Nocardioazines: A novel bridged diketopiperazine scaffold from a marine-derived bacterium inhibits p-glycoprotein

Organic Letters

Volumn 13, Issue 10, 2011, Pages 2770-2773

  Raju, Ritesh ^a   Piggott, Andrew M ^a   Huang, Xiao Cong ^a   Capon, Robert J ^a  

^a UNIVERSITY OF QUEENSLAND   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

DIMETHYLALLYLTRANSFERASE; DOXORUBICIN; GLYCOPROTEIN P; NOCARDIOAZINE A; NOCARDIOAZINE B; PIPERAZINEDIONE;

ACTINOMYCETALES; ARTICLE; AUSTRALIA; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; DRUG EFFECT; ISOLATION AND PURIFICATION; MARINE BIOLOGY; METABOLISM; MULTIDRUG RESISTANCE;

ACTINOMYCETALES; AUSTRALIA; DIKETOPIPERAZINES; DIMETHYLALLYLTRANSTRANSFERASE; DOXORUBICIN; DRUG RESISTANCE, MULTIPLE; MARINE BIOLOGY; MODELS, MOLECULAR; P-GLYCOPROTEIN;

EID: 79956075028     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol200904v     Document Type: Article

References (18)

1. Raju, R.; Piggott, A. M.; Conte, M.; Aalbersberg, W. G. L.; Feussner, K.; Capon, R. J. Org. Lett. 2009, 11, 3862-3865
2. Raju, R.; Piggott, A. M.; Barrientos, D. L. X.; Khalil, Z.; Capon, R. J. Org. Lett. 2010, 12, 5158-5161
3. Raju, R.; Piggott, A. M.; Conte, M. M.; Capon, R. J. Org. Biomol. Chem. 2010, 8, 4682-4689
4. Raju, R.; Piggott, A. M.; Conte, M.; Tnimov, Z.; Alexandrov, K.; Capon, R. J. Chem.-Eur. J. 2010, 16, 3194-3200
5. Shiono, Y.; Akiyama, K.; Hayashi, H. Biosci., Biotechnol., Biochem. 1999, 63, 1910-1920
6. Kozlovsky, A. G.; Vinokurova, N. G.; Adanin, V. M.; Burkhardt, G.; Dahse, H.-M.; Graefe, U. J. Nat. Prod. 2000, 63, 698-700
7. Ratnayake, R.; Fremlin, L. J.; Lacey, E.; Gill, J. H.; Capon, R. J. J. Nat. Prod. 2008, 71, 403-408
8. Li, S.-M. Phytochemistry; Elsevier: New York, 2009; Vol. 70, pp 1746-1757.
9. Steffan, N.; Grundmann, A.; Yin, W. B.; Kremer, A.; Li, S. M. Curr. Med. Chem. 2009, 16, 218-231
10. Takahashi, S.; Takagi, H.; Toyoda, A.; Uramoto, M.; Nogawa, T.; Ueki, M.; Sakaki, Y.; Osada, H. J. Bacteriol. 2010, 192, 2839-2851
11. Schultz, A. W.; Lewis, C. A.; Luzung, M. R.; Baran, P. S.; Moore, B. S. J. Nat. Prod. 2010, 73, 373-377
12. Shinohara, C.; Hasumi, K.; Takei, Y.; Endo, A. J. Antibiot. 1994, 47, 163-7
13. Takase, S.; Iwami, M.; Ando, T.; Okamoto, M.; Yoshida, K.; Horiai, H.; Kohsaka, M.; Aoki, H.; Imanaka, H. J. Antibiot. 1984, 37, 1320-3
14. Yamazaki, M.; Okuyama, E.; Kobayashi, M.; Inoue, H. Tetrahedron Lett. 1981, 22, 135-6
15. Geary, T. G.; Rolfe, P. Anthelmintic combination. US Patent 20100197624, 8 May, 2010.
16. Kato, H.; Yoshida, T.; Tokue, T.; Nojiri, Y.; Hirota, H.; Ohta, T.; Williams, R. M.; Tsukamoto, S. Angew. Chem., Int. Ed. 2007, 46, 2254-2256
17. Qian-Cutrone, J.; Huang, S.; Shu, Y.-Z.; Vyas, D.; Fairchild, C.; Menendez, A.; Krampitz, K.; Dalterio, R.; Klohr, S. E.; Gao, Q. J. Am. Chem. Soc. 2002, 124, 14556-14557
18. Henrich, C. J.; Bokesch, H. R.; Dean, M.; Bates, S. E.; Robey, R. W.; Goncharova, E. I.; Wilson, J. A.; McMahon, J. B. J. Biomol. Screen. 2006, 11, 176-183