黑曲霉转化中药化学成分研究进展

吴德超, 赵正权, 李运芝, 何方丽, 曲扬

中国药学杂志 ›› 2022, Vol. 57 ›› Issue (14) : 1153-1160.

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中国药学杂志 ›› 2022, Vol. 57 ›› Issue (14) : 1153-1160. DOI: 10.11669/cpj.2022.14.003
综述

黑曲霉转化中药化学成分研究进展

  • 吴德超, 赵正权, 李运芝, 何方丽, 曲扬*
作者信息 +

Research Progress on the Chemical Constituents of Traditional Chinese Medicine Transformed by Aspergillus niger

  • WU De-chao, ZHAO Zheng-quan, LI Yun-zhi, HE Fang-li, QU Yang*
Author information +
文章历史 +

摘要

目的 中药作为中华民族的瑰宝,其有效成分种类繁多、临床应用广泛,对中药材的开发及利用一直是研究热题,其中微生物转化更是中药现代化开发的热点。黑曲霉作为一类广泛使用、安全可靠的菌株,能够分泌酯酶、糖苷酶、羟化酶等酶,能够使中药中的化学成分发生的羟基化、脱羟基、甲基化、脱甲基、羰基还原、去糖基化等反应,从而形成具有新颖结构的活性化合物或药物中间体,为中药化学成分的研究提供了新的开发思路。该文综述了以黑曲霉作为发酵菌株生产的酶对中药化学成分转化以及作用位点的研究进展,以期进一步揭开黑曲霉菌株发酵中药成分原理。

Abstract

As a treasure of the Chinese nation, traditional Chinese medicine has a wide variety of active ingredients and extensive clinical applications. The development and utilization of Chinese medicinal materials has been a hot research topic, and microbial transformation is a hot topic in the modern development of Chinese medicine. As a widely used, safe and reliable strain, Aspergillus niger secrets various enzymes including esterase, glycosidase, hydroxylase, etc, which can cause hydroxylation, dehydroxylation, methylation,demethylation, carbonylreduction, and deglycosylation of chemical components in traditional Chinese medicine, thereby forming active compounds or drug intermediates with novel structures, providing new development ideas for the research of chemical components of Chinese medicine. This manuscript summarizes the research progress on the transformation and the reactive positions of effective chemical components in Chinese medicine by enzymes produced by Aspergillus niger as a fermentation strain, in order to further reveal the principle of the fermentation of Chinese medicine by Aspergillus niger.

关键词

中药材 / 发酵 / 生物转化 / 黑曲霉 /

Key words

Chinese medicinal material / fermentation / biotransformation / Aspergillus niger / enzyme

引用本文

导出引用
吴德超, 赵正权, 李运芝, 何方丽, 曲扬. 黑曲霉转化中药