55790-19-7Relevant academic research and scientific papers
Substituted phosphonic analogues of phenylglycine as inhibitors of phenylalanine ammonia lyase from potatoes
Wanat, Weronika,Talma, Micha?,Hurek, Józef,Pawe?czak, Ma?gorzata,Kafarski, Pawe?
, p. 119 - 127 (2018/06/14)
A series of phosphonic acid analogues of phenylglycine variously substituted in phenyl ring have been synthesized and evaluated for their inhibitory activity towards potato L-phenylalanine ammonia lyase. Most of the compounds appeared to act as moderate (
Cyclic chlorophosphites as scaffolds for the one-pot synthesis of α-aminophosphonates under solvent-free conditions
Swamy, K. C. Kumara,Kumaraswamy, Sudha,Kumar, K. Senthil,Muthiah
, p. 3347 - 3351 (2007/10/03)
New α-aminophosphonates of the type (OCH2CMe 2CH2O)P(O)CH(NHCO2R)(R′) [6a-i, 7a-e, and 8a-c] have been synthesized in high yields by a three-component reaction using (OCH2CMe2CH2O)PCl (3), benzamide (or urethane or benzyl carbamate), and an aldehyde without using any catalyst under solvent-free conditions. This route can be readily adapted for bis-aminophosphonates as well as optically active binaphthoxy α-aminophosphonates; it also tolerates the phenolic -OH group as shown by the synthesis of hydroxy functionalized aminophosphonates. Partial hydrolysis of compounds 7a-d leads to products in which the phosphorinane ring is cleaved first. Compounds (OCH2CMe2CH2O)P(O)CH[NHC(O)Ph] (9-anthryl) (6f) and optically pure (R,S)-(-)-(C20H 12O2)P(O)CH(NHCO2Et)(Ph) (14a) were characterized by X-ray crystallography.
Inhibitors of phenylalanine ammonialyase: 1-aminobenzylphosphonic acids substituted in the benzene ring
Zoń, Jerzy,Amrhein, Nikolaus,Gancarz, Roman
, p. 9 - 21 (2007/10/03)
Dextrorotatory 1-amino-3′,4′-dichlorobenzylphosphonic acid was found to be a potent inhibitor of the plant enzyme phenylalanine ammonia-lyase both in vitro and in vivo from among the ring-substituted 1-aminobenzylphosphonic acids and other analogues of phenylglycine. A structure activity relationship analysis of the results obtained permits predictions on the geometry of the pocket of the enzyme and is a basis in the strategy of better inhibitor synthesis.
ORGANIC PHOSPHORUS COMPOUNDS 94 PREPARATION, PHYSICAL AND BIOLOGICAL PROPERTIES OF AMINO-ARYLMETHYLPHOSPHONIC- AND -PHOSPHONOUS ACIDS
Maier, Ludwig,Diel, Peter J.
, p. 57 - 64 (2007/10/02)
The preparation, physical and spectroscopic properties of amino-arylmethylphosphonic- and -phosphonous acids, the phosphorus analogues of phenylglycine, are described.It is shown that several of the compounds prepared exhibit antifungal activity at 200 ppm.Thus 1e, 1f, 1g and 1h showed activity against Erysiphe (barley), 2a against Puccinia (wheat) and 6a against Botrytis (apple).Of particular interest is the high gameticidal activity of 3a in the greenhouse.
Studies on Organophosphorus Compounds XXVIII. An Improved Synthetic Route to 1-Amino-Substituted Benzyl Phosphonic and -Phosphinic Acids
Yuan, Chengye,Qi, Youmao
, p. 472 - 474 (2007/10/02)
An improved method for the synthesis of 1-aminosubstituted benzyl phosphonic and -phosphinic acids under mild conditions is described.It consists of the reaction of diphenoxy chlorophosphine (1) or dichlorophenylphosphine (6) with substituted benzaldehyde
