Structure-activity relationship study based on Autoinducing Peptide (AIP) from dog pathogen S. schleiferi

TY - JOUR

T1 - Structure-activity relationship study based on Autoinducing Peptide (AIP) from dog pathogen S. schleiferi

AU - Gless, Bengt Herbert

AU - Peng, Pai

AU - Pedersen, Katja D.

AU - Gotfredsen, Charlotte H.

AU - Ingmer, Hanne

AU - Olsen, Christian Adam

PY - 2017/10/6

Y1 - 2017/10/6

N2 - Herein, an effective protocol for solid-phase synthesis of peptide thiolactones by concomitant ring closure and cleavage from the solid support is reported. The strategy was applied for mapping the importance of the structural features in S. schleiferi AIP (5) by performing an alanine scan and truncation of this natural compound. This furnished some of the most potent inhibitors of accessory gene regulator (agr)-I in the human pathogen S. aureus reported to date.

AB - Herein, an effective protocol for solid-phase synthesis of peptide thiolactones by concomitant ring closure and cleavage from the solid support is reported. The strategy was applied for mapping the importance of the structural features in S. schleiferi AIP (5) by performing an alanine scan and truncation of this natural compound. This furnished some of the most potent inhibitors of accessory gene regulator (agr)-I in the human pathogen S. aureus reported to date.

U2 - 10.1021/acs.orglett.7b02550

DO - 10.1021/acs.orglett.7b02550

M3 - Letter

C2 - 28952740

SN - 1523-7060

VL - 19

SP - 5276

EP - 5279

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -