FIELD: medicine.
SUBSTANCE: present invention relates to a compound useful in medicine of the general formula (XIV):
(XIV) ,
where A is a carbohydrate antigen of 5–900 monomers and is selected from a bacterial capsular saccharide, a viral glycoprotein saccharide, a sporozoa or parasitic saccharide antigen, a pathogenic fungal saccharide antigen or a saccharide antigen, which is specific for cancer cells, p is 1 or 2 if u is 1, p is 1, 2, 3 or 4 if u is 2, p is 1, 2, 3, 4, 5 or 6 if u is 3, p is 1, 2 , 3, 4, 5, 6, 7 or 8 if u is 4, 1 ≤ p ≤ 10, if 5 ≤ u ≤ 10, 2 ≤ p ≤ 50, if 11 ≤ u ≤ 100, 20 ≤ p ≤ 200, if 101 ≤ u ≤ 1,000, 50 ≤ p ≤ 400, if 1,001 ≤ u ≤ 10,000, u denotes the number of carbohydrate monomers of carbohydrate antigen A, L represents -L1-L2-, -L2-, -L2-L3- or -L1-L2-L3-; L1 is one of the following residues:
where x is an integer from 1 to 60; Y is a bond, -NH-, -O-, -S-, -S-S-; L2 represents -CH2-, -C2H4-, -C3H6-, -C4H8-, -C5H10-, -C6H12-, -C7H14-, -C8H16-, -C9H18-, -C10H20-, -CH(CH3)-, -C[(CH3)2]-, -CH2-CH(CH3)-, -CH(CH3)-CH2-, -CH(CH3)-C2H4-, -CH2-CH(CH3)-CH2-, -C2H4-CH(CH3)-, -CH2-C[(CH3)2]-, -C[(CH3)2]-CH2-, -CH(CH3)-CH(CH3)-, -C[(C2H5)(CH3)]-, -CH(C3H7)-, -(CH2-CH2-O)n-CH2-CH2-, -CO-CH2-, -CO-C2H4-, -CO-C3H6-, -CO-C4H8-, -CO-C5H10-, -CO-C6H12-, -CO-C7H14-, -CO-C8H16-, -CO-C9H18-, -CO-C10H20-, -CO-CH(CH3)-, -CO-C[(CH3)2]-, -CO-CH2-CH(CH3)-, -CO-CH(CH3)-CH2-, -CO-CH(CH3)-C2H4-, -CO-CH2-CH(CH3)-CH2-, -CO-C2H4-CH(CH3)-, -CO-CH2-C[(CH3)2]-, -CO-C[(CH3)2]-CH2-, -CO-CH(CH3)-CH(CH3)-, -CO-C[(C2H5)(CH3)]-, -CO-CH(C3H7)-, -CO-(CH2-CH2-O)n-CH2-CH2-; n is an integer from 1 to 60; L3 represents -CO-, -O-CO-, -NH-CO-, -NH(C=NH)-, -SO2-, -O-SO2-, -NH-, -NH-CO-CH2-; R* and R# independently of each other, are a linear or branched or cyclic saturated or unsaturated hydrocarbon radical consisting of 1 to 30 carbon atoms, wherein the hydrocarbon residue may be substituted with Z1, Z2, Z3, Z4, Z5 number from 1 to 5 and substituents Z1, Z2, Z3, Z4, Z5 independently of each other are -OH, -OCH3, -OC2H5, -OC3H7, -O-cyclo-C3H5, -OCH(CH3)2, -OC(CH3)3, -OC4H9, -OPh, -OCH2-Ph, -OCPh3, -CH2-OCH3, -C2H4-OCH3, -C3H6-OCH3, -CH2-OC2H5, -C2H4-OC2H5, -C3H6-OC2H5, -CH2-OC3H7, -C2H4-OC3H7, -C3H6-OC3H7, -CH2-O-cyclo-C3H5, -C2H4-O-cyclo-C3H5, -C3H6-O-cyclo-C3H5, -CH2-OCH(CH3)2, -C2H4-OCH(CH3)2, -C3H6-OCH(CH3)2, -CH2-OC(CH3)3, -C2H4-OC(CH3)3, -C3H6-OC(CH3)3, -CH2-OC4H9, -C2H4-OC4H9, -C3H6-OC4H9, -CH2-OPh, -C2H4-OPh, -C3H6-OPh, -CH2-OCH2-Ph, -C2H4-OCH2-Ph, -C3H6-OCH2-Ph, -NO2, -F, -Cl, -Br, -COCH3, -COC2H5, -COC3H7, -CO-cyclo-C3H5, -COCH(CH3)2, -COC(CH3)3, -COOH, -COOCH3, -COOC2H5, -COOC3H7, -COO-cyclo-C3H5, -COOCH(CH3)2, -COOC(CH3)3, -OOC-CH3, -OOC-C2H5, -OOC-C3H7, -OOC-cyclo-C3H5, -OOC-CH(CH3)2, -OOC-C(CH3)3, -CONH2, -CONHCH3, -CONHC2H5, -CONHC3H7, -CONH-cyclo-C3H5, -CONH[CH(CH3)2], -CONH[C(CH3)3], -CON(CH3)2, -CON(C2H5)2, -CON(C3H7)2, -CON(cyclo-C3H5)2, -CON[CH(CH3)2]2, -CON[C(CH3)3]2, -NHCOCH3, -NHCOC2H5, -NHCOC3H7, -NHCO-cyclo-C3H5, -NHCO-CH(CH3)2, -NHCO-C(CH3)3, -NH2, -NHCH3, -NHC2H5, -NHC3H7, -NH-cyclo-C3H5, -NHCH(CH3)2, -NHC(CH3)3, -N(CH3)2, -N(C2H5)2, -N(C3H7)2, -N(cyclo-C3H5)2, -N[CH(CH3)2]2, -N[C(CH3)3]2, -OCF3, -CH2-OCF3, -C2H4-OCF3, -C3H6-OCF3, -OC2F5, -CH2-OC2F5, -C2H4-OC2F5, -C3H6-OC2F5, -CH2F, -CHF2, -CF3, -CH2Cl, -CH2Br, -CH2-CH2F, -CH2-CHF2, -CH2-CF3, -CH2-CH2Cl, -CH2-CH2Br.
EFFECT: novel compound is disclosed, which can be used in vaccines against infectious agents expressing said carbohydrate antigen A.
13 cl, 5 ex, 10 dwg
