Ugi 4-CR synthesis of gamma- and delta-lactams providing new access to diverse enzyme interactions: a PDB analysis

Andre Boltjes; George P. Liao; Ting Zhao; Eberhardt Herdtweck; Alexander Doemling

doi:10.1039/C4MD00162A

Ugi 4-CR synthesis of gamma- and delta-lactams providing new access to diverse enzyme interactions: a PDB analysis

Andre Boltjes, George P. Liao, Ting Zhao, Eberhardt Herdtweck, Alexander Doemling^*

^*Corresponding author for this work

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

4 Citations (Scopus)

Abstract

A three step synthesis of N-unsubstituted tetrazolo gamma- and delta-lactams involving a key Ugi-4CR is presented. The compounds, otherwise difficult to access, are conveniently synthesized in overall good yields by our route. PDB analysis of the N-unsubstituted gamma- and delta-lactam fragment reveals a strongly tri-directional hydrogen bond donor acceptor interaction with the amino acids of the binding sites.

Original language	English
Pages (from-to)	949-952
Number of pages	4
Journal	MedChemCommun
Volume	5
Issue number	7
DOIs	https://doi.org/10.1039/C4MD00162A
Publication status	Published - 14-May-2014

Keywords

ENTEROVIRUS-71 INFECTION
PROMISING CANDIDATE
AMMONIA
RUPINTRIVIR
INHIBITORS
SURROGATE
PROTEASE
DESIGN

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10.1039/C4MD00162A

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Ugi 4-CR synthesis of gamma- and delta-lactams providing new access
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title = "Ugi 4-CR synthesis of gamma- and delta-lactams providing new access to diverse enzyme interactions: a PDB analysis",

abstract = "A three step synthesis of N-unsubstituted tetrazolo gamma- and delta-lactams involving a key Ugi-4CR is presented. The compounds, otherwise difficult to access, are conveniently synthesized in overall good yields by our route. PDB analysis of the N-unsubstituted gamma- and delta-lactam fragment reveals a strongly tri-directional hydrogen bond donor acceptor interaction with the amino acids of the binding sites.",

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T1 - Ugi 4-CR synthesis of gamma- and delta-lactams providing new access to diverse enzyme interactions

T2 - a PDB analysis

AU - Boltjes, Andre

AU - Liao, George P.

AU - Zhao, Ting

AU - Herdtweck, Eberhardt

AU - Doemling, Alexander

PY - 2014/5/14

Y1 - 2014/5/14

N2 - A three step synthesis of N-unsubstituted tetrazolo gamma- and delta-lactams involving a key Ugi-4CR is presented. The compounds, otherwise difficult to access, are conveniently synthesized in overall good yields by our route. PDB analysis of the N-unsubstituted gamma- and delta-lactam fragment reveals a strongly tri-directional hydrogen bond donor acceptor interaction with the amino acids of the binding sites.

AB - A three step synthesis of N-unsubstituted tetrazolo gamma- and delta-lactams involving a key Ugi-4CR is presented. The compounds, otherwise difficult to access, are conveniently synthesized in overall good yields by our route. PDB analysis of the N-unsubstituted gamma- and delta-lactam fragment reveals a strongly tri-directional hydrogen bond donor acceptor interaction with the amino acids of the binding sites.

KW - ENTEROVIRUS-71 INFECTION

KW - PROMISING CANDIDATE

KW - AMMONIA

KW - RUPINTRIVIR

KW - INHIBITORS

KW - SURROGATE

KW - PROTEASE

KW - DESIGN

U2 - 10.1039/C4MD00162A

DO - 10.1039/C4MD00162A

M3 - Article

VL - 5

SP - 949

EP - 952

JO - MedChemCommun

JF - MedChemCommun

SN - 2040-2503

IS - 7

ER -