Antitumor Agents, 74. Bruceanol-A and -B, Two New Antileukemic Quassinoids from Brucea antidysenterica

Journal of Natural Products
1985.0

Abstract

Eight quassinoids, including the antileukemic compound bruceantin, were isolated from Brucea antidysenterica by Kupchan and associates. The authors previously reported two new antileukemic quassinoid glycosides, bruceantinoside-A and -B, from this plant. In this study, two additional new antileukemic isobruceine type quassinoids, bruceanol-A (1) and bruceanol-B (2), were isolated and characterized from the same plant. Bruceanol-A (1) has a molecular formula of C28H30O11, and its structure differs from isobruceine-B in that it has a benzoate side chain at C-15 instead of an acetate group, as confirmed by IR, 1H-NMR, and 13C-NMR comparisons. Bruceanol-B (2) has a molecular formula of C27H36O11, with a hexanoyl side chain at C-15 instead of the acetyl group in isobruceine-B. Both compounds showed significant in vivo antileukemic activity against P-388 lymphocytic leukemia: bruceanol-A exhibited T/C values of 130% (0.5 mg/kg), 129% (1 mg/kg), and 134% (2 mg/kg), while bruceanol-B showed a T/C value of 123% (0.5 mg/kg) (3-day dosing). The control compound 5-fluorouracil had a T/C value of 135% (200 mg/kg, 1-day dosing).

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