Abstract
Wound-healing activity of the crystalline form of dihydroquercetin and its microtubular pseudopolymorphic modification obtained by crystal engineering was compared using the rat model of IIIA degree burn. The rate of wound healing in the group treated with microtubular pseudopolymorphic modification of dihydroquercetin was 4.8±0.1%, which was higher by 11.6% than in the group treated with crystalline form (4.3±0.1%). Bioavailability analysis on MDCK cell culture showed that the apparent permeability coefficient of microtubular pseudopolymorphic modification was higher than that of crystalline form by 31.1% (19.4±0.2×10–4 and 14.8±0.3×10–4 cm/sec, respectively). It was proven that the use of crystal engineering improved the biopharmaceutical parameters of dihydroquercetin and increased its pharmacological efficiency.
Key Words: dihydroquercetin, burns, polymorphism, biopharmacy, regenerative medicine
Footnotes
Translated from Byulleten’ Eksperimental’noi Biologii i Meditsiny, Vol. 170, No. 10, pp. 452-456, October, 2020
References
- 1.Plotnikov MB, Aliev OI, Sidekhmenova AV, Shamanaev AY, Anishchenko AM, Fomina TI, Chernysheva GA, Smol’yakova VI, Arkhipov AM. Dihydroquercetin Improves Microvascularization and Microcirculation in the Brain Cortex of SHR Rats during the Development of Arterial Hypertension. Bull. Exp. Biol. Med. 2017;163(1):57–60. doi: 10.1007/s10517-017-3737-7. [DOI] [PubMed] [Google Scholar]
- 2.Plotnikov MB, Tyukavkina NA. Plotnikova TM. Tomsk: Diquercetin-Base Drugs; 2005. [Google Scholar]
- 3.Savchenko YP, Fedosov SR. Methods of determination of sizes of the wound surface. Vestn. Khirurg. im. I. I. Grekova. 2007;166(1):102–105. [PubMed] [Google Scholar]
- 4.Selivanova IA, Terekhov RP. Crystal engineering as a scientific basis for modification of physicochemical properties of bioflavonoids. Russ. Chem. Bull. 2019;68(12):2155–2162. doi: 10.1007/s11172-019-2684-z. [DOI] [Google Scholar]
- 5.Terekhov RP, Selivanova IA. Molecular modeling of the interaction of the dihydroquercetin and its metabolites with cyclooxygenase-2. Byull. Sib. Med. 2019;18(3):101–106. doi: 10.20538/1682-0363-2019-3-101-106. [DOI] [Google Scholar]
- 6.Terekhov RP, Selivanova IA, Zhevlakova AK, Porozov YB, Dzuban AV. Analysis of dihydroquercetin physical modification via in vitro and in silico methods. Biomed. Khimiya. 2019;65(2):152–158. doi: 10.18097/PBMC20196502152. [DOI] [PubMed] [Google Scholar]
- 7.Alemzadeh E, Oryan A, Mohammadi AA. Hyaluronic acid hydrogel loaded by adipose stem cells enhances wound healing by modulating IL-1β, TGF-β1, and bFGF in burn wound model in rat. J. Biomed. Mater. Res. B Appl. Biomater. 2020;108(2):555–567. doi: 10.1002/jbm.b.34411. [DOI] [PubMed] [Google Scholar]
- 8.Fischer A, Sellner M, Neranjan S, Smieško M, Lill MA. Potential Inhibitors for Novel Coronavirus Protease Identified by Virtual Screening of 606 Million Compounds. Int. J. Mol. Sci. 2020;21(10):3626. doi: 10.3390/ijms21103626. [DOI] [PMC free article] [PubMed] [Google Scholar]
- 9.Ilyasov IR, Beloborodov VL, Selivanova IA. Three ABTS•+ radical cation-based approaches for the evaluation of antioxidant activity: fast- and slow-reacting antioxidant behavior. Chem. Papers. 2018;72(8):1917–1925. doi: 10.1007/s11696-018-0415-9. [DOI] [Google Scholar]
- 10.Muramatsu D, Uchiyama H, Kida H, Iwai A. Cell cytotoxity and anti-glycation activity of taxifolin-rich extract from Japanese larch. Larix kaempferi. Heliyon. 2019;5(7):e02047. doi: 10.1016/j.heliyon.2019.e02047. [DOI] [PMC free article] [PubMed] [Google Scholar]
- 11.Sayar H, Gergerlioglu N, Seringec N, Ozturk P, Bulbuloglu E, Karabay G. Comparison of efficacy of topical phenytoin with hypericin in second-degree burn wound healing: an experimental study in rats. Med. Sci. Monit. Basic Res. 2014;20:36–46. doi: 10.12659/MSMBR.890337. [DOI] [PMC free article] [PubMed] [Google Scholar]
- 12.Schauss AG, Tselyico SS, Kuznetsova VA, Toxicological YI. Genotoxicity Assessment of a Dihydroquercetin-Rich Dahurian Larch Tree (Larix gmelinii Rupr) Extract (Lavitol) Int. J. Toxicol. 2015;34(2):162–181. doi: 10.1177/1091581815576975. [DOI] [PubMed] [Google Scholar]
- 13.Shikov AN, Pozharitskaya ON, Miroshnyk I, Mirza S, Urakova IN, Hirsjärvi S, Makarov VG, Heinämäki J, Yliruusi J, Hiltunen R. Nanodispersions of taxifolin: impact of solid-state properties on dissolution behavior. Int. J. Pharm. 2009;377(1-2):148–152. doi: 10.1016/j.ijpharm.2009.04.044. [DOI] [PubMed] [Google Scholar]
- 14.Yang P, Xu F, Li HF, Wang Y, Li FC, Shang MY, Liu GX, Wang X, Cai SQ. Detection of 191 Taxifolin Metabolites and Their Distribution in Rats Using HPLC-ESI-IT-TOF-MS(n) Molecules. 2016;21(9):1209. doi: 10.3390/molecules21091209. [DOI] [PMC free article] [PubMed] [Google Scholar]
