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Synthesis of several deoxy analogues of pancratistatin
✍ Scribed by LÁSzlÓ Balázs; István Kádas; László Tõke
- Book ID
- 102339344
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1998
- Tongue
- English
- Weight
- 412 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
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. Compounds 16 and 17, cis analogues of 13 were also synthesised from 7 via cis dihydroxylation with catalytic osmium tetroxide and N‐methylmorpholine N‐oxide. The stereoisomers obtained were separated by column chromatography after protection of the hydroxyl groups. The products synthesised are characterised satisfactorily by ir, nmr, ms and microanalysis data and are expected to possess anticancer or antiviral activity.
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