New oxidized sterols from Aspergillus awamori and the endo-boat conformation adopted by the cyclohexene oxide system

Magnetic Resonance in Chemistry

Volumn 48, Issue 1, 2010, Pages 38-43

  Gao, Hao ^a,b   Hong, Kui ^c   Chen, Guo Dong ^a   Wang, Chuan Xi ^a   Tang, Jin Shan ^a   Yu, Yang ^d   Jiang, Miao Miao ^d   Li, Man Mei ^a   Wang, Nai Li ^d   Yao, Xin Sheng ^a,d  

^a JINAN UNIVERSITY   (China)

^b SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

^c The Institute of Tropical Bioscience and Biotechnology   (China)

^d SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

2D NMR; 5 ; 6 epoxy sterols; Aspergillus awamori; Cyclohexene oxide; Cytotoxic activity; Endo boat conformation; Mangrove fungus

Indexed keywords

ALCOHOLS; ASPERGILLUS; BOATS; CELL CULTURE; CYTOTOXICITY; LIPIDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OLEFINS;

2-D NMR; 5Α; 6Α-EPOXY STEROL; ASPERGILLUS AWAMORI; BOAT CONFORMATIONS; CYCLOHEXENE OXIDE; CYTOTOXIC ACTIVITIES; ENDO-BOAT CONFORMATION; EPOXY; MANGROVE FUNGUS;

SPECTROSCOPIC ANALYSIS;

EID: 73949084935     PISSN: 07491581     EISSN: 1097458X     Source Type: Journal    
DOI: 10.1002/mrc.2536     Document Type: Article

References (28)

1. J. S. Tang, H. Gao, K. Hong, Y. Yu, M. M. Jiang, H. P. Lin, W. C. Ye, X. S. Yao, Magn. Reson. Chem. 2007, 45, 792.
2. H.Gao, Q. H. Zhang, M.M. Jiang, J. S. Tang, C.D.Miao, K. Hong, M. Namikoshi, N. L. Wang, X. S. Yao, Magn. Reson. Chem. 2008, 46,
3. H. Gao,K. Hong, X. Zhang, H. W. Liu,N. L. Wang,L. Zhuang, X. S. Yao, Helv. Chim. Acta 2007, 90, 1165.
4. Z. H. Zhang, K. Hong, H. Gao, X. S. Yao, Wei Sheng Wu Xue Za Zhi 2006, 26(4), 6.
5. M. Traetteberg, T. W. Sandnes, P. Bakken, J. Mol. Struct. 1980, 67,235.
6. R. J. Abraham, I. Castellazzi, F. Sancassan, T. A.D. Smith, J. Chem. Soc., Perkin Trans. 2 1999, 99.
7. D. M. Pawar, E. A. Noe, J. Am. Chem. Soc. 1998, 120, 1485.
8. V. V. Samoshin, I. V. Yartseva, V. A. Svyatkin, N. S. Zefirov, V. A. Palyulin, O. A. Zelenkina, Y. A. Vereshchagina, J. Phys. Org. Chem. 1996, 9, 706.
9. A. Boto, R. Freire, R. Hernandez, E. Suarez, M. S. Rodriguez, J. Org. Chem. 1997, 62, 2975.
10. Y. Venkateswarlu, M. V. R. Reddy, M. R. Rao, J. Nat. Prod. 1996, 59, 876.
11. A.Aiello, E. Fattorusso, S.Magno, L.Mayol, M.Menna, J. Nat. Prod. 1990, 53, 487.
12. J. L. C. Wright, A. G. Mcinnes, S. Shimizu, D. G. Smith, J. A. Walter, Can. J. Chem. 1978, 56, 1898.
13. E. Juaristi, Conformational Behavior of Six-Membered Rings, VCH: New York, 1995.
14. K. B. Lipkowitz, P.W. Rabideau, D. J. Raber, P. R. Schleyer, A. J. Kos, R. A. Kahn, L. E. Hardee, J. Org. Chem. 1982, 47, 1002.
15. P. W. Rabideau, D. M.Wetzel, J. W. Paschal, J. Org. Chem. 1982, 47, 3993.
16. D. J. Raber, L. E. Hardee, P. W. Rabideau, K. B. Lipkowitz, J.Am.Chem. Soc. 1982, 104, 2843.
17. A. Sygula, T. A. Holak, Tetrahedron Lett. 1983, 24, 2893.
18. D. K. Dalling, K. W. Zilm, D. M. Grant, W. A. Heeschen, W. J. Horton, R. J. Pugmire, J. Am. Chem. Soc. 1981, 103, 4817.
19. P.W. Rabideau, J. L. Mooney,K. B. Lipkowitz, J.Am.Chem. Soc. 1986, 108, 8130.
20. R. A. Pascal, G. J. Schroepfer, J. Lipid Res. 1980, 21, 118.
21. M. Anastasia, P. Allevi, P. Ciuffreda, A. Fiecchi, A. Scala, Steroids1987, 49, 543.
22. H. C. Kwon, S. D. Zee, S. Y. Cho, S. U. Choi, K. R. Lee,Arch. Pharm. Res.2002, 25, 851.
23. H. Kawagishi, R. Katsumi, T. Sazawa, T. Mizuno, T. Hagiwara, T.Nakamura, Phytochemistry 1988, 27, 2777.
24. S. Matsueda, Y. Katsukura, Chem. Ind. 1985, 1, 411.
25. K. Kahlos, L. Kangas, R. Hiltunen, PlantaMed. 1989, 55, 389.
26. C.N. Lin,W. P. Tome, S. J. Won, J. Nat. Prod. 1991, 54, 998.
27. K. Yoshikawa, M. Ikuta, S. Arihara, E. Matsumura, S. Katayama, Chem.Pharm. Bull. 2001, 49, 1030.
28. T. Mosmann, J. Immunol.Methods 1983, 65, 55.