Chemical Constituents from Dehaasia Triandra. II. 1 Five New Alkaloids, Secoxanthoplanine, Dehydroisocorydione, 11,8′-O-Bisisocorydine, (8,8′-R)- and (8,8′-S)- Bisisocorydine, isolated from the Leaves

Tetrahedron

Volumn 52, Issue 19, 1996, Pages 6561-6568

  Lee, Shoei Sheng ^a   Chen, Chien Kuang ^a   Chen, Chung Hsiung ^a  

^a NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

DEHAASIA; DEHAASIA TRIANDRA;

11,8' BISISOCORYDINE; ALKALOID; BISISOCORYDINE; DIHYDROISOCORYDIONE; SECOXANTHOPLANINE; UNCLASSIFIED DRUG;

ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; ENANTIOMER; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PHYTOCHEMISTRY; PLANT; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030000610     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00312-2     Document Type: Article

References (16)

1. Lee, S.S.; Chen, C.K.; Chen, I.S.; Chen, C.H. J. Nat. Prod. 1996, 59, 55.
2. Lu, S.-T.; Wang, E.C. J. Taiwan Pharm. Assoc. 1977, 29, 49.
3. Lu, S.-T.; Tsai, I.L.; Leou, S.-P. Phytochemistry 1989, 28, 615.
4. For a recent review, see Guinaudeau, H.; Leboeuf, M.; Cavé, A. J. Nat. Prod. 1988, 51, 1025.
5. Lu, S.-T.; Wu, Y.C. Heterocycles 1985, 23, 3085.
6. Lee, S.S.; Lin, Y.J.; Chen, M.Z.; Wu, Y.C.; Chen, C.H. Tetrahedron Lett. 1992, 33, 6309.
7. Shamma, M. The Isoquinoline Alkaloids; Academic Press: New York, 1972; p. 221.
8. Molecular modeling was performed by search_Computer Module of Insight II/Discover (Biosym Technologies, Inc.) to obtain conformations I (3) and II (4) of minimum energy for 8,8′-bisisocorydine and the favored conformation of minimum energy for 11,8′-O-bisisocorydine (5).
9. Harada, N.; Nakanishi, K. Circular Dichroic Spectroscopy: Exciton Coupling in Organic Stereochemistry; University Science Books: Mill Valley, California, 1983; Chp. IV.
10. Dewar, M. J.S.; Nakaya, T. J. Am. Chem. Soc. 1968, 90, 7134.
11. Lee, S.S. Chemical and Spectral Studies of Thalictrum Alkaloids, The Ohio State University, 1985; Chp. II.
12. Arango, G.J.; Cortes, D.; Cavé, A. Phytochemistry, 1987, 26, 1227.
13. Suffness, M.; Cordell, G.A. Antitumor alkaloids. In The Alkaloids; 25, Brossi, A. Eds.; Academic Press Inc.: New York, 1985; pp. 171-178.
14. Lin, L.-Z.; Shieh, H.-L.; Angerhofer, C.K.; Pezzuto, J.M.; Cordell, G.A.; Xue, L.; Johnson, M.E.; Ruangrungsi, N. J. Nat. Prod. 1993, 56, 22.
15. Lee, S.S.; Chen, C.K.; Chen I.S.; Liu, K.C.S. J. Chin. Chem. Soc. 1992, 39, 453.
16. Johns, S.R.; Lamberton, J.A.; Sioumis, A.A. Aust. J. Chem. 1967, 20, 1457.