Tert-butyl Group Substitution in the Ring-B of Murrayanine-Chalcone leads to Higher Expression of Edema Reduction

Debarshi Kar Mahapatra 1*, Ruchi S. Shivhare 2, Shilpa S. Borkar 3

1 Department of Pharmaceutical Chemistry, Dadasaheb Balpande College of Pharmacy, Nagpur, Maharashtra, India

2 Department of Pharmaceutical Chemistry, Kamla Nehru College of Pharmacy, Nagpur, Maharashtra, India

3 Department of Pharmacology, Kamla Nehru College of Pharmacy, Nagpur, Maharashtra, India

Correspondence: Email- dkmbsp@gmail.com




Inspiring from the fact that the free-radicals are the main culprit in the precipitation of inflammation, cancer, and several other diseases, a hybrid molecule comprising of murrayanine (carbazole moiety), chalcone, and tert-butyl group was fabricated by our group, and it showed enhanced anti-oxidant activity due to the synergistic effect of the three individual components. These three components, in individuality, have a strikingly high anti-oxidant activity. Similarly, motivating from the above reports and data obtained from the previously performed anti-oxidant studies, at present the developed chalcone molecule was screened for its anti-inflammatory potentials for treating chronic conditions such as rheumatoid arthritis which involves the participation of free-radicals and the management requires complete free-radical scavenging. The in vivo anti-inflammatory screening was performed by employing the carrageenan-induced paw edema method. The compound through the tert-butyl group exhibited potential anti-inflammatory activity with 64.69% inhibition of edema after 3 hrs, probably by the inhibition of the mediators like cyclooxygenase-1/2 and lipoxygenase. As compared to the previously synthesized murrayanine-chalcones, either unsubstituted or substituted by electron-withdrawing / electron-donating groups, the chalcone exhibited much better activity. The study opened new avenues of research by encouraging medicinal chemists in understanding the strategies and approach toward fabricating more potent analogs.


Keywords: Murrayanine, Chalcone, tert-butyl, Anti-inflammatory, Anti-oxidant, Edema

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