Synthesis of 3-O-methylviridicatin analogues with improved anti-TNF-α properties

Bioorganic & Medicinal Chemistry Letters
2007.0

Abstract

We synthesized 3-O-methylviridicatin and several analogues of this fungal metabolite. We showed that replacement of the methoxy moiety by a thiomethyl enhanced dramatically its ability to inhibit TNF-alpha secretion. These results strongly suggest that 4-phenyl-3-methylthioquinolinone may provide the basis for the development of new anti-inflammatory agents.

Knowledge Graph

Similar Paper

Synthesis of 3-O-methylviridicatin analogues with improved anti-TNF-α properties
Bioorganic & Medicinal Chemistry Letters 2007.0
Synthesis and bioactivities of novel bicyclic thiophenes and 4,5,6,7-tetrahydrothieno[2,3-c]pyridines as inhibitors of tumor necrosis factor-α (TNF-α) production
Bioorganic & Medicinal Chemistry Letters 2002.0
α-Fluoro-substituted thalidomide analogues
Bioorganic & Medicinal Chemistry Letters 2003.0
Design and synthesis of a vialinin A analog with a potent inhibitory activity of TNF-α production and its transformation into a couple of bioprobes
Bioorganic & Medicinal Chemistry Letters 2012.0
Vialinin B, a novel potent inhibitor of TNF-α production, isolated from an edible mushroom, Thelephora vialis
Bioorganic & Medicinal Chemistry Letters 2006.0
Semi-synthetic analogs of pinitol as potential inhibitors of TNF-α cytokine expression in human neutrophils
Bioorganic & Medicinal Chemistry Letters 2009.0
Chemical constituents of Plectranthus amboinicus and the synthetic analogs possessing anti-inflammatory activity
Bioorganic & Medicinal Chemistry 2014.0
Synthesis and pharmacological evaluation of a novel series of 3-aryl-2-(2-substituted-4-methylthiazole-5-yl)thiazolidin-4-one as possible anti-inflammatory and antimicrobial agents
Bioorganic & Medicinal Chemistry Letters 2012.0
Substituted Xanthines, Pteridinediones, and Related Compounds as Potential Antiinflammatory Agents. Synthesis and Biological Evaluation of Inhibitors of Tumor Necrosis Factor α
Journal of Medicinal Chemistry 1996.0
Synthesis and biological screening of a library of macamides as TNF-α inhibitors
RSC Medicinal Chemistry 2020.0