Wang, Yan-Xiang published the artcileSynthesis and identification of novel berberine derivatives as potent inhibitors against TNF-α-induced NF-κB activation, Name: ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, the publication is Molecules (2017), 22(8), 1257/1-1257/14, database is CAplus and MEDLINE.
Twenty-three new berberine (BBR) analogs containing substituents on ring D, I [R1 = OMe, NH2, cyclopropanecarbonyloxy, (4-nitrophenyl)sulfonyloxy, etc., R2 = OMe, (adamantan-1-yl)acetoxy, (adamantane-10-carbonyloxy)], were synthesized and evaluated for their activity for suppression of tumor necrosis factor (TNF)-α-induced nuclear factor (NF)-κB activation. Structure-activity relationship (SAR) anal. indicated that suitable tertiary/quaternary carbon substitutions at the 9-position or a rigid fragment at position 10 might be beneficial for enhancing their anti-inflammatory potency. Among them, compounds I [R1 = (1-methylcyclohexane-1-carbonyl)oxy, 2-(bicyclo[2.2.1]heptan-2-yl)acetoxy, (2′-propylpentanoyl)oxy, (p-tert-butylbenzoyl)oxy, R2 = OMe] exhibited satisfactory inhibitory potency against NF-κB activation, with an inhibitory rate of around 90% (5 μM), much better than BBR. A preliminary mechanism study revealed that all of them could inhibit TNF-α-induced NF-κB activation via impairing IκB kinase (IKK) phosphorylation as well as cytokines interleukin (IL)-6 and IL-8 induced by TNF-α. Therefore, the results provided powerful information on further structural modifications and development of BBR derivatives into a new class of anti-inflammatory candidates for the treatment of inflammatory diseases.
Molecules published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C8H6ClN, Name: ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride.
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