| Literature DB >> 2918509 |
C W Greengrass1, D W Hoople, S D Street, F Hamilton, M S Marriott, J Bordner, A G Dalgleish, H Mitsuya, S Broder.
Abstract
1-(3-Cyano-2,3-dideoxy-beta-D-erythro-pentofuranosyl)thymine (cyanothymidine) (3a) has been prepared by an unambiguous route starting from D-xylose. The relative and absolute stereochemistry of 3a and its anomeric isomer 9 have been confirmed by NOE experiments and by X-ray diffraction analysis. In antiviral tests vs HIV 3a was shown to be inactive, a surprising result in view of a preliminary disclosure claiming potent anti-HIV activity. The activity previously assigned to 3a is believed to be due to contamination of that sample with the known antiviral nucleoside analogue 5b.Entities:
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Year: 1989 PMID： 2918509 DOI： 10.1021/jm00123a019
Source DB: PubMed Journal: J Med Chem ISSN： 0022-2623 Impact factor: 7.446