TMC-1 A, B, C and D, new antibiotics of the manumycin group produced by Streptomyces sp.: Taxonomy, production, isolation, physico-chemical properties, structure elucidation and biological properties

Journal of Antibiotics

Volumn 49, Issue 12, 1996, Pages 1212-1220

  Kohno, Jun ^a   Nishio, Maki ^a   Kawano, Kimio ^a   Nakanishi, Noriyuki ^b   Suzuki, Shin Ichi ^a   Uchida, Tomofumi ^a   Komatsubara, Saburo ^a  

^a Lead Generation Research Lab at Toda   (Japan)

^b MITSUBISHI TANABE PHARMA CORPORATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

MANUMYCIN; TMC 1 A; TMC 1 B; TMC 1 C; TMC 1 D; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIMICROBIAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG CYTOTOXICITY; DRUG ISOLATION; DRUG PURIFICATION; DRUG STRUCTURE; FERMENTATION; HUMAN; HUMAN CELL; MOUSE; NONHUMAN; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; STREPTOMYCES; TAXONOMY; TUMOR CELL LINE;

EID: 0030448374     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.7164/antibiotics.49.1212     Document Type: Article

References (16)

1. BUZZETTI, F.; E. GÄUMANN, R. HÜTTER, W. KELLER-SCHIERLEIN, L. NEIPP, V. PRELOG & H. ZÄHNER: Manumycin. Pharm. Acta Helv. 38: 871, 1963
2. SCHRÖDER, K. & A. ZEECK: Manumycin. Tetrahedron Lett. 50: 4995-4998, 1973
3. ZEECK, A.; K. SCHRÖDER, K. FROBEL, R. GROTE & R. THIERICKE: The structure of manumycin. I. Characterization, structure elucidation and biological activity. J. Antibiotics 40: 1530-1540, 1987
4. SATTLER, I.; C. GRÖNE & A. ZEECK: New compounds of the manumycin group of antibiotics and a facilitated route for their structure elucidation. J. Org. Chem. 58: 6583-6587, 1993
5. SHU, Y.-Z.; S. HUANG, R. R. WANG, K. S. LAM, S. E. KLOHR, K. J. VOLK, D. M. PIRNIK, J. S. WELLS, P. B. FERNANDES & P. S. PATEL: Manumycins E, F and G, new members of manumycin class antibiotics, from Streptomyces sp. J. Antibiotics 47: 324-333, 1994
6. KAKINUMA, K.; N. IKEKAWA, A. NAKAGAWA & S. ÖMURA: The structure of asukamycin, a possible shunt metabolite from 3-dehydroquinic acid in the shikimate pathway. J. Am. Chem. Soc. 101: 3402-3404, 1979
7. SLECHTA, L.; J. I. CIALDELLA, S. A. MIZSAK & H. HOEKSEMA: Isolation and characterization of a new antibiotic U-62162. J. Antibiotics 35: 556-560, 1982
8. BRODASKY, T. F.; D. W. STROMAN, A. DIETZ & S. MIZSAK: U-56,407, a new antibiotic related to asukamycin: Isolation and characterization. J. Antibiotics 36: 950-956, 1983
9. GROTE, R.; A. ZEECK, H. DRAUTZ & H. ZÄHHNER: Metabolic products of microorganisms. 244. Colabomycins, new antibiotics of the manumycin group from Streptomyces griseoflavus. I. Isolation, characterization and biological properties. J. Antibiotics 41: 1178-1185, 1988
10. FRANCO, C. M. M.; R. MAURYA, E. K. S. VIJAYAKUMAR, S. CHATTERJEE, J. BLUMBACH & B. N. GANGULI: Alisamycin, a new antibiotic of the manumycin group. I. Taxonomy, production, isolation and biological activity. J. Antibiotics 44: 1289-1293, 1991
11. HAYASHI, K.; M. NAKAGAWA, T. FUJITA, S. TANIMORI & M. NAKAYAMA: Nisamycin, a new manumycin group antibiotic from Streptomyces sp. K106. J. Antibiotics 46: 1904-1907, 1993
12. SHIRLING, E. B. & D. GOTTLIEB: Methods for characterization of Streptomyces species. Int. J. Syst. Bacteriol. 16: 313-340, 1966
13. DALE, J. A. & H. S. MOSHER: Nuclear magnetic resonance enantiomer reagents. Configurational correlations via nuclear magnetic resonance chemical shifts of diastereomeric mandelate, O-methylmandelate, and α-methoxy-α-trifluoromethylphenylacetate (MTPA) esters. J. Am. Chem. Soc. 95: 512-519, 1973
14. TROST, B. M.; J. L. BELLETIRE, S. GODLESKI, P. G. MCDOUGAL, J. M. BALKOVEC, J. J. BALDWIN, M. E. CHRISTY, G. S. PONTICELLO, S. L. VARGA & J. P. SPRINGER: On the use of the O-methylmandelate ester for establishment of absolute configuration of secondary alcohols. J. Org. Chem. 51: 2370-2374, 1986
15. HARA, M.; K. AKASAKA , S. AKINAGA, M. OKABA, H. NAKANO, R. GOMEZ, D. WOOD, M. UH & F. TAMANOI: Identification of Ras farnesyltransferase inhibitors by microbial screeing. Proc. Natl. Acad. Sci. USA 90: 2281-2285, 1993
16. MOSMANN, T.: Rapid colorimetic assay for cellular growth and survival. Application to proliferation and cytotoxicity assay. J. Immunol. Methods 65: 55-63, 1983