Analysis of the chemical composition and biological activity of secondary residues of Turkish Gall treated by semi-bionic technology

Abstract

In order to meet the contemporary concept of sustainable development, the reuse of biological waste has also been emphasized. Lots of papers nowadays study the extraction of primary residues. The disposal of secondary residues is often neglected. The chemical composition and biological activity of secondary residues of Turkish Gall (SRTG) were researched in this paper. We selected five methods to extract the SRTG, and the extraction conditions were water, hydrochloric acid buffer (pH = 2), artificial gastric juice (pH = 2), phosphate buffer (pH = 6.8), and artificial intestinal solution (pH = 6.8). The changes of phenolic components were determined by spectrophotometry and high-performance liquid chromatography. The acid-base environment did not affect total polyphenols contents and gallic acid ethyl ester contents in SRTG. But it affected the gallic acid contents in SRTG. The contents of gallic acid in the hydrochloric acid buffer extraction groups were 1.63 times that of the water extraction group. The SRTG were extracted by hydrochloric acid buffer also had better inhibition on Escherichia coli and Staphylococcus aureus. In addition, SRTG showed positive effects on 1,1-Diphenyl-2-picrylhydrazyl Free, 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid), ·OH radicals, and Ferric ion reducing antioxidant power. Some active components of SRTG can be effectively released through the digestion of simulated gastric juices in vitro. The change of active ingredients affects the antibacterial and antioxidant capacity. The results provide data support for the conversion of secondary residues into products, such as feed additives. The SRTG has certain contributes to the value of the circular economy.

Keywords

Antioxidant / Antibacterial / Gallic acid / Secondary residues / Semi-bionic technique

References

[1] Al Zahrani NA, El-Shishtawy RM, Asiri AM. Recent developments of gallic acid derivatives and their hybrids in medicinal chemistry: a review. European J Med Chem, 2020, 204: 112609.

[2] Basak BB. Phosphorus supplying capacity of value added compost prepared from low-grade Indian rock phosphates and crop residue. Waste Biomass Valorization, 2017, 8(8): 2653-2662.

[3] Bi H, Wang ZW, Zhan H, Leng LJ, Zeng ZY, Wang XM, Liu HC, Yin XL, Wu CZ. Acid-promoted hydrothermal on Chinese herbal residue toward upgradation and denitrogenation capabilities. Fuel Process Technol, 2022

[4] Chen JM, Li BY, Hu Y, Zhang J, Wang RM, Sun XH (2022) Distribution of active ingredients and spectral characterization in Rosa roxburghii Tratt. Spectroscopy and Spectral Analysis 42(11):3403–3408

[5] Chen R, Mi L, Zhang L, Zhu G, Tang L, Huang J. Study on Stability of Dihydro Oleanolic Acid in Artificial Gastric Fluid and Intestinal Fluid by High Performance Liquid Chromatography. Advances in Clinical Medicine., 2018, 8(2): 4.

[6] Guo ZH, Zhou HL. Semi-bionic extraction of polysaccharides and flavonoids of corn silk and antioxidant activity. Jiangsu Agric Sci, 2015, 43(04): 273-276.

[7] Hossain MA, Park H-C, Park S-W, Park S-C, Seo M-G, Her M, Kang J. Synergism of the combination of traditional antibiotics and novel phenolic compounds against Escherichia coli. Pathogens, 2020, 9(10): 811.

[8] International Council for Harmonization (2022) Validation of analytical procedures Q2 (R2). ICH Harmonised Guideline, Netherlands, 31 March 2022

[9] Javed B, Nawaz K, Munazir M. Phytochemical analysis and antibacterial activity of tannins extracted from Salix alba L. against different gram-positive and gram-negative bacterial strains. Iranian J Sci Technol TransSci, 2020, 44(5): 1303-1314.

[10] Jiang M, Liu J, Tian SG. Qualitative and quantitative analyses of gallic acid and orientin and orientin-2″-O-β-L-galactoside in Chinese medicine compound antibacterial gel by high-performance thin-layer chromatography. JPC-J Planar Chromat, 2021, 34: 307-313.

