Synthesis of novel 2-mercapto benzothiazole and 1,2,3-triazole based bis-heterocycles: their anti-inflammatory and anti-nociceptive activities.
A focused library of novel bis-heterocycles encompassing 2-mercapto benzothiazole and 1,2,3-triazoles were synthesized using click chemistry approach. The synthesized compounds have been tested for their anti-inflammatory activity by using biochemical cyclooxygenase (COX) activity assays and carrageenan-induced hind paw edema. Among the tested compounds, compound 4d demonstrated a potent selective COX-2 inhibition with COX-2/COX-1 ratio of 0.44. Results from carrageenan-induced hind paw edema showed that compounds 4a, 4d, 4e and 4f posses significant anti-inflammatory activity as compared to the standard drug Ibuprofen. The compounds showing significant activity were further subjected to anti-nociceptive activity by writhing test. These four compounds have shown comparable activity with the standard Ibuprofen. Further ulcerogenic studies shows that none of these compounds causing gastric ulceration.
Department of Chemistry, Faculty of Science, Jamia Hamdard, Hamdard Nagar, New Delhi, India. shafirrl@gmail.com
Syed
S
Shafi
Mohammad Mahboob
MM
Alam
Naveen
N
Mulakayala
Chaitanya
C
Mulakayala
G
G
Vanaja
Arunasree M
AM
Kalle
Reddanna
R
Pallu
M S
MS
Alam
D000700:Analgesics / Q000138:chemical synthesis / Q000737:chemistry* / Q000627:therapeutic use*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000627:therapeutic use*; D052160:Benzothiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000627:therapeutic use*; D057930:Click Chemistry; D016861:Cyclooxygenase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use; D004487:Edema / Q000188:drug therapy; D005260:Female; D006801:Humans; D008297:Male; D008958:Models, Molecular; D059225:Nociception / Q000187:drug effects; D051381:Rats; D017208:Rats, Wistar; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000627:therapeutic use*
D000700:Analgesics; D000893:Anti-Inflammatory Agents; D052160:Benzothiazoles; D016861:Cyclooxygenase Inhibitors; D014230:Triazoles; C005563:captax