SYNTHESIS OF SEVERAL DEOXY ANALOGS OF PANCRATISTATIN

Citation
L. Balazs et al., SYNTHESIS OF SEVERAL DEOXY ANALOGS OF PANCRATISTATIN, Journal of heterocyclic chemistry, 35(2), 1998, pp. 343-348
Citations number
33
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0022152X
Volume
35
Issue
2
Year of publication
1998
Pages
343 - 348
Database
ISI
SICI code
0022-152X(1998)35:2<343:SOSDAO>2.0.ZU;2-#
Abstract
N-Acetylated 1,4,7- and 3,4,7-trideoxypancratistatin analogues 10 and 13 were synthesised from partially saturated phenanthridinones, 6 and 7, respectively via epoxidation and trans opening of the epoxides, Com pounds 16 and 17, cis analogues of 13 were also synthesised from 7 via cis dihydroxylation with catalytic osmium tetroxide and N-methylmorph oline N-oxide. The stereoisomers obtained were separated by column chr omatography after protection of the hydroxyl groups. The products synt hesised are characterised satisfactorily by ir, nmr, ms and microanaly sis data and are expected to possess anticancer or antiviral activity.