Four analogues of ochratoxin A (OTA) differing for the aminoacidic moiety weresynthesised using ochratoxin (OT) as the starting material. The condensationreaction between protected amino acids and OT, carried out in the presence of1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC HCl) andN-hydroxybenzotriazole (HOBt) as coupling agents, followed by deprotectionand PTLC purification afforded OTA alanine, leucine, serine and tryptophaneanalogues in satisfactory yields (33–47%, based on OT).
Four analogues of ochratoxin A (OTA) differing for the aminoacidic moiety were synthesised using ochratoxin alpha (OT alpha) as the starting material. The condensation reaction between protected amino acids and OT alpha, carried out in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC center dot 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 OT alpha).
Synthesis of analogues of ochratoxin A
PLASTINA, Pierluigi;FAZIO, Alessia;SINDONA, Giovanni;GABRIELE, Bartolo
2012-01-01
Abstract
Four analogues of ochratoxin A (OTA) differing for the aminoacidic moiety weresynthesised using ochratoxin (OT) as the starting material. The condensationreaction between protected amino acids and OT, carried out in the presence of1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC HCl) andN-hydroxybenzotriazole (HOBt) as coupling agents, followed by deprotectionand PTLC purification afforded OTA alanine, leucine, serine and tryptophaneanalogues in satisfactory yields (33–47%, based on OT).I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
