Aromatic oligoamide foldamers with a "wet edge" as inhibitors of the α-helix-mediated p53-hDM2 protein-protein interaction

Panchami Prabhakaran; Anna Barnard; Natasha S. Murphy; Colin A. Kilner; Thomas A. Edwards; Andrew J. Wilson

doi:10.1002/ejoc.201300069

Aromatic oligoamide foldamers with a "wet edge" as inhibitors of the α-helix-mediated p53-hDM2 protein-protein interaction

Panchami Prabhakaran, Anna Barnard, Natasha S. Murphy, Colin A. Kilner, Thomas A. Edwards, Andrew J. Wilson^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

24 Citations (Scopus)

Abstract

This paper describes the design, synthesis and structural analysis of a 3-O-alkylated aromatic oligoamide that incorporates an additional hydrophilic 6-O-alkyl substituent in the central monomer. This oligomer exhibits low μM inhibitory potency against the p53-hDM2 interaction compared with its unfunctionalised counterpart and significantly improved solubility.

Original language	English
Pages (from-to)	3504-3512
Number of pages	9
Journal	European Journal of Organic Chemistry
Issue number	17
DOIs	https://doi.org/10.1002/ejoc.201300069
Publication status	Published - Jun 2013

Keywords

Amides
Bioorganic chemistry
Foldamers
Proteins

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1002/ejoc.201300069

Cite this

@article{2b8bbfb9b36946b39c91356a0fe9bc0a,

title = "Aromatic oligoamide foldamers with a {"}wet edge{"} as inhibitors of the α-helix-mediated p53-hDM2 protein-protein interaction",

abstract = "This paper describes the design, synthesis and structural analysis of a 3-O-alkylated aromatic oligoamide that incorporates an additional hydrophilic 6-O-alkyl substituent in the central monomer. This oligomer exhibits low μM inhibitory potency against the p53-hDM2 interaction compared with its unfunctionalised counterpart and significantly improved solubility.",

keywords = "Amides, Bioorganic chemistry, Foldamers, Proteins",

author = "Panchami Prabhakaran and Anna Barnard and Murphy, {Natasha S.} and Kilner, {Colin A.} and Edwards, {Thomas A.} and Wilson, {Andrew J.}",

year = "2013",

month = jun,

doi = "10.1002/ejoc.201300069",

language = "English",

pages = "3504--3512",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "17",

}

TY - JOUR

T1 - Aromatic oligoamide foldamers with a "wet edge" as inhibitors of the α-helix-mediated p53-hDM2 protein-protein interaction

AU - Prabhakaran, Panchami

AU - Barnard, Anna

AU - Murphy, Natasha S.

AU - Kilner, Colin A.

AU - Edwards, Thomas A.

AU - Wilson, Andrew J.

PY - 2013/6

Y1 - 2013/6

N2 - This paper describes the design, synthesis and structural analysis of a 3-O-alkylated aromatic oligoamide that incorporates an additional hydrophilic 6-O-alkyl substituent in the central monomer. This oligomer exhibits low μM inhibitory potency against the p53-hDM2 interaction compared with its unfunctionalised counterpart and significantly improved solubility.

AB - This paper describes the design, synthesis and structural analysis of a 3-O-alkylated aromatic oligoamide that incorporates an additional hydrophilic 6-O-alkyl substituent in the central monomer. This oligomer exhibits low μM inhibitory potency against the p53-hDM2 interaction compared with its unfunctionalised counterpart and significantly improved solubility.

KW - Amides

KW - Bioorganic chemistry

KW - Foldamers

KW - Proteins

UR - http://www.scopus.com/inward/record.url?scp=84878811255&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201300069

DO - 10.1002/ejoc.201300069

M3 - Article

AN - SCOPUS:84878811255

SN - 1434-193X

SP - 3504

EP - 3512

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 17

ER -

Aromatic oligoamide foldamers with a "wet edge" as inhibitors of the α-helix-mediated p53-hDM2 protein-protein interaction

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this