Asian Journal of Chemistry and Pharmaceutical Sciences

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Novel Schiff’s Base Containing Murrayanine-1,3,4-Thiadiazole Hybrids as Potential Anti-Inflammatory Agents


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 Applied Chemistry, Priyadarshini Bhagwati College of Engineering, Nagpur 440009, Maharashtra, India
 

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.
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  • Novel Schiff’s Base Containing Murrayanine-1,3,4-Thiadiazole Hybrids as Potential Anti-Inflammatory Agents

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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
Animeshchandra G. M. Haldar
Department of Applied Chemistry, Priyadarshini Bhagwati College of Engineering, Nagpur 440009, Maharashtra, India

Abstract


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