New tetrahydroquinoline and indoline compounds containing a hydroxy cyclopentenone, virantmycin B and C, produced by Streptomyces sp. AM-2504

Tōru Kimura, Takuya Suga, Masanori Kameoka, Minoru Ueno, Yuki Inahashi, Hirotaka Matsuo, Masato Iwatsuki, Katsumi Shigemura, Kazuro Shiomi, Yōko Takahashi, Satoshi Ōmura, Takuji Nakashima*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

Two new antibiotics, designated virantmycin B (1) and C (2), were isolated from the cultured broth of Streptomyces sp. AM-2504. Compounds 1 and 2 were purified by Diaion HP-20, silica gel, and octadecylsilane chromatography, followed by high-performance liquid chromatography. The chemical structures of the new compounds, 1 and 2, were determined by nuclear magnetic resonance and mass spectrometry, as containing a terahydroquinoline and an indoline, respectively, each also containing a hydroxy cyclopentenone moiety. Both compounds demonstrated weak antimicrobial (both antibacterial and antifungal) activity and compound 1 also showed antiviral activity against the dengue virus, whereas compound 2 exhibited no antiviral properties.

Original languageEnglish
Pages (from-to)169-173
Number of pages5
JournalJournal of Antibiotics
Volume72
Issue number3
DOIs
Publication statusPublished - 2019 Mar 1
Externally publishedYes

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery

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