Journal of Antibiotics p. 322 - 336 (2002)
Update date:2022-08-03
Topics:
Hasuoka, Atsushi
Nishikimi, Yuji
Nakayama, Yutaka
Kamiyama, Keiji
Nakao, Masafumi
Miyagawa, Ken-Ichiro
Nishimura, Osamu
Fujino, Masahiko
The novel natural antibiotics pyloricidin A, B and C possess potent and highly selective antibacterial activity against Helicobacter pylori. In order to investigate the structure activity relationships for the terminal peptidic moiety, a series of pyloricidin B and pyloricidin C derivatives, bearing various amino acids in the moiety, were prepared and evaluated for their anti-H. pylori activity. The derivatives bearing α-D-, β- and γ-amino acids or peptidemimetics showed drastically decreased activity. On the other hand, the derivatives with α-L-amino acids were found to maintain the activity. Among the derivatives prepared in this work, the allyglycine derivative 2s showed the most potent anti-H. pylori activity, with an MIC value of less than 0.006 μg/ml against H. pylori NCTC11637, which is 60-fold greater than the activity of the lead compound pyloricidin C.
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