title: Chemoenzymatic synthesis and in vitro studies on the hydrolysis of antimicrobial monoglycosyl diglycerides by pancreatic lipase.
abstract: Monoglucosyl and monogalactosyl diglycerides (MGDGs) with medium-long length acyl chains, identified as active components in Euphorbiaceae, were synthesized. They were examined for antimicrobial activity against Gram-positive, Gram-negative bacteria and fungi. MGDGs with two octanoyl groups at both 1- and 2-positions showed the most potent activity. The stereoselectivity of pancreatic lipase was investigated in vitro where the preference for the 1 position in MGDGs is strictly related to the length of the acyl chains.
authors.affiliation: Department of Pharmaceutical Sciences, University of Trieste, P.zle Europa 1, 34127 Trieste, Italy. cateni@univ.trieste.it
authors.forename: Francesca
authors.initials: F
authors.lastname: Cateni
authors.forename: Paolo
authors.initials: P
authors.lastname: Bonivento
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Procida
authors.forename: Marina
authors.initials: M
authors.lastname: Zacchigna
authors.forename: Giuditta
authors.initials: G
authors.lastname: Scialino
authors.forename: Elena
authors.initials: E
authors.lastname: Banfi
mesh_terms: D000818:Animals; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000737:chemistry; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D004075:Diglycerides / Q000737:chemistry*; D015195:Drug Design; D005227:Fatty Acids / Q000737:chemistry; D006868:Hydrolysis; D008049:Lipase / Q000737:chemistry*; D008956:Models, Chemical; D008968:Molecular Conformation; D009089:Mucor / Q000378:metabolism; D010179:Pancreas / Q000201:enzymology*; D011549:Pseudomonas / Q000378:metabolism; D013696:Temperature
chemical_list: D000890:Anti-Infective Agents; D000935:Antifungal Agents; D004075:Diglycerides; D005227:Fatty Acids; D008049:Lipase