reactivity and biological activity of the marine sesquiterpene hydroquinone avarol and related compounds from sponges of the order dictyoceratida反应性和生物活性的海洋倍半萜烯对苯二酚avarol及相关化合物的海绵网角目.pdfVIP

Molecules 2006, 11, 1–33 molecules ISSN 1420-3049 Review Reactivity and Biological Activity of the Marine Sesquiterpene Hydroquinone Avarol and Related Compounds from Sponges of the Order Dictyoceratida Dušan Sladić1,* and Miroslav J. Gašić2,* 1 Faculty of Chemistry, University of Belgrade, Studentski trg 12-16, POB 158, 11001 Belgrade, Serbia and Montenegro, Tel. +381-64-2795778; Fax. +381-11-636061 2 IHTM Department of Chemistry, University of Belgrade, Studentski trg 12-16, POB 473, 11001 Belgrade, Serbia and Montenegro * Authors to whom correspondence should be addressed; e-mails: dsladic@chem.bg.ac.yu; mjgasic@chem.bg.ac.yu Received: 17 August 2005; in revised form: 22 September 2005 / Accepted: 22 September 2005 / Published: 31 January 2006 Abstract : A review of results of bioactivity and reactivity examinations of marine sesquiterpene (hydro)quinones is presented. The article is focused mostly on friedo- rearranged drimane structural types, isolated from sponges of the order Dictyoceratida. Examples of structural correlations are outlined. Available results on the mechanism of redox processes and examinations of chemo- and regioselectivity in addition reactions are presented and, where possible, analyzed in relation to established bioactivities. Most of the bioactivity examinations are concerned with antitumor activities and the mechanism thereof, such as DNA damage, arylation of nucleophiles, tubulin assembly inhibition, protein kinase inhibition, inhibition of the arachidonic