Role of 4-Hexylresorcinol in the Field of Tissue Engineering
Abstract
:1. Introduction
2. Biological Activity of 4-HR and Effect on Tissue Healing
2.1. Antimicrobial Activity
2.2. Suppression of Nuclear Factor Kappa B Signaling Pathway
2.3. Promotion of Wound Healing by Tumor Necrosis Factor-α Suppression
2.4. Inhibition of Foreign-Body Reaction and Acceleration of Biodegradation
2.5. Angiogenesis and Vascular Tissue Healing
3. 4-HR Application in the Tissue Engineering
3.1. Application of 4-HR in Bone Regeneration
3.1.1. 4-HR with Bone Graft Substitutes
3.1.2. 4-HR with Guided Bone Regeneration Membrane
3.1.3. 4-HR with Dental Implant and Tooth Movement
3.2. Application of 4-HR in Vascular Regeneration
3.3. Application of 4-HR in Epithelial Regeneration
3.4. Xeno-Estrogen Issue and Future Perspectives of 4-HR Application
4. Conclusions
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
- Luís, Â.; Domingues, F.; Duarte, A. Biological Properties of Plant-Derived Alkylresorcinols: Mini-Review. Mini-Rev. Med. Chem. 2016, 16, 851–854. [Google Scholar] [CrossRef]
- Matthews, D.; Adegoke, O.; Shephard, A. Bactericidal activity of hexylresorcinol lozenges against oropharyngeal organisms associated with acute sore throat. BMC Res. Notes 2020, 13, 1–4. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Arias, E.; González, J.; Peiro, J.M.; Oria, R.; Lopez-Buesa, P. Browning Prevention by Ascorbic Acid and 4-Hexylresorcinol: Different Mechanisms of Action on Polyphenol Oxidase in the Presence and in the Absence of Substrates. J. Food Sci. 2007, 72, C464–C470. [Google Scholar] [CrossRef] [PubMed]
- Montero, P.; Martínez-Alvarez, O.; Gómez-Guillen, M.C. Effectiveness of Onboard Application of 4-Hexylresorcinol in Inhibiting Melanosis in Shrimp (Parapenaeus longirostris). J. Food Sci. 2004, 69, C643–C647. [Google Scholar] [CrossRef]
- Guandalini, E.; Ioppolo, A.; Mantovani, A.; Stacchini, P.; Giovannini, C. 4-hexylresorcinol as inhibitor of shrimp melanosis: Efficacy and residues studies; evaluation of possible toxic effect in a human intestinalin vitromodel (caco-2); preliminary safety assessment. Food Addit. Contam. 1998, 15, 171–180. [Google Scholar] [CrossRef]
- Chaudhuri, R. Hexylresorcinol: Providing Skin Benefits by Modulating Multiple Molecular Targets. In Cosmeceuticals and Active Cosmetics, 3rd ed.; Sivaman, R.K., Jagdeo, J.R., Eds.; CRC Press: Boca Raton, FL, USA, 2015; pp. 71–82. [Google Scholar]
- Kim, S.-G.; Choi, J.-Y. 4-hexylresorcinol exerts antitumor effects via suppression of calcium oscillation and its antitumor effects are inhibited by calcium channel blockers. Oncol. Rep. 2013, 29, 1835–1840. [Google Scholar] [CrossRef] [Green Version]
- Lee, S.-W.; Kim, S.-G.; Song, J.-Y.; Kweon, H.; Jo, Y.-Y.; Lee, K.-G.; Kang, S.-W.; Yang, B.-E. Silk Fibroin and 4-Hexylresorcinol Incorporation Membrane for Guided Bone Regeneration. J. Craniofacial Surg. 2013, 24, 1927–1930. [Google Scholar] [CrossRef]
- Kim, S.-G.; Hahn, B.-D.; Park, D.-S.; Lee, Y.-C.; Choi, E.-J.; Chae, W.-S.; Baek, D.-H.; Choi, J.-Y. Aerosol Deposition of Hydroxyapatite and 4-Hexylresorcinol Coatings on Titanium Alloys for Dental Implants. J. Oral Maxillofac. Surg. 2011, 69, e354–e363. [Google Scholar] [CrossRef]
- Kemme, M.; Heinzel-Wieland, R. Quantitative Assessment of Antimicrobial Activity of PLGA Films Loaded with 4-Hexylresorcinol. J. Funct. Biomater. 2018, 9, 4. [Google Scholar] [CrossRef] [Green Version]
