Heronapyrroles A-C: Farnesylated 2-nitropyrroles from an Australian marine-derived Streptomyces sp.

Organic Letters

Volumn 12, Issue 22, 2010, Pages 5158-5161

  Raju, Ritesh ^a   Piggott, Andrew M ^a   Barrientos Diaz, Leticia X ^a   Khalil, Zeinab ^a   Capon, Robert J ^a  

^a UNIVERSITY OF QUEENSLAND   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

HERONAPYRROLE A; HERONAPYRROLE B; HERONAPYRROLE C; PYRROLE DERIVATIVE;

ARTICLE; AUSTRALIA; BACILLUS SUBTILIS; CELL STRAIN HT29; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; DRUG SCREENING; ESCHERICHIA COLI; FEMALE; GRAM POSITIVE BACTERIUM; HUMAN; IC 50; ISOLATION AND PURIFICATION; MARINE BIOLOGY; MICROBIOLOGICAL EXAMINATION; NUCLEAR MAGNETIC RESONANCE; PRENYLATION; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS AUREUS; STREPTOMYCES;

AUSTRALIA; BACILLUS SUBTILIS; DRUG SCREENING ASSAYS, ANTITUMOR; ESCHERICHIA COLI; FEMALE; GRAM-POSITIVE BACTERIA; HT29 CELLS; HUMANS; INHIBITORY CONCENTRATION 50; MARINE BIOLOGY; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PRENYLATION; PSEUDOMONAS AERUGINOSA; PYRROLES; STAPHYLOCOCCUS AUREUS; STREPTOMYCES;

EID: 78449289670     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol102162d     Document Type: Article

References (10)

1. Koyama, M.; Kodama, Y.; Tsuruoka, T.; Ezaki, N.; Niwa, T.; Inouye, S. J. Antibiot. 1981, 34, 1569
2. Hoye, T. R.; Jeffrey, C. S.; Shao, F. Nat. Protoc. 2007, 2, 2451
3. Kers, J. A.; Wach, M. J.; Krasnoff, S. B.; Widom, J.; Cameron, K. D.; Bukhalid, R. A.; Gibson, D. M.; Crane, B. R.; Loria, R. Nature 2004, 429, 79
4. Kato, S.; Shindo, K.; Kawai, H.; Odagawa, A.; Matsuoka, M.; Mochizuki, J. J. Antibiot. 1993, 46, 892
5. Macherla, V. R.; Liu, J. N.; Bellows, C.; Teisan, S.; Nicholson, B.; Lam, K. S.; Potts, B. C. M. J. Nat. Prod. 2005, 68, 780
6. Macherla, R.; Rami, V. United States Patent 20060052436.
7. Ezaki, N.; Shomura, T.; Koyama, M.; Niwa, T.; Kojima, M.; Inouye, S.; Ito, T.; Niida, T. J. Antibiot. 1981, 34, 1363
8. Carter, G. T.; Nietsche, J. A.; Goodman, J. J.; Torrey, M. J.; Dunne, T. S.; Borders, D. B.; Testa, R. T. J. Antibiot. 1987, 40, 233
9. Charan, R. D.; Schlingmann, G.; Bernan, V. S.; Feng, X. D.; Carter, G. T. J. Nat. Prod. 2005, 68, 277
10. The existence of natural farnesylated 2-nitropyrroles has been foreshadowed in the patent (Kuzuyama, T.; Noel, J. P.; Richard, S. P. United States Patent 200600316) and review literature. Fenical, W.; Jensen, P. R. Nat. Chem. Biol. 2006, 2, 666 However, such molecules have not been documented until now.