Evidence map›Paper›PMID 21840722›Full record

ArticleBioorganic & medicinal chemistry2011

Synthesis and biological evaluation of 2',4'- and 3',4'-bridged nucleoside analogues.

K C Nicolaou, Shelby P Ellery, Fatima Rivas, Karen Saye, Eric Rogers, Tyler J Workinger, Mark Schallenberger, Rommel Tawatao, Ana Montero, Ann Hessell and 3 more

Abstract read
In one paragraph

Article in Bioorganic & medicinal chemistry, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Article
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  5. Review
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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

13 authors.

K C NicolaouDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA. kcn@scripps.edu
Shelby P Ellery
Fatima Rivas
Karen Saye
Eric Rogers
Tyler J Workinger
Mark Schallenberger
Rommel Tawatao
Ana Montero
Ann Hessell
Floyd Romesberg
Dennis Carson
Dennis Burton

Funding

TOTAL SYNTHESIS OF THIOSTREPTONR01AI055475 · NIAID · SCRIPPS RESEARCH INSTITUTE, THE · PI NICOLAOU, K. C. · 2002 to 2014
$7.0M
TOTAL SYNTHESIS OF KINAMYCINS AND LOMAIVITICINSR01CA100101 · NCI · SCRIPPS RESEARCH INSTITUTE, THE · PI NICOLAOU, K. C. · 2006 to 2010
$2.5M
NCI NIH HHS R01 CA100101NIAID NIH HHS R01 AI055475
6 · The paper itself

Abstract

Most nucleosides in solution typically exist in equilibrium between two major sugar pucker forms, N-type and S-type, but bridged nucleosides can be locked into one of these conformations depending on their specific structure. While many groups have researched these bridged nucleosides for the purpose of determining their binding affinity for antisense applications, we opted to look into the potential for biological activity within these conformationally-locked structures. A small library of 2',4'- and 3',4'-bridged nucleoside analogues was synthesized, including a novel 3',4'-carbocyclic bridged system. The synthesized compounds were tested for antibacterial, antitumor, and antiviral activities, leading to the identification of nucleosides possessing such biological activities. To the best of our knowledge, these biologically active compounds represent the first example of 2',4'-bridged nucleosides to demonstrate such properties. The most potent compound, nucleoside 33, exhibited significant antiviral activity against pseudoviruses SF162 (IC(50)=7.0 μM) and HxB2 (IC(50)=2.4 μM). These findings render bridged nucleosides as credible leads for drug discovery in the anti-HIV area of research.

Indexed as

Anti-Bacterial AgentsAntineoplastic AgentsAntiviral AgentsCell Line, TumorCell ProliferationDose-Response Relationship, DrugDrug Screening Assays, AntitumorEscherichia coliHEK293 CellsHIV-1HumansMicrobial Sensitivity TestsMolecular StructureNucleosidesStaphylococcus aureusStereoisomerismAnti-Bacterial AgentsAntineoplastic AgentsAntiviral AgentsNucleosides

Identifiers

PMID21840722
PMCPMC3348725

What OpenQuestion holds

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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.