Constituents of Clausena excavata. Isolation and Structural Elucidation of New Carbazole Alkaloids.

A New Coumarin and Carbazole Alkaloid from Clausena vestita D. D. Tao

“…The structures of the additional 28 known compounds 1-allyl-3,5-dimethoxybenzene [26], (E)-3-(3,4-dimethoxyphenyl)acrylaldehyde [27], grinimibine [11], dictamine [12], g-fagarine [24], 4-methoxy-1-methylquinolin-2-one [13], 4-methoxy-3-(3-methylbut-2-en-1-yl)-2H-chromen-2-one [14], clausine-P [15], methyl carbazole-3-carboxylate [7] [16], 3-formyl-2-hydroxy-7-methoxycarbazole [17], mukonidine [5], mukonal [6], methyl 6-methoxycarbazole-3-carboxylate [16] A total of 268 sub-fractions (ca. 500 ml each) were collected and combined on the basis of TLC analysis, leading to seven main fractions (F1 -F 7).…”

“…3-Formyl-2-hydroxy-7-methoxycarbazole [17] (131 mg) was obtained by direct crystallization in PE/acetone from F 3a. F 3c (440 mg) was purified by Sephadex LH-20 CC (70 g, 100 Â 2 cm, MeOH) to afford mukonidine [5] (4 mg).…”

Total synthesis of naturally occurring 1-oxygenated carbazole alkaloids - clausine E, clausenapin, indizoline and formal synthesis of clausenaline D

“…1,2 Moreover, there are substantial reports in the literature on the isolation of these alkaloids from various plant sources. [3][4][5][6][7][8][9][10][11][12][13] For example, clausine E (1) (Fig. 1), 3,4 isolated from the stem bark of Clausena excavata showed inhibition of rabbit platelet aggregation and vasocontraction.…”

“…[3][4][5][6][7][8][9][10][11][12][13] For example, clausine E (1) (Fig. 1), 3,4 isolated from the stem bark of Clausena excavata showed inhibition of rabbit platelet aggregation and vasocontraction. 4 Indizoline (2) was isolated from various parts of Clausena lansium [5][6][7][8][9][10] and also from the roots of Clausena indica.…”

Synthesis and Activity of Carbazole Derivatives Against Mycobacterium tuberculosis

“…Clausine K or clauszoline J, a natural product isolated independently from several sources, [4][5][6] was found to have weak antituberculosis activity (MIC of 100 mg mL À1 against the H 37 Ra strain). [1,7] Ma et al isolated micromeline from the stem bark of Micromelum hirsutum along with some known carbazole alkaloids, and found the MIC to be 31.5 mg mL À1 against M. tuberculosis H 37 Rv (selectivity index > 3).…”