Previous Article in Journal
2,4,6-Tris(4-Iodophenyl)-1,3,5-trimethylbenzene
Previous Article in Special Issue
8-Fluoro-N-2-isobutyryl-2′-deoxyguanosine: Synthesis and Reactivity

This is an early access version, the complete PDF, HTML, and XML versions will be available soon.

Open AccessCommunication

Unexpected Seven-Membered Ring Formation for Muraymycin-Type Nucleoside-Peptide Antibiotics

Department of Pharmacy, Pharmaceutical and Medicinal Chemistry, Saarland University, Campus C2 3, 66123 Saarbrücken, Germany
*
Author to whom correspondence should be addressed.
Molbank 2020, 2020(2), M1122; https://doi.org/10.3390/M1122 (registering DOI)
Received: 11 February 2020 / Revised: 22 March 2020 / Accepted: 23 March 2020 / Published: 26 March 2020
(This article belongs to the Special Issue Molecules from Side Reactions)
Naturally occurring nucleoside-peptide antibiotics such as muraymycins or caprazamycins are of major interest for the development of novel antibacterial agents. However, the synthesis of new analogues of these natural products for structure–activity relationship (SAR) studies is challenging. In our synthetic efforts towards a muraymycin-derived nucleoside building block suitable for attachment to a solid support, we came across an interesting side product. This compound resulted from an undesired Fmoc deprotection with subsequent cyclization, thus furnishing a remarkable caprazamycin-like seven-membered diazepanone ring.
Keywords: muraymycins; caprazamycins; nucleosides; uridine; cyclization; seven-membered rings muraymycins; caprazamycins; nucleosides; uridine; cyclization; seven-membered rings
Show Figures

Graphical abstract

MDPI and ACS Style

Leyerer, K.; Koppermann, S.; Ducho, C. Unexpected Seven-Membered Ring Formation for Muraymycin-Type Nucleoside-Peptide Antibiotics. Molbank 2020, 2020, M1122.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop