The total synthesis of (-)-cytoxazone 1 was achieved in six linear steps (34% overall yield) from p-anisaldehyde. The key steps in this route are the regioselective and stereoselective introduction of a N-protected amine group, using the CSI reaction of the anti-1,2-dimethyl ether 3, and the subsequent regioselective cyclization of the N-protected amino diol 13 to give the 2-oxazolidinone unit ...

Jadomycins are anticancer antibiotics isolated from Streptomyces venezuelae. The core of these natural products consists of a dihydro-phenanthridine ring-system. Another unique feature built to the core is a fused 1,3-oxazolidine-5-one ring. Recent synthetic reports suggest a structural revision of the fused oxazolidinone ring in jadomycin S and jadomycin T. This review will focus on the synthe...

The first total synthesis of leopolic acid A, a fungal metabolite with a rare 2,3-pyrrolidinedione nucleus linked to an ureido dipeptide, was designed and carried out. Crucial steps for the strategy include a Dieckmann cyclization to obtain the 2,3-pyrrolidinedione ring and a Wittig olefination to install the polymethylene chain. An oxazolidinone-containing leopolic acid A analogue was also syn...

The incorporation of a gem-dimethyl group at the 5-position of a chiral oxazolidinone biases the conformation of the adjacent C(4)-stereodirecting group such that the gem-dimethyl-4-iso-propyl combination mimics a C(4)-tert-butyl group, providing higher levels of stereocontrol than a simple 4-iso-propyloxazolidinone. The generality of this principle is demonstrated with applications in stereose...

The nitrofuran antimicrobial agent, furazolidone (FZ), is still used in veterinary medicine in some countries in the Middle and Far Eastern countries. The present study aimed to investigate the effects of successive bolus doses of FZ and its metabolite 3-amino-2-oxazolidinone (AOZ) on cytochrome P450 (CYP)-related activities in the livers of rats and chickens. Female Wistar rats and white Legho...

A combined experimental and theoretical study shows how the interaction of VUV radiation with cyclo-(alanine-alanine), one 2,5-diketopiperazines (DKPs), produces reactive oxazolidinone intermediates. The simulations reveal that these intermediates other neutral charged fragments, released in molecular decomposition, leads either to reconstruction cyclic dipeptide or formation longer linear pept...

The activity of Rivaroxoban oxazolidinone series against Mycobacterium terrae was investigated in silico and vitro. In studies have shown a high binding affinity Rivaroxaban to β-ketoacyl[ACP]synthase I that plays key role the biosynthesis mycolic acids, being components mycobacterial cell wall. molecular docking study, two main sites with protein were predicted evaluated: minimum energies foun...

A method was developed for simultaneous qualitative and quantitative analysis of five metabolites of nitrofuran antibiotics, including 3-amino-2-oxazolidinone (AOZ), 5-morpholino-methyl-3-amino-2-oxazolidinone ( AMOZ ), semicarbazide ( SEM ), 1-aminohydantoin (AHD) and 3, 5-dinitrosalicylic acid hydrazide (DNSH) in aquatic products by liquid chromatography-tandem mass spectrometry (LC-MS/MS). T...