mild conditions in presence of tetrabutylammonium bromide (TBAB) as a phase transfer catalyst. All the synthesized compounds (5a-h) were screened for their antibacterial activity and inhibition of α-amylase of insect pest, Tribolium castaneum (Herbst) (Coleoptera: Tenebrionadeae). Biological activity evaluation study revealed that among all the compounds screened, compound 5g found to have promising inhibition of α-amylase of insect pest, Tribolium castaneum. All the synthesized compounds revealed insignificant antimicrobial activity against pathogenic bacteria even at 500 μg/mL.

Keywords

Phosphoryl chloride, Tetrabutylammonium bromide, Trichalcones, Antibacterial activity.

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