Regioselective lactonization of naphthoquinones: synthesis and antitumoralactivity of the WS-5995 antibiotics

Authors
Qabaja, G Perchellet, EM Perchellet, JP Jones, GB
Citation
G. Qabaja et al., Regioselective lactonization of naphthoquinones: synthesis and antitumoralactivity of the WS-5995 antibiotics, TETRAHEDR L, 41(17), 2000, pp. 3007-3010
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
17
Year of publication
2000
Pages
3007 - 3010
Database
ISI
SICI code
0040-4039(20000422)41:17<3007:RLONSA>2.0.ZU;2-B
Abstract
An acid promoted quinolactonization of naphthoquinones has been developed, providing direct access to either ortho or para isomers as desired. Applica tion of this methodology in syntheses of the antibiotics WS-5995A, WS-5995C and functional analogs is demonstrated. Preliminary antitumoral activity o f the analogs is presented together with electrochemical analysis. (C) 2000 Elsevier Science Ltd. All rights reserved.