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Synthesis of Potential Inhibitors Against HIV
Stockholm University.
1999 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

This thesis describes the syntheses of various potential inhibitors of HIV, e.g. some 3´-hydroxymethyl-substituted carbocyclic nucleoside analogues as reverse transcriptase inhibitors and some symmetry-based peptidomimetics as protease inhibitors.

Enantiomerically pure (3S,4S)-bis-(hydroxymethyl)cyclopentanone ethylene glycol ketal was used in the syntheses of eight functionalized cyclopentanol intermediates. These were either condensed with 6-chloropurine bases using the Mitsunobu reaction or converted into the corresponding cyclopentylamines, on which the purine bases were built up.

The influence of the central hydroxyl groups on the anti-viral activity of L-mannaric acid based HIV-1 protease inhibitors was investigated. L-Iditol was used as the chiral precursor in the synthesis of the inhibitors with inverted configuration at C-3 and C-4.

All target compounds described in this thesis were evaluated for anti-viral activity against the human immunodeficiency virus.

Place, publisher, year, edition, pages
Stockholm: Stockholm University , 1999. , 54 p.
National Category
Organic Chemistry
Research subject
Organic Chemistry
URN: urn:nbn:se:su:diva-63983ISBN: 91-7153-916-6OAI: diva2:454069
Public defence
1999-05-25, 10:00
Härtill 4 uppsatserAvailable from: 2011-11-04 Created: 2011-11-04Bibliographically approved

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