- Song, J.-Y.; Kim, S.-G.; Park, N.-R.; Choi, J.-Y. Porcine Bone Incorporated with 4-Hexylresorcinol Increases New Bone Formation by Suppression of the Nuclear Factor Kappa B Signaling Pathway. J. Craniofacial Surg. 2018, 29, 1983–1990. [Google Scholar] [CrossRef]
- Kim, C.-W.; Kim, M.-K.; Kim, S.-G.; Park, Y.-W.; Park, Y.-T.; Kim, D.W.; Seok, H. Angioplasty Using 4-Hexylresorcinol-Incorporated Silk Vascular Patch in Rat Carotid Defect Model. Appl. Sci. 2018, 8, 2388. [Google Scholar] [CrossRef] [Green Version]
- Jo, Y.-Y.; Kweon, H.; Kim, D.-W.; Kim, M.-K.; Kim, S.-G.; Kim, J.-Y.; Chae, W.-S.; Hong, S.-P.; Park, Y.-H.; Lee, S.Y.; et al. Accelerated biodegradation of silk sutures through matrix metalloproteinase activation by incorporating 4-hexylresorcinol. Sci. Rep. 2017, 7, 42441. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Kweon, H.; Kim, S.-G.; Choi, J.-Y. Inhibition of foreign body giant cell formation by 4- hexylresorcinol through suppression of diacylglycerol kinase delta gene expression. Biomaterials 2014, 35, 8576–8584. [Google Scholar] [CrossRef] [PubMed]
- Kang, Y.-J.; Noh, J.-E.; Lee, M.-J.; Chae, W.-S.; Lee, S.Y.; Kim, S.-G. The effect of 4-hexylresorcinol on xenograft degradation in a rat calvarial defect model. Maxillofac. Plast. Reconstr. Surg. 2016, 38, 19. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Kang, Y.-J.; Oh, J.-H.; Seok, H.; Jo, Y.-Y.; Kim, D.; Garagiola, U.; Choi, J.-Y.; Kim, S.-G. 4-Hexylresorcinol Exhibits Different Characteristics to Estrogen. Appl. Sci. 2020, 10, 1737. [Google Scholar] [CrossRef] [Green Version]
- Kozubek, A.; Tyman, J.H.P. Resorcinolic Lipids, the Natural Non-isoprenoid Phenolic Amphiphiles and Their Biological Activity. Chem. Rev. 1999, 99, 1–26. [Google Scholar] [CrossRef]
- Rabbani, G.; Gilman, R.; Kabir, I.; Mondel, G. The treatment of Fasciolopsis buski infection in children: A comparison of thiabendazole, mebendazole, levamisole, pyrantel pamoate, hexylresorcinol and tetrachloroethylene. Trans. R. Soc. Trop. Med. Hyg. 1985, 79, 513–515. [Google Scholar] [CrossRef]
- Young, C.; Damon, S.R. Laboratory: The use of hexylresorcinol in the treatment of typhoid carriers. Am. J. Public Health 1927, 17, 279–280. [Google Scholar] [CrossRef]
- Buchholz, V.; Leuwer, M.; Ahrens, J.; Foadi, N.; Krampfl, K.; Haeseler, G. Topical antiseptics for the treatment of sore throat block voltage-gated neuronal sodium channels in a local anaesthetic-like manner. Naunyn-Schmiedeberg’s Arch. Pharmacol. 2009, 380, 161–168. [Google Scholar] [CrossRef]
- Stasiuk, M.; Kozubek, A. Biological activity of phenolic lipids. Cell. Mol. Life Sci. 2009, 67, 841–860. [Google Scholar] [CrossRef]
- Kim, S.-G.; Lee, S.-W.; Park, Y.-W.; Jeong, J.-H.; Choi, J.-Y. 4-hexylresorcinol inhibits NF-κB phosphorylation and has a synergistic effect with cisplatin in KB cells. Oncol. Rep. 2011, 26, 1527–1532. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Nakagawa, N.; Kinosaki, M.; Yamaguchi, K.; Shima, N.; Yasuda, H.; Yano, K.; Morinaga, T.; Higashio, K. RANK Is the Essential Signaling Receptor for Osteoclast Differentiation Factor in Osteoclastogenesis. Biochem. Biophys. Res. Commun. 1998, 253, 395–400. [Google Scholar] [CrossRef] [PubMed]
- Wang, N.; Zhou, Z.; Wu, T.; Liu, W.; Yin, P.; Pan, C.; Yu, X. TNF-α-induced NF-κB activation upregulates microRNA-150-3p and inhibits osteogenesis of mesenchymal stem cells by targeting β-catenin. Open Boil. 2016, 6, 150258. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Wang, Q.; Xia, Q.; Wu, Y.; Zhang, X.; Wen, F.; Chen, X.; Zhang, S.; Heng, B.C.; He, Y.; Ouyang, H.-W. 3D-Printed Atsttrin-Incorporated Alginate/Hydroxyapatite Scaffold Promotes Bone Defect Regeneration with TNF/TNFR Signaling Involvement. Adv. Healthc. Mater. 2015, 4, 1701–1708. [Google Scholar] [CrossRef]
