Antibacterial activity of (±) 6-benzyl-1-(3-carboxypropyl) indane; a possible way to identify leading novel anti-H. pylori Agents

Naganori Numao, Yukiko Hirota, Akiyo Iwahori, Masanori Sasatsu, Isamu Kondo, Ken Ichi Takao, Susumu Kobayashi

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Magainin 2, isolated from the skin of the Xenopus laevis, is an antimicrobial peptide which reacts directly with the biological membrane to lyse various bacteria from negative and positive microorganisms. In a previous report, we showed that (±)1-(4-aminobutyl)-6-benzylindane (PM2), which mimicked the conformation of the side-chains of a complementary unit on the amino acid sequence of magainin 2 analogs, expressed the in vitro antibacterial activity not only against Helicobacter. pylori (ATCC43526, ATCC43579), but also against Escherichia coli (ATCC25922) and Staphylococcus aureus (ATCC25923). In addition, PM2 caused human blood red cells (RBCs) to lyse at the minimum inhibitory concentration (MIC) value. Based on the antibacterial activities of 9-phenylnonanoic acid (pC9c), we further synthesized (±)-6-benzyl-1-(3-carboxypropyl) indane (PM2c), which replaced a positive charge of PM2 with a negative one, and tested the biological activities. PM2c had the ability to inhibit the growth of H. pylori strains, but its activity to inhibit the growth of E. coli and S. aureus was not detected and weak, respectively. Moreover, PM2c showed non-hemolytic activity against RBCS at the MIC value. These results indicate the possibility that PM2c may be more useful than PM2 either alone or in combination with well- known therapeutic agents for the treatment of H. pylori infection.

Original languageEnglish
Pages (from-to)1204-1207
Number of pages4
JournalBiological and Pharmaceutical Bulletin
Volume20
Issue number11
DOIs
Publication statusPublished - 1997 Jan 1
Externally publishedYes

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Keywords

  • Combinatorial chemistry
  • Complementary peptidomimetic
  • H. pylori
  • Indane derivative
  • Magainin 2
  • Selective activity

ASJC Scopus subject areas

  • Pharmacology
  • Pharmaceutical Science

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