Haneummycin, a new 22-membered macrolide lactam antibiotic, produced by marine-derived Streptomyces sp. KM77-8.

Methicillin-Resistant Staphylococcus aureus Lactams / pharmacology Streptomyces / chemistry Anti-Bacterial Agents / chemistry Macrolides / pharmacology Microbial Sensitivity Tests

Journal

The Journal of antibiotics
ISSN: 1881-1469
Titre abrégé: J Antibiot (Tokyo)
Pays: England
ID NLM: 0151115

Informations de publication

Date de publication:
11 2023
Historique:
received: 28 04 2023
accepted: 04 08 2023
revised: 21 07 2023
medline: 30 10 2023
pubmed: 20 9 2023
entrez: 19 9 2023
Statut: ppublish

Résumé

A new antibiotic named haneummycin (1) was isolated from a culture broth of marine-derived Streptomyces sp. KM77-8 by solvent extraction and HPLC using a C4 column. The structure of 1 was elucidated including relative stereochemistry as a new 22-membered macrolide lactam associated with a cyclopentanone and three sugars by various spectroscopic analyses, such as MS and NMR. Compound 1 displayed significant antibacterial activities against Gram-positive bacteria including vancomycin-resistant Enterococcus faecium (VRE) and methicillin-resistant Staphylococcus aureus (MRSA) with both MIC values of 8.0 µg ml

Identifiants

DOI: 10.1038/s41429-023-00648-5 PMID: 37726436
pubmed: 37726436
doi: 10.1038/s41429-023-00648-5
pii: 10.1038/s41429-023-00648-5
doi:

Substances chimiques

Lactams 0
Anti-Bacterial Agents 0
Macrolides 0

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

650-657

Informations de copyright

© 2023. The Author(s), under exclusive licence to the Japan Antibiotics Research Association.

Références

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Auteurs

Moeka Uemura (M)

Graduate School of Marine Science and Technology, Tokyo University of Marine Science and Technology, 4-5-7 Konan, Minato-ku, Tokyo, 108-8477, Japan.

Keisuke Kobayashi (K)

Department of Microbial Chemistry, Graduate School of Pharmaceutical Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan.
Medicinal Research Laboratories, School of Pharmacy, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan.
ORCID: 0000-0001-9580-2484

Noriko Sato (N)

Medicinal Research Laboratories, School of Pharmacy, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan.

Kenichiro Nagai (K)

Medicinal Research Laboratories, School of Pharmacy, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan.

Reiko Seki (R)

Medicinal Research Laboratories, School of Pharmacy, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan.

Michiya Kamio (M)

Graduate School of Marine Science and Technology, Tokyo University of Marine Science and Technology, 4-5-7 Konan, Minato-ku, Tokyo, 108-8477, Japan.

Takashi Fukuda (T)

Department of Fisheries, Faculty of Agriculture and Agricultural Technology and Innovation Research Institute, Kindai University, 3327-204 Nakamachi, Nara, 631-8505, Japan.

Taishi Tsubouchi (T)

Department of Bacteriology, Osaka Metropolitan University, Graduate School of Medicine, 1-4-3 Asahi-machi, Abeno-ku, Osaka, 545-8585, Japan.
Research Center for Infectious Disease Sciences, Osaka Metropolitan University, Graduate School of Medicine, 1-4-3 Asahi-machi, Abeno-ku, Osaka, 545-8585, Japan.

Hiroshi Tomoda (H)

Department of Microbial Chemistry, Graduate School of Pharmaceutical Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan.

Taichi Ohshiro (T)

Department of Microbial Chemistry, Graduate School of Pharmaceutical Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan.
Medicinal Research Laboratories, School of Pharmacy, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan.

Takeshi Kobayashi (T)

Graduate School of Marine Science and Technology, Tokyo University of Marine Science and Technology, 4-5-7 Konan, Minato-ku, Tokyo, 108-8477, Japan.

Takeshi Terahara (T)

Graduate School of Marine Science and Technology, Tokyo University of Marine Science and Technology, 4-5-7 Konan, Minato-ku, Tokyo, 108-8477, Japan. terahara@kaiyodai.ac.jp.

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Classifications MeSH

questionsmedicales.fr › Bactéries › Bactéries à Gram positif › Cocci à Gram positif › Staphylococcaceae › Staphylococcus › Staphylococcus aureus › Staphylococcus aureus résistant à la méticilline › Haneummycin, a new 22-membered macrolide...
questionsmedicales.fr › Composés hétérocycliques › Composés hétéromonocycliques › Lactames › Haneummycin, a new 22-membered macrolide...
questionsmedicales.fr › Bactéries › Bactéries à Gram positif › Bâtonnets à Gram positif › Bâtonnets sporulés à Gram positif › Streptomycetaceae › Streptomyces › Haneummycin, a new 22-membered macrolide...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Utilisations thérapeutiques › Anti-infectieux › Antibactériens › Haneummycin, a new 22-membered macrolide...
questionsmedicales.fr › Composés polycycliques › Composés macrocycliques › Polycétides › Macrolides › Haneummycin, a new 22-membered macrolide...
questionsmedicales.fr › Techniques d'investigation › Évaluation préclinique de médicament › Tests de sensibilité microbienne › Haneummycin, a new 22-membered macrolide...