Synthesis of 14-membered enediyne-embedded macrocycles

Glavaš, Mladena; Gredičak, Matija; Štefanić, Zoran; Jerić, Ivanka (2022) Synthesis of 14-membered enediyne-embedded macrocycles. Organic and Biomolecular Chemistry, 20 (18). pp. 3823-3834. ISSN 1477-0520

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Abstract

A concise and practical strategy towards a novel class of 14-membered macrocycles containing an ene diyne (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 antiproli ferative activity, and can be considered as templates suitable for further diversification in terms of ring size, shape, and stereochemistry

Item Type:	Article
Uncontrolled Keywords:	enediyne structural unit; macrocycles; Ugi/Sonogashira reactions
Subjects:	NATURAL SCIENCES > Chemistry > Organic Chemistry
Divisions:	Division of Organic Chemistry and Biochemistry NMR Center
Projects:	Project title Project leader Project code Project type Višekomponentne reakcije u sintezi peptidnih mimetika-MIMICRy Ivanka Jerić IP-2014-09-3102 HRZZ
Depositing User:	Mladena Glavaš
Date Deposited:	18 Dec 2025 12:58
URI:	http://fulir.irb.hr/id/eprint/10564
DOI:	10.1039/d2ob00090c

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