Ivorenolide B, an immunosuppressive 17-membered macrolide from Khaya ivorensis: Structural determination and total synthesis

Organic Letters

Volumn 16, Issue 7, 2014, Pages 2062-2065

  Wang, Yao ^a   Liu, Qun Fang ^b   Xue, Ji Jun ^a   Zhou, Yu ^b   Yu, Huang Chao ^a   Yang, Sheng Ping ^b   Zhang, Bo ^b   Zuo, Jian Ping ^b   Li, Ying ^a   Yue, Jian Min ^a,b  

^a LANZHOU UNIVERSITY   (China)

^b SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

Author keywords

[No Author keywords available]

Indexed keywords

IMMUNOSUPPRESSIVE AGENT; IVORENOLIDE B; MACROLIDE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ISOLATION AND PURIFICATION; MELIACEAE; NUCLEAR MAGNETIC RESONANCE; STEREOISOMERISM;

IMMUNOSUPPRESSIVE AGENTS; MACROLIDES; MELIACEAE; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; STEREOISOMERISM;

EID: 84898749259     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol500667d     Document Type: Article

References (22)

1. Adesida, G. A.; Adesogan, E. K.; Okorie, D. A.; Taylor, D. A. H.; Styles, B. T. Phytochemistry 1971, 10, 1845-1853
2. Taylor, D. A. H. Phytochemistry 1977, 16, 1847-1849
3. Vanucci, C.; Lange, C.; Lhommet, G.; Dupont, B.; Davoust, D.; Vauchot, B.; Clement, J. L.; Brunk, F. Phytochemistry 1992, 31, 3003-3004
4. Zhang, B.; Yang, S. P.; Yin, S.; Zhang, C. R.; Wu, Y.; Yue, J. M. Phytochemistry 2009, 70, 1305-1308
5. Agbedahunsi, J. M.; Fakoya, F. A.; Adesanya, S. A. Phytomedicine 2004, 11, 504-508
6. Zhang, B.; Wang, Y.; Yang, S. P.; Zhou, Y.; Wu, W. B.; Tang, W.; Zuo, J. P.; Li, Y.; Yue, J. M. J. Am. Chem. Soc. 2012, 134, 20605-20608
7. Pretsch, E.; Bühlmann, P.; Affolter, C. Structure Determination of Organic Compounds: Tables of Spectral Data, 3rd ed.; Springer: New York, 2000; p 88.
8. Rong, G. B.; Zhu, S. Z. Trans., East China Univ. Sci. Technol.: Shanghai 2002, 88
9. Ghosh, S.; Pradhan, T. K. Synlett 2007, 15, 2433-2435
10. Denmark, S. E.; Yang, S. M. J. Am. Chem. Soc. 2004, 126, 12432-12440
11. Lian, X. D.; Ma, S. M. Angew. Chem., Int. Ed. 2008, 47, 8255-8258
12. Mori, M.; Nakai, T. Tetrahedron Lett. 1997, 38, 6233-6236
13. Cho, E. J.; Kim, M.; Lee, D. Org. Lett. 2006, 8, 5413-5416
14. Ko, E.; Liu, J.; Perez, L. M.; Lu, G.; Schaefer, A.; Burgess, K. J. Am. Chem. Soc. 2011, 133, 462-477
15. Li, Z.; Fowler, F. W.; Lauher, J. W. J. Am. Chem. Soc. 2009, 131, 634-643
16. Shi Shun, A. L. K.; Tykwinski, R. R. Angew. Chem., Int. Ed. 2006, 45, 1034-1057
17. Xie, J.; Ma, Y. L.; Horne, D. A. Chem. Commun. 2010, 46, 4770-4772
18. Nicolaou, K. C.; Roschangar, F.; Vourloumis, D. Angew. Chem., Int. Ed. 1998, 37, 2014-2045
19. Gradillas, A.; Pérez-Castells, J. Angew. Chem., Int. Ed. 2006, 45, 6086-6101
20. Prunet, J. Angew. Chem., Int. Ed. 2003, 42, 2826-2830
21. Salamci, E. Tetrahedron 2010, 66, 4010-4015
22. Kumar, V. P.; Kavitha, N.; Chandrasekhar, S. Eur. J. Org. Chem. 2013, 6325-6334