Novel sesquiterpenoids from the Colombian liverwort Porella swartziana

Tetrahedron

Volumn 52, Issue 18, 1996, Pages 6339-6354

  Tori, Motoo ^a   Nakashima, Katsuyuki ^a   Takeda, Tomoko ^a   Kan, Yukiko ^a   Takaoka, Shigeru ^a   Asakawa, Yoshinori ^a  

^a TOKUSHIMA BUNRI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

SESQUITERPENOID;

ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; NUCLEAR MAGNETIC RESONANCE; PHYTOCHEMISTRY; PRIORITY JOURNAL; X RAY ANALYSIS;

EID: 0029919688     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00280-3     Document Type: Article

References (19)

1. Asakawa, Y.; Yamamura. A.; Waki, T.; Takemoto, T. Phytochemistry, 1980, 19, 603-607.
2. Tori, M.; Nakashima, K.; Toyota, M.; Asakawa, Y. Tetrahedron Lett., 1993, 34, 3751-3752.
3. Tori, M.; Kohama, Y.; Nakashima, K.; Asakawa, Y. J. Chem. Soc., Perkin Trans. 1, 1994, 3225-3230.
4. Tori, M.; Nakashima, K.; Takeda, T.; Asakawa, Y. Tetrahedron Lett. 1993, 34, 3753-3754.
5. Toyota, M.; Asakawa, Y. Phytochemistry, 1993, 32, 137-140.
6. Toyota, M.; Nagashima, F.; Shima, K.; Asakawa, Y. Phytochemistry, 1992, 31, 183-189.
7. Nagashima, F.; Nishioka, E.; Kameo, K.; Nakagawa, C.; Asakawa, Y. Phytochemistry, 1991, 30, 215-000.
8. Tori, M.; Arbiyanti, H.; Taira, Z.; Asakawa, Y. Phytochemistry, 1993, 32, 335-348.
9. Chidambaram, N.; Chandrasekaran, S. J. Org. Chem. 1987, 52, 5048-5051.
10. D -120°, while that of the natural one was -184°. This presumably due to the impurity contaminated in the synthetic sample. Nonetheless, these results suggest that the absolute configuration of 2 is the same as that of 3.
11. Although some of the Figures of ORTEP were expressed as enantiomers unexpectedly, they just intended to show the relative configuration. The detailed data for X-ray analysis was deposited to the Cambridge Crystallographic Data Centre.
12. Harada, N.; Nakanishi, K. Circular Dichroic Spectroscopy-Exciton Coupling in Organic Stereochemistry, University Science Books, Mill Valley, CA, 1983.
13. Seyferth, D.; Blank, D. R.; Evnin, A. B. J. Amer. Chem. Soc., 1967, 89, 4793-4795.
14. Gingrich, H. L.; Roush, D. M.; Van Saun, W. A. J. Org. Chem., 1983, 48, 4869-4873.
15. Miyashita, M.; Suzuki, T.; Yoshikoshi, A. Tetrahedron Letters, 1987, 28, 4293-4296.
16. Connolly, J. D.; Hill, R. A. Dictionary of Terpenoids, Chapman & Hall, London, 1991.
17. Tursch, B.; Braekman, J.; C., Daloze, D.; Fritz, P.; Kelecom, A.; Karlsson, R.; Losman, D. Tetrahedron Letters, 1974, 747-750.
18. Bohlmann, F.; Zdero, C. Phytochemistry, 1978, 17, 1669-1671.
19. Hill, R. A.; Kirk, D. N.; Makin, H. L. J.; Murphy, G. M. Dictionary of Steroids, Chapman & Hall, London, 1991.