Supramolecular nanofiber-reinforced Puerarin hydrogels as drug carriers with synergistic controlled release and antibacterial properties

Journal of Materials Science - Tập 55 - Trang 6669-6677 - 2020
Wan Li1
1College of Pharmacy, Hubei University of Chinese Medicine, Wuhan, China

Tóm tắt

Hydrogels as drug carriers for delivery of antibiotics are rarely derived from natural molecules and often require complicated synthesis. Puerarin is an herbal natural product that can self-assemble to form pH-sensitive hydrogels without any structural modification. However, Puerarin hydrogels have poor thermostability and weak mechanical strength. In this work, we prepared N-(9-fluorenylmethoxycarbonyl)-l-phenylalanine (Fmoc–Phe–OH) nanofiber-reinforced Puerarin hydrogels with good mechanical and antibacterial properties for suitable drug carriers. The phase transition temperature of Puerarin hydrogels can be increased from 35 to 55 °C by adding only 6 mg/mL of Fmoc–Phe–OH. Rheological study indicated that the presence of Fmoc–Phe–OH not only increased the storage modulus of Puerarin hydrogels by five times, but also did not affect their pH sensitivity. SEM study and pore analysis indicated that Fmoc–Phe–OH nanofibers intertwined with the Puerarin assembly, leading to enhancement of mechanical property of hydrogel. Antibacterial test indicated that the reinforced Puerarin hydrogels have antibacterial property compared with Puerarin hydrogels. Based on these features, a controllable release of loaded model drug (berberine hydrochloride) can be realized from the reinforced Puerarin hydrogels, showing a good synergistic antimicrobial effect on the S. aureus.

