Bioorganic and Medicinal Chemistry Letters p. 2547 - 2549 (2011)
Update date:2022-08-03
Topics:
Upadhyay, Kuldip
Bavishi, Abhay
Thakrar, Shailesh
Radadiya, Ashish
Vala, Hardevsinh
Parekh, Shrey
Bhavsar, Dhairya
Savant, Mahesh
Parmar, Manisha
Adlakha, Priti
Shah, Anamik
A series of 4-styrylcoumarin have been synthesized by Knoevenagel condensation between substituted 4-methylcoumarin-3-carbonitrile and different heterocyclic or aromatic aldehydes. 4-Methylcoumarin-3-carbonitrile has been synthesized by the base catalyzed reaction between substituted 2-hydroxyacetophenone and ethyl cyanoacetate. The structures of the newly synthesized compounds were confirmed by 1H NMR, IR and mass spectral analysis. All the compounds were evaluated for their anti-inflammatory activity (against TNF-α and IL-6) and anti-tubercular activity. Compounds 6a, 6h and 6j exhibited promising activity against IL-6 with 72-87% inhibition and compound 6v showed potent activity against TNF-α with 73% inhibition at 10 μM concentration. Whereas compounds 6n, 6o, 6r and 6u showed very good anti-tubercular activity against Mycobacterium tuberculosis H37Rv strain at <6.25 μM.
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