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Anti-Inflammatory Potentials of Some Novel Murrayanine Containing 1,3,4-Oxadiazole Derivatives


Affiliations
1 Department of Pharmaceutical Chemistry, Dadasaheb Balpande College of Pharmacy, Nagpur - 440037, Maharashtra, India
2 Department of Pharmaceutical Chemistry, Kamla Nehru College of Pharmacy, Nagpur - 441108, Maharashtra, India
3 Department of Pharmaceutical Chemistry, R. C. Patel Institute of Pharmaceutical Education and Research, Shirpur - 425405, Dist. Dhule, Maharashtra, India
     

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Based on the assumption that designing compounds with all the three features; a natural product, a synthetic component, and a functional Schiff’s base will surely lead to the development of more potent and safe analogs. The present research endeavors at designing a novel molecule from a previously reported starting material (E)-2-((1-methoxy-9H-carbazol-3-yl)methylene) hydrazinecarboxamide that comprised of a natural product (murrayanine, a carbazole alkaloid present in the Indian curry plant Murraya koenigii L.), a synthetic component (oxadiazole, a well-known versatile heterocycle which has potential for treating numerous ailments), and a functional Schiff’s base attaching a substituted aromatic portion. The produced derivatives were studied for exploration of their in vivo anti-inflammatory activity using carrageenan-induced paw edema method. The sophisticated analytical techniques established the structures of murrayanine-oxadiazole hybrids. The acute toxicity studies highlighted their certain degree of safety. The compound 4e containing 3,5-OCH3 and 4-OH expressed the highest biological activity after 3 hrs, which may be due to the interaction of the substituents with the active sites of inflammation targets like cyclooxygenase (COX) and lipoxygenase (LOX). A structural influence on the biological activity cannot be predicted very clear, however, it might be plausibly expressed that the hydrophilic groups or electron-donating substituents at 3 to 5 positions have a vital role. This research will be an emerging perspective towards the fabrication of natural and synthetic components in one hybridized form which results in synergistic pharmacological activity. The fabricated products have the potential of usage as future therapeutic agents with good safety profile.

Keywords

Murrayanine, Murraya koenigii, Oxadiazole, Inflammation, Hybrid, Schiff's Base.
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  • Anti-Inflammatory Potentials of Some Novel Murrayanine Containing 1,3,4-Oxadiazole Derivatives

Abstract Views: 551  |  PDF Views: 1

Authors

Debarshi Kar Mahapatra
Department of Pharmaceutical Chemistry, Dadasaheb Balpande College of Pharmacy, Nagpur - 440037, Maharashtra, India
Ruchi S. Shivhare
Department of Pharmaceutical Chemistry, Kamla Nehru College of Pharmacy, Nagpur - 441108, Maharashtra, India
Vinod G. Ugale
Department of Pharmaceutical Chemistry, R. C. Patel Institute of Pharmaceutical Education and Research, Shirpur - 425405, Dist. Dhule, Maharashtra, India

Abstract


Based on the assumption that designing compounds with all the three features; a natural product, a synthetic component, and a functional Schiff’s base will surely lead to the development of more potent and safe analogs. The present research endeavors at designing a novel molecule from a previously reported starting material (E)-2-((1-methoxy-9H-carbazol-3-yl)methylene) hydrazinecarboxamide that comprised of a natural product (murrayanine, a carbazole alkaloid present in the Indian curry plant Murraya koenigii L.), a synthetic component (oxadiazole, a well-known versatile heterocycle which has potential for treating numerous ailments), and a functional Schiff’s base attaching a substituted aromatic portion. The produced derivatives were studied for exploration of their in vivo anti-inflammatory activity using carrageenan-induced paw edema method. The sophisticated analytical techniques established the structures of murrayanine-oxadiazole hybrids. The acute toxicity studies highlighted their certain degree of safety. The compound 4e containing 3,5-OCH3 and 4-OH expressed the highest biological activity after 3 hrs, which may be due to the interaction of the substituents with the active sites of inflammation targets like cyclooxygenase (COX) and lipoxygenase (LOX). A structural influence on the biological activity cannot be predicted very clear, however, it might be plausibly expressed that the hydrophilic groups or electron-donating substituents at 3 to 5 positions have a vital role. This research will be an emerging perspective towards the fabrication of natural and synthetic components in one hybridized form which results in synergistic pharmacological activity. The fabricated products have the potential of usage as future therapeutic agents with good safety profile.

Keywords


Murrayanine, Murraya koenigii, Oxadiazole, Inflammation, Hybrid, Schiff's Base.

References