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Optimization and determination of the absolute configuration of a series of potent inhibitors of human papillomavirus type-11 E1-E2 protein-protein interaction: a combined medicinal chemistry, NMR and computational chemistry approach.

Abstract：

:We have previously reported the discovery and initial SAR optimization of the first series of inhibitors of the human papillomavirus type-11 (HPV11) E1-E2 protein-protein interaction. These inhibitors featured an indandione system spiro-fused onto an all syn substituted tetrahydrofuran ring. In this paper, we report new SAR efforts which have led to the identification of the first low nanomolar inhibitor of the HPV11 E1-E2 protein-protein interaction. In addition, we report a combined NMR and computational chemistry approach which allowed the successful determination of the absolute stereochemistry of the active species originating from the initial racemic lead.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Goudreau N,Cameron DR,Déziel R,Haché B,Jakalian A,Malenfant E,Naud J,Ogilvie WW,O'meara J,White PW,Yoakim C

doi

10.1016/j.bmc.2007.01.036

subject

Has Abstract

pub_date

2007-04-01 00:00:00

pages

2690-700

issue

7

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(07)00065-X

journal_volume

15

pub_type

杂志文章

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