Endogenous nitro-fatty acids, acting as partial agonist of PPAR , are able to lower the insulin and glucose levels without the side effects associated with common anti- diabetic drugs. (E)-12-Nitrooctadec-12-enoic acid, a potent activator of this peroxisome receptor, was synthesized in a very efficient sequence via a Henry-retro-Claisen ring fragmentation, followed by a novel enzymatic cleavage of methyl esters. The latter method was then applied in the last step of the synthesis of a few labile natural products, such as prostaglandins, isoprostanes, and phytoprostanes.

Improved Synthesis of (E)-12-Nitrooctadec-12-enoic acid, a Potent PPARγ Activator. Development of a "Buffer-Free" Enzymatic Method for Hydrolysis of Methyl Esters.

ZANONI, GIUSEPPE
Conceptualization
;
PORTA, ALESSIO
Conceptualization
;
VIDARI, GIOVANNI
Conceptualization
2010-01-01

Abstract

Endogenous nitro-fatty acids, acting as partial agonist of PPAR , are able to lower the insulin and glucose levels without the side effects associated with common anti- diabetic drugs. (E)-12-Nitrooctadec-12-enoic acid, a potent activator of this peroxisome receptor, was synthesized in a very efficient sequence via a Henry-retro-Claisen ring fragmentation, followed by a novel enzymatic cleavage of methyl esters. The latter method was then applied in the last step of the synthesis of a few labile natural products, such as prostaglandins, isoprostanes, and phytoprostanes.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/356529
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