Discovery and antibacterial activity of glabramycin A-C from Neosartorya glabra by an antisense strategy

Journal of Antibiotics

Volumn 62, Issue 5, 2009, Pages 265-269

  Jayasuriya, Hiranthi ^a   Zink, Deborah ^a   Basilio, Angela ^b   Vicente, Francisca ^b   Collado, Javier ^b   Bills, Gerald ^b   Goldman, Mary Lee ^a   Motyl, Mary ^a   Huber, Joann ^a   Dezeny, Gabe ^a   Byrne, Kevin ^a   Singh, Sheo B ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

^b Medical affairs Merck sharp and Dohme ltd   (Spain)

Author keywords

Antibacterial; Antisense; Glabra; Glabramycin; Neosartorya; RpsD; Staphylococcus aureus

Indexed keywords

ANTIBIOTIC AGENT; CHLORAMPHENICOL; COMPLEMENTARY RNA; DNA; GLABRAMYCIN A; GLABRAMYCIN B; GLABRAMYCIN C; LACTONE; NATURAL PRODUCT; RIBOSOME DNA; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; BACTERIAL GENE; BIOGENESIS; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; DNA SEQUENCE; DRUG ISOLATION; GENE EXPRESSION; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; MINIMUM INHIBITORY CONCENTRATION; NEOSARTORYA GLABRA; NONHUMAN; NUCLEOTIDE SEQUENCE; POLYMERASE CHAIN REACTION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; RPSD GENE; SOIL ORGANISM; SPAIN; STAPHYLOCOCCUS AUREUS; STREPTOCOCCUS PNEUMONIAE;

ANTI-BACTERIAL AGENTS; ASCOMYCOTA; BACTERIA; DNA, ANTISENSE; DNA, FUNGAL; FERMENTATION; LACTONES; MAGNETIC RESONANCE SPECTROSCOPY; MICROBIAL SENSITIVITY TESTS; MOLECULAR CONFORMATION; NUCLEIC ACID SYNTHESIS INHIBITORS; OCTANOIC ACIDS; PROTEIN SYNTHESIS INHIBITORS; SOIL MICROBIOLOGY; STAPHYLOCOCCUS AUREUS;

NEOSARTORYA; NEOSARTORYA GLABRA; STAPHYLOCOCCUS AUREUS; STREPTOCOCCUS PNEUMONIAE;

EID: 67649961377     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.1038/ja.2009.26     Document Type: Article

References (28)

