Synthesis of racemic and chiral albicanol, albicanyl acetate and cyclozonarone: cytotoxic activity of ent-cyclozonarone

Journal of the Brazilian Chemical Society

Armstrong, Veronica¹  Pontificia Universidad Católica de Chile, Santiago, Chile¹  Cortés, Manuel¹  Delgado, Virginia¹  Barrero, Alejandro F.¹  Universidad de Granada, Granada, Spain¹ 

关键词: albicanol;    albicanyl acetate;    cyclozonarone;    total synthesis;    chiral synthesis;   

DOI  :  10.1590/S0103-50532008000700005

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

The total synthesis of racemic cyclozonarone ((±)-3) was achieved from E,E-farnesol (4) in an eight-step sequence in 6.6% overall yield. Albicanol ((±)-1) and its acetate ((±)-2) are intermediates. A similar sequence starting from natural (-)-drimenol (5) gave (+)-albicanol (1) and (+)-cyclozonarone (3) (42% and 11% yield, respectively). The cytotoxic activity of (+)-cyclozonarone was assayed and showed some selectivity towards MS-1 (mice endothelial cells).

【 授权许可】

Unknown