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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthesis of analogues of ochratoxin A
Pierluigi Plastina1, Alessia Fazio, Mohamed Attya
1Dipartimento di Scienze Farmaceutiche, Universita` della Calabria, Arcavacata di Rende 87036, Cosenza, Italy. p.plastina@unical.it
Abstract:
Four analogues of ochratoxin A (OTA) differing for the aminoacidic moiety were synthesised using ochratoxin α (OTα) as the starting material. The condensation reaction between protected amino acids and OTα, carried out in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC • HCl) and N-hydroxybenzotriazole (HOBt) as coupling agents, followed by deprotection and PTLC purification afforded OTA alanine, leucine, serine and tryptophane analogues in satisfactory yields (33-47%, based on OTα).
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