Solution and crystal conformations of myrionine, a new 8β-Alkyl-cis- decahydroquinoline of Myrioneuron nutans

Organic Letters

Volumn 9, Issue 18, 2007, Pages 3531-3534

  Pham, Van Cuong ^a,b   Jossang, Akino ^a   Chiaroni, Angele ^c   Sévenet, Thierry ^c   Nguyen, Van Hung ^b   Bodo, Bernard ^a  

^a MUSÉUM NATIONAL D'HISTOIRE NATURELLE   (France)

^b INSTITUTE OF CHEMISTRY   (Viet Nam)

^c CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

MYRIONINE; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; CRYSTALLIZATION; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT LEAF; RUBIACEAE; SOLUTION AND SOLUBILITY; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

CRYSTALLIZATION; CRYSTALLOGRAPHY, X-RAY; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; PLANT LEAVES; QUINOLINES; RUBIACEAE; SOLUTIONS;

EID: 34548532038     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol071393a     Document Type: Article

References (21)

1. (a) Ganguly, B.; Freed, D. A.; Kozlowski, M. C. J. Org. Chem. 2001, 66, 1103.
2. (b) Xu, Z.; Kozlowski, M. C. J. Org. Chem. 2002, 67, 3072.
3. (c) Xie, X.; Freed, D. A.; Kozlowski, M. C. Tetrahedron Lett. 2001, 42, 6451.
4. (d) Santos, A. G. O.; Klute, W.; Torode, J.; Bohm, V. P. W.; Cabrita, E.; Runsink, J.; Hoffmann, R. W. New J. Chem. 1998, 993.
5. (e) Onan, K. D.; Vierhapper, F. W. Tetrahedron. Lett. 1984, 25, 799.
6. (f) Booth, H.; Griffths, D. V. J. Chem. Soc., Perkin Trans. 2 1973, 842.
7. (g) Booth, H.; Griffths, D. V. J. Chem. Soc., Perkin Trans. 2 1975, 111.
8. (h) Booth, H.; Griffths, D. V. J. Chem. Soc., Chem. Commun. 1973, 666.
9. (i) Booth, H.; Bostock, A. H. J. Chem. Soc., Perkin Trans. 2 1972, 615.
10. (j) Brown, K.; Kartritzky, A. R.; Warning, A. J. J. Chem. Soc. B 1967, 487.
11. (k) Gerig, J. T.; Roberts, J. D. J. Am. Chem. Soc. 1966, 88, 2791.
12. (a) Vierhapper, F. W.; Eliel, E. L. J. Org. Chem. 1977, 42, 51.
13. (b) Phuan, P. W.; Kozlowski, M. C. J. Org. Chem. 2002, 67, 6339.
14. (a) Spende, T. F.; Jain, P.; Garraffo, H. M.; Pannell, L. K.; Yeh, H. J. C.; Daly, J. W. J. Nat. Prod. 1999, 62, 5.
15. (b) Tori, M.; Shimura, E.; Takaoka, S.; Nakashima, K.; Sono, M.; Ayer, W. A. Phytochemistry 2000, 53, 503.
16. (a) Pham, V. C.; Jossang, A.; Chiaroni, A.; Sévenet, T.; Bodo, B. Tetrahedron Lett. 2002, 43, 7565.
17. (b) Crabb, T. A.; Turner, C. H. J. Chem. Soc., Perkin Trans. 2 1980, 1778.
18. Yamazaki, N.; Kibayashi, C. J. Am. Chem. Soc. 1989, 111, 1396.
19. CCDC 619064 and CCDC 619065 contain the supplementary crystallographic data for the respective compounds 9 and 10. These data can be obtained free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html [or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB IEZ, UK; fax / (internat.) +44-1223/336-033; E-mail : deposit@ccdc.cam.ac.uk].
20. Wiberg, K. B.; Rabien, P. R. J. Am. Chem. Soc. 1993, 115, 614.
21. Vierhapper, F. W. Tetrahedron Lett. 1981, 22, 5161.