- Ahn, J.; Kim, S.-G.; Kim, M.-K.; Kim, D.-W.; Lee, J.-H.; Seok, H.; Choi, J.-Y. Topical delivery of 4-hexylresorcinol promotes wound healing via tumor necrosis factor-α suppression. Burns 2016, 42, 1534–1541. [Google Scholar] [CrossRef]
- Anderson, J.M.; Rodriguez, A.; Chang, D.T. Foreign body reaction to biomaterials. Semin. Immunol. 2007, 20, 86–100. [Google Scholar] [CrossRef] [Green Version]
- Crotty, T.M.; Nakano, T.; Stafforini, D.M.; Topham, M.K. Diacylglycerol Kinase δ Modulates Akt Phosphorylation through Pleckstrin Homology Domain Leucine-rich Repeat Protein Phosphatase 2 (PHLPP2). J. Boil. Chem. 2012, 288, 1439–1447. [Google Scholar] [CrossRef] [Green Version]
- Okada, T.; Hayashi, T.; Ikada, Y. Degradation of collagen suture in vitro and in vivo. Biomaterials 1992, 13, 448–454. [Google Scholar] [CrossRef]
- Siasos, G.; Tousoulis, D.; Kioufis, S.; Oikonomou, E.; Siasou, Z.; Limperi, M.; Papavassiliou, A.G.; Stefanadis, C. Inflammatory mechanisms in atherosclerosis: The impact of matrix metalloproteinases. Curr. Top. Med. Chem. 2012, 12, 1132–1148. [Google Scholar] [CrossRef]
- Webster, N.L.; Crowe, S.M. Matrix metalloproteinases, their production by monocytes and macrophages and their potential role in HIV-related diseases. J. Leukoc. Boil. 2006, 80, 1052–1066. [Google Scholar] [CrossRef]
- Bonnans, C.; Chou, J.; Werb, Z. Remodelling the extracellular matrix in development and disease. Nat. Rev. Mol. Cell Boil. 2014, 15, 786–801. [Google Scholar] [CrossRef] [PubMed]
- Katagiri, W.; Kawai, T.; Osugi, M.; Sugimura-Wakayama, Y.; Sakaguchi, K.; Kojima, T.; Kobayashi, T. Angiogenesis in newly regenerated bone by secretomes of human mesenchymal stem cells. Maxillofac. Plast. Reconstr. Surg. 2017, 39, 8. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Jo, Y.-Y.; Kim, D.-W.; Choi, J.-Y.; Kim, S.-G. 4-Hexylresorcinol and silk sericin increase the expression of vascular endothelial growth factor via different pathways. Sci. Rep. 2019, 9, 3448. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Bergers, G.; Brekken, R.; McMahon, G.; Vu, T.H.; Itoh, T.; Tamaki, K.; Tanzawa, K.; Thorpe, P.; Itohara, S.; Werb, Z.; et al. Matrix metalloproteinase-9 triggers the angiogenic switch during carcinogenesis. Nat. Cell Biol. 2000, 2, 737–744. [Google Scholar] [CrossRef]
- Park, Y.-T.; Park, S.-Y.; Kim, M.-K.; Kim, S.-G.; Park, Y.-W.; Kwon, K.-J. Effect of 4-hexylresorcinol on Blood Coagulation and Healing of Injured Vessel in a Rat Model. J. Korean Assoc. Maxillofac. Plast. Reconstr. Surg. 2013, 35, 284–293. [Google Scholar] [CrossRef]
- Kim, S.-G.; Jeong, J.-H.; Park, Y.-W.; Song, J.-Y.; Choi, J.-Y.; Chae, W.-S. 4-Hexylresorcinol inhibits transglutaminase-2 activity and has synergistic effects along with cisplatin in KB cells. Oncol. Rep. 2011, 25, 1597–1602. [Google Scholar] [CrossRef]
- Baek, Y.-J.; Kim, J.-H.; Song, J.-M.; Yoon, S.-Y.; Kim, H.-S.; Shin, S.-H. Chitin-fibroin-hydroxyapatite membrane for guided bone regeneration: Micro-computed tomography evaluation in a rat model. Maxillofac. Plast. Reconstr. Surg. 2016, 38, 14. [Google Scholar] [CrossRef] [Green Version]
- Yoo, C.-K.; Jeon, J.-Y.; Kim, Y.-J.; Kim, S.-G.; Hwang, K.-G. Cell attachment and proliferation of osteoblast-like MG63 cells on silk fibroin membrane for guided bone regeneration. Maxillofac. Plast. Reconstr. Surg. 2016, 38, 17. [Google Scholar] [CrossRef] [Green Version]
