Anthelmintic activity of 3,6-dibenzyl-2,5-dioxopiperazine, cyclo(L-Phe-L-Phe)：（驱虫剂的活动3 6-dibenzyl-2 5-dioxopiperazine,三轮车(L-Phe-L-Phe)）.pdfVIP

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Anthelmintic activity of 3,6-dibenzyl-2,5-dioxopiperazine, cyclo(L-Phe-L-Phe)：（驱虫剂的活动3 6-dibenzyl-2 5-dioxopiperazine,三轮车(L-Phe-L-Phe)）.pdf

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Amino Acids (1997) 12:41-47 Amino Acids © Springer-Verlag 1997 Printed in Austria Anthelmintic activity of 3,6-dibenzyl-2,5-dioxopiperazine, cyclo(L-Phe-L-Phe) N. Walchshofer ~, M. E. Sarciron2, F. Garnier3, P. Delatour 3, A. F. Petavy 2, and J. Paris 1 1Laboratoire de Chimie Th6rapeutique and 2Laboratoire de Parasitologie et Mycologie M6dicale, Facult6 de Pharmacie, Lyon, France 3Ddpartement de Biochimie,t~coleNationale Vdtdrinaire de Lyon, Marcy ll~toile,France Accepted April 17, 1996 Summary. After oral administration, dipeptide Phe-Phe-OMe 1 exhibits anthelmintic activity against E c h i n o c o c c u s multilocularis larvae, cestoda, in mongolian gerbils (intraperitoneal localization), but not against H y m e n o l e p i s nana, cestoda, in fasted mice (gastro-intestinal localization). This compound rapidly provides its cyclization product dioxopiperazine 2 in pH 7.4 buffer at 37°C, but was stable at pH 2.4 during 16h at 30°C. It was postulated that dipeptide 1 could act as a prodrug of 2. Initial pharmacokinetics studies were carried out in mice and dogs. After oral administration, biotransformation of 1 into 2 occurred to some extent in mice but not in fasted dogs. Results of these studies did not allow to ascertain that 1 is a prodrug of 2. Compound 2 has been tested in mice against H. n a n a and S c h