Synthesis of 4-Methoxy-1, 3-Benzenediolylhydrazones and Evaluation of Their Anti-Platelet Aggregation Activity

Chaoqing Wang; Yan Wang; Qingsong Deng; Xiujie Liu

doi:10.22037/ijpr.2019.1100856

Synthesis of 4-Methoxy-1, 3-Benzenediolylhydrazones and Evaluation of Their Anti-Platelet Aggregation Activity

Iran J Pharm Res. 2019 Fall;18(4):1803-1815. doi: 10.22037/ijpr.2019.1100856.

Authors

Chaoqing Wang^{1

2}, Yan Wang¹, Qingsong Deng¹, Xiujie Liu^{1

2}

Affiliations

¹ School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384, China.
² Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry and.

Abstract

In our present investigation, a series of novel 4-methoxy-1,3-benzenediolyl-hydrazones were designed and synthesized, and their ability to inhibit platelet aggregation was evaluated by adenosine diphosphate (ADP) and arachidonic acid (AA). The structures of the synthesized compounds were conﬁrmed by spectral data. Results demonstrated that the activities of all compounds excelled the positive drug Picotamide (25.1% inhibition rate) and seven compounds (PNN01, PNN03, PNN05, PNN07, PNN09, PNN12, and PNN14) have efficiently inhibited platelet aggregation even higher than Clopidogrel (37.6% inhibition rate) induced by AA. Among them, PNN07 (39.8% inhibition rate) was considered as the most potent analogue. Evaluation of cytotoxic activity of the compounds against L929 cell line revealed that none of the compounds have signiﬁcant cytotoxicity. Thus, diolylhydrazones derives are potential to be antiplatelet aggregation inhibitors and maybe working in AA-induced selectively.

Keywords: 3-benzenediolylhydrazones; 4-Methoxy-1; Anti-platelet aggregation; Cytotoxicity; Picotamide.