Evidence map›Paper›PMID 22126969›Full record

ArticleThe Journal of organic chemistry2012

Structure of cyclic nucleoside phosphonate ester prodrugs: an inquiry.

Ivan S Krylov, Valeria M Zakharova, Michaela Serpi, Ralf Haiges, Boris A Kashemirov, Charles E McKenna

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

2 citing papers in PubMed.

  1. Article
  2. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

6 authors.

Ivan S KrylovDepartment of Chemistry, University of Southern California, Los Angeles, California 90089-0744, United States.
Valeria M Zakharova
Michaela Serpi
Ralf Haiges
Boris A Kashemirov
Charles E McKenna

Funding

Oral Antiviral Prodrugs for Biodefense InitiativeU01AI061457 · NIAID · TSRL, INC. · PI HILFINGER, JOHN M · 2005 to 2009
$5.3M
Improving Absorption and Targeting of Antiviral DrugsR44AI056864 · NIAID · TSRL, INC. · PI HILFINGER, JOHN M · 2007 to 2009
$3.0M
Improving Absorption and Targeting of Antiviral DrugsR43AI056864 · NIAID · TSRL, INC. · PI HILFINGER, JOHN M · 2003 to 2004
$927k
Novel prodrugs for treatment of human CMV infectionR43AI091216 · NIAID · TSRL, INC. · PI HILFINGER, JOHN M · 2010 to 2011
$591k
NIAID NIH HHS AI056864NIAID NIH HHS AI061457NIAID NIH HHS AI091216NIAID NIH HHS R43 AI056864NIAID NIH HHS R43 AI091216NIAID NIH HHS R44 AI056864NIAID NIH HHS U01 AI061457
6 · The paper itself

Abstract

The configuration at phosphorus in cyclic (S)-HPMPC (1, cidofovir) and (S)-HPMPA (2) phenyl ester (5 and 6, respectively) diastereomers ((R(p))-5, (R(p))-6, (S(p))-6) was determined by X-ray crystallography and correlated to their (1)H and (31)P NMR spectra in solution. (R(p))-5 and (R(p))-6 have chair conformations with the nucleobase substituent equatorial and the P-OPh axial. Perhaps surprisingly, (S(p))-6 is (a, a) in the crystal and exists largely as an equilibrium of (a, a)/(e, e) conformers in chloroform or acetonitrile.

Indexed as

AcetonitrilesChloroformCidofovirCrystallography, X-RayCytosineEstersMagnetic Resonance SpectroscopyMolecular ConformationMolecular StructureNucleosidesOrganophosphonatesProdrugsStereoisomerismacetonitrileAcetonitrilesChloroformCidofovirCytosineEstersNucleosidesOrganophosphonatesProdrugs

Identifiers

PMID22126969
PMCPMC3254244

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.