Tài liệu tham khảo

Schmitt SK (2017) Osteomyelitis. Infect Dis Clin N Am 31(2):325–338 Nandi SK, Bandyopadhyay S, Das P, Samanta I, Mukherjee P, Roy S, Kundu B (2016) Understanding osteomyelitis and its treatment through local drug delivery system. Biotechnol Adv 34(8):1305–1317 Saboktakin M, Tabatabaei RM (2015) Supramolecular hydrogels as drug delivery systems. Int J Biol Macromol 75:426–443 Censi R, Casadidio C, Dubbini A et al (2019) Thermosensitive hybrid hydrogels for the controlled release of bioactive vancomycin in the treatment of orthopaedic implant infections. Eur J Pharm Biopharm 142:322–333 Gallastegui A, Spesia MB, de Erba IE, Chesta CA, Previtali CM, Palacios RE, Gómez ML (2019) Controlled release of antibiotics from photopolymerized hydrogels: kinetics and microbiological studies. Mat Sci Eng C 102:896–905 Overstreet DJ, Badha VS, Heffernan JM, Childers EP, Moore RC, Vernon BL, McLaren AC (2019) Temperature-responsive PNDJ hydrogels provide high and sustained antimicrobial concentrations in surgical sites. Drug Deliv Transl Res 9(4):802–815 Zhao YR, Du LD, Zhang L, Du GH (2018) Puerarin, Chapter 19. In: Natural small molecule drugs from plants. Springer, Singapore, pp 121–126 Chen R, Wu P, Cai Z, Tang L, Ye L, Hou C, Yang N, Zhao J (2018) The combination of Puerariae Lobatae Radix and Chuanxiong Rhizoma enhanced the absorption and pharmacokinetics of Puerarin by modulating the intestinal barrier and influenced gut microbiota. J Funct Foods 47:72–82 Cai Y, Zhang J, He Y, Li Z, Hua Y, Wu Z, Gao J, Ou C, Chen M (2018) A supramolecular hydrogel of Puerarin. J Biomed Nanotechnol 14:257–266 Ullah MZ, Khana AU, Afridi R, Rasheed H, Khalid S, Naveed M, Ali H, Kim YS, Khan S (2018) Attenuation of inflammatory pain by Puerarin in animal model of inflammation through inhibition of pro-inflammatory mediators. Int Immunopharmacol 61:306–316 Kong H, Zhang G, Cheng J, Shi R, Zhang M, Cao P, Zhao Y, Qu H, Wang Q (2019) Distribution kinetics of Puerarin in rat hippocampus after acute local cerebral ischemia. J Pharmaceut Biomed 164:196–201 Pang Z, Wei Y, Wang N, Zhang J, Gao Y, Qian S (2018) Gel formation of Puerarin and mechanistic study during its cooling process. Int J Pharmaceut 548:625–635 Li H, Wang H, Zhang D, Xu Z, Liu W (2018) A highly tough and stiff supramolecular polymer double network hydrogel. Polymer 153:193–200 Chakraborty P, Bairi P, Roy B, Nandi AK (2014) Improved mechanical and electronic properties of co-assembled folic acid gel with aniline and polyaniline. ACS Appl Mater Interfaces 6:3615–3622 Wahid Fazli HX, Chu L, Jia S, Xie Y, Zhong C (2019) Development of bacterial cellulose/chitosan based semi-interpenetrating hydrogels with improved mechanical and antibacterial properties. Int J Biol Macromol 122:380–387 Khoushabi A, Schmocker A, Pioletti DP, Moser C, Schizas C, Månson JA, Bourban PE (2015) Photo-polymerization, swelling and mechanical properties of cellulose fibre reinforced poly(ethylene glycol) hydrogels. Compos Sci Technol 119:93–99 Du X, Zhou J, Shi J, Xu B (2015) Supramolecular hydrogelators and hydrogels: from soft matter to molecular biomaterials. Chem Rev 115:13165–13307 Zhou J, Li J, Du X, Xu B (2017) Supramolecular biofunctional materials. Biomaterials 129:1–27 Fusco G, Chronopoulou L, Galantini L, Zerillo A, Rasik ZM, Antiochia R, Favero G, D’Annibale A, Palocci C, Mazzei F (2018) Evaluation of novel Fmoc-tripeptide based hydrogels as immobilization supports for electrochemical biosensors. Microchem J 137:105–110 Parween S, Misra A, Ramakumarb S, Chauhan VS (2014) Self-assembled dipeptide nanotubes constituted by flexible β-phenylalanine and conformationally constrained α, β-dehydrophenylalanine residues as drug delivery system. J Mater Chem B 2:3096–3106 Snigdha K, Singh BK, Mehta AS, Tewari RP, Dutta PK (2016) Self-assembling N-(9-Fluorenylmethoxycarbonyl)-l-phenylalanine hydrogel as novel drug carrier. Int J Biological Macromol 93:1639–1646 Li D, Shi Y, Wang L (2014) Mechanical reinforcement of molecular hydrogel by co-assembly of short peptide-based gelators with different aromatic capping groups. Chin J Chem 32:123–127 Buerkle LE, Rowan SJ (2012) Supramolecular gels formed from multi-component low molecular weight species. Chem Soc Rev 41:6089–6102 Iijima M, Takahashi M, Hatakeyama T, Hatakeyama H (2013) Detailed investigation of gel-sol transition temperature of κ-carrageenan studied by DSC, TMA and FBM. J Therm Anal Calorim 114:895–901 Li W, Zeng X, Wang H, Wang Q, Yang Y (2015) Polyaniline-poly(styrene sulfonate) conducting hydrogels reinforced by supramolecular nanofibers and used as drug carriers with electric-driven release. Eur Polym J 66:513–519 Li W, Wang H, Yang Y (2014) Protein-modulated release behavior of a hydrophilic/lipophilic dual-drug from supramolecularly gelled microemulsions. RSC Adv 4:2109–2114 Treesuppharat W, Rojanapanthu P, Siangsanoh C, Manuspiya H, Ummartyotin S (2017) Synthesis and characterization of bacterial cellulose and gelatin-based hydrogel composites for drug-delivery systems. Biotechnol Rep 15:84–91 Wahid F, Zhou YN, Wang HS, Wan T, Zhong C, Chu LQ (2018) Injectable self-healing carboxymethyl chitosan-zinc supramolecular hydrogels and their antibacterial activity, Int. J Biol Macromol 114:1233–1239 Zhang Y, Shams T, Harker AH, Parhizkar M, Edirisinghe M (2018) Effect of copolymer composition on particle morphology and release behavior in vitro using progesterone. Mater Des 159:57–67 Schulz E, Goes A, Garcia R, Panter F, Koch M, Müller R, Fuhrmann K, Fuhrmann G (2018) Biocompatible bacteria-derived vesicles show inherent antimicrobial activity. J Control Release 290:46–55 Roy S, Banerjee A (2011) Amino acid based smart hydrogel: formation, characterization, and fluorescence properties of silver nanoclusters within the hydrogel matrix. Soft Matter 7:5300–5308 Eskandari S, Guerin T, Toth I, Stephenson RJ (2017) Recent advances in self-assembled peptides: implications for targeted drug delivery and vaccine engineering. Adv Drug Deliv Rev 110–111:169–187 Benjamin CC, Craven RJ, Crone WC, Lakes RS (2018) Viscoelastic characterization of pH-sensitive 2-hydroxyethyl methacrylate (2-dimethylamino) ethyl methacrylate HEMA-DMAEMA hydrogels. Polym Test 72:372–376 Martin N, Youssef G (2018) Dynamic properties of hydrogels and fiber-reinforced hydrogels. J Mech Behav Biomed 85:194–200 Debnath S, Shome A, Das D, Das PK (2010) Hydrogelation through self-assembly of Fmoc-peptide functionalized cationic amphiphiles: potent antibacterial agent. J Phys Chem B 114:4407–4415 Yang Z, Gu H, Zhang Y, Wang L, Xu B (2004) Small molecule hydrogels based on a class of antiinflammatory agents. Chem Commun 2:208–209 Irwansyah I, Li YQ, Shi W, Qi D, Leow WR, Tang MBY, Li S, Chen X (2014) Gram-positive antimicrobial activity of amino acid-based hydrogels. Adv Mater 27:648–654 Johnson CT, García AJ (2015) Scaffold-based anti-infection strategies in bone repair. Ann Biomed Eng 43:515–528 Raju M, Kulkarni YA, Wairkar S (2019) Therapeutic potential and recent delivery systems of berberine: a wonder molecule. J Funct Foods 61:103517 Whitehead FA, Paramita VD, Teimouri S, Young S, Kasapis S (2019) Controlled release of ascorbic acid from genipin-crosslinked gelatin matrices under moving boundary conditions. Food Hydrocolloid 89:171–179 Tu Q, Zhang Q, Wang Y, Jiao Y, Xiao J, Peng T, Wang J (2019) Antibacterial properties of poly(dimethylsiloxane) surfaces modified with graphene oxide-catechol composite. Prog Org Coat 129:247–253 Liu Y, Zhao Y, Guo D, Liu W, Liu Y (2017) Synergistic antimicrobial activity of berberine hydrochloride, baicalein and borneol against Candida albicans. Chin Herb Med 9:353–357