1. Poehlsgaard, J. & Douthwaite, S. The bacterial ribosome as a target for antibiotics. Nat. Rev. Microbiol. 3, 870-881 (2005).
2. Singh, S. B. & Barrett, J. F. Empirical antibacterial drug discovery-foundation in natural products. Biochem. Pharmacol. 71, 1006-1015 (2006).
3. Ramakrishnan, V. Ribosome structure and the mechanism of translation. Cell 108, 557-572 (2002).
4. Culver, G. M. Assembly of the 30S ribosomal subunit. Biopolymers 68, 234-249 (2003).
5. Ogle, J. M., Carter, A. P. & Ramakrishnan, V. Insights into the decoding mechanism from recent ribosome structures. Trends Biochem. Sci. 28, 259-266 (2003).
6. Grundy, F. J. & Henkin, T. M. The rpsD gene, encoding ribosomal protein S4, is autogenously regulated in Bacillus subtilis. J. Bacteriol. 173, 4595-4602 (1991).
7. Forsyth, R. A. et al. A genome-wide strategy for the identification of essential genes in Staphylococcus aureus. Mol. Microbiol. 43, 1387-1400 (2002).
8. Young, K. et al. Discovery of FabH/FabF inhibitors from natural products. Antimicrob. Agents Chemother. 50, 519-526 (2006).
9. Singh, S. B., Phillips, J. W. & Wang, J. Highly sensitive target based whole cell antibacterial discovery strategy by antisense RNA silencing. Curr. Opin. Drug Discov. Dev. 10, 160-166 (2007).
10. Wang, J. et al. Platensimycin is a selective FabF inhibitor with potent antibiotic properties. Nature 441, 358-361 (2006).
11. Wang, J. et al. Platencin is a dual fabf and fabh inhibitor with potent in vivo antibiotic properties. Proc. Natl Acad. Sci. USA 104, 7612-7616 (2007).
12. Singh, S. B. et al. Isolation, structure, and absolute stereochemistry of platensimycin, a broad spectrum antibiotic discovered using an antisense differential sensitivity strategy. J. Am. Chem. Soc. 128, 11916-11920, 15547 (2006).
13. Jayasuriya, H. et al. Isolation and structure of platencin: a novel FabH and FabF dual inhibitor with potent broad spectrum antibiotic activity produced by Streptomyces platensis MA7339. Angew. Chem. Int. Ed. Engl. 46, 4684-4688 (2007).
14. Singh, S. B. et al. Discovery of lucensimycins A and B from Streptomyces lucensis MA7349 using an antisense strategy. Org. Lett. 8, 5449-5452 (2006).
15. Singh, S. B., Zink, DL, Herath, KB, Salazar, O & Genilloud, O Discovery and antibacterial activity of lucensimycin C from Streptomyces lucensis. Tetrahedron Lett. 49, 2616-2619 (2008).
16. Singh, S. B. et al. Isolation, structure, and antibacterial activities of lucensimycins D-G, discovered from Streptomyces lucensis MA7349 using an antisense strategy (perpendicular). J. Nat. Prod. e-pub ahead of print 30 December 2008 (2008).
17. Ondeyka, J. G., et al. Coniothyrione, a chlorocyclopentandienylbenzopyrone as a bacterial protein synthesis inhibitor discovered by antisense technology. J. Nat. Prod. 70, 668-670 (2007).
18. Zhang, C. et al. Isolation, structure and antibacterial activity of pleosporone from a pleosporalean ascomycete discovered by using antisense strategy. Bioorg. Med. Chem. 17, 2162-2166 (2009).
19. Zhang, C. et al. Isolation, structure and antibacterial activity of phaeosphenone from a phaeosphaeria sp. Discovered by antisense strategy. J. Nat. Prod. 71, 1304-1307 (2008).
20. Zhang, C. et al. Discovery of okilactomycin and congeners from Streptomyces scabris-porus by antisense differential sensitivity assay targeting ribosomal protein S4. J. Antibiot. (Tokyo) 62, 55-61 (2009).
21. Asami, Y. et al. Azaspirene: a novel angiogenesis inhibitor containing a 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione skeleton produced by the fungus Neosartorya sp. Org. Lett. 4, 2845-2848 (2002).
22. Wong, S. M., et al Fiscalins: new substance P inhibitors produced by the fungus Neosartorya fischeri. Taxonomy, fermentation, structures, and biological properties. J. Antibiot. (Tokyo) 46, 545-553 (1993).
23. Fujimoto, H., Ikeda, M., Yamamoto, K. & Yamazaki, M. Structure of fischerin, a new toxic metabolite from an ascomycete, Neosartorya fischeri var. fischeri. Nat. Prod. 56, 1268-1275 (1993).
24. Proksa, B., Uhrin, D., Liptaj, T. & Sturdikova, M. Neosartorin, an ergochrome biosynthesized by Neosartorya fischeri. Phytochemistry 48, 1161-1164 (1998).
25. Hong, S. B., Go, S. J., Shin, H. D., Frisvad, J. C. & Samson, R. A. Polyphasic taxonomy of Aspergillus fumigatus and related species. Mycologia 97, 1316-1329 (2005).
26. Zhang, C. et al. Isolation, structure, and antibacterial activity of philipimycin, a thiazolyl peptide discovered from Actinoplanes philippinensis MA7347. J. Am. Chem. Soc. 130, 12102-12110 (2008).
27. Kodali, S. et al. Determination of selectivity and efficacy of fatty acid synthesis inhibitors. J. Biol. Chem. 280, 1669-1677 (2005).
28. Onishi, H. R. et al. Antibacterial agents that inhibit lipid A biosynthesis. Science 274, 980-982 (1996).