New antithrombotic aryl-sulfonylthiosemicarbazide derivatives synthesized from natural safrole

Abstract

As part of a research program aiming at the synthesis and pharmacological evaluation of novel lead-compounds exploring Brazilian abundant natural products, we describe herein the synthesis and the antithrombotic profile of new aryl-sulfonylsemicarbazides and aryl-sulfonylthiosemicarbazides (10a-d). The new derivatives, designed with basis on the molecular hybridization concept, were prepared in good yields from natural safrole (9), isolated from sassafras oil. The anti-aggregating activity of these new derivatives (10a-d) on platelet aggregation induced by ADP, collagen, arachidonic acid and U-46619, indicates an important antithrombotic profile for the 6-methyl-3,4-methylenedioxyphenyl-sulfonyl-N-phenylthiosemicarbazide derivative (10d), acting at the arachidonic acid cascade and representing a new lead-compound with antithrombotic activity.

Keywords

• safrole in synthesis
• phenylsulfonylthiosemicarbazide derivative
• antithrombotic activity