Ammosamide D, an oxidatively ring opened ammosamide analog from a marine-derived Streptomyces variabilis

Organic Letters

Volumn 14, Issue 9, 2012, Pages 2390-2393

  Pan, Ende ^a   Jamison, Matthew ^a   Yousufuddin, Muhammed ^b   MacMillan, John B ^a  

^a UNIVERSITY OF TEXAS AT DALLAS   (United States)

^b UNIVERSITY OF TEXAS AT ARLINGTON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; AMMOSAMIDE A; AMMOSAMIDE B; AMMOSAMIDE D; BIOLOGICAL PRODUCT; FUSED HETEROCYCLIC RINGS; TARGET OF RAPAMYCIN KINASE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; DRUG SCREENING; HUMAN; ISOLATION AND PURIFICATION; MARINE BIOLOGY; STREPTOMYCES; X RAY CRYSTALLOGRAPHY;

AMIDES; BIOLOGICAL AGENTS; CRYSTALLOGRAPHY, X-RAY; DRUG SCREENING ASSAYS, ANTITUMOR; HETEROCYCLIC COMPOUNDS, 2-RING; HETEROCYCLIC COMPOUNDS, 3-RING; HUMANS; MARINE BIOLOGY; MOLECULAR STRUCTURE; STREPTOMYCES; TOR SERINE-THREONINE KINASES;

EID: 84860617640     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol300806e     Document Type: Article

References (14)

1. Shoemaker, R. H. Nat. Rev. Cancer 2006, 6, 813
2. Hughes, C. C.; MacMillan, J. B.; Gaudencio, S. P.; Jensen, P. R.; Fenical, W. Angew. Chem., Int. Ed. 2009, 48, 725
3. Hughes, C. C.; MacMillan, J. B.; Gaudencio, S. P.; Fenical, W.; LaClair, J. J. Angew. Chem., Int. Ed. 2009, 48, 728
4. Hughes, C. C.; Fenical, W. J. Am. Chem. Soc. 2010, 132, 2528
5. Reddy, P. V. N.; Banerjee, B.; Cushman, M. Org. Lett. 2010, 12, 3112
6. Nagata, H.; Ochiai, K.; Aotani, Y.; Ando, K.; Yoshida, M.; Takahashi, I.; Tamaoki, T. J. Antibiot. 1997, 50, 537
7. Aotani, Y.; Nagata, H.; Yoshida, M. J. Antibiot. 1997, 50, 543
8. For biosynthesis, see: Miyanaga, A.; Janso, J. E.; McDonald, L.; He, M.; Liu, H.; Barbieri, L.; Eustáquio, A. S.; Fielding, E. N.; Carter, G. T.; Jensen, P. R.; Feng, X.; Leighton, M.; Koehn, F. E.; Moore, B. S. J. Am. Chem. Soc. 2011, 133, 13311
9. Peters, S.; Spiteller, P. Eur. J. Org. Chem. 2007, 1571
10. Hu, Y.; Espindola, A. P.; Stewart, N. Biorg. Med. Chem. 2011, 19, 5183
11. Kemal, C.; Bruce, T. C. Proc. Natl. Acad. Sci. U.S.A. 1976, 73, 995
12. Mager, H. I. X.; Berends, W. Tetrahedron 1976, 32, 2303
13. Nicolaou, K. C.; Sugita, K.; Baran, P. S.; Zhong, Y.-L. Angew. Chem., Int. Ed. 2001, 40, 207
14. Adams, R.; Nagarkatti, A. S. J. Am. Chem. Soc. 1950, 72, 4601