Abstract
A new antimycin group antibiotic, antimycin A9, was isolated from a cultured broth of Streptomyces sp. K01-0031 together with antimycins A3a, A3b, A4, and A7, and flazin methyl ester. Antimycin A9 is the first antimycin having an aromatic 8-acyl residue. It showed potent nematocidal and insecticidal activities against Caenorhabditis elegans and Artemia salina, respectively. It inhibited bovine heart NADH oxidase at nanomolar level like other known antimycins.
Similar content being viewed by others
Article PDF
References
Shiomi K, Ōmura S . Antiparasitic agents produced by microorganisms. Proc Jpn Acad B 80: 245–258 ( 2004)
Pachlatko JP . Natural products in crop protection. Chimia 52: 29–47 ( 1998)
Ōmura S, Enomoto Y, Shinose M, Takahashi Y, Iwai Y, Shiomi K . Isolation and structure of a new antibiotic viridomycin F produced by Streptomyces sp. K96-0188. J Antibiot 52: 61–64 ( 1999)
Arai N, Shiomi K, Yamaguchi Y, Masuma R, Iwai Y, Turberg A, Kölbl H, Ōmura S . Argadin, a new chitinase inhibitor, produced by Clonostachys sp. FO-7314. Chem Pharm Bull 48: 1442–1446 ( 2000)
Ōmura S, Miyadera H, Ui H, Shiomi K, Yamaguchi Y, Masuma R, Nagamitsu T, Takano D, Sunazuka T, Harder A, Kölbl H, Namikoshi M, Miyoshi H, Sakamoto K, Kita K . An anthelmintic compound, nafuredin, shows selective inhibition of complex I in helminth mitochondria. Proc Natl Acad Sci USA 98: 60–62 ( 2001)
Shiomi K, Hatae K, Yamaguchi Y, Masuma R, Tomoda H, Kobayashi S, Ōmura S . New antibiotics miyakamides produced by a fungus. J Antibiot 55: 952–961 ( 2002)
Shirling EB, Gottlieb D . Methods for characterization of Streptomyces species. Int J Syst Bacteriol 16: 313–340 ( 1966)
Waksman SA . The Actinomycetes, Vol. 2. Williams & Wilkins, Baltimore ( 1961)
Pridham TG, Gottlieb D . The utilization of carbon compounds by some Actinomycetales as an aid for species determination. J Bacteriol 56: 107–114 ( 1948)
Becker B, Lechevalier MP, Lechevalier HA . Chemical composition of cell-wall preparation from strains of various form-genera of aerobic actinomycetes. Appl Microbiol 13: 236–243 ( 1965)
Collins MD, Goodfellow M, Minnikin DE . Distribution of menaquinones in actinomycetes and corynebacteria. J Gen Microbiol 100: 221–230 ( 1977)
Tamaoka J, Katayama-Fujimura Y, Kuraishi H . Analysis of bacterial menaquinone mixtures by high performance liquid chromatography. J Appl Bacteriol 54: 31–36 ( 1983)
Williams ST, Goodfellow M, Alderson G . Genus Streptomyces Waksman and Henrici 1943. In Bergey's Manual of Systematic Bacteriology, Vol. 4. Ed. William ST. Williams & Wilkins, Baltimore. pp. 2452–2492 ( 1989)
Watanabe K, Tanaka T, Fukuhara K, Miyairi N, Yonehara H, Umezawa H . Blastmycin, a new antibiotic from Streptomyces sp. J Antibiot A 10: 39–45 ( 1957)
Abidi SL . High-performance liquid chromatographic separation of subcomponents of antimycin A. J Chromatogr 447: 65–79 ( 1988)
Uzu K, Kato H, Kumabe K, Harada Y . The chemical studies on antimycin A. I. Separation of antimycin A. J Antibiot A 14: 205–208 ( 1961)
Barrow CJ, Oleynek JJ, Marinelli V, Sun HH, Kaplita P, Sedlock DM, Gillum AM, Chadwick CC, Cooper R . Antimycins, inhibitors of ATP-citrate lyase, from a Streptomyces sp. J Antibiot 50: 729–733 ( 1997)
Nakatsuka S, Feng B, Goto T, Kihara K . Structures of flazin and YS, highly fluorescent compounds isolated from Japanese soy sauce. Tetrahedron Lett 27: 3399–3402 ( 1986)
Hanafi M, Shibata K, Ueki M, Taniguchi M . UK-2A, B, C and D, novel antifungal antibiotics from Streptomyces sp. 517-02. II. Structure elucidation. J Antibiot 49: 1226–1231 ( 1996)
Ueki M, Kusumoto A, Hanafi M, Shibata K, Tanaka T, Taniguchi M . UK-3A, a novel antifungal antibiotic from Streptomyces sp. 517-02: fermentation, isolation, structural elucidation and biological properties. J Antibiot 50: 551–555 ( 1997)
Tani K, Usuki Y, Fujita KI, Taniguchi M . UK-2A, B, C, and D, novel antifungal antibiotics from Streptomyces sp. 517-02. VIII. Reactive oxygen species generated by C9-UK-2A, a derivative of UK-2A, in Rhodotorula mucilaginosa IFO 0001. J Antibiot 56: 314–317 ( 2003)
Fujita KI, Kiso T, Usuki Y, Tanaka T, Taniguchi M . UK-2A, B, C and D, novel antifungal antibiotics from Streptomyces sp. 517-02. VI (3). Role of substituents on dilactone ring of UK-2A and antimycin A3 against generation of reactive oxygen species in porcine renal proximal tubule LLC-PK1 cells. J Antibiot 57: 687–690 ( 2004)
von Jagow G, Link TA . Use of specific inhibitors on the mitochondrial bc1 complex. In Methods in Enzymology, Vol. 126. Ed. Fleischer S, Fleischer B. Academic Press, London. pp. 253–271 ( 1986)
Mackler B . DPNH oxidase of heart muscle. In Methods in Enzymology, Vol. 10. Ed. Estabrook RW, Pullman ME. Academic Press, London. pp. 261–263 ( 1967)
Author information
Authors and Affiliations
Corresponding authors
Rights and permissions
About this article
Cite this article
Shiomi, K., Hatae, K., Hatano, H. et al. A New Antibiotic, Antimycin A9, Produced by Streptomyces sp. K01-0031. J Antibiot 58, 74–78 (2005). https://doi.org/10.1038/ja.2005.10
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1038/ja.2005.10
Keywords
This article is cited by
-
The therapeutic potential of mitochondrial toxins
The Journal of Antibiotics (2021)
-
Marine Streptomyces sp. derived antimycin analogues suppress HeLa cells via depletion HPV E6/E7 mediated by ROS-dependent ubiquitin–proteasome system
Scientific Reports (2017)
-
Endophytic Streptomyces sp. AC35, a producer of bioactive isoflavone aglycones and antimycins
Journal of Industrial Microbiology and Biotechnology (2016)
-
Preliminary characterization of some Streptomyces species isolated from a composting process and their antimicrobial potential
World Journal of Microbiology and Biotechnology (2010)
-
Antimycin A18 produced by an endophytic Streptomyces albidoflavus isolated from a mangrove plant
The Journal of Antibiotics (2010)