Physicochemical properties, antioxidant and anti-inflammatory activities of coumarin-carbonodithioate hybrids

• Published in: Asian Pacific journal of tropical biomedicine Vol. 8; no. 4; pp. 201 - 206
• Main Authors: Kumbar, Suresh, Hosamani, Kallappa, Shettar, Arun
• Format: Journal Article
• Language: English
• Published: Medknow Publications and Media Pvt. Ltd 01.04.2018; Department of Studies in Chemistry, Karnatak University, Pavate Nagar, Dharwad 580003, Karnataka, India%P G Department of Studies in Biotechnology and Microbiology, Karnatak University, Pavate Nagar, Dharwad 580003, Karnataka, India; Wolters Kluwer Medknow Publications
• Subjects: Anti-inflammatory agents; Antioxidants (Nutrients); coumarin-carbonodithioates; Coumarins; Ethanol; in vitro anti-inflammatory activity; in vitro antioxidant activity; physicochemical properties; Spectroscopy; Coumarin-carbonodithioates; In vitro antioxidant activity; In vitro anti-inflammatory activity; Physicochemical properties
• ISSN: 2221-1691; 2588-9222
• DOI: 10.4103/2221-1691.231282

Objective: To study physicochemical properties, antioxidant and anti-inflammatory activities of coumarin-carbonodithioate hybrids. Methods: The substituted 4-bromomethyl coumarins were synthesized in first step by the cyclization. Then the reaction of substituted coumarins (a-e) with potassium O-ethyl/methyl carbonodithioate (1) by using absolute ethanol as solvent,afforded coumarin-carbonodithioate (1a-1j) derivatives under microwave irradiation and the conventional method. The spectroscopic analysis was used for the characterization of coumarin derivatives. The title (1a-1j) compounds were confirmed by spectroscopic methods.Antioxidant property was evaluated by using DPPH free radical-scavenging ability assay method and anti-inflammatory activity was evaluated by protein denaturation procedure using diclofenac sodium as a standard. Drug-likeness. In-silico toxicity was predicted with LD50 value and bioactivity score was also calculated for all the compounds. Results: All coumarin (1a-1j) compounds exhibited promising in-vitro antioxidant and anti-inflammatory properties in comparison to standard drugs. All tested compounds were used for evaluating their physicochemical properties as set by Lipinski rule. It was observed that the synthesized compounds followed rule of five, indicating more 'drug-like' nature. Conclusions: All the screened coumarin-carbonodithioates display promising in vitro antioxidant and antiinflammatory activities. From the physicochemical properties of coumarin derivatives, it is found that none of the compounds violate the Lipinski rule and they fall well in the range of rule of five. It is concluded that the coumarin-carbonodithioate hybrids act with more 'drug-like' nature.