134520-01-7Relevant academic research and scientific papers
Zwitterionic sulfobetaine inhibitors of squalene synthase
Spencer, Thomas A.,Onofrey, Thomas J.,Cann, Reginald O.,Russel, Jonathon S.,Lee, Laura E.,Blanchard, Daniel E.,Castro, Alfredo,Gu, Peide,Jiang, Guojian,Shechter, Ishaiahu
, p. 807 - 818 (2007/10/03)
A substantial number of sulfobetaines (e.g., 10) have been synthesized and evaluated as inhibitors of squalene synthase (SS) on the basis of the idea that their zwitterionic structure would have properties conducive both to binding in the active site and to passage through cell membranes. When the simple sulfobetaine moiety is incorporated into compounds containing hydrophobic portions like those in farnesyl diphosphate (1) or presqualene diphosphate (2), inhibition of SS in a rat liver microsomal assay was indeed observed. For example, farnesylated sulfobetaine 10 has IC50 = 10 μM and aromatic derivative 35 has IC50 = 2 μM for SS inhibition. A wide variety of structural modifications, exemplified by compounds 43, 52, 76, 85, 91, 99, 111, and 115, was investigated. Unfortunately, no inhibitors in the submicromolar range were discovered, and exploration of a different type of zwitterion seems necessary if this appealing approach to inhibition of SS is going to provide a potential antihypercholesterolemic agent.
Sulfobetaine zwitterionic inhibitors of squalene synthase
Shechter, Ishaiahu,Gu, Peide,Jiang, Guojian,Onofrey, Thomas J.,Cann, Reginald O.,Castro, Alfredo,Spencer, Thomas A.
, p. 2585 - 2588 (2007/10/03)
Zwitterions such as farnesyl sulfobetaine 8 are a new type of inhibitor of squalene synthase that, while maintaining overall neutrality, mimic both the carbocationic and anionic moieties of presumed reaction intermediates. The most effective zwitterionic sulfobetaines discovered to date are aromatic derivatives 17 (IC50 = 2 μM) and 20 (IC50 = 5 μM).
Quaternary ammonium compounds having muscle relaxation activity
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, (2008/06/13)
A quaternary ammonium having a muscle relaxation activity compound represented by the formula (I): STR1 wherein R1 represents a methylene, a lower alkylenoxy, a lower alkenylene, a lower alkynylene, --CO--, --COO--, a lower alkylene carbonyloxy, --CH(OR5)--, a lower alkylenecarbonyl, a hydroxy lower alkylene, --O--, --S--, --SO--, or --SO2 --; R2 represents a hydrogen atom, a hydroxy lower alkyl, an aldehyde, a lower alkyl carbonyl, --NO2, or --NHR6 ; R3 represents a hydrogen atom of a group --R1 --(CH2)a --[CH(CH2 A)--CH2 ]b --A; R4 represents an anion; R5 and R6 represent a hydrogen atom or a acetyl; A represents a quaternary ammonium group; a represents an integer of 1 to 8; b represents 0 or 1; m represents an integer of 1 to 4; and (Z) represents a trivalent benzene ring, a trivalent naphthalene ring, a trivalent diphenyl or a trivalent ethane radical.
