Novel α-L-rhamnopyranosides from a single strain of Streptomyces by supplement-induced biosynthetic steps

European Journal of Organic Chemistry

Volumn , Issue 19, 2002, Pages 3237-3242

  Grond, Stephanie ^a   Papastavrou, Ina ^a   Zeeck, Axel ^a  

^a UNIVERSITY OF GÖTTINGEN   (Germany)

Author keywords

Biosynthesis; Glycosides; Metabolism; Streptomyces; Structural diversity

Indexed keywords

3,5 DIAMINOBENZOIC ACID; ALPHA LEVO RHAMNOPYRANOSIDE DERIVATIVE; AMINOBENZOIC ACID DERIVATIVE; AROMATIC CARBOXYLIC ACID; CARBOXYLIC ACID; HYDROXYL GROUP; INDOLE; PHENOL; PYRANOSIDE; SHIKIMIC ACID; UNCLASSIFIED DRUG;

ARTICLE; BACTERIAL STRAIN; BIOSYNTHESIS; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; NONHUMAN; SPECTROSCOPY; STREPTOMYCES;

EID: 0036795134     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200210)2002:19<3237::AID-EJOC3237>3.0.CO;2-T     Document Type: Article

References (20)

1. S. Grond, H.-J. Langer, P. Henne, I. Sattler, R. Thiericke, S. Grabley, H. Zähner, A. Zeeck, Eur. J. Org. Chem. 2000, 929-937.
2. T. Kunigami, K. Shin-Ya, K. Furihata, Y. Hayakawa, H. Seto, J. Antibiot. 1998, 51, 880-882.
3. J.-F. Hu, D. Wunderlich, I. Sattler, A. Härtl, I. Papastavrou, S. Grond, S. Grabley, X.-Z. Feng, R. Thiericke, J. Antibiot. 2000, 53, 944-953.
4. G. Gross. Biosynthesis of Hydrolyzable Tannins, in Comprehensive Natural Product Chemistry, Volume 3 (Eds.: D. Barton, K. Nakanishi, O. Meth-Cohn), Elsevier, Amsterdam, 1999, 799-826.
5. C. Milkowski, A. Baumert, D. Strack, Planta 2000, 211, 883-886.
6. H.-P. Mock, D. Strack, Phytochemistry 1993, 32, 575-579.
7. S. Grond, I. Papastavrou, A. Zeeck, Eur. J. Org. Chem. 2000, 1875-1881.
8. S. Grabley, R. Thiericke, A. Zeeck, in Drug Discovery from Nature (Eds.: S. Grabley, R. Thiericke), Springer, Heidelberg, 1999, 124-148.
9. J. Fuchser, A. Zeeck, Liebigs Ann./Recueil 1997, 87-95; H.-J. Schiewe, A. Zeeck, J. Antibiot. 1999, 52, 635-642; R. Höfs, M. Walker. A. Zeeck, Angew. Chem. Int. Ed. 2000, 39, 3258-3261.
10. J. Fuchser, A. Zeeck, Liebigs Ann./Recueil 1997, 87-95; H.-J. Schiewe, A. Zeeck, J. Antibiot. 1999, 52, 635-642; R. Höfs, M. Walker. A. Zeeck, Angew. Chem. Int. Ed. 2000, 39, 3258-3261.
11. J. Fuchser, A. Zeeck, Liebigs Ann./Recueil 1997, 87-95; H.-J. Schiewe, A. Zeeck, J. Antibiot. 1999, 52, 635-642; R. Höfs, M. Walker. A. Zeeck, Angew. Chem. Int. Ed. 2000, 39, 3258-3261.
12. B. Karmakar, R. M. Vohra, H. Nandanwar, P. Sharma, K. G. Gupta, R. C. Sobti, J. Biotechnol. 2000, 80, 195-202; I.-Y. Lee, T. G. Volm, J. P. N. Rosazza, Enzyme Microb. Technol. 1998, 23, 261-266.
13. B. Karmakar, R. M. Vohra, H. Nandanwar, P. Sharma, K. G. Gupta, R. C. Sobti, J. Biotechnol. 2000, 80, 195-202; I.-Y. Lee, T. G. Volm, J. P. N. Rosazza, Enzyme Microb. Technol. 1998, 23, 261-266.
14. A. Castellan, S. Grelier, L. Kessab, A. Nourmamode, Y. Hannachi, J Chem. Soc., Perkin Trans. 2 1996, 1131-1138.
15. H. Inouye, K. Inoue, Phytochem. 1985, 24, 1857-1859; U. F. Castillo, A.L. Wilkins, D. R. Lauren, D. E. McNaughton, B. L. Smith, J. Nat. Prod 1995, 58, 1889-1891.
16. H. Inouye, K. Inoue, Phytochem. 1985, 24, 1857-1859; U. F. Castillo, A.L. Wilkins, D. R. Lauren, D. E. McNaughton, B. L. Smith, J. Nat. Prod 1995, 58, 1889-1891.
17. G. Biagi, O. Livi, V. Scartoni, E. Verugi, Farmaco, Ed. Sci. 1988, 43 597-611.
18. D. H. Williams, B. Bardsley, Angew. Chem. Int. Ed. 1999, 38, 1172-1193.
19. C. Puder, Diploma Thesis, Göttingen 1994.
20. H. B. Bode, B. Bethe, R. Höfs, A. Zeeck, ChemBioChem. 2002, in press.