A-72363 A-1, A-2, and C, novel heparanase inhibitors from Streptomyces nobilis SANK 60192 I. Taxonomy of producing organism, fermentation, isolation, and structure elucidation

Journal of Antibiotics

Volumn 49, Issue 1, 1996, Pages 54-60

  Takatsu, Toshio ^a   Takahashi, Masaaki ^a   Kawase, Yumi ^a   Enokita, Ryuzo ^a   Okazaki, Takao ^a   Matsukawa, Hiroshi ^a   Ogawa, Kaneo ^a   Sakaida, Yoshiharu ^a   Kagasaki, Takeshi ^a   Kinoshita, Takeshi ^a   Nakajima, Motowo ^b   Tanzawa, Kazuhiko ^a  

^a DAIICHI SANKYO CO   (Japan)

^b UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

A 72363; ENZYME INHIBITOR; HEPARANASE; SIALIDASE INHIBITOR; SIASTATIN B; UNCLASSIFIED DRUG;

ANION EXCHANGE CHROMATOGRAPHY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; COLUMN CHROMATOGRAPHY; DIASTEREOISOMER; DRUG ISOLATION; DRUG STRUCTURE; FERMENTATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STREPTOMYCES; TAXONOMY;

ENZYME INHIBITORS; FERMENTATION; GLUCURONIDASE; GLYCOSIDE HYDROLASES; PIPERIDINES; STREPTOMYCES;

EID: 0030071053     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.7164/antibiotics.49.54     Document Type: Article

References (16)

1. KRAMER, R. H.; K. G. VOGEL & G. L. NICOLSON: Solubilization and degradation of subendothelial matrix glycoproteins and proteoglycans by metastatic tumor cells. J. Biol. Chem. 257: 2678-2686, 1982
2. NAKAJIMA, M.; T. IRIMURA, D. DI FERRANTE, N. DI FERRANTE & G. L. NICOLSON: Heparan sulfate degradation: Relation to tumor invasive and metastatic properties of mouse B16 melanoma sublines. Science 220: 611-613, 1983
3. VLODAVSKY, I.; G. KORNER, R. ISHAI-MICHAELI, P. BASHKIN. R. BAR-SHAVIT & Z. FUKS: Extracellular matrix-resident growth factors and enzymes: Possible involvement in tumor metastasis and angiogenesis. Cancer Metastasis Rev. 9: 203-226, 1990
4. IRIMURA, T.; M. NAKAJIMA & G. L. NICOLSON: Chemically modified heparins as inhibitors of heparan sulfate specific endo-β-glucuronidase (heparanase) of metastatic tumor cells. Biochemistry 25: 5322-5328, 1986
5. SAIKI, I.; J. MURATA, M. NAKAJIMA, S. TOKURA & I. AZUMA: Inhibition by sulfated chitin derivatives of invasion through extracellular matrix and enzymatic degradation by metastatic melanoma cells. Cancer Res. 50: 3631-3637, 1990
6. NAKAJIMA, M.; A. DECHAVIGNY, C. E. JOHNSON, J. HAMADA, C. A. STEIN & G. L. NICOLSON: Suramin: A potent inhibitor of melanoma heparanase and invasion. J. Biol. Chem. 266: 9661-9666, 1991
7. KAWASE, Y.; M. TAKAHASHI, T. TAKATSU, M. ARAI, M. NAKAJIMA & K. TANZAWA: A-72363 A-1, A-2, and C, novel heparanase inhibitors from Streptomyces nobilis SANK 60192. II. Biological activities. J. Antibiotics 49: 61-64, 1996
8. WAKSMAN, S. A. (Ed.): The Actinomycetes Vol. 2. Classification, Identification and Description of Genera and Species. Williams & Wilkins Co., Baltimore, 1961
9. SHIRLING, E. B. & D. GOTTLIEB: Methods for characterization of Streptomyces species. Int. J. Syst. Bacteriol. 16: 313-340, 1966
10. HASEGAWA, T.; M. TAKIZAWA & S. TANIDA: A rapid analysis for chemical grouping of aerobic actinomycetes. J. Gen. Appl. Microbiol. 29: 319-322, 1983
11. SHIOZAWA, H.; M. TAKAHASHI, T. TAKATSU, T. KINOSHITA, K. TANZAWA, T. HOSOYA, K. FURUYA, S. TAKAHASHI, K., FURIHATA & H. SETO: Trachyspic acid, a new metabolite produced by Talaromyces trachyspermus, that inhibits tumor cell heparanase: Taxonomy of the producing strain, fermentation, isolation, structural elucidation, and biological activity. J. Antibiotics 48: 357-362, 1995
12. UMEZAWA, H.; T. AOYAGI, T. KOMIYAMA, H. MORISHIMA, M. HAMADA & T. TAKEUCHI: Purification and characterization of a sialidase inhibitor, siastatin, produced by Streptomyces. J. Antibiotics 27: 963-969, 1974
13. 1 (COLOC). J. Magn. Res. 57: 331-336, 1984
14. NISHIMURA, Y.; Y. UMEZAWA, S. KONDO, T. TAKEUCHI, K. MORI, I. KIJIMA-SUDA, K. TOMITA, K. SUGAWARA & K. NAKAMURA: Synthesis of 3-episiastatin B analogues having anti-influenza virus activity. J. Antibiotics 46: 1883-1889, 1993
15. AOYAGI, T.; H. SUDA, K. UOTANI, F. KOJIMA, T. AOYAMA, K. HORIGUCHI, M. HAMADA & T. TAKEUCHI: Nagstatin, a new inhibitor of N-acetyl-β-D-glucosaminidase, produced by Streptomyces amakusaensis MG846-fF3. Taxonomy, production, isolation, physico-chemical properties and biological activities. J. Antibiotics 45: 1404-1408, 1992
16. AOYAMA, T.; H. NAGANAWA, H. SUDA, K. UOTANI, T. AOYAGI & T. TAKEUCHI: The structure of nagstatin, a new inhibitor of N-acetyl-β-D-glucosaminidase. J. Antibiotics 45: 1557-1558, 1992