Preparation, physicochemical and pharmacological study of 10-hydroxycamptothecin solid dispersion with complexation agent – xylan-nonanoic acid amphiphilic conjugates

International Journal of Biological Macromolecules - Tập 204 - Trang 224-233 - 2022
Qihong Zhang1, Chen Su1, Zhaohui Lu1, Hui Wang1, Zongmiao Feng2, Alexandr V. Dushkin3, Weike Su1,2
1National Engineering Research Center for Process Development of Active Pharmaceutical Ingredients, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, PR China
2Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, PR China
3Institute of Solid State Chemistry and Mechanochemistry, Novosibirsk, Russia

Tài liệu tham khảo

Gandini, 2008, Polymers from renewable resources: a challenge for the future of macromolecular materials, Macromolecules, 41, 9491, 10.1021/ma801735u Wrigstedt, 2010, Synthesis and antioxidant activity of hydroxycinnamic acid xylan esters, J. Agric. Food Chem., 58, 6937, 10.1021/jf9043953 Pereira, 2017, Effects of xylan side-chain substitutions on xylan-cellulose interactions and implications for thermal pretreatment of cellulosic biomass, Biomacromolecules, 18, 1311, 10.1021/acs.biomac.7b00067 Fu, 2019, Syntheses of xylan stearate nanoparticles with loading function from by-products of viscose fiber mills, Cellulose, 26, 7195, 10.1007/s10570-019-02624-5 Sauraj, 2020, Negi, redox responsive xylan-SS-curcumin prodrug nanoparticles for dual drug delivery in cancer therapy, Mater. Sci. Eng. C Mater. Biol. Appl., 107, 10.1016/j.msec.2019.110356 Petzold-Welcke, 2014, Xylan derivatives and their application potential - mini-review of own results, Carbohydr. Polym., 100, 80, 10.1016/j.carbpol.2012.11.052 Sauraj, 2021, Negi, redox-sensitive nanoparticles based on xylan-lipoic acid conjugate for tumor targeted drug delivery of niclosamide in cancer therapy, Carbohydr. Res., 499, 10.1016/j.carres.2020.108222 Urtiga, 2020, Xylan microparticles for controlled release of mesalamine: production and physicochemical characterization, Carbohydr. Polym., 250, 10.1016/j.carbpol.2020.116929 Bayati, 2016, Effect of humidity on the permeability of alcohols in hydroxypropyl xylan films, ACS Sustain. Chem. Eng., 4, 2578, 10.1021/acssuschemeng.5b01797 Grondahl, 2006, Gas-phase surface fluorination of arabinoxylan films, Macromolecules, 39, 2718, 10.1021/ma052066q Fu, 2020, Xylan-based hydrogels for potential skin care application, Int. J. Biol. Macromol., 158, 244, 10.1016/j.ijbiomac.2020.04.235 Gami, 2020, Chemically crosslinked xylan-beta-cyclodextrin hydrogel for the in vitro delivery of curcumin and 5-fluorouracil, Int. J. Biol. Macromol., 158, 18, 10.1016/j.ijbiomac.2020.04.237 Feng, 2020, A novel drug delivery system obtained from hydrophobic modified amphiphilic polymers by maillard reaction, Int. J. Biol. Macromol., 157, 146, 10.1016/j.ijbiomac.2020.04.218 Urtiga, 2017, Preparation and characterization of safe microparticles based on xylan, Drug Dev. Ind. Pharm., 43, 1601, 10.1080/03639045.2017.1326932 Martinez-Lopez, 2019, Enzymatically cross-linked arabinoxylan microspheres as oral insulin delivery system, Int. J. Biol. Macromol., 126, 952, 10.1016/j.ijbiomac.2018.12.192 Despres, 2016, Xylan degradation by the human gut bacteroides xylanisolvens XB1A(T) involves two distinct gene clusters that are linked at the transcriptional level, BMC Genomics, 17, 10.1186/s12864-016-2680-8 Martinez-Lopez, 2016, In vitro degradation of covalently cross-linked arabinoxylan hydrogels by bifidobacteria, Carbohydr. Polym., 144, 76, 10.1016/j.carbpol.2016.02.031 Wang, 2016, Bacteroides intestinalis DSM 17393, a member of the human colonic microbiome, upregulates multiple endoxylanases during growth on xylan, Sci. Rep., 6, 34360, 10.1038/srep34360 Zha, 2020, An orally administered butyrate-releasing xylan derivative reduces inflammation in dextran sulphate sodium-induced murine colitis, Int. J. Biol. Macromol., 156, 1217, 10.1016/j.ijbiomac.2019.11.159 Chen, 2016, High strength hemicellulose-based nanocomposite film for food packaging applications, ACS Sustain. Chem. Eng., 4, 1985, 10.1021/acssuschemeng.5b01252 Ko, 2021, Self-assembled micelles from thermoresponsive Poly(methyl methacrylate)-b-poly(N-isopropylacrylamide) diblock copolymers in aqueous solution, Macromolecules, 54, 384, 10.1021/acs.macromol.0c02189 