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Argifin; efficient solid phase total synthesis and evalution of analogues of acyclic peptide

2009; Elsevier BV; Volume: 17; Issue: 7 Linguagem: Inglês

10.1016/j.bmc.2009.02.047

1464-3391

Toshiaki Sunazuka, Akihiro Sugawara, Kanami Iguchi, Tomoyasu Hirose, Kenichiro Nagai, Yoshihiko Noguchi, Yoshifumi Saito, Tsuyoshi Yamamoto, Hideaki Ui, Hiroaki Gouda, Kazuro Shiomi, Takeshi Watanabe, Satoshi Ōmura,

Carbohydrate Chemistry and Synthesis

An effective solid phase synthesis of Argifin, providing subsequent access to effective synthesis of analogues, was developed in 13% overall yield, as well as elucidating structure–activity relationships. The novel acyclic peptide 18b, prepared from a synthetic intermediate of Argifin, was found to be 70 times more potent as an inhibitor of Serratia marcescens chitinases B than Argifin itself