Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2

Bichu Cheng; Rolf Müller; Dirk Trauner

doi:10.1002/anie.201705387

Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2

Bichu Cheng, Rolf Müller, Dirk Trauner

Chemistry

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

Abstract

The cystobactamids are a family of antibacterial natural products with unprecedented chemical scaffolds that are active against both Gram-positive and Gram-negative pathogens. Herein, we describe the first total synthesis of cystobactamid 919-2 from three fragments. Our convergent synthesis enabled both the confirmation of the correct structure and the determination of the absolute configuration of cystobactamid 919-2.

Original language	English (US)
Pages (from-to)	12755-12759
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	56
Issue number	41
DOIs	https://doi.org/10.1002/anie.201705387
State	Published - Oct 2 2017

Keywords

absolute configuration
antibiotics
peptides
structure elucidation
total synthesis

ASJC Scopus subject areas

Catalysis
General Chemistry

Access to Document

10.1002/anie.201705387

Cite this

@article{a9ece3274bd44e9882dfccf5f11505c5,

title = "Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2",

abstract = "The cystobactamids are a family of antibacterial natural products with unprecedented chemical scaffolds that are active against both Gram-positive and Gram-negative pathogens. Herein, we describe the first total synthesis of cystobactamid 919-2 from three fragments. Our convergent synthesis enabled both the confirmation of the correct structure and the determination of the absolute configuration of cystobactamid 919-2.",

keywords = "absolute configuration, antibiotics, peptides, structure elucidation, total synthesis",

author = "Bichu Cheng and Rolf M{\"u}ller and Dirk Trauner",

note = "Publisher Copyright: {\textcopyright} 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2017",

month = oct,

day = "2",

doi = "10.1002/anie.201705387",

language = "English (US)",

volume = "56",

pages = "12755--12759",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "41",

}

TY - JOUR

T1 - Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2

AU - Cheng, Bichu

AU - Müller, Rolf

AU - Trauner, Dirk

PY - 2017/10/2

Y1 - 2017/10/2

N2 - The cystobactamids are a family of antibacterial natural products with unprecedented chemical scaffolds that are active against both Gram-positive and Gram-negative pathogens. Herein, we describe the first total synthesis of cystobactamid 919-2 from three fragments. Our convergent synthesis enabled both the confirmation of the correct structure and the determination of the absolute configuration of cystobactamid 919-2.

AB - The cystobactamids are a family of antibacterial natural products with unprecedented chemical scaffolds that are active against both Gram-positive and Gram-negative pathogens. Herein, we describe the first total synthesis of cystobactamid 919-2 from three fragments. Our convergent synthesis enabled both the confirmation of the correct structure and the determination of the absolute configuration of cystobactamid 919-2.

KW - absolute configuration

KW - antibiotics

KW - peptides

KW - structure elucidation

KW - total synthesis

UR - http://www.scopus.com/inward/record.url?scp=85028698012&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85028698012&partnerID=8YFLogxK

U2 - 10.1002/anie.201705387

DO - 10.1002/anie.201705387

M3 - Article

C2 - 28731542

AN - SCOPUS:85028698012

SN - 1433-7851

VL - 56

SP - 12755

EP - 12759

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 41

ER -

Total Syntheses of Cystobactamids and Structural Confirmation of Cystobactamid 919-2

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this