Synthesis of new chromeno-carbamodithioate derivatives and preliminary evaluation of their antioxidant activity and molecular docking studies.
New chromeno carbamodithioates (7a-i), have been synthesized from 2, 3-dimethyl-7-(oxiran-2-ylmethoxy)-4H-chromen-4-one (5), carbondisulphide and commercially available acyclic and cyclic secondary amines in acetonitrile with good to excellent yields. The free radical scavenging activity of novel chromone-carbamodithioate analogues was quantitatively estimated by spectrophotometric method. Whereas, molecular docking studies were performed with the active site of cyclooxygenase-2 to identify hydrogen bonding, hydrophobic and ionic interactions between protein and ligands. The compounds 7g and 7h demonstrated potent antioxidant activity with IC50of 1.405±0.019mM and 1.382±0.35mM respectively compared to Ascorbic acid.
Organic & Biomolecular Chemistry Division, CSIR - Indian Institute of Chemical Technology, Hyderabad 500 067, India.
Sampath Kumar
SK
Bandari
Organic & Biomolecular Chemistry Division, CSIR - Indian Institute of Chemical Technology, Hyderabad 500 067, India.
Bal Raju
BR
Kammari
Organic & Biomolecular Chemistry Division, CSIR - Indian Institute of Chemical Technology, Hyderabad 500 067, India.
Jyothi
J
Madda
Organic & Biomolecular Chemistry Division, CSIR - Indian Institute of Chemical Technology, Hyderabad 500 067, India. Electronic address: nagaiah@iict.res.in.
Nagaiah
N
Kommu
Department of Chemistry, University College of Science, Saifabad, Osmania University, Hyderabad 500 067, India.
Arunapriya
A
Lakkadi
Department of Chemistry, University College of Science, Saifabad, Osmania University, Hyderabad 500 067, India.
Srimai
S
Vuppala
Department of Chemistry, University College of Science, Saifabad, Osmania University, Hyderabad 500 067, India.
Parthasarathy
P
Tigulla
D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000494:pharmacology*; D001665:Binding Sites; D020128:Inhibitory Concentration 50; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D011451:Prostaglandin-Endoperoxide Synthases / Q000737:chemistry; D013859:Thiocarbamates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000975:Antioxidants; D001578:Benzopyrans; D013859:Thiocarbamates; C035035:Aquatreat DNM-30; D011451:Prostaglandin-Endoperoxide Synthases
Antioxidant activity; Carbamodithioates; Charge transfer complex; Molecular docking; Radical scavenger