ArticleChemistry (Weinheim an der Bergstrasse, Germany)2026
Balgacyclamide A: Structural Revision of the First Reported Total Synthesis and Evaluation of Oxazoline Synthesis via β-Hydroxy Amides Dehydrative Cyclization Conditions.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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- Experimental Evidence for a Metal-Related Function of a Cyanobactin.Angewandte Chemie (International ed. in English) · 2026Article
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Abstract
A total synthesis of balgacyclamide A was reported for the first time in 2020, however, after multiple epimerization studies of β-hydroxy amides dehydrative cyclization to access oxazolines, we proposed a configurational reassignment from the previous synthetic pathway. Balgacyclamide A is a macrocyclic hexapeptide with antiparasitic activity against Plasmodium falciparum and Trypanosoma brucei rhodesiense. Chemically, its core contains six amino acids that undergo heterocyclization to form one thiazole and two oxazoline rings. Two of the six amino acids are L-threonines that play an important role in their synthetic pathway to achieve oxazolines with the right configuration upon epimerization at the β-carbon. Thus, we investigated the effect of L-threonine and L-allothreonine β-carbon epimerization via the Burgess reagent, diethylaminosulfur trifluoride (DAST), and (NH
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