Complex mixtures of natural dimycoloyl diarabinoglycerols isolated from mycobacteria have been shown to be potent immune signalling agents and potentially valuable antigens in the serodiagnosis of mycobacterial infections. We now report the highly stereocontrolled synthesis of diacyl L-glycerol-(1'→1)-β-D-arabinofuranosyl-α-D-arabinofuranosides based on simple fatty acids and single defined synthetic mycolic acids. NMR analysis confirmed that the synthetic core was identical to that in natural mixtures.
Fragments of mycobacterial cell walls such as arabinoglycerol mycolate and dimycoloyl diarabinoglycerol, comprising complex mixtures of mycolic acids, have immunostimulatory and antigenic properties. A related di-mycoloyl tri-arabinofuranosyl glycerol fragment has been isolated from cell wall hydrolysates. An effective stereoselective synthesis of tri-arabinofuranosyl glycerol, followed by coupling with stereochemically defined mycolic acids of different structural classes, to provide unique di-mycoloyl tri-arabinofuranosyl glycerols is now described.
This study aims at investigating the chemical composition, antimicrobial and antioxidant activity of some extracted essential and fixed oils from leaves of Eucalyptus microtheca plant grown in Iraq. Analysis of the isolated oils has been achieved by gas chromatography coupled with mass spectrometry gas chromatography–mass spectrometry (GC-MS) Technology. The study reveals existence of sixteen compounds. Camphene (20.60%), 4-carene (18.53%), 1,8-cineole (11.96%), terpin-4-ol (8.70%) and p-cymene (8.39%) were the highest components in these essential oils. While nine compounds were obtained as fixed oils, pentadecanoic acid (36.47%) and cis-vaccenic acid (30.31%) were the major components. The antimicrobial activity of the leaves extracts was evaluated against six different gram-positive and Gram-negative bacteria using disk diffusion method and exhibited good inhibition activity. Moreover, antioxidant assay (free radical scavenging activity) demonstrated good activity for the extracted oils. The results show that the aerial parts (leaves) of the Iraqi E. microtheca plant possess antibacterial and antioxidant properties and may suggest it as a good candidate to use for medicinal purposes.
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