Patent ID: 6107410
Filing Date: 2000-08-22
Classification: C07C,C07K,C08B,C08L

Abstract:
A crosslinked cinnamic acid-polysaccharide derivative wherein a cinnamic acid-polysaccharide derivative represented by any of the following formulas (13)-(15) is crosslinked by containing a cyclobutane ring produced by photodimerization of R.sup.1 and R.sup.1, R.sup.2 and R.sup.2, or R.sup.1 and R.sup.2 in the cinnamic acid-polysaccharide derivative represented by formula (13), (14) or (15) or in a mixture thereof:R.sup.1 --A--P.sup.1 ( 13)R.sup.1 --B--P.sup.2 ( 14)R.sup.2 --C--P.sup.1 ( 15)wherein R.sup.1 represents a group of the formula (4): ##STR24## wherein R.sup.3 and R.sup.4 independently represent a hydrogen atom, a nitro group, an amino group, a hydroxyl group or a C.sub.1-4 alkoxy group;R.sup.2 represents a group of the formula (5): ##STR25## wherein R.sup.3 and R.sup.4 are as defined above; R.sup.5 represents a lower alkyl group;A-- represents an amino- and hydroxy-containing compound residue represented by any of the formulas (6')-(9);--O--(CH.sub.2).sub.n --NH (6')wherein n represents a whole number of 3-18,--(O--CH.sub.2 CH.sub.2).sub.m --NH (7')wherein m represents a whole number of 2-10,--O--CHR.sup.6 CH(COOR.sup.7)--NH (8')wherein R.sup.6 represents a hydrogen atom or a lower alkyl group; R.sup.7 represents a lower alkyl group.--O--(CH.sub.2).sub.l --NHCO--CHR.sup.8 --NH (9')wherein l represents a whole number of 2-18; R.sup.8 represents the side chain of an .alpha.-amino acid residue;B-represents an amino acid residue of the formula (10'):--NH--(CH.sub.2).sub.k --CO (10')wherein k represents a whole number of 1-18;C-- represents an amino acid residue of the formula (11') or (12'):--CO--(CH.sub.2).sub.k --NH (11')wherein k is as defined above,--(COCHR.sup.8 NH).sub.i ( 12')wherein i represents a whole number of 1-6: R.sup.8 is as defined above:P.sup.1 represents a carboxy-containing polysaccharide residue; P.sup.2 represents an amino- or hydroxy-containing polysaccharide residue: the A--P.sup.1 linkage is the amide bond formed between the terminal amino group of the formula (6'), (7'), (8') or (9') and the carboxyl group of P.sup.1 ; the B--P.sup.2 linkage is the amide bond formed between the terminal carboxyl group of the formula (10') and the amino group of P.sup.2 or the ester bond formed between the terminal carboxyl group of the formula (10') and the hydroxyl group of P.sup.2 ; and the C--P.sup.1 linkage is the amide bond formed between the terminal amino group of the formula (11') or (12') and the carboxyl group of P.sup.1 ; with the proviso that, when the polysaccharide is a hyaluronic acid, the photodimerizable-crosslinkable group is introduced into the cinnamic acid-polysaccharide derivative at a degree of substitution of 0.05-5.0% to a repeating constituent saccharide unit of the hyaluronic acid.