2158-17-0Relevant academic research and scientific papers
Nitrogen-containing polyhydroxylated aromatics as HIV-1 integrase inhibitors: Synthesis, structure-activity relationship analysis, and biological activity
Yu, Shenghui,Zhang, Linna,Yan, Shifeng,Wang, Peng,Sanchez, Tino,Christ, Frauke,Debyser, Zeger,Neamati, Nouri,Zhao, Guisen
, p. 628 - 640 (2012/10/29)
Four series of forty-five nitrogen-containing polyhydroxylated aromatics based on caffeic acid phenethyl ester were designed and synthesized as HIV-1 integrase (IN) inhibitors. Most of these compounds inhibited IN catalytic activities in low micromolar range. Among these new analogues, compounds 9e and 9f were the most potent IN inhibitors with IC50 value of 0.7 μM against strand transfer reaction. Their key structure-activity relationships were also discussed.
2-Oxo-N-aryl-1,2,3,4-tetrahydroquinoline-6-sulfonamides as activators of the tumor cell specific M2 isoform of pyruvate kinase
Walsh, Martin J.,Brimacombe, Kyle R.,Veith, Henrike,Bougie, James M.,Daniel, Thomas,Leister, William,Cantley, Lewis C.,Israelsen, William J.,Vander Heiden, Matthew G.,Shen, Min,Auld, Douglas S.,Thomas, Craig J.,Boxer, Matthew B.
supporting information; experimental part, p. 6322 - 6327 (2011/11/29)
Compared to normal differentiated cells, cancer cells have altered metabolic regulation to support biosynthesis and the expression of the M2 isozyme of pyruvate kinase (PKM2) plays an important role in this anabolic metabolism. While the M1 isoform is a highly active enzyme, the alternatively spliced M2 variant is considerably less active and expressed in tumors. While the exact mechanism by which decreased pyruvate kinase activity contributes to anabolic metabolism remains unclear, it is hypothesized that activation of PKM2 to levels seen with PKM1 may promote a metabolic program that is not conducive to cell proliferation. Here we report the third chemotype in a series of PKM2 activators based on the 2-oxo-Naryl-1,2,3,4-tetrahydroquinoline-6-sulfonamide scaffold. The synthesis, structure activity relationships, selectivity and notable physiochemical properties are described.
Design and synthesis of novel nitrogen-containing polyhydroxylated aromatics as HIV-1 integrase inhibitors from caffeic acid phenethyl ester
Wang, Peng,Liu, Chuan,Sanches, Tino,Zhong, Yuan,Liu, Bo,Xiong, Junlong,Neamati, Nouri,Zhao, Guisen
supporting information; experimental part, p. 4574 - 4578 (2010/04/24)
A series of nitrogen-containing polyhydroxylated aromatics from caffeic acid phenethyl ester were designed and synthesized as HIV-1 integrase inhibitors. Most of these compounds exhibited potent inhibitory activities at micromolar concentrations against HIV-1 integrase in the 3′-end processing and the strand transfer. Their key structure-activity relationship was also discussed.
Synthesis of n-mono-and n,n-disubstituted 4-aminobenzenesulfonamides
Mikhura,Formanovskii
, p. 64 - 68 (2007/10/03)
-N-Mono-and N,N-disubstituted 4-aminobenzenesulfonamides were synthesized by reaction of 4-acetylacetylaminobenzenesulfonyl chloride with the corresponding primary and secondary aliphatic and aromatic amines, followed by removal of the acetyl group via acid hydrolysis.