- Seok, H.; Jo, Y.Y.; Kweon, H.; Baek, D.H.; Kim, S.G. Comparative study on bone regeneration between silk mat incorporated 4-hexylresorcinol and collagen membrane. Int. J. Ind. Entomol. 2017, 34, 32–37. [Google Scholar]
- Lee, S.-W.; Um, I.C.; Kim, S.-G.; Cha, M.-S. Evaluation of bone formation and membrane degradation in guided bone regeneration using a 4-hexylresorcinol-incorporated silk fabric membrane. Maxillofac. Plast. Reconstr. Surg. 2015, 37, 32. [Google Scholar] [CrossRef] [Green Version]
- Seok, H.; Lee, S.-W.; Kim, S.-G.; Seo, N.-H.; Kim, H.S.; Kweon, H.Y.; Jo, Y.-Y.; Kang, T.Y.; Lee, M.-J.; Chae, W.-S. The Effect of Silk Membrane Plus 3% 4-hexylresorcinol on Guided Bone Regeneration in a Rabbit Calvarial Defect Model. Int. J. Ind. Entomol. 2013, 27, 209–217. [Google Scholar] [CrossRef]
- Choi, K.-H.; Kim, D.; Lee, S.K.; Kim, S.-G.; Kim, T.-W. The Administration of 4-Hexylresorcinol Accelerates Orthodontic Tooth Movement and Increases the Expression Level of Bone Turnover Markers in Ovariectomized Rats. Int. J. Mol. Sci. 2020, 21, 1526. [Google Scholar] [CrossRef] [PubMed] [Green Version]
- Kamalathevan, P.; Ooi, P.S.; Loo, Y.L. Silk-Based Biomaterials in Cutaneous Wound Healing: A systematic review. Adv. Skin Wound Care 2018, 31, 565–573. [Google Scholar] [CrossRef] [PubMed]
- Kang, Y.J.; Jo, Y.Y.; Kweon, H.; Kim, S.G. Sericin and 4-hexylresorcinol combination ointment accelerates wound healing in the diabetic burn wound model. Int. J. Ind. Entomol. 2020, 40, 1–5. [Google Scholar]
- Blair, R.M.; Fang, H.; Branham, W.S.; Hass, B.S.; Dial, S.L.; Moland, C.L.; Wu, L.; Shi, L.; Perkins, R.; Sheehan, D.M. The estrogen receptor relative binding affinities of 188 natural and xenochemicals: Structural diversity of ligands. Toxicol. Sci. 2000, 54, 138–153. [Google Scholar] [CrossRef] [Green Version]
- Amadasi, A.; Mozzarelli, A.; Meda, C.; Maggi, A.; Cozzini, P. Identification of Xenoestrogens in Food Additives by an Integrated in Silico and in Vitro Approach. Chem. Res. Toxicol. 2009, 22, 52–63. [Google Scholar] [CrossRef] [Green Version]
- Kim, S.-G.; Jeong, J.-H.; Choi, J.-Y.; Kweon, H. 4-hexylresorcinol stimulates the differentiation of SCC-9 cells through the suppression of E2F2, E2F3 and Sp3 expression and the promotion of Sp1 expression. Oncol. Rep. 2012, 28, 677–681. [Google Scholar] [CrossRef] [Green Version]
Control | 4-HR-Incorporating SFM | Conventional SFM | |
---|---|---|---|
Total new bone (%) | 37.84 ± 8.30 | 56.64 ± 15.74 * | 53.35 ± 10.52 * |
Residual membrane (%) | 75.08 ± 10.52 | 92.23 ± 5.46 |
Group | Day 7 | Day 14 |
---|---|---|
Control group | 0.24 ± 0.84 mm | 1.98 ± 1.12 mm |
Experimental Group A | 0.92 ± 1.00 mm | 2.63 ± 0.68 mm |
Experimental Group B | 0.89 ± 0.61 mm | 2.90 ± 0.42 mm * |
© 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
Share and Cite
Kim, J.-Y.; Seok, H. Role of 4-Hexylresorcinol in the Field of Tissue Engineering. Appl. Sci. 2020, 10, 3385. https://0-doi-org.brum.beds.ac.uk/10.3390/app10103385
Kim J-Y, Seok H. Role of 4-Hexylresorcinol in the Field of Tissue Engineering. Applied Sciences. 2020; 10(10):3385. https://0-doi-org.brum.beds.ac.uk/10.3390/app10103385
Chicago/Turabian StyleKim, Jwa-Young, and Hyun Seok. 2020. "Role of 4-Hexylresorcinol in the Field of Tissue Engineering" Applied Sciences 10, no. 10: 3385. https://0-doi-org.brum.beds.ac.uk/10.3390/app10103385