Aflastatin A, a novel inhibitor of aflatoxin production of Aspergillus parasiticus, from Streptomyces

Journal of the American Chemical Society

Volumn 118, Issue 33, 1996, Pages 7855-7856

  Sakuda, Shohei ^a   Ono, Makoto ^b   Furihata, Kazuo ^a   Nakayama, Jiro ^a   Suzuki, Akinori ^a   Isogai, Akira ^c  

^a UNIVERSITY OF TOKYO   (Japan)

^b Morinaga and Company Limited   (Japan)

^c NARA INSTITUTE OF SCIENCE AND TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AFLASTATIN A; AFLATOXIN; UNCLASSIFIED DRUG;

ANTIFUNGAL ACTIVITY; ARTICLE; ASPERGILLUS PARASITICUS; BIOSYNTHESIS; DRUG STRUCTURE; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; STREPTOMYCES;

EID: 0029841812     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja960899d     Document Type: Article

References (10)

1. The assay method for screening and biological activity of aflastatin will be published in detail elsewhere.
2. 19D -2.6° (c 0.545, DMSO).
3. CH = 8 Hz) H-3 to C-1,4,5,9,10, H-4 to C-2,3,10, H-5 to C-3,4,6,7,10,-11, H-7 to C-5,6,8,11, H-8 to C-7, H-9 to C-1,2,3. H-10 to C-3,4,5. H-11 to C-5,6,7, H-5′ to C-2′,4′,6′, H-6′ to C-4′,5′, H-7′ to C-2′,5′.
4. A large number of naural products containing a tetramic acid skeleton have been isolated. Recent examples: (a) Phillips, N. J; Goodwin, J. T.; Fraiman, A.; Cole, R. J.; Lynn, D. G. J. Am. Chem. Soc. 1989, 111, 8223-8231. (b) Hayakawa, Y.; Kanamaru, N.; Morisaki, N.; Furihata, K.; Seto, H. J. Antibiot. 1991, 44, 288-292. (c) Matsunaga, S.; Fusetani, N.; Kato, Y.; Hirota, H. J. Am. Chem. Soc. 1991, 113, 9690-9692. (d) Kanazawa, S.; Fusetani. N.; Matsunaga, S. Tetrahedron Lett. 1993, 34, 1065-1068.
5. A large number of naural products containing a tetramic acid skeleton have been isolated. Recent examples: (a) Phillips, N. J; Goodwin, J. T.; Fraiman, A.; Cole, R. J.; Lynn, D. G. J. Am. Chem. Soc. 1989, 111, 8223-8231. (b) Hayakawa, Y.; Kanamaru, N.; Morisaki, N.; Furihata, K.; Seto, H. J. Antibiot. 1991, 44, 288-292. (c) Matsunaga, S.; Fusetani, N.; Kato, Y.; Hirota, H. J. Am. Chem. Soc. 1991, 113, 9690-9692. (d) Kanazawa, S.; Fusetani. N.; Matsunaga, S. Tetrahedron Lett. 1993, 34, 1065-1068.
6. A large number of naural products containing a tetramic acid skeleton have been isolated. Recent examples: (a) Phillips, N. J; Goodwin, J. T.; Fraiman, A.; Cole, R. J.; Lynn, D. G. J. Am. Chem. Soc. 1989, 111, 8223-8231. (b) Hayakawa, Y.; Kanamaru, N.; Morisaki, N.; Furihata, K.; Seto, H. J. Antibiot. 1991, 44, 288-292. (c) Matsunaga, S.; Fusetani, N.; Kato, Y.; Hirota, H. J. Am. Chem. Soc. 1991, 113, 9690-9692. (d) Kanazawa, S.; Fusetani. N.; Matsunaga, S. Tetrahedron Lett. 1993, 34, 1065-1068.
7. A large number of naural products containing a tetramic acid skeleton have been isolated. Recent examples: (a) Phillips, N. J; Goodwin, J. T.; Fraiman, A.; Cole, R. J.; Lynn, D. G. J. Am. Chem. Soc. 1989, 111, 8223-8231. (b) Hayakawa, Y.; Kanamaru, N.; Morisaki, N.; Furihata, K.; Seto, H. J. Antibiot. 1991, 44, 288-292. (c) Matsunaga, S.; Fusetani, N.; Kato, Y.; Hirota, H. J. Am. Chem. Soc. 1991, 113, 9690-9692. (d) Kanazawa, S.; Fusetani. N.; Matsunaga, S. Tetrahedron Lett. 1993, 34, 1065-1068.
8. Haber, A.; Johnson, R. D.; Rinehart,Jr., K. L. J. Am. Chem. Soc. 1977, 99, 3541-3544.
9. Omura, S.; Tsuzaki, K.; Nakagawa, A.; Lukacs, G. J. Antibiot. 1983, 36, 611-613.
10. Sakuda, S.; Miki, K.; Kitaoka, S.; Reugjitchachawaly, M.: Yamada, Y. Biosci., Biotechnol., Biochem. 1995, 59, 133-134.