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Shivhare, Ruchi S.
- Novel Schiff’s Base Containing Murrayanine-1,3,4-Thiadiazole Hybrids as Potential Anti-Inflammatory Agents
Abstract Views :443 |
PDF Views:172
Authors
Affiliations
1 Department of Pharmaceutical Chemistry, Dadasaheb Balpande College of Pharmacy, Nagpur - 440037, Maharashtra, IN
2 Department of Pharmaceutical Chemistry, Kamla Nehru College of Pharmacy, Nagpur - 441108, Maharashtra, IN
3 Department of Applied Chemistry, Priyadarshini Bhagwati College of Engineering, Nagpur 440009, Maharashtra, IN
1 Department of Pharmaceutical Chemistry, Dadasaheb Balpande College of Pharmacy, Nagpur - 440037, Maharashtra, IN
2 Department of Pharmaceutical Chemistry, Kamla Nehru College of Pharmacy, Nagpur - 441108, Maharashtra, IN
3 Department of Applied Chemistry, Priyadarshini Bhagwati College of Engineering, Nagpur 440009, Maharashtra, IN
Source
Asian Journal of Chemistry and Pharmaceutical Sciences, Vol 2, No 2 (2017), Pagination: 27-32Abstract
Murrayanine is the most highly explored molecule from Murraya koenigii L., known popularly as Indian curry plant (family Rutaceae) which demonstrates carminative, astringent, stomachic, purgative, febrifuge, anti-anemic, and anti-helminthic. Thiadiazole is a scaffold of prime importance in medicinal chemistry. It has often been observed that thiadiazoles on hybridization with other heterocyclic scaffolds, demonstrates synergistic activity. Based on this fact, a hybrid of 1,3,4-thiadiazole was planned to fabricate with murrayanine and also to explore its synergistic potentials in a specific direction based on the available text information. The present study involved the synthesis of murrayanine-thiadiazole hybrids using a previously reported starting material (E)-2-((1-methoxy-9H-carbazol-3-yl)methylene) thiosemicarbazide and exploring the anti-inflammatory activity of the produced novel compounds. The compound 4c, containing 3-OCH3 and 4-OH substituents displayed the highest edema reducing activity after 3 hrs. The enhanced activity may be due to the interaction of the hydrophilic moiety, via oxygen moiety with the active site of the inflammation causing elements like cyclooxygenase (COX) and lipoxygenase (LOX). We tried to establish a crystal clear structure-activity relationship but due to mixed results, a true relationship cannot be predicted. Rather, an assumption was made based on the available interacting groups with the active sites of the chemical mediator. This research will definitely motivate global researchers in rationally designing of natural product-based heterocyclic hybrids which will have great perspective as therapeutic agents in future with reduced side-effects.Keywords
Hybrid, Inflammation, Murrayanine, Murraya koenigii, Schiff’s Base, Thiadiazole.References
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- Mahapatra DK, Shivhare RS, Bharti SK. Novel Murrayanine based Pyrazole analogs as emerging anti-fungal candidates: Design, synthesis, characterization, and in vitro evaluation. Research Pharmaceutica 2017; 1(1):1–5.
- Mahapatra DK, Shivhare RS. Synthesizing an anti-oxidant principle 2-(((1-methoxy-9H-carbazol-3-yl)methylene)amino) isoindoline-1,3-dione from N-aminophthalimide and murrayanine. Inventi Medicinal Chemistry 2017; 2017(4):1-3.
- Shivhare RS, Mahapatra DK, Nair RR, Deshmukh SN. Schiff ’s base derivatives of murrayanine demonstrated enhanced anti-oxidant activity than its parent moiety. Indian Journal of Pharmaceutical Education and Research 2016; 50(4):9–15. crossref
- Mahapatra DK, Das D, Shivhare RS, Borkar SS. Murrayaninehydantoin and -thiohydantoin analogs as promising anti-convulsant agents: Synthesis, Characterization and Molecular Docking Studies. MOJ Bioorganic and Organic Chemistry. 2018; 2(2):47-51.
- Mahapatra DK, Shivhare RS, Kumar P. Murrayaninechalcone transformed into novel pyrimidine compounds demonstrated promising anti-inflammatory activity. Asian Journal of Pharmaceutical Research 2018. (ACCEPTED).
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- Anti-Inflammatory Potentials of Some Novel Murrayanine Containing 1,3,4-Oxadiazole Derivatives
Abstract Views :480 |
PDF Views:1
Authors
Affiliations
1 Department of Pharmaceutical Chemistry, Dadasaheb Balpande College of Pharmacy, Nagpur - 440037, Maharashtra, IN
2 Department of Pharmaceutical Chemistry, Kamla Nehru College of Pharmacy, Nagpur - 441108, Maharashtra, IN
3 Department of Pharmaceutical Chemistry, R. C. Patel Institute of Pharmaceutical Education and Research, Shirpur - 425405, Dist. Dhule, Maharashtra, IN
1 Department of Pharmaceutical Chemistry, Dadasaheb Balpande College of Pharmacy, Nagpur - 440037, Maharashtra, IN
2 Department of Pharmaceutical Chemistry, Kamla Nehru College of Pharmacy, Nagpur - 441108, Maharashtra, IN
3 Department of Pharmaceutical Chemistry, R. C. Patel Institute of Pharmaceutical Education and Research, Shirpur - 425405, Dist. Dhule, Maharashtra, IN
Source
Asian Journal of Pharmacy and Technology, Vol 8, No 1 (2018), Pagination: 47-51Abstract
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
- 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.
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