title: Synthesis, characterization and antimicrobial activity of novel Schiff base tethered boronate esters of 1,2-O-isopropylidene-α-d-xylofuranose.
abstract: A series of twenty one Schiff bases based on boronate ester of 1,2-O-isopropylidene-α-d-xylofuranose scaffold were designed and synthesized by condensation of formyl or amino phenyl boronate esters with substituted anilines or 2-hydroxybenzaldehydes, respectively. All the imines are remarkably stable crystalline solids and were obtained in good yields. All the products were fully characterized by FT-IR, multinuclear NMR ((1)H, (13)C and (11)B) spectroscopy, and elemental analysis. Furthermore, the molecular structures of two of the Schiff bases were established by single crystal X-ray diffraction analysis. All the compounds have been screened for in vitro antimicrobial activity against various Gram-positive and Gram-negative bacterial and fungal strains. They exhibited moderate to good inhibitory activity against most of the tested organisms in comparison with standard drugs.
authors.affiliation: Inorganic and Physical Chemistry Division, CSIR-IICT, Hyderabad 500007, India.
authors.forename: Eda Rami
authors.initials: ER
authors.lastname: Reddy
authors.affiliation: Inorganic and Physical Chemistry Division, CSIR-IICT, Hyderabad 500007, India. Electronic address: trivedi@iict.res.in.
authors.forename: Rajiv
authors.initials: R
authors.lastname: Trivedi
authors.affiliation: Bioengineering and Environmental Sciences, CSIR-IICT, Hyderabad 500007, India.
authors.forename: Buddana
authors.initials: B
authors.lastname: Sudheer Kumar
authors.affiliation: Centre for Nuclear Magnetic Resonance, CSIR-IICT, Hyderabad 500007, India.
authors.forename: Katukuri
authors.initials: K
authors.lastname: Sirisha
authors.affiliation: Centre for Nuclear Magnetic Resonance, CSIR-IICT, Hyderabad 500007, India.
authors.forename: Akella Venkata Subrahmanya
authors.initials: AV
authors.lastname: Sarma
authors.affiliation: X-ray Crystallography Division, CSIR-IICT, Hyderabad 500007, India.
authors.forename: Balasubramanian
authors.initials: B
authors.lastname: Sridhar
authors.affiliation: Bioengineering and Environmental Sciences, CSIR-IICT, Hyderabad 500007, India.
authors.forename: Reddy Shetty
authors.initials: RS
authors.lastname: Prakasham
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D001897:Boronic Acids / Q000737:chemistry / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D004952:Esters / Q000737:chemistry / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009005:Monosaccharides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D012545:Schiff Bases / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: C000621214:1,2-O-isopropylidene-alpha-D-xylofuranose; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001897:Boronic Acids; D004952:Esters; D009005:Monosaccharides; D012545:Schiff Bases
keywords: 1,2-O-Isopropylidene-α-d-xylofuranose; Antibacterial activity; Antifungal activity; Boronate esters; Schiff base