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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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  • Mahapatra D.K., Bharti S.K.: Handbook of Research on Medicinal Chemistry. 1st ed. Apple Academic Press, New Jersey, 2017.
  • Mahapatra DK, Bharti SK. Drug Design. 1st ed. Tara Publications Private Limited, New Delhi, 2016.
  • Shivhare RS, Mahapatra DK, Nair RR, Deshmukh SN. Schiff's base derivatives of murrayanine demonstrated enhanced antioxidant activity than its parent moiety. Indian J Pharm Edu Res 2016; 50(4): 9-15.
  • Mahapatra DK, Chhajed SS, Shivhare RS. Development of Murrayanine-Chalcone hybrids: An effort to combine two privilege scaffolds for enhancing hypoglycemic activity. Int J Pharm Chem Anal 2017; 4(2): 30-34.
  • Mahapatra DK, Shivhare RS, Bharti SK. Novel Murrayanine based Pyrazole analogs as emerging anti-fungal candidates: Design, synthesis, characterization, and in vitro evaluation. Res Pharmaceut 2017; 1(1): 1-5.
  • Mahapatra DK, Das D, Shivhare RS. Substituted thiazole linked murrayanine-Schiff's base derivatives as potential anti-breast cancer candidates: Future EGFR Kinase inhibitors. Int J Pharm Sci Drug Res 2017; 9(3): 139-144.
  • Bala S, Kamboj S, Kumar A. Heterocyclic 1, 3, 4-oxadiazole compounds with diverse biological activities: A comprehensive review. J Pharm Res. 2010 Dec; 3(12): 2993-7.
  • Vaidya A, Jain S, Jain P, Jain P, Tiwari N, Jain R, Jain R, K Jain A, K Agrawal R. Synthesis and biological activities of oxadiazole derivatives: a review. Mini Rev Med Chem 2016; 16(10): 825-45.
  • Sahu VK, Singh AK, Yadav D. Review article on 1, 3, 4oxadiazole derivatives and it's pharmacological activities. Int J ChemTech Res 2011; 3(3): 1362-72.
  • Mukesh B, Vandana S, Rakesh K. Biological activities of 1, 3, 4oxadiazole: a review. Int Res J Pharm 2011; 2(12): 84-9.
  • Joseph TM, Mahapatra DK. In silico molecular docking of cuminaldehyde and its bioconverted ligands as lipoxygenase and cyclooxygenase-2 inhibitors. Mol Model 2017; 2017(3): 1-4.

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

Abstract Views: 6  |  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