Total synthesis of pseudouridimycin and its epimer <i>via</i> Ugi-type multicomponent reaction-Reference-Cited by-同舟云学术

Total synthesis of pseudouridimycin and its epimer via Ugi-type multicomponent reaction

Published:2022 Issue:57 Volume:58 Page:7956-7959
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Okawa Ryotaro¹,Aldrich Courtney C.²³,Ichikawa Satoshi¹²⁴^ORCID

Affiliation:

1. Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan

2. Global Station for Biosurfaces and Drug Discovery, Global Institution for Collaborative Research and Education (GI-CoRE), Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan

3. Department of Medicinal Chemistry, Minnesota University, 8-123 Weaver-Densford Hall 308 Harvard St. SE, Minneapolis, MN 55455, USA

4. Center for Research and Education on Drug Discovery, Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan

Abstract

A total synthesis of pseudouridimycin was accomplished featuring an unusual oxime Ugi-type multicomponent condensation to simultaneously construct the dipeptide moiety of this peptidyl nucleoside antibiotic.

Funder

Japan Agency for Medical Research and Development

Japan Society for the Promotion of Science

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2022/CC/D2CC02442J

Reference22 articles.

1. Global burden of bacterial antimicrobial resistance in 2019: a systematic analysis

2. New target for inhibition of bacterial RNA polymerase: ‘switch region’

3. Mycobacterium tuberculosis Is Selectively Killed by Rifampin and Rifapentine in Hypoxia at Neutral pH

4. Antibacterial Nucleoside-Analog Inhibitor of Bacterial RNA Polymerase

5. Characterization of C-nucleoside Antimicrobials from Streptomyces albus DSM 40763: Strepturidin is Pseudouridimycin

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