@misc{10481/32917,
year = {2008},
url = {http://hdl.handle.net/10481/32917},
abstract = {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).},
abstract = {A síntese completa da mistura racêmica do cyclozonarone ((±)-3), foi obtida a partir do E,E-farnesol (4) em uma seqüência de oito passos com um rendimento geral de 6,6%. O albicanol ((±)-1) e seu acetato ((±)-2) são intermediários. Uma seqüência inicial, similar a partir do produto natural (-)-drimenol (5), produziu o(+)-albicanol (1) e o(+)-cyclozonarone (3) com 42% e 11%, respectivamente. A atividade citotóxica do composto(+)-cyclozonarone foi avaliada e mostrou alguma seletividade para MS-1 (células endoteliais de camundongos).},
organization = {Authors are grateful to Dirección de Investigación y Postgrado, Facultad de
Química, Pontificia Universidad Católica de Chile, for financial support, to MECESUP grant UCH 0116 de la Red Nacional de Doctorado en Química for HRMS analyses and
to Dr. Luis Espinoza for valuable help with spectroscopic assignments.},
publisher = {Sociedade Brasileira de Química},
keywords = {Albicanol},
keywords = {Abicanyl acetate},
keywords = {Cyclozonarone},
keywords = {Total synthesis},
keywords = {Chiral synthesis},
title = {Synthesis of racemic and chiral albicanol, albicanyl acetate and cyclozonarone: cytotoxic activity of ent-cyclozonarone},
doi = {10.1590/S0103-50532008000700005},
author = {Delgado, Virginia and Armstrong, Verónica and Cortés, Manuel and Barrero, Alejandro F.},
}