Synfacts 2023; 19(01): 0087
DOI: 10.1055/s-0042-1752379
Innovative Drug Discovery and Development

Novel Dioxane- and Morpholino Nucleotide Analogues with Improved Off-Target Profiles in siRNAs

Rezensent(en):
Antonia F. Stepan (Roche)
,
Danica Rankic (Pfizer)
,
Ferdinand H. Lutter (Janssen Pharmaceutica)
Hofmeister A. * et al. Sanofi, Frankfurt am Main, Germany
Small Interfering RNAs Containing Dioxane- and Morpholino-Derived Nucleotide Analogues Show Improved Off-Target Profiles and Chirality-Dependent In Vivo Knock-Down.

J. Med. Chem. 2022;
65: 13736-13752
DOI: 10.1021/acs.jmedchem.2c00873.
 

Significance

The authors describe the synthesis of novel dioxane- and morpholine-based nucleotide precursors. These nucleotides were incorporated at position 7 of an antisense strand leading to improved in vitro off-target profiles due to destabilization of the seed region.


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Comment

Interestingly, the corresponding ­(2S, 2R) isomers of 1 and 2 also led to improved off-­target profiles. However, significantly lower in vivo potencies were observed, potentially due to the inability of these nucleosides to undergo Watson–Crick base paring.


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Publikationsverlauf

Artikel online veröffentlicht:
16. Dezember 2022

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