Lavencidin, a polyene macrolide antibiotic from Streptomyces lavendulae FRI-5.
Journal
The Journal of antibiotics
ISSN: 1881-1469
Titre abrégé: J Antibiot (Tokyo)
Pays: England
ID NLM: 0151115
Informations de publication
Date de publication:
05 2021
05 2021
Historique:
received:
16
09
2020
accepted:
27
12
2020
revised:
24
12
2020
pubmed:
21
1
2021
medline:
1
10
2021
entrez:
20
1
2021
Statut:
ppublish
Résumé
In our screening program for new biologically active compounds, a new polyene macrolide, lavencidin (1), along with known compound RKGS-A2215A (2), was isolated from the fermentation broth of Streptomyces lavendulae FRI-5 by changing the composition of liquid medium normally used for the strain. Their structures were elucidated by spectral methods (high-resolution fast-atom bombardment mass spectrometry (HRFABMS) and nuclear magnetic resonance (NMR)). Compound 1 includes a conjugated pentaene moiety together with six hydroxy groups and a carboxylic acid as a side chain. Lavencidin (1) showed moderate growth-inhibitory activity against yeast and was cytotoxic against human cancer cell lines with low-micromolar IC
Identifiants
pubmed: 33469193
doi: 10.1038/s41429-020-00404-z
pii: 10.1038/s41429-020-00404-z
doi:
Substances chimiques
Antifungal Agents
0
Macrolides
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
359-362Références
Berdy J. Thoughts and facts about antibiotics: where we are now and where we are heading. J Antibiot (Tokyo). 2012;65:385–95.
doi: 10.1038/ja.2012.27
Baltz RH. Natural product drug discovery in the genomic era: realities, conjectures, misconceptions, and opportunities. J Ind Microbiol Biotechnol. 2019;46:281–99.
doi: 10.1007/s10295-018-2115-4
Zarins-Tutt JS, Barberi TT, Gao H, Mearns-Spragg A, Zhang L, Newman DJ, et al. Prospecting for new bacterial metabolites: a glossary of approaches for inducing, activating and upregulating the biosynthesis of bacterial cryptic or silent natural products. Nat Prod Rep. 2016;33:54–72.
doi: 10.1039/C5NP00111K
Bode HB, Bethe B, Hofs R, Zeeck A. Big effects from small changes: possible ways to explore nature’s chemical diversity. ChemBioChem. 2002;3:619–27.
doi: 10.1002/1439-7633(20020703)3:7<619::AID-CBIC619>3.0.CO;2-9
Hashimoto K, Nihira T, Sakuda S, Yamada Y. IM-2, a butyrolactone autoregulator, induces production of several nucleoside antibiotics in Streptomyces sp. FRI-5. J Ferment Bioeng. 1992;73:449–55.
doi: 10.1016/0922-338X(92)90136-I
Kurniawan YN, Kitani S, Maeda A, Nihira T. Differential contributions of two SARP family regulatory genes to indigoidine biosynthesis in Streptomyces lavendulae FRI-5. Appl Microbiol Biotechnol. 2014;98:9713–21.
doi: 10.1007/s00253-014-5988-9
Pait IGU, Kitani S, Roslan FW, Ulanova D, Arai M, Ikeda H, et al. Discovery of a new diol-containing polyketide by heterologous expression of a silent biosynthetic gene cluster from Streptomyces lavendulae FRI-5. J Ind Microbiol Biotechnol. 2018;45:77–87.
doi: 10.1007/s10295-017-1997-x
Osada H, Kakeya H, Mori M, Negishi S. New antitumor polyene macrolide RKGS-A2215A, and drugs, cell cycle inhibitors, and antitumor agents containing it. Jpn Kokai Tokkyo Koho. 2009;11:JP 2009–73791.
Schlingmann G, Milne L, Borders D, Carter GT. Strevertenes, antifungal pentaene macrolides produced by Streptoverticillcum LL-30F848. Tetrahedron. 1999;55:5977–90.
doi: 10.1016/S0040-4020(99)00271-9