Studies on quinones. Part 34: The reaction of styrene with activated 1,4-benzoquinones: access to potential antiprotozoal pyranobenzoquinones

Authors
Valderrama, JA Pessoa-Mahana, D Tapia, RA de Arias, AR Nakayama, H Torres, S Miret, J Ferreira, ME
Citation
Ja. Valderrama et al., Studies on quinones. Part 34: The reaction of styrene with activated 1,4-benzoquinones: access to potential antiprotozoal pyranobenzoquinones, TETRAHEDRON, 57(41), 2001, pp. 8653-8658
Citations number
29
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
41
Year of publication
2001
Pages
8653 - 8658
Database
ISI
SICI code
0040-4020(20011008)57:41<8653:SOQP3T>2.0.ZU;2-D
Abstract
Styrene reacts with highly electrophilic monosubstituted 1,4-benzoquinones to provide pyranobenzoquinone and phenanthrene derivatives, depending on th e nature of the quinone substituent. The participation of transient Diels-A lder adduct intermediates in these reactions and their thermal-induced rear rangements are discussed. The in vitro antiparasital effects of the pyranob enzoquinones against Trypanosoma cruzi and Leishmania spp. are reported. (C ) 2001 Elsevier Science Ltd. All rights reserved.