Synthesis and Characterization of New Biodegradable Tissue Adhesive Materials
LIU Jimin1,2, ZHU Huimin1,2, PAN Jian3, SONG Liya2, LIU Shan4, HUA Yabing2, SHI Rui5, XU Liang1,2
1 School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350,China 2 State Key Laboratory of Toxicology and Medical Countermeasures, Institute of Pharmacology and Toxicology, Academy of Military Science, Beijing 100850, China 3 Guang'anmen Hospital, China Academy of Chinese Medical Science, Beijing 100053, China 4 Pathology Department of PLA Rocket Force Characteristic Medical Center, Beijing 100850, China 5 Beijing Research Institute of Traumatology and Orthopaedics, Beijing Jishuitan Hospital, Beijing 100035, China
Abstract: This paper designed and synthesized a kind of polymerizable and curable tissue adhesive materials with good biodegradability. The material is a monomer molecule before use, and it is liquid at room temperature. The monomer structure is composed of monomeric oligolactic acid (OLA) fragments and cyanoacrylate (CA) functional groups. When coming into contact with body tissues, monomers can undergo intermolecular polymerization through CA functional groups to form comb polymers and produce adhesion. The OLA side chain structure in the polymer can give good biocompatibility and degradability. Two monomers, OLA4-CA and OLA4B-CA, with carboxyl or benzyl groups at the ends of OLA were synthesized. The chemical structure of the monomers was determined by 1H nuclear magnetic resonance spectroscopy, and the shear tensile strength and curing times were used to characterize tissue adhesion. Polymer molecular weight and polymer degradation in vivo and in vitro was analyzed by gel permeation chromatography, with biocompatibility determined using implantation tests. In addition, the bacteriostatic properties of the material were tested by inhibition zone test in vitro. The results show that the target monomer is synthesized successfully and the synthesized monomer polymerized and solidified within 3 min following tissue contact and produced effective adhesion.Degradation of the polymer was related to the terminal carboxyl structure of the side chain OLA segment, with the preferred OLA4-CA polymer completely degraded and absorbed within 12 h after implantation in a mouse model; this indicated good biocompatibility. In addition, the in vitro inhibition zone test showed concentration-dependent antibacterial activity of material. This polymerizable material is expected to be used in the development of new wound dressings and tissue adhesive materials.
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2022, Vol. 36 