[11] Li RJ, Liang J, Wang D, Huang TZ, Zhang L, Yang SX, Luo AW. Comparative Analysis of Antioxidant Compounds and Antioxidant Activities in Vitro of Different Kiwifruit Juice. Sci Technol Food Industry, 2022, 43(02): 311-318.

[12] Li RJ, Liang J, Wang D, Huang TZ, Zhang L, Yang SX, Luo AW. Comparative analysis of antioxidant compounds and antioxidant activities in Vitro of different kiwifruit juice. Sci Technol Food Industry, 2022, 43(02): 311-318.

[13] Lin XJ, Yang ZF, Qi XY, Chen QP. Changes of total phenol content and antioxidant activity of oil tea in simulated digestive system in vitro. J Chinese Cereals Oils Association, 2021, 36(9): 118-123.

[14] Lu Q, Li C. Comprehensive utilization of Chinese medicine residues for industry and environment protection: turning waste into treasure. J Clean Prod, 2021, 279: 123856.

[15] Majumdar S, Seth S, Bhattacharyya DK, Bhowal J. Evaluation of therapeutic properties of lignins extracted from cauliflower wastes for their potent valorization through sustainable approach. Waste Biomass Valorization, 2021, 12(7): 3849-3873.

[16] Mocan A, Babota M, Pop A, Fizesan I, Diuzheva A, Locatelli M, Carradori S, Campestre C, Menghini L, Sisea CR, Sokovic M, Zengin G, Paltinean R, Badarau S, Vodnar DC, Crisan G. Chemical constituents and biologic activities of sage species: a comparison between salvia officinalis L., S. glutinosa L. and S. transsylvanica (Schur ex Griseb & Schenk) Schur. Antioxidants, 2020

[17] Moussa IDB, Masmoud MA, Choura S, Chamkha M, Sayadi S. Extraction optimization using response surface methodology and evaluation of the antioxidant and antimicrobial potential of polyphenols in Scenedesmus sp. and Chlorella sp. Biomass Convers Biorefinery, 2021

[18] Peng MX, Cong YL, Liu D. Determination of antioxidant activity and the contents of polyphenols and flavonoids of apples by simulated gastrointestinal digestion. Modern Food Sci Technol, 2016, 32(01): 122-128+296.

[19] Qi Y, Yang J, Chi Y, Wen P, Wang Z, Yu S, Xue R, Fan J, Li H, Chen W, Wang X, Zhang Y, Guo G, Han B. Natural polyphenol self-assembled pH-responsive nanoparticles loaded into reversible hydrogel to inhibit oral bacterial activity. Mol Biomed, 2022, 3(1): 28.

[20] Salaheen S, Kim S-W, Haley BJ, Van Kessel JAS, Biswas D. Alternative growth promoters modulate broiler gut microbiome and enhance body weight gain. Frontiers Microbiol, 2017

[21] Shao D, Li J, Li J, Tang R, Liu L, Shi J, Huang Q, Yang H. Inhibition of gallic acid on the growth and biofilm formation of Escherichia coli and Streptococcus mutans. J Food Sci, 2015, 80(6): M1299-M1305.

[22] Sheoran S, Nidhi P, Kumar V, Singh G, Lal UR, Sourirajan A, Dev K. Altitudinal variation in gallic acid content in fruits of Phyllanthus emblica L and its correlation with antioxidant and antimicrobial activity. Vegetos, 2019, 32(3): 387-396.

[23] Singh A, Dutta PK, Kumar H, Kureel AK, Rai AK. Improved antibacterial and antioxidant activities of gallic acid grafted chitin-glucan complex. J Polym Res, 2019, 26(9): 234.

[24] Soliman ERS, El-Sayed H. Molecular identification and antimicrobial activities of some wild Egyptian mushrooms: Bjerkandera adusta as a promising source of bioactive antimicrobial phenolic compounds. J Genetic Eng Biotechnol, 2021, 19(1): 106.

