Synthesis of 14-membered enediyne-embedded macrocycles

Crosbi ID309463
Bib IRB ID1193809
Year2022
StatusObjavljeno
Typeprilog u časopisu
Subtypeizvorni znanstveni rad
AuthorsGlavaš, Mladena; Gredičak, Matija; Štefanić, Zoran; Jerić, Ivanka
JournalOrganic & biomolecular chemistry
Volume20
Issue18
Pagesstr. 3823-3834
DOI10.1039/d2ob00090c
ISSN1477-0520
EISSN1477-0539
Titles

en original Synthesis of 14-membered enediyne-embedded macrocycles

Abstracts
en original

A concise and practical strategy towards a novel class of 14-membered macrocycles containing an enediyne(Z-3-ene-1, 5-diyne) structural unit is described. A highly modular assembly of various precursors via sequential Ugi/Sonogashira reactions allowed the preparation of hybrid enediyne-peptide macrocycles in most cases as single diastereoisomers. Selected macrocyclic compounds showed moderate antiproliferative activity, and can be considered as templates suitable for further diversification in terms of ring size, shape, and stereochemistry.

Keywords

en original enediyne structural unit; macrocycles; Ugi/Sonogashira reactions

Authors
Institutions
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Citations
Glavaš, Mladena; Gredičak, Matija; Štefanić, Zoran; Jerić, Ivanka
Synthesis of 14-membered enediyne-embedded macrocycles // Organic & biomolecular chemistry, 20 (2022), 18; 3823-3834. doi: 10.1039/d2ob00090c
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