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For the first time, a series of highly potent natural product inspired substituted ( Z )-3-benzylideneisobenzofuran-1( 3H )-ones  28a-t , embraced with electron-withdrawing groups (EWG) and electron-donating groups (EDG) at site I and site II, were prepared and assessed for their  in vitro  antioxidant activities (DPPH free radical scavenging assay) and arachidonic acid (AA)-induced antiplatelet activities using ascorbic acid (IC 50  = 4.57 µg/mL) and aspirin (IC 50  = 21.34 µg/mL), as standard references, respectively. In this study, compounds  28f-g ,  28k-l  and  28q  have shown high order of  in vitro  antioxidant activity. Infact,  28f  and  28k  were found to show    10-folds    and    8-folds    more antioxidant activity than ascorbic acid, respectively and was found to be the most active analogues of the series. Similarly, Compounds  28c-g ,  28k-l ,  28o  and  28q-t  were recognized as highly potent antiplatelet agents (upto    6-folds   ) than aspirin. Furthermore,  in silico  studies of the most active antioxidants  28f ,  28k  and  28l  and very active antiplatelet molecules  28f ,  28k ,  28l  and  28s  were carrying out for the validation of the biological results. This is the first detailed study of the discovery of several ( Z )-3-benzylideneisobenzofuran-1( 3H )-ones as highly potent antioxidants and antiplatelet agents.

scientific reports

Synthesis, Bioevaluation, Structure-Activity Relationship and Docking Studies of Natural Product Inspired (Z)-3-benzylideneisobenzofuran-1(3H)-ones as Highly Potent antioxidants and Antiplatelet agents