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公开(公告)号：US10689464B2
公开(公告)日：2020-06-23
申请号：US15556370
申请日：2016-03-09
Applicant: Contipro a.s.
Inventor： Marcela Dusankova , Gloria Huerta-Angeles , Kristina Nesporova , Klara Slezingrova , Antonin Minarik , Josef Chmelar , Romana Sulakova , Sergej Karel , Vladimir Velebny
IPC: C08B37/08 , A61K31/728 , C08J5/18 , C08L5/08 , A61L27/20 , A61L27/54 , A61K45/06 , C08J3/02 , C08J3/09 , B29C71/02
Abstract: The invention relates to a self-supporting, biodegradable film comprising a C10-C22-acylated derivative of hyaluronic acid according to the general formula (I), where R is H+ or Na+, and where R1 is H or —C(═O)CxHy, where x is an integer within the range from 9 to 21 and y is an integer within the range from 11 to 43 and CxHy is a linear or branched, saturated or unsaturated C9-C21 chain, wherein in at least one repeating unit one or more of R1 is —C(═O)CxHy and where n is within the range from 12 to 4000; a method of preparation thereof and use thereof.
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2.发明授权公开(公告)号：US10414832B2
公开(公告)日：2019-09-17
申请号：US15737443
申请日：2016-06-24
Applicant: Contipro a.s.
Inventor： Tomas Bobula , Radovan Buffa , Hana Vagnerova , Romana Sulakova , Lucie Wolfova , Lenka Kohutova , Veronika Moravcova , Ondrej Zidek , Pavlina Prochazkova , Vladimir Velebny
IPC: C08B37/00 , C08G81/00 , C08J3/24 , A61K47/61 , A61K47/36 , A61L27/20 , A61L27/52 , A61K31/198 , A61K38/06 , C08B37/08
Abstract: The invention relates to the preparation and the use of α,β-unsaturated aldehydes in the structure of sulfated polysaccharides. It concerns the derivatives with a conjugated double bond in the 4th and 5th positions of the galactopyranose part situated in the 6th position with respect to the aldehyde, according to the general structural formula (I) or its hydrated form according to the general structural formula (II). The preparation of these derivatives derives from sulfated polysaccharides containing a galactopyranose ring sulfated in the 4th position that is bound in the polymer chain via α(1→3) or β(1→3) O-glycosidic bond. In the described solution, the sulfated polysaccharides undergo a regio- and chemoselective oxidation to form C6-saturated aldehyde, which, via a direct elimination of the sulfate group, provides the α,β-unsaturated derivative according to the general formula (I) or (II). The described solution is technically advantageous, because it leads directly to α,β-unsaturated aldehydes, without any elimination agents, higher temperature, or isolation of intermediates during the synthesis. The conjugation in the structure of α,β-unsaturated aldehyde allows, under physiological conditions, to bind a wide variety of biocompatible amines in the structure of the sulfated polysaccharides. The proposed method allows to prepare materials suitable for pH-responsive drug delivery systems, or for the preparation of scaffolds in tissue engineering or regenerative medicine. Formulae for the abstract (I), (II) above, where R is OH, O—SO2—OH, O—SO2—ONa, or NH—Ac.
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3.发明申请公开(公告)号：US20180171034A1
公开(公告)日：2018-06-21
申请号：US15737443
申请日：2016-06-24
Applicant: Contipro a.s.
Inventor： Tomas Bobula , Radovan Buffa , Hana Vagnerova , Romana Sulakova , Lucie Wolfova , Lenka Kohutova , Veronika Moravcova , Ondrej Zidek , Pavlina Prochazkova , Vladimir Velebny
IPC: C08B37/00 , C08J3/24 , A61K47/36 , A61L27/20 , A61K47/61 , A61L27/52 , C08B37/08 , A61K31/198 , A61K38/06
CPC classification number: C08B37/0069 , A61K31/198 , A61K38/06 , A61K47/36 , A61K47/61 , A61L27/20 , A61L27/52 , C08B37/0042 , C08B37/0072 , C08G81/00 , C08J3/24 , C08J2305/00 , C08J2305/08
Abstract: The invention relates to the preparation and the use of α,β-unsaturated aldehydes in the structure of sulfated polysaccharides. It concerns the derivatives with a conjugated double bond in the 4th and 5th positions of the galactopyranose part situated in the 6th position with respect to the aldehyde, according to the general structural formula (I) or its hydrated form according to the general structural formula (II). The preparation of these derivatives derives from sulfated polysaccharides containing a galactopyranose ring sulfated in the 4th position that is bound in the polymer chain via α(1→3) or β(1→3) O-glycosidic bond. In the described solution, the sulfated polysaccharides undergo a regio- and chemoselective oxidation to form C6-saturated aldehyde, which, via a direct elimination of the sulfate group, provides the α,β-unsaturated derivative according to the general formula (I) or (II). The described solution is technically advantageous, because it leads directly to α,β-unsaturated aldehydes, without any elimination agents, higher temperature, or isolation of intermediates during the synthesis. The conjugation in the structure of α,β-unsaturated aldehyde allows, under physiological conditions, to bind a wide variety of biocompatible amines in the structure of the sulfated polysaccharides. The proposed method allows to prepare materials suitable for pH-responsive drug delivery systems, or for the preparation of scaffolds in tissue engineering or regenerative medicine. Formulae for the abstract (I), (II) above, where R is OH, O—SO2—OH, O—SO2—ONa, or NH—Ac.
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4.发明申请公开(公告)号：US20180105610A1
公开(公告)日：2018-04-19
申请号：US15556370
申请日：2016-03-09
Applicant: Contipro a.s.
Inventor： Marcela Dusankova , Gloria Huerta-Angeles , Kristina Nesporova , Klara Slezingrova , Antonin Minarik , Josef Chmelar , Romana Sulakova , Sergej Karel , Vladimir Velebny
Abstract: The invention relates to a self-supporting, biodegradable film comprising a C10-C22-acylated derivative of hyaluronic acid according to the general formula (I), where R is H+ or Na+, and where R1 is H or —C(═O)CxHy, where x is an integer within the range from 9 to 21 and y is an integer within the range from 11 to 43 and CxHy is a linear or branched, saturated or unsaturated C9-C21 chain, wherein in at least one repeating unit one or more of R1 is —C(═O)CxHy and where n is within the range from 12 to 4000; a method of preparation thereof and use thereof.
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