title: Carbohydrate mediated drug delivery: synthesis and characterization of new lipid-conjugates.
abstract: A new synthetic methodology for cationic glycolipids using p-aminophenyl-α-D-mannopyranoside (PAPM) and p-aminophenyl-α-D-galactopyranoside (PAPG) with spacer in between the quaternary nitrogen atom and the sugar unit is developed. In addition, a new class of neutral glycolipid conjugates, such as PAPM-lipids or PAPG-lipids conjugates was also synthesized for targeting drugs to receptors. The precipitation-inhibition assay showed that conjugate of PAPM inhibited the concanavalin A and invertase aggregation. This binding inhibition study of a synthesized compound suggests that conjugates of PAPM can be potentially used to target mannose receptors. In addition, a higher transfection was obtained by mixing PAPM with pSV-β-gal reporter gene and incubating with mannose binding protein/receptor expressing A549 cells. The coexistence of both mannose group and a net positive charge may result in improved transfection efficiency in cells expressing mannose binding proteins/receptors.
authors.affiliation: Jina Pharmaceuticals Inc., 28100 N Ashley Circle, Suite 103, Libertyville, IL 60048, USA.
authors.forename: Moghis U
authors.initials: MU
authors.lastname: Ahmad
authors.affiliation: Jina Pharmaceuticals Inc., 28100 N Ashley Circle, Suite 103, Libertyville, IL 60048, USA.
authors.forename: Shoukath M
authors.initials: SM
authors.lastname: Ali
authors.affiliation: Jina Pharmaceuticals Inc., 28100 N Ashley Circle, Suite 103, Libertyville, IL 60048, USA.
authors.forename: Ateeq
authors.initials: A
authors.lastname: Ahmad
authors.affiliation: Jina Pharmaceuticals Inc., 28100 N Ashley Circle, Suite 103, Libertyville, IL 60048, USA.
authors.forename: Saifuddin
authors.initials: S
authors.lastname: Sheikh
authors.affiliation: Nia Life Sciences, 28100 N Ashley Circle, Suite 102, Libertyville, IL 60048, USA.
authors.forename: Paul
authors.initials: P
authors.lastname: Chen
authors.affiliation: Jina Pharmaceuticals Inc., 28100 N Ashley Circle, Suite 103, Libertyville, IL 60048, USA. Electronic address: Imran@jinaphama.com.
authors.forename: Imran
authors.initials: I
authors.lastname: Ahmad
mesh_terms: D002460:Cell Line; D003208:Concanavalin A / Q000378:metabolism; D016503:Drug Delivery Systems; D006017:Glycolipids / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D006801:Humans; D008081:Liposomes / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D008358:Mannose / Q000378:metabolism; D043324:beta-Fructofuranosidase / Q000378:metabolism
chemical_list: D006017:Glycolipids; D008081:Liposomes; D003208:Concanavalin A; D043324:beta-Fructofuranosidase; D008358:Mannose
keywords: Drug delivery; Galactopyranoside; Lipid-conjugate; Lipids; Mannopyranoside; Synthesis