Thiazoplanomicin, a new thiazolyl peptide antibiotic from the leaf-litter actinomycete Actinoplanes sp. MM794L-181F6

  • J Antibiot (Tokyo). 2025 Jan;78(1):14-25. doi: 10.1038/s41429-024-00783-7.
Yasuhiro Takehana  1 ,  Hideyuki Muramatsu  2 ,  Masaki Hatano  2 ,  Yoshimasa Ishizaki  2 ,  Maya Umekita  2 ,  Yuko Shibuya  2 ,  Chigusa Hayashi  2 ,  Tomoyuki Kimura  2 ,  Toshifumi Takeuchi  2 ,  Ken Shimuta  3 ,  Ryuichi Sawa  2 ,  Masayuki Igarashi  4
Affiliations
  • 1. Institute of Microbial Chemistry (BIKAKEN), Shinagawa-ku, Tokyo, Japan. [email protected].
  • 2. Institute of Microbial Chemistry (BIKAKEN), Shinagawa-ku, Tokyo, Japan.
  • 3. Department of Bacteriology I, National Institute of Infectious Diseases (NIID), Shinjuku-ku, Tokyo, Japan.
  • 4. Institute of Microbial Chemistry (BIKAKEN), Shinagawa-ku, Tokyo, Japan. [email protected].
PMID: 39468287 DOI: 10.1038/s41429-024-00783-7
Abstract

A new bioactive substance was identified from a leaf-litter actinomycete strain by screening for Antibacterial activity against Neisseria gonorrhoeae. The thiazolyl peptide Antibiotic, named thiazoplanomicin, was isolated from the secondary metabolites of the leaf-litter actinomycetes Actinoplanes sp. MM794L-181F6 by extraction with n-butanol, silica gel column chromatography, Sephadex LH-20 column chromatography, and preparative HPLC. Thiazoplanomicin was characterized by LC-HR-ESI-MS, NMR, and X-ray analyses, along with analysis of the degradation products and chemical derivatives, and determined to be a nocathiacin-like multiple macrocyclic thiazolyl peptide. Thiazoplanomicin showed potent antimicrobial activity against gonococcal strains, including those resistant to known anti-gonococcal compounds such as telithromycin, azithromycin, and ceftriaxone, with MIC values ranging from 0.0312 to 0.125 µg ml-1. Such anti-gonococcal activity has not been reported on nocathiacin-like thiazolyl peptide Antibiotic so far. Similar to Other thiazolyl peptide Antibiotics, thiazoplanomicin also showed potent Antibacterial activity against Gram-positive bacteria with MIC values ranging from 0.0005 to 0.0156 µg ml-1 but showed no Antibacterial activity against Escherichia coli.

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