Isolation of a Novel Cyclic Hexadepsipeptide Pipalamycin from Streptomyces as an Apoptosis-inducing Agent.

DOI PubMed 3 Citations 7 References
  • UCHIHATA YUKI
    Department of Applied Chemistry, Faculty of Science and Technology, Keio University
  • ANDO NORITAKA
    Department of Applied Chemistry, Faculty of Science and Technology, Keio University
  • IKEDA YOKO
    Institute of Microbial Chemistry
  • KONDO SHINICHI
    Institute of Microbial Chemistry
  • HAMADA MASA
    Institute of Microbial Chemistry
  • UMEZAWA KAZUO
    Department of Applied Chemistry, Faculty of Science and Technology, Keio University

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Abstract

The novel cyclic hexadepsipeptide named pipalamycin was isolated from a culture filtrate of Streptomyces sp. ML297-90F8 as an apoptosis-inducing agent. The antibiotic was found to be consisting of each one mole of alanine, N-hydroxyalanine, glycine, N-acylated 3-hydroxyleucine, and two moles of piperazic acid. Pipalamycin induced apoptosis in apoptosis-resistant human pancreatic adenocarcinoma AsPC-1 cells at 0.3μg/ml in 24-48 hours. It also showed antibacterial activity on Gram-positive bacteria such as Staphylococcus aureus and Micrococcus luteus. Fermentation, isolation, structural elucidation and the biological activities of pipalamycin are described.

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