Anticholine esterase activity of phosphonium bis-zwitterions based on 2-cyanoacrylates

Abstract

Phosphonium bis-zwitterions based on bis-2-cyanoacrylates are weak reversible inhibitors of choline esterases with a diverse anticholine esterase effect. This can find use in additional classification of choline esterases.

Phosphonium Phenolate Zwitterion vs Phosphonium Ylide: Synthesis, Characterization and Reactivity Study of a Trimethylphosphonium Phenolate Zwitterion

“…Under similar conditions, 99% deuterium was incorporated into the hydroxyl group of t-BuOH (entry 2). Acetone, acetophenone, phenylacetonitrile and benzylphenyl sulfone also efficiently underwent the H/D exchange reaction, resulting in the formation of deuterated products with high levels of deuterium incorporation at the α-carbon atoms (entries [3][4][5][6]. [17] In the absence of the catalyst, these H/D exchanges [a] Unless otherwise noted, a mixture of 0.1 mmol substrate and 0.005 mmol 1 in 0.4 mL CD 3 CN was heated at 80°C for indicated time.…”

“…[1,2] For example, lipophilic carboxylate phosphabetaines (I, Y = CO 2 , Scheme 1a) as analogs of organic amino acids are endowed with a wide range of chemical and biological properties, [3] and have found valuable applications in cellar biology. [1,2] For example, lipophilic carboxylate phosphabetaines (I, Y = CO 2 , Scheme 1a) as analogs of organic amino acids are endowed with a wide range of chemical and biological properties, [3] and have found valuable applications in cellar biology.…”

“…Phosphonium zwitterions, an important subclass of phosphonium salts bearing both one positive and one negative charge in the molecule, receive considerable interest in various fields of chemistry ranging from organic synthesis, catalysis, medicinal chemistry and materials. [1,2] For example, lipophilic carboxylate phosphabetaines (I, Y = CO 2 , Scheme 1a) as analogs of organic amino acids are endowed with a wide range of chemical and biological properties, [3] and have found valuable applications in cellar biology. [4] In organic chemistry, beside as synthetic reagents, [5] phosphonium zwitterions are frequently engaged as reactive intermediates in catalytic reactions, particularly in those involving nucleophilic addition of phosphines to electron-deficient unsaturated systems, [6] and several intermediates have been reported with fair stability for characterization.…”