New haliangicin isomers, potent antifungal metabolites produced by a marine myxobacterium

Journal of Antibiotics

Volumn 56, Issue 7, 2003, Pages 630-638

  Kundim, Bangi A ^a   Itou, Yu ^a   Sakagami, Youji ^a   Fudou, Ryosuke ^b   Iizuka, Takashi ^b   Yamanaka, Shigeru ^c   Ojika, Makoto ^a  

^a NAGOYA UNIVERSITY   (Japan)

^b AJINOMOTO CO INC   (Japan)

^c SHINSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; HALIANGICIN; HALIANGICIN B; HALIANGICIN C; HALIANGICIN D; UNCLASSIFIED DRUG;

ANTIFUNGAL ACTIVITY; ARTICLE; BACTERIOPLANKTON; BACTERIUM ISOLATION; CONTROLLED STUDY; DRUG ISOLATION; DRUG STRUCTURE; MYXOCOCCALES; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; PHYTOPHTHORA CAPSICI; PRIORITY JOURNAL; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

HALIANGIUM OCHRACEUM;

EID: 0041529856     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.7164/antibiotics.56.630     Document Type: Article

References (15)

1. Reichenbach, H.; K. Gerth, H. Irschik, B. Kunze & G. Höfle: Myxobacteria: a source of new antibiotics. Trends Biotechnol. 6: 115-121, 1998
2. Reichenbach, H. & G. Höfle: Production of bioactive secondary metabolites. In Myxobacteria II, Eds., M. Dworkin & D. Kaiser, pp. 347-397, American Society for Microbiology, Washington, 1993
3. Reichenbach, H. & G. Höfle: Myxobacteria as producers of secondary metabolites. In Drug discovery from nature, Eds., S. Grabley & R. Thiericke, pp. 149-179, Springer, Berlin, Heidelberg, New York, 1999
4. Höfle, G.; K. Gerth, N. Bedorf, H. Steinmetz, D. Schomburg & H. Reichenbach: Epothilone A and B - Novel 16-membered macrolides with cytotoxic activity: Isolation, crystal structure, and conformation in solution. Angew. Chem. Int. Ed. Engl. 35: 1567-1569, 1996
5. Gerth, K.; N. Bedorf, G. Höfle, H. Irschik & H. Reichenbach: Epothilons A and B: Antifungal and cytotoxic compounds from Sorangium cellulosum (Myxobacteria). Production, physico-chemical and biological properties. J. Antibiotics 49: 560-563, 1996
6. Bollag, D. M.; P. A. McQueney, J. Zhu, O. Hensens, L. Koupal, J. Liesch, M. Goetz, E. Lazarides & C. M. Woods: Epothilones, a new class of microtubule-stabilizing agents with a taxol-like mechanism of action. Cancer Res. 55: 2325-2333, 1995
7. Iizuka, T.; Y. Jojima, R. Fudou & S. Yamanaka: Isolation of myxobacteria from the marine environment. FEMS Microbiol. Lett. 169: 317-322, 1998
8. Fudou, R.; T. Iizuka & S. Yamanaka: Haliangicin, a novel antifungal metabolite produced by a marine myxobacterium. 1. Fermentation and biological characteristics. J. Antibiotics 54: 149-152, 2001
9. Fudou, R.; T. Iizuka, S. Sato, T. Ando, N. Shimba & S. Yamanaka: Haliangicin, a novel antifungal metabolite produced by a marine myxobacterium. 2. Isolation and structural elucidation. J. Antibiotics 54: 153-156, 2001
10. Fudou, R.; Y. Jojima, T. Iizuka & S. Yamanaka: Haliangium ochraceum gen. nov., sp. nov. and Haliangium tepidum sp. nov.: Novel moderately halophilic myxobacteria isolated from coastal saline environments. J. Gen. Appl. Microbiol. 48: 109-115, 2002
11. Ojika, M.; Y. Suzuki, A. Tsukamoto, Y. Sakagami, R. Fudou, T. Yoshimura & S. Yamanaka: Cysthothiazoles A and B, new bithiazole-type antibiotics from the myxobacterium Cystobacter fuscus. J. Antibiotics 51: 275-281, 1998
12. Suzuki, Y.; M. Ojika, Y. Sakagami, R. Fudou & S. Yamanaka: Cystothiazoles C-F, new bithiazole-type antibiotics from the myxobacterium Cystobacter fuscus. Tetrahedron 54: 11399-11404, 1998
13. Trowitzsch, W.; G. Reifenstahl, V. Wray & K. Gerth: Myxothiazol, an antibitotic from Myxococcus fulvus (Myxobacterales). II. Structure elucidation. J. Antibiotics 33: 1480-1490, 1980
14. Sasse, F.; B. Böhlendorf, M. Hermann, B. Kunze, E. Forche, H. Steinmetz, G. Höfle & H. Reichenbach: Melithiazols, new β-methoxyacrylate inhibitors of the respiratory chain isolated from myxobacteria. J. Antibiotics 52: 721-729, 1999
15. Böhlendorf, B.; M. Herrmann, H.-J. Hecht, F. Sasse, E. Forche, B. Kunze, H. Reichenbach & G. Höfle: Antibiotics from gliding bacteria, 85. Melithiazols A-N: New antifungal β-methoxyacrylates from myxobacteria. Eur. J. Org. Chem. 2601-2608,