Synthesis of N-arylsulfonyl DL-phenylserine derivatives exhibiting anti-inflammatory activity in experimental studies.

Autor: Straukas J; Institute of biochemistry, Vilnius, Lithuania., Dirvianskyte N, Astrauskas V, Butkus E
Jazyk: angličtina
Zdroj: Farmaco (Societa chimica italiana : 1989) [Farmaco] 2002 Oct; Vol. 57 (10), pp. 803-8.
DOI: 10.1016/s0014-827x(02)01280-6
Abstrakt: Synthesis and evaluation of anti-inflammatory activity in rats with adjuvant arthritis of aryl sulfonyl derivatives of nonproteinogenic aromatic amino acids is reported. The studied compounds were synthesized by introducing residues of benzene-, p-toluene-, and p-bromobenzene sulfonic acids into threo-DL-phenylserine and erythro-DL-p-nitrophenylserine structures. From the set of 12 compounds tested in animal screening, N-(p-bromobenzenesulfonyl)-erythro-DL-p-nitrophenylserine ethyl ester 12 demonstrated the most pronounced anti-inflammatory activity. This compound inhibited inflammation process in polyarthritis phase by 53% (P < 0.001) though it was slightly toxic (LD50 > 6,000 mg kg(-1) for mice).
Databáze: MEDLINE