Diverted total synthesis of falcitidin acyl tetrapeptides as new antimalarial leads

Santosh R. Kotturi, Brinda Somanadhan, Jun Hong Ch'Ng, Kevin S.W. Tan, Mark S. Butler, Martin J. Lear

研究成果: Article査読

7 被引用数 (Scopus)

抄録

We report not only the convergent total synthesis of falcitidin, a natural inhibitor of falcipain-2 from myxobacterium Chitinophaga, but also its diversification into a new antimalarial class of N-acyl tetrapeptides (Acyl-His-Ile-Val-Pro-NH2). Despite the lack of whole-cell activity of falcitidin itself, our study led to the identification of a trifluoromethyl (CF3) analogue displaying sub-micromolar IC50 activity against Plasmodium falciparum 3D7 in a standard blood-cell assay, but only when N-tritylated on its histidine (imidazole) residue.

本文言語English
ページ(範囲)1949-1951
ページ数3
ジャーナルTetrahedron Letters
55
11
DOI
出版ステータスPublished - 2014 3月 12
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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