L-脯氨酸置于n-甲基吗啉,Sodium Hydroxide体系中,用 氯仿,N,N-二甲基甲酰胺 用作溶剂,化学反应 1.78H,反应生成N-(1-(苯基乙酰基)-L-脯氨酰)甘氨酸乙酯
参考文献:Synthesis And Antiamnesic Activity Of A Series Of N-Acylprolyl-Containing Dipeptides
标题:Synthesis And Antiamnesic Activity Of A Series Of N-Acylprolyl-Containing Dipeptides
摘要:Esters And Amides Of A Series Of N-Acylprolyl-Containing Dipeptides Were Synthesized. It Was Established That These Substances Possess The Ability To Prevent Memory Decline Evoked By Maximal Electroshock (Mes) In A Passive Avoidance Step-Through Paradigm. These N-Acylprolyl-Containing Dipeptides Were Designed As Analogues Of Pyroglutamyl-Containing Dipeptides,Which We Previously Demonstrated To Be Highly Active Nootropics. Among The Structure-Activity Relationships Explored Were The Effect Of N-Acyl-Substitution Size,C-Terminal Substitution And The Nature Of The Second Amino Acid. The Optimal N-Acyl Moiety Was The N-Phenyl-Acetyl Group,While The Optimal C-Terminal Substitution-Esters Were Those Derived From Low Alkyl Alcohols. The Optimal Second Amino Acids Were Asp,Glu Or Their Fragments,Gly,Beta-Ala,Gaba. Compound 1 (N-Phenylacetylprolylglycine Ethyl Ester) Was Selected For Further Evaluation In Impaired Cognitive Functions. It Was Supposed That Esters And Unsubstituted Amides Of N-Acylprolylglycines Are Prodrugs,Which Convert To The Bioactive Cyclo-(Pro-Gly) By Virtue Of Enzymatic Or Chemical Lability Within The Body.
Doi:10.1016/0223-5234(96)80448-X