Synthesis and Structure-Activity Relationship Studies of C2-Modified Analogs of the Antimycobacterial Natural Product Pyridomycin.


Journal

Journal of medicinal chemistry
ISSN: 1520-4804
Titre abrégé: J Med Chem
Pays: United States
ID NLM: 9716531

Informations de publication

Date de publication:
13 02 2020
Historique:
pubmed: 7 1 2020
medline: 4 8 2020
entrez: 7 1 2020
Statut: ppublish

Résumé

A series of derivatives of the antimycobacterial natural product pyridomycin have been prepared with the C2 side chain attached to the macrocyclic core structure by a C-C single bond, in place of the synthetically more demanding enol ester double bond found in the natural product. Hydrophobic C2 substituents of sufficient size generally provide for potent

Identifiants

pubmed: 31904960
doi: 10.1021/acs.jmedchem.9b01457
doi:

Substances chimiques

Antitubercular Agents 0
Bacterial Proteins 0
Enzyme Inhibitors 0
Oligopeptides 0
Oxidoreductases EC 1.-
InhA protein, Mycobacterium EC 1.3.1.9
pyridomycin ZTB2215O45

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

1105-1131

Auteurs

Maryline Kienle (M)

Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences , ETH Zürich , 8093 Zurich , Switzerland.

Patrick Eisenring (P)

Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences , ETH Zürich , 8093 Zurich , Switzerland.

Barbara Stoessel (B)

Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences , ETH Zürich , 8093 Zurich , Switzerland.

Oliver P Horlacher (OP)

Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences , ETH Zürich , 8093 Zurich , Switzerland.

Samuel Hasler (S)

Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences , ETH Zürich , 8093 Zurich , Switzerland.

Gwénaëlle van Colen (G)

Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences , ETH Zürich , 8093 Zurich , Switzerland.

Ruben C Hartkoorn (RC)

Global Health Institute , École Polytechnique Fédérale de Lausanne (EPFL) , 1015 Lausanne , Switzerland.

Anthony Vocat (A)

Global Health Institute , École Polytechnique Fédérale de Lausanne (EPFL) , 1015 Lausanne , Switzerland.

Stewart T Cole (ST)

Global Health Institute , École Polytechnique Fédérale de Lausanne (EPFL) , 1015 Lausanne , Switzerland.

Karl-Heinz Altmann (KH)

Department of Chemistry and Applied Biosciences, Institute of Pharmaceutical Sciences , ETH Zürich , 8093 Zurich , Switzerland.

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Classifications MeSH