title: Synthesis and in vitro transfection efficiency of spermine-based cationic lipids with different central core structures and lipophilic tails.
abstract: Twelve spermine-based cationic lipids with four different central core structures (di(oxyethyl)amino, di(oxyethyl)amino carboxy, 3-amino-1,2-dioxypropyl and 2-amino-1,3-dioxypropyl) and three hydrophobic tails (lauric acid, myristic acid and palmitic acid) were synthesized. The liposomes containing lipids and DOPE showed moderate to good in vitro DNA delivery into HeLa cells. GFP expression experiments revealed that liposomes composed of lipids with 3-amino-1,2-dioxypropyl as a central core structure exhibited highest transfection efficiency under serum-free condition. Whereas, lipid with 2-amino-1,3-dioxypropyl core structure showed highest transfection under 10% serum condition. Moreover, the liposomes and lipoplexes composted of these cationic lipids exhibited low cytotoxicity.
authors.affiliation: Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkapi, Bangkok 10240, Thailand.
authors.forename: Nattisa
authors.initials: N
authors.lastname: Niyomtham
authors.affiliation: Department of Chemistry, Faculty of Science, Siam University, Phasi-Charoen, Bangkok 10160, Thailand.
authors.forename: Nuttapon
authors.initials: N
authors.lastname: Apiratikul
authors.affiliation: Department of Physiology and Research Center of Transport Proteins for Medical Innovation, Faculty of Science, Mahidol University, Bangkok 10400, Thailand.
authors.forename: Kanoknetr
authors.initials: K
authors.lastname: Suksen
authors.affiliation: Pharmaceutical Development of Green Innovations Group (PDGIG), Faculty of Pharmacy, Silpakorn University, Nakhon Pathom 73000, Thailand.
authors.forename: Praneet
authors.initials: P
authors.lastname: Opanasopit
authors.affiliation: Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkapi, Bangkok 10240, Thailand. Electronic address: boonek@ru.ac.th.
authors.forename: Boon-Ek
authors.initials: BE
authors.lastname: Yingyongnarongkul
mesh_terms: D002412:Cations / Q000737:chemistry; D004247:DNA / Q000737:chemistry / Q000378:metabolism; D006367:HeLa Cells; D006801:Humans; D008055:Lipids / Q000737:chemistry*; D008081:Liposomes / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D010714:Phosphatidylethanolamines / Q000737:chemistry; D013096:Spermine / Q000737:chemistry*; D014162:Transfection
chemical_list: C410262:1,2-dioleoyl-glycero-3-phosphatidyl ethanolamine; D002412:Cations; D008055:Lipids; D008081:Liposomes; D010714:Phosphatidylethanolamines; D013096:Spermine; D004247:DNA
keywords: Cationic lipids; Gene delivery; Solid phase synthesis; Spermine derivatives