Synthesis and anti-HIV evaluation of some phosphoramidate derivatives of AZT: studies on the effect of chain elongation on biological activity.

Abstract:

:A series of phosphoramidate derivatives of the anti-HIV drug AZT has been prepared as membrane soluble pro-drugs of the bio-active nucleotide forms and evaluated in vitro against HIV-1. Terminal substituted alkyl amines have a pronounced anti-HIV effect: this effect declines upon increasing the length of the methylene spacer. The results are consistent with a mechanism of action involving intracellular cleavage of the phosphoramidate bond, and release of the nucleotide, or a derivative thereof. Full spectroscopic data are included on the products and their phosphorochloridate precursors.

journal_name

Antiviral Res

journal_title

Antiviral research

authors

Curley D,McGuigan C,Devine KG,O'Connor TJ,Jeffries DJ,Kinchington D

doi

10.1016/0166-3542(90)90053-a

subject

Has Abstract

pub_date

1990-12-01 00:00:00

pages

345-56

issue

6

eissn

0166-3542

issn

1872-9096

pii

0166-3542(90)90053-A

journal_volume

14

pub_type

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