Dioxatricyclic and oxabicyclic polyketides from trichocladium opacum

Journal of Natural Products

Volumn 77, Issue 1, 2014, Pages 9-14

  Chen, Shenxi ^a,c   Ren, Fengxia ^b   Niu, Shubin ^a   Liu, Xingzhong ^a   Che, Yongsheng ^a,b  

^a INSTITUTE OF MICROBIOLOGY   (China)

^b BEIJING INSTITUTE OF PHARMACOLOGY AND TOXICOLOGY   (China)

^c UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CISPLATIN; CYTOTOXIC AGENT; FUNGAL EXTRACT; MASSARILACTONE; POLYKETIDE; TRICHOCLADINOL D; TRICHOCLADINOL E; TRICHOCLADINOL F; TRICHOCLADINOL G; TRICHOCLADINOL H; UNCLASSIFIED DRUG;

ARTICLE; ASCOMYCETES; CELL STRAIN HCT116; CIRCULAR DICHROISM; COLON ADENOCARCINOMA; COLON CANCER; CONTROLLED STUDY; CYTOTOXICITY; FERMENTATION; HUMAN; HUMAN CELL; IC 50; LUNG CARCINOMA; NONHUMAN; TRICHOCLADIUM OPACUM; TUMOR CELL LINE; X RAY CRYSTALLOGRAPHY;

ANTINEOPLASTIC AGENTS; ASCOMYCOTA; CELL LINE, TUMOR; CIRCULAR DICHROISM; CRYSTALLOGRAPHY, X-RAY; DRUG SCREENING ASSAYS, ANTITUMOR; HCT116 CELLS; HETEROCYCLIC COMPOUNDS, BRIDGED-RING; HUMANS; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; POLYKETIDES; TIBET;

EID: 84893031171     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np4004799     Document Type: Article

References (29)

1. Gloer, J. B. Acc. Chem. Res. 1995, 28, 343-350
2. Gloer, J. B. In The Mycota IV: Environmental and Microbial Relationships; Wicklow, D. T.; Soderstrom, B., Eds.; Springer-Verlag: Berlin, 1997; pp 249-268.
3. Meinwald, J.; Eisner, T. Proc. Natl. Acad. Sci. U.S.A. 2008, 105, 4539-4540
4. Yang, H.; Battarbee, R.; Turner, S.; Rose, N.; Derwent, R.; Wu, G.; Yan, R. Environ. Sci. Technol. 2010, 44, 2918-2924
5. Sung, G. H.; Hywel-Jones, N. L.; Sung, J. M.; Luangsa-ard, J. J.; Shrestha, B.; Spatafora, J. W. Stud. Mycol. 2007, 57, 5-59
6. Zhang, Y.; Liu, S.; Liu, H.; Liu, X.; Che, Y. J. Nat. Prod. 2009, 72, 1364-1367
7. Ma, C.; Li, Y.; Niu, S.; Zhang, H.; Liu, X.; Che, Y. J. Nat. Prod. 2011, 74, 32-37
8. Li, E.; Zhang, F.; Niu, S.; Liu, X.; Liu, G.; Che, Y. Org. Lett. 2012, 14, 3320-3323
9. Lin, J.; Liu, S.; Sun, B.; Niu, S.; Li, E.; Liu, X.; Che, Y. J. Nat. Prod. 2010, 73, 905-910
10. Zou, X.; Niu, S.; Ren, J.; Li, E.; Liu, X.; Che, Y. J. Nat. Prod. 2011, 74, 1111-1114
11. Ren, J.; Zhang, F.; Liu, X.; Li, L.; Liu, G.; Liu, X.; Che, Y. Org. Lett. 2012, 14, 6226-6229
12. Guo, H.; Sun, B.; Gao, H.; Niu, S.; Liu, X.; Yao, X.; Che, Y. Eur. J. Org. Chem. 2009, 5525-5530
13. Kock, I.; Krohn, K.; Egold, H.; Draeger, S.; Schulz, B.; Rheinheimer, J. Eur. J. Org. Chem. 2007, 2186-2190
14. Beutler, J. A.; McCall, K. L.; Herbert, K.; Herald, D. L.; Pettit, G. R.; Johnson, T.; Shoemaker, R. H.; Boyd, M. R. J. Nat. Prod. 2000, 63, 657-661
15. Flack, H. D. Acta Crystallogr., Sect. A 1983, 39, 876-881
16. Beecham, A. F. Tetrahedron Lett. 1968, 9, 2355-2360
17. Di Bari, L.; Pescitelli, G.; Pratelli, C.; Pini, D.; Salvadori, P. J. Org. Chem. 2001, 66, 4819-4825
18. Górecki, M.; Jabłońska, E.; Kruszewska, A.; Suszczyńska, A.; Urbańczyk-Lipkowska, Z.; Gerards, M.; Morzycki, J. W.; Szczepek, W. J.; Frelek, J. J. Org. Chem. 2007, 72, 2906-2916
19. Murakami, T.; Tsushima, T.; Takada, N.; Tanaka, K.; Niher, K.; Miura, T.; Hashimoto, M. Bioorg. Med. Chem. 2009, 17, 492-495
20. Torrance, S. J.; Steelink, C. J. Org. Chem. 1974, 39, 1068-1074
21. Oh, H.; Swenson, D. C.; Gloer, J. B.; Shearer, C. A. Tetrahedron Lett. 2001, 42, 975-977
22. Krohn, K.; Ullah, Z.; Hussain, H.; Flörke, U.; Schulz, B.; Draeger, S.; Pescitelli, G.; Salvadori, P.; Antus, S.; Kurtán, T. Chirality 2007, 19, 464-470
23. Crystallographic data for 1 have been deposited with the Cambridge Crystallographic Data Centre (deposition number CCDC 907596). Copies of the data can be obtained, free of charge, on application to the director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 1223 336033 or e-mail: deposit@ccdc.cam.ac.uk).
24. Sheldrick, G. M. SHELXL-97, Program for X-ray Crystal Structure Solution and Refinement; University of Göttingen: Göttingen, Germany, 1997.
25. Sheldrick, G. M. SADABS, Program for Empirical Absorption Correction of Area Detector Data; University of Göttingen: Göttingen, Germany, 1999.
26. Crystallographic data for 3 have been deposited with the Cambridge Crystallographic Data Centre (deposition number CCDC 907902). Copies of the data can be obtained, free of charge, on application to the director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 1223 336033 or e-mail: deposit@ccdc.cam.ac.uk).
27. Crystallographic data for 4 have been deposited with the Cambridge Crystallographic Data Centre (deposition number CCDC 907595). Copies of the data can be obtained, free of charge, on application to the director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 1223 336033 or e-mail: deposit@ccdc.cam.ac.uk).
28. Tang, W.; Ma, S.; Yu, S.; Qu, J.; Liu, Y.; Liu, J. J. Nat. Prod. 2009, 72, 1017-1021
29. Zhang, N.; Chen, Y.; Jiang, R.; Li, E.; Chen, X.; Xi, Z.; Guo, Y.; Liu, X.; Zhou, Y.; Che, Y.; Jiang, X. Autophagy 2011, 7, 598-612