Cladosins A-E, hybrid polyketides from a deep-sea-derived fungus, Cladosporium sphaerospermum

Journal of Natural Products

Volumn 77, Issue 2, 2014, Pages 270-275

  Wu, Guangwei ^a   Sun, Xinhua ^a   Yu, Guihong ^a   Wang, Wei ^a   Zhu, Tianjiao ^a   Gu, Qianqun ^a   Li, Dehai ^a  

^a OCEAN UNIVERSITY OF CHINA   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CLADOSIN A; CLADOSIN B; CLADOSIN C; CLADOSIN D; CLADOSIN E; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; POLYKETIDE; RIBAVIRIN; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; BIOSYNTHESIS; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL MODIFICATION; CLADOSPORIUM SPHAEROSPERMUM; DRUG ISOLATION; DRUG STRUCTURE; INFLUENZA VIRUS A H1N1; NITROGEN NUCLEAR MAGNETIC RESONANCE; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

ANTIVIRAL AGENTS; CLADOSPORIUM; DRUG SCREENING ASSAYS, ANTITUMOR; INFLUENZA A VIRUS, H1N1 SUBTYPE; MARINE BIOLOGY; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PACIFIC OCEAN; POLYKETIDES;

EID: 84896878131     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np400833x     Document Type: Article

References (42)

