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Strychnos 1990 - 2004 - Crops for the Future

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Author<br />

Title<br />

Year<br />

Source title<br />

Reference<br />

Bonjoch, J., J. C. Fernandez and N. Valls<br />

Total syn<strong>the</strong>ses of (+/-)-deethylibophyllidine using a crisscross annulation: Ring c<br />

1998<br />

Journal of Organic Chemistry<br />

63(21): 7338-7347<br />

Abstract<br />

The total syn<strong>the</strong>sis of (+/-)-deethylibophyllidine (1) is described. Three different sequences provide<br />

this pentacyclic alkaloid using a common strategy involving a crisscross annulation. Key steps<br />

include (i) C/D ring cleavage of a 2-<strong>for</strong>myloctahydroindolo[2,3-a]quinolizine to obtain<br />

octahydroazecino[5,4-b]indoles, via ei<strong>the</strong>r a chloro<strong>for</strong>mate induced process or a quaternary<br />

ammonium salt <strong>for</strong>mation followed by treatment with lithium, and (ii) a tandem process consisting<br />

of an intramolecular Pictet-Spengler double cyclization upon a beta-indole position of a 2,3-<br />

disubstituted indole to generate <strong>the</strong> quaternary spiro center of <strong>the</strong> pentacyclic skeleton of<br />

ibophyllidine alkaloids. Attempts to extend <strong>the</strong> procedure to <strong>the</strong> construction of <strong>the</strong> pentacyclic<br />

framework of (+/-)ibophyllidine result in very low yield.<br />

Author<br />

Title<br />

Year<br />

Source title<br />

Reference<br />

Abstract<br />

Cai, B. C., T. S. Wang, M. Kurokawa, K. Shiraki and M. Hattori<br />

Cytotoxicities of alkaloids from processed and unprocessed seeds of <strong>Strychnos</strong> nu<br />

1998<br />

Acta Pharmacologica Sinica<br />

19(5): 425-428<br />

-<br />

Author<br />

Title<br />

Year<br />

Source title<br />

Reference<br />

Abstract<br />

Chen, X. and et al.<br />

Influence of processing methods on alkaloid, toxicity and effect of <strong>Strychnos</strong> nux<br />

1998<br />

China Journal of Chinese Materia Medica<br />

23(3): 151-153<br />

-

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