128918-28-5Relevant articles and documents
Molecular modelling insights into a physiologically favourable approach to eicosanoid biosynthesis inhibition through novel thieno[2,3-b]pyridine derivatives
Mohamed, Mosaad S.,Mansour, Yara E.,Amin, Hatem K.,El-Araby, Moustafa E.
, p. 755 - 767 (2018/04/23)
In this research, we exploited derivatives of thieno[2,3-b]pyridine as dual inhibitors of the key enzymes in eicosanoid biosynthesis, cyclooxygenase (COX, subtypes 1 and 2) and 5-lipoxygensase (5-LOX). Testing these compounds in a rat paw oedema model revealed potency higher than ibuprofen. The most active compounds 7a, 7b, 8b, and 8c were screened against COX-1/2 and 5-LOX enzymes. Compound 7a was the most powerful inhibitor of 5-LOX with IC50 = 0.15 μM, while its p-chloro analogue 7b was more active against COX-2 (IC50 = 7.5 μM). The less desirable target COX-1 was inhibited more potently by 8c with IC50 = 7.7 μM. Surflex docking programme predicted that the more stable anti- conformer of compound (7a) formed a favourable complex with the active site of 5-LOX but not COX-1. This is in contrast to the binding mode of 8c, which resembles the syn-conformer of series 7 and binds favourably to COX-1.
Synthesis of new prim., sec. and tert. 3-amino-thieno[2,3 -b]pyridine-2-carboxamides on different ways
Wagner,Vieweg,Leistner,Bohm,Krasselt,Hanfe ld,Prantz,Grupe
, p. 102 - 109 (2007/10/02)
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