1. Boettger, D.; Hertweck, C. ChemBioChem 2013, 14, 28-42
2. Schobert, R.; Schlenk, A. Bioorg. Med. Chem. 2008, 16, 4203-4221
3. Li, X. W.; Ear, A.; Nay, B. Nat. Prod. Rep. 2013, 30, 765-782
4. Wakimoto, T.; Mori, T.; Morita, H.; Abe, I. J. Am. Chem. Soc. 2011, 133, 4746-4749
5. Holzapfel, C. W. Tetrahedron 1968, 24, 2101-2119
6. Lin, Z.; Lu, Z.; Zhu, T.; Fang, Y.; Gu, Q.; Zhu, W. Chem. Pharm. Bull. 2008, 56, 217-221
7. Shigeura, H. T.; Gordon, C. N. Biochemistry 1963, 2, 1132-1137
8. Graupner, P. R.; Carr, A.; Clancy, E.; Gilbert, J.; Bailey, K. L.; Derby, J. A.; Gerwick, C. B. J. Nat. Prod. 2003, 66, 1558-1561
9. Rinehart, K. L.; Beck, J. R.; Borders, D. B.; Kinstle, T. H.; Krauss, D. J. Am. Chem. Soc. 1963, 85, 4038-4039
10. Duchamp, D. J.; Branfman, A. R.; Button, A. C.; Rinehart, K. L. J. Am. Chem. Soc. 1973, 95, 4077-4078
11. Yang, S. W.; Mierzwa, R.; Terracciano, J.; Patel, M.; Gullo, V.; Wagner, N.; Baroudy, B.; Puar, M.; Chan, T. M.; Chu, M. J. Antibiot. 2007, 60, 524-528
12. Kempf, K.; Raja, A.; Sasse, F.; Schobert, R. J. Org. Chem. 2013, 78, 2455-2461
13. Ujihara, Y.; Nakayama, K.; Sengoku, T.; Takahashi, M.; Yoda, H. Org. Lett. 2012, 14, 5142-5145
14. Christian Beyer, W. R.; Woithe, K.; Lüke, B.; Schindler, M.; Antonicek, H.; Scherkenbeck, J. Tetrahedron 2011, 67, 3062-3070
15. Wu, Q.; Wu, Z.; Qu, X.; Liu, W. J. Am. Chem. Soc. 2012, 134, 17342-17345
16. Kakule, T. B.; Sardar, D.; Lin, Z.; Schmidt, E. S. ACS Chem. Biol. 2013, 8, 1549-1557
17. Royles, B. J. L. Chem. Rev. 1995, 95, 1981-2001
18. Wu, G.; Lin, A.; Gu, Q.; Zhu, T.; Li, D. Mar. Drugs 2013, 11, 1399-1408
19. Wu, G.; Ma, H.; Zhu, T.; Li, J.; Gu, Q.; Li, D. Tetrahedron 2012, 68, 9745-9749
20. Zhou, L.; Zhu, T.; Cai, S.; Gu, Q.; Li, D. Helv. Chim. Acta 2010, 93, 1758-1763
21. Du, L.; Li, D.; Zhu, T.; Cai, S.; Wang, F.; Xiao, X.; Gu, Q. Tetrahedron 2009, 65, 1033-1039
22. Li, D.; Wang, F.; Xiao, X.; Fang, Y.; Zhu, T.; Gu, Q.; Zhu, W. Tetrahedron Lett. 2007, 48, 5235-5238
23. Höltzel, A.; Gänzle, M. G.; Nicholsom, G. J.; Hammes, W. P.; Jung, G. Angew. Chem., Int. Ed. 2000, 39, 2766-2768
24. Yang, Y. L.; Lu, C. P.; Chen, M. Y.; Chen, K. Y.; Wu, Y. C.; Wu, S. H. Chem.-Eur. J. 2007, 13, 6985-6991
25. Jeong, Y. C.; Moloney, M. G. J. Org. Chem. 2011, 76, 1342-1354
26. Dudek, G. O.; Holm, R. H. J. Am. Chem. Soc. 1962, 84, 2691-2696
27. Holzapfel, C. W.; Hutchison, R. D.; Wilkins, D. C. Tetrahedron 1970, 26, 5239-5246
28. Aoki, S.; Higuchi, H.; Ye, Y.; Satari, R.; Kobayashi, M. Tetrahedron 2000, 56, 1833-1836
29. Rychnovsky, S. D.; Yang, G.; Powers, J. P. J. Org. Chem. 1993, 58, 5251-5255
30. Kikuzaki, H.; Tsaim, S. M.; Nakatani, N. Phytochemistry 1992, 31, 1783-1786
31. Konno, K.; Fujishima, T.; Liu, Z. P.; Takayama, H. Chirality 2002, 13, 72-80
32. Mazzini, F.; Galli, F.; Salvadori, P. Eur. J. Org. Chem. 2006, 24, 5588-5593
33. Child, C. J.; Spencer, J. B.; Bhogal, P.; Shoolingin-Jordan, P. M. Biochemistry 1996, 35, 12267-12274
34. Zhou, L.; Gao, H.; Cai, S.; Zhu, T.; Gu, Q.; Li, D. Helv. Chim. Acta 2011, 94, 1065-1070
35. Xu, W.; Cai, X. L.; Jung, M. E.; Tang, Y. J. Am. Chem. Soc. 2010, 132, 13604-13607
36. Elsebai, M. F.; Natesan, L.; Kehraus, S.; Mohamed, I. E.; Schnakenburg, G.; Sasse, F.; Shaaban, S.; Gutschow, M.; Konig, G. M. J. Nat. Prod. 2011, 74, 2282-2285
37. Phonghanpot, S.; Punya, J.; Tachaleat, A.; Laoteng, K.; Bhavakul, V.; Tanticharoen, M.; Cheevadhanarak, S. ChemBioChem 2012, 13, 895-903
38. Gatenbeck, S.; Sierankiewicz, J. Antimicrob. Agents Chemother. 1973, 3, 308-309
39. Hofheinz, W.; Oberhänsli, W. E. Helv. Chim. Acta 1977, 60, 660-669
40. Gallardo, G. L.; Peña, N. I.; Chacana, P.; Terzolo, H. R.; Cabrera, G. M. World J. Microbiol. Biotechnol. 2004, 20, 609-612
41. Gao, H.; Guo, W.; Wang, Q.; Zhang, L.; Zhu, M.; Zhu, T.; Gu, Q.; Wang, W.; Li, D. Bioorg. Med. Chem. Lett. 2013, 23, 1776-1778
42. Kong, X.; Ma, X.; Xie, Y.; Cai, S.; Zhu, T.; Gu, Q.; Li, D. Arch. Pharm. Res. 2013, 36, 739-744