Vyzkumny Ustav Veterinarniho Lekarstvi, V.v.i.

Ustav Organicke Chemie a Biochemie Av Cr, V.v.i.

Vysoka Skola Chemicko-technologicka V Praze

Imuthes Limited

Apigenex S.r.o.

Institute of Organic Chemistry and Biochemistry Av Cr, V.v.i.

Miroslav Ledvina

Jaroslav Turanek

Andrew David Miller

Ladislav Droz

Lukas Drasar

Zina Korvasova

Karsten Hipler

Roman Effenberg

Elissa Bartheldyova

Josef Masek

Frantisek Hubatka

New aminooxylipids of general formula I, wherein n=5-30 and X is polymethylene linker of the general formula II where n=2-10, or X is polyethylene glycol linker of the general formula III, wherein n=1-14 are provided. A method of preparation of the aminooxylipids of general formula I characterized in that the acylation of N-tert-butoxycarbonyl-polymethylenediamine {(CH)C&#x2014;O&#x2014;(C&#x2550;O)&#x2014;HN&#x2014;(CH)&#x2014;NH, n=2-13}, or N-tert-butoxycarbonyl-polyethyleglycoldiamine {(CH)C&#x2014;O&#x2014;(C&#x2550;O)&#x2014;HN&#x2014;(CH)&#x2014;[O&#x2014;(CH)]&#x2014;O&#x2014;(CH)NH, n=1-14} with in position C(2) symmetrically branched fatty acids of general formula IV, wherein n=5-30, in the presence of condensation reagent, or from acid of general formula IV derived acylchloride of general formula V wherein n=5-30, produces N-Boc-aminolipids of general formula VI, wherein n=5-30 a X is polymethylene linker of the general formula II or X is polyethylene glycol linker of the general formula III.

Aminooxylipids for the construction of self-assembling liposomal systems enabling their subsequent modification by biologically functional molecules

The invention provides new lipopolyamines of spermine type of the general formula I, wherein X is C&#x2014;N bond or aminopolyethyleneglycolcarboxamide linker or o-hydroxy-alkylcarboxamide linker or &#x3c9;-hydroxyalkylcarboxamidopolyethyleneglycol-carboxamide linker, and wherein a hydrophobic domain Y is an acyl symmetrically branched in the position C(2) or cholesteryl. The invention further provides a method of preparation of said lipopolyamines and their use for construction of polycationic liposomal drug carriers. 

Lipopolyamines of spermine type for construction of liposomal transfection systems

The invention provides a compound (which can act as an adjuvant) of Formula I or Formula (II), wherein RRRRand Rare each independently selected from hydrogen, acetyl, hydrocarbyl, a lipid moiety and a lipid acyl moiety; Ris a hydroxyl, a hydrocarbyl, a lipid moiety, a lipid acyl moiety; or an amino hydrocarbyl group optionally substituted with a hydrocarbyl, a lipid moiety or a lipid acyl moiety; Rand Rare each independently selected from acetyl, a hydrocarbyl, a lipid moiety and a lipid acyl moiety; X is a peptide chain; The above normuramylglycopeptide compounds can be located in liposomes and micelles and can function as immunomodulators, along with a desired antigen (or DNA encloding the antigen), in (e.g. DNA) vaccines.

Normuramyl glycopeptide compounds

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Prague, Czechia

Miroslav Ledvina