Cytotoxic polyketide derivatives from the South China Sea sponge Plakortis simplex

Journal of Natural Products

Volumn 76, Issue 4, 2013, Pages 600-606

  Zhang, Jinrong ^a   Tang, Xuli ^a   Li, Jing ^a   Li, Peifeng ^a   De Voogd, Nicole J ^b   Ni, Xiaoqin ^a   Jin, Xiaojie ^c   Yao, Xiaojun ^c   Li, Pinglin ^a   Li, Guoqiang ^a  

^a OCEAN UNIVERSITY OF CHINA   (China)

^b NATURALIS BIODIVERSITY CENTER   (Netherlands)

^c LANZHOU UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

2 [3,5 DIETHYL 5 (2 ETHYL 3 HEXEN 1 YL) 2(5H) FURANYLIDENE]ACETIC ACID METHYL ESTER; 2 [3,5 DIETHYL 5 (2 ETHYLHEXYL) 2(5H) FURANYLIDENE]ACETIC ACID METHYL ESTER; ACETIC ACID DERIVATIVE; BUTENOLIDE; CYCLOPENTANE DERIVATIVE; CYTOTOXIC AGENT; DOXORUBICIN; GAMMA BUTYROLACTONE DERIVATIVE; PLAKORSIN D; PLAKORTOXIDE A; PLAKORTOXIDE B; POLYKETIDE; SCATTER FACTOR RECEPTOR; SIMPLEXOLIDE B; SIMPLEXOLIDE E; SIMPLEXTONE C; SIMPLEXTONE D; UNCLASSIFIED DRUG; WOODYLIDE A; WOODYLIDE B;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CELL STRAIN K 562; CIRCULAR DICHROISM; CONTROLLED STUDY; CYTOTOXICITY; DRUG ISOLATION; DRUG STRUCTURE; HELA CELL; HETERONUCLEAR MULTIPLE BOND CORRELATION; HETERONUCLEAR MULTIPLE QUANTUM COHERENCE; HUMAN; HUMAN CELL; NUCLEAR OVERHAUSER EFFECT; PLAKORTIS; PLAKORTIS SIMPLEX; PROTON NUCLEAR MAGNETIC RESONANCE; SEA;

ANIMALS; ANTINEOPLASTIC AGENTS; DRUG SCREENING ASSAYS, ANTITUMOR; HELA CELLS; HUMANS; MOLECULAR STRUCTURE; OCEANS AND SEAS; PLAKORTIS; POLYKETIDES;

PLAKORTIS SIMPLEX;

EID: 84876925493     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np300771p     Document Type: Article

References (23)

1. Rahm, F.; Hayes, P. Y.; Kitching, W. Heterocycles 2004, 64, 523-575
2. Fattorusso, C.; Campiani, G.; Catalanotti, B.; Persico, M.; Basilico, N.; Parapini, S.; Taramelli, D.; Campagnuolo, C.; Fattorusso, E.; Romano, A.; Taglialatela-Scafati, O. J. Med. Chem. 2006, 49, 7088-7094
3. Berrué, F.; Thomas, O. P.; Bon, C. F.-L.; Reyes, F.; Amade, P. Tetrahedron 2005, 61, 11843-11849
4. Fattorusso, C.; Persico, M.; Calcinai, B.; Cerrano, C.; Parapini, S.; Taramelli, D.; Novellino, E.; Romano, A.; Scala, F.; Fattorusso, E.; Taglialatela-Scafati, O. J. Nat. Prod. 2010, 73, 1138-1145
5. Rudi, A.; Talpir, R.; Kashman, Y.; Benayahu, Y.; Schleyer, M. J. Nat. Prod. 1993, 56, 2178-2182
6. Rudi, A.; Afanii, R.; Gravalos, L. G.; Aknin, M.; Gaydou, E.; Vacelet, J.; Kashman, Y. J. Nat. Prod. 2003, 66, 682-685
7. Shen, Y.-C.; Prakash, C. V. S.; Kuo, Y.-H. J. Nat. Prod. 2001, 64, 324-327
8. Patil, A. D.; Freyer, A. J.; Bean, M. F.; Carte, B. K.; Westley, J. W.; Johnson, R. K.; Lahouratate, P. Tetrahedron 1996, 52, 377-394
9. Liu, X.-F.; Shen, Y.; Yang, F.; Hamann, M. T.; Jiao, W.-H.; Zhang, H.-J.; Chen, W.-S.; Lin, H.-W. Tetrahedron 2012, 68, 4635-4640
10. Costantino, V.; Fattorusso, E.; Mangoni, A.; Rosa, D. M.; Ianaro, A. J. Am. Chem. Soc. 1997, 119, 12465-12470
11. Holzwarth, M.; Trendel, J.-M.; Albrecht, P.; Maier, A.; Michaelis, W. J. Nat. Prod. 2005, 68, 759-761
12. Liu, X.-F.; Song, Y.-L.; Zhang, H.-J.; Yang, F.; Yu, H.-B.; Jiao, W.-H.; Piao, S.-J.; Chen, W.-S.; Lin, H.-W. Org. Lett. 2011, 13, 3154-3157
13. Yu, H.-B.; Liu, X.-F.; Xu, Y.; Gan, J.-H.; Jiao, W.-H.; Shen, Y.; Lin, H.-W. Mar. Drugs 2012, 10, 1027-1036
14. Epifanio, R. A.; Pinheiro, L. S.; Alves, N. C. J. Braz. Chem. Soc. 2005, 16, 1367-1371
15. Akiyama, M.; Isoda, Y.; Nishimoto, M.; Kobayashi, A.; Togawa, D.; Hirao, N.; Kuboki, A.; Ohira, S. Tetrahedron Lett. 2005, 46, 7483-7485
16. Mansoor, T. A.; Hong, J.; Lee, C.-O.; Sim, C. J.; Im, K. S.; Lee, D. S.; Jung, J. H. J. Nat. Prod. 2004, 67, 721-724
17. Morris, L. A.; Christie, E. M.; Jaspars, M.; van Ofwegen, L. P. J. Nat. Prod. 1998, 61, 538-541
18. López-Vallejo, F.; Fragoso-Serrano, M.; Suárez-Ortiz, G. A.; Hernández-Rojas, A. C.; Cerda-García-Rojas, C. M.; Pereda-Miranda, R. J. Org. Chem. 2011, 76, 6057-6066
19. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H. Gaussian 09, Revision A.1; Gaussian, Inc.: Wallingford, CT, 2009.
20. Chen, J.-J.; Li, W.-X.; Gao, K.; Jin, X.-J.; Yao, X.-J. J. Nat. Prod. 2012, 75, 1184-1188
21. Mondol, M. A. M.; Tareq, F. S.; Kim, J. H.; Lee, M.; Lee, H.-S.; Lee, Y.-J.; Lee, J. S.; Shin, H. J. J. Nat. Prod. 2011, 74, 2582-2587
22. Mosmann, T. J. Immunol. Methods 1983, 65, 55-63
23. Peach, M. L.; Tan, N.; Choyke, S. J.; Giubellino, A.; Athauda, G.; Burke, T. R., Jr.; Nicklaus, M. C.; Bottaro, D. P. J. Med. Chem. 2009, 52, 943-951