Yuan, 2019, Redox-controlled voltage responsive micelles assembled by noncovalently grafted polymers for controlled drug release, Macromolecules, 52, 1400, 10.1021/acs.macromol.8b02641 Li, 2018, Maintaining hydrophobic drug supersaturation in a micelle Corona reservoir, Macromolecules, 51, 540, 10.1021/acs.macromol.7b02297 Peng, 2018, Amphiphilic xylan-cholic acid conjugates: synthesis and self-assembly behaviors in aqueous solution, Cellulose, 25, 245, 10.1007/s10570-017-1595-0 Sauraj, 2019, Negi, lipophilic 5-fluorouracil prodrug encapsulated xylan-stearic acid conjugates nanoparticles for colon cancer therapy, Int. J. Biol. Macromol., 128, 204, 10.1016/j.ijbiomac.2019.01.101 Xie, 2012, Brain-targeting study of stearic acid-grafted chitosan micelle drug-delivery system, Int. J. Nanomedicine, 7, 3235 Thotakura, 2017, Chitosan-stearic acid based polymeric micelles for the effective delivery of tamoxifen: cytotoxic and pharmacokinetic evaluation, AAPS PharmSciTech, 18, 759, 10.1208/s12249-016-0563-6 Dantas, 2018, Influence of stearic acid and beeswax as solid lipid matrix of lipid nanoparticles containing tacrolimus, J. Therm. Anal. Calorim., 132, 1557, 10.1007/s10973-018-7072-7 Jeong, 2019, Triggered doxorubicin release using redox-sensitive hyaluronic acid-g-stearic acid micelles for targeted cancer therapy, Carbohydr. Polym., 209, 161, 10.1016/j.carbpol.2019.01.018 Jafarzadeh-Holagh, 2018, Self-assembled and pH-sensitive mixed micelles as an intracellular doxorubicin delivery system, J. Colloid Interface Sci., 523, 179, 10.1016/j.jcis.2018.02.076 Shao, 2013, Carbon nanotube lipid drug approach for targeted delivery of a chemotherapy drug in a human breast cancer xenograft animal model, Biomaterials, 34, 10109, 10.1016/j.biomaterials.2013.09.007 Li, 2016, Preparation and characterization of lipophilic doxorubicin pro-drug micelles, J. Vis. Exp., 54338 Wang, 2018, Caprylic acid and nonanoic acid upregulate endogenous host defense peptides to enhance intestinal epithelial immunological barrier function via histone deacetylase inhibition, Int. Immunopharmacol., 65, 303, 10.1016/j.intimp.2018.10.022 Nkondjock, 2003, Specific fatty acids and human colorectal cancer: an overview, Cancer Detect. Prev., 27, 55, 10.1016/S0361-090X(02)00179-4 Ying, 2018, Myristic acid-modified (D)A7R peptide for whole-process glioma-targeted drug delivery, ACS Appl. Mater. Interfaces, 10, 19473, 10.1021/acsami.8b05235 Zhou, 2019, Preparation and in vitro and in vivo evaluations of 10-hydroxycamptothecin liposomes modified with stearyl glycyrrhetinate, Drug Deliv., 26, 673, 10.1080/10717544.2019.1636422 Ye, 2018, N-methylpyrrolidone exfoliated graphene as sensitive electrochemical sensing platform for 10-hydroxycamptothecine, J. Electroanal. Chem., 818, 210, 10.1016/j.jelechem.2018.04.048 Petzold, 2006, Carboxymethyl xylan - synthesis and detailed structure characterization, Carbohydr. Polym., 64, 292, 10.1016/j.carbpol.2005.11.037 Tork, 2017, Efficient harvesting of marine Chlorella vulgaris microalgae utilizing cationic starch nanoparticles by response surface methodology, Bioresour. Technol., 243, 583, 10.1016/j.biortech.2017.06.181 Qin, 2020, Synthesis of biocompatible cholesteryl-carboxymethyl xylan micelles for tumor-targeting intracellular DOX delivery, ACS Biomater Sci. Eng., 6, 1582, 10.1021/acsbiomaterials.0c00090 Zhou, 2001, 2, 11 Le, 2018, Hydrogen-bonded tannic acid-based anticancer nanoparticle for enhancement of oral chemotherapy, ACS Appl. Mater. Interfaces, 10, 42186, 10.1021/acsami.8b18979 Zhang, 2021, Preparation of camptothecin micelles self-assembled from disodium glycyrrhizin and tannic acid with enhanced antitumor activity, Eur. J. Pharm. Biopharm., 164, 75, 10.1016/j.ejpb.2021.04.012 Zhang, 2021, Preparation of pectin-tannic acid coated core-shell nanoparticle for enhanced bioavailability and antihyperlipidemic activity of curcumin, Food Hydrocoll., 119, 10.1016/j.foodhyd.2021.106858 Zhang, 2018, Preparation of curcumin self-micelle solid dispersion with enhanced bioavailability and cytotoxic activity by mechanochemistry, Drug Deliv., 25, 198, 10.1080/10717544.2017.1422298 Ju, 2020, Application of advances in endocytosis and membrane trafficking to drug delivery, Adv. Drug Deliv. Rev., 157, 118, 10.1016/j.addr.2020.07.026