[25] Takatsuka M, Goto S, Kobayashi K, Otsuka Y, Shimada Y. Evaluation of pure antioxidative capacity of antioxidants: ESR spectroscopy of stable radicals by DPPH and ABTS assays with singular value decomposition. Food Biosci, 2022, 48: 101714.

[26] The Commission of Pharmacopoeia. Pharmacopoeia of the People’s Republic of China, 2020, Beijing: China Medical Science Press.

[27] Wang L, Liu L, Liu YF, Wang F, Zhou XT. Antimicrobial performance of novel glutathione-conjugated silver nanoclusters (GSH@AgNCs) against Escherichia coli and Staphylococcus aureus by membrane-damage and biofilm-inhibition mechanisms. Food Res Int, 2022, 160: 111680.

[28] Wu WX, Jiang S, Liu MM, Tian SG. Simultaneous process optimization of ultrasound-assisted extraction of polyphenols and ellagic acid from pomegranate (Punica granatum L.) flowers and its biological activities. Ultrason Sonochem, 2021, 80: 105833.

[29] Xie F, Peng XW, Lv T. Adsorption of phenol on biochar in residues of gallnut. Environ Protection Xinjiang, 2020, 42(01): 1-6+26.

[30] Yan JK, Chen TT, Wang L, Wang ZW, Li C, Chen WY, Liu CH, Li L. In vitro simulated digestion affecting physicochemical characteristics and bioactivities of polysaccharides from barley (Hordeum vulgare L.) grasses at different growth stages. Int J Biol Macromol, 2022, 219: 876-885.

[31] Zeng Y, Li KA, Wei YJ, Tian SG. Determination of content of gallic acid and ellagic acid in mouth rinse residue and Turkish galls cream by HPLC. Chem Bioeng, 2019, 36(6): 62-65.

[32] Zhang XW, Zhou DG, Cao YF, Zhang Y, Xiao XL, Liu FS, Yu YG. Synergistic inactivation of Escherichia coli O157:H7 and Staphylococcus aureus by gallic acid and thymol and its potential application on fresh-cut tomatoes. Food Microbiol, 2022, 102: 103925.

[33] Zhao S, Zhou T. Biosorption of methylene blue from wastewater by an extraction residue of Salvia miltiorrhiza Bge. Bioresour Technol, 2016, 219: 330-337.

[34] Zheng XH, Yang J, Yang YH. Research progress on pharmacological effects of gallic acid. Chinese J Hospital Pharm, 2017, 37(01): 94-98+102.

[35] Zhou CY, Chen J, Zhang HZ, Zhang SS, Zhang Y, Liu KC, Mi M, Xia Q. Investigation of the chemical profile and anti-inflammatory mechanisms of flavonoids from Artemisia vestita Wall. ex Besser via targeted metabolomics, zebrafish model, and network pharmacology. J Ethnopharmacol, 2023

[36] Zhu LS, Yu SH, Zhang X, Zhou HL, Zhang L. Stability of glucoraphenin in artificial gastic and intestinal juice from water extract of roasted Raphani semen. Chinese Archives Tradit Chinese Med, 2019, 37(1): 32-35.

[37] Zhu XL, Ye JQ, Sheng YJ, Kong WJ, Chen TR, Fu XP, Dai QY. Effects of in vitro simulated digestion on apple polyphenols and their antioxidant activities. Food Ferment Ind, 2020, 46(08): 63-71.

[38] Zhu XL, Ye JQ, Sheng YJ, Kong WJ, Chen TR, Fu XP, Dai QY (2020b) Effects of in vitro simulated digestion on apple polyphenols and their antioxidant activities. Food Ferment Ind 46(08):63–71. https://doi.org/10.13995/j.cnki.11-1802/ts.022747

Funding

Science and Technology Department of Xinjiang Uygur Autonomous Region(2017A03005-2)

Xinjiang Uygur Autonomous Region Department of Education(1005)

State Key Laboratory of Bioreactor Engineering(KN-SKLB-BIOB-1221)