TY - JOUR TI - 5α,8α-Epidioxysterols from the gorgonian Eunicella cavolini and the ascidian Trididemnum inarmatum: Isolation and evaluation of their antiproliferative activity AU - Ioannou, E. AU - Abdel-Razik, A.F. AU - Zervou, M. AU - Christofidis, D. AU - Alexi, X. AU - Vagias, C. AU - Alexis, M.N. AU - Roussis, V. JO - Steroids PY - 2009 VL - 74 TODO - 1 SP - 73-80 PB - SN - 0039-128X TODO - 10.1016/j.steroids.2008.09.007 TODO - 5alpha 8alpha epidioxy 24,26 cyclo cholesta 6,22 dien 3beta ol; 5alpha,8a epidioxysterol derivative; 5alpha,8alpha epidioxy 24 ethylcholesta 6,24(28) dien 3beta ol; 5alpha,8alpha epidioxy 24xi methyl 27 norcholesta 6,22 dien 3beta ol; natural product; sterol derivative; unclassified drug; cholesterol ester; epidioxysterol, article; Ascidiacea; coelenterate; controlled study; drug activity; drug isolation; drug structure; Eunicella cavolini; human; human cell; proton nuclear magnetic resonance; Trididemnum inarmatum; animal; Anthozoa; cell proliferation; chemical structure; chemistry; drug effect; drug screening; female; isolation and purification; nuclear magnetic resonance spectroscopy; tumor cell line; Urochordata, Ascidia; Eunicella cavolini; Gorgonia; Trididemnum, Animals; Anthozoa; Cell Line, Tumor; Cell Proliferation; Cholesterol Esters; Drug Screening Assays, Antitumor; Female; Humans; Magnetic Resonance Spectroscopy; Molecular Structure; Urochordata TODO - Three new (1, 4, 9) and nine previously reported (2, 3, 5-8, 10-12) 5α,8α-epidioxysterols were isolated from the organic extracts of the gorgonian Eunicella cavolini and the ascidian Trididemnum inarmatum. The structures and relative configurations of 1-12 were established on the basis of detailed NMR spectroscopic analyses and comparison with the literature. The growth inhibitory effects of 1-12 were evaluated against MCF-7 human breast cancer cells. Compound 1, bearing a cyclopropyl moiety in the side chain, exhibited the highest antiproliferative activity. © 2008 Elsevier Inc. All rights reserved. ER -