Strychnos 1990 - 2004 - Crops for the Future
Strychnos 1990 - 2004 - Crops for the Future
Strychnos 1990 - 2004 - Crops for the Future
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Author<br />
Title<br />
Year<br />
Source title<br />
Reference<br />
Bennasar, M. L., J. M. Jimenez, B. Vidal, B. A. Sufi and J. Bosch<br />
Nucleophilic addition of 1-acetylindole enolates to pyridinium salts. Stereoselecti<br />
1999<br />
Journal of Organic Chemistry<br />
64(26): 9605-9612<br />
Abstract<br />
Addition of <strong>the</strong> enolate derived from 1-acetylindole (3) to pyridinium salt 4b followed by acidinduced<br />
cyclization of <strong>the</strong> resulting 1,4-dihydropyridine 5b in <strong>the</strong> presence of lithium iodide gives<br />
tetracyclic 3,7-methano[1,4]diazonino[1,2-alpha]indole 6b, which has subsequently been elaborated<br />
into <strong>the</strong> (E)-ethylidene derivative 7b. From this compound is reported a stereocontrolled route to (+/-<br />
)-geissoschizine, involving closure of C ring by Pummerer reaction, methanolysis of <strong>the</strong> resulting<br />
pentacyclic lactam 12, and desulfurization. A similar syn<strong>the</strong>tic sequence starting from <strong>the</strong> enolate of<br />
3 and 2-fluoropyridinium salt 15b gives access to <strong>the</strong> pentacyclic dilactam 2, which had previously<br />
b een converted to (+/-)-akagerine through opening of <strong>the</strong> piperidone (D) ring.<br />
Author<br />
Title<br />
Year<br />
Source title<br />
Reference<br />
Brandt, V., M. Tits, A. Geerlings, M. Frederich, J. Penelle, C. Delaude, R. Verpoo<br />
Beta-carboline glucoalkaloids from <strong>Strychnos</strong> mellodora<br />
1999<br />
Phytochemistry<br />
51(8): 1171-1176<br />
Abstract<br />
Two new N-b-methylated beta-carbolinium glucoalkaloids, 3,4,5,6-tetradehydropalicoside and<br />
3,4,5,6-tetradehydrodolichantoside, toge<strong>the</strong>r with <strong>the</strong> known beta-carboline compounds<br />
desoxycordifoline (beta-carboline 3-carboxylate glucoalkaloid) and melinonine F (N-b-methylated<br />
harmanium cation), were isolated from <strong>Strychnos</strong> mellodora stembark. The structures of <strong>the</strong><br />
compounds were elucidated on <strong>the</strong> basis of spectroscopic studies. (C) 1999 Elsevier Science Ltd. All<br />
r i g h t s r e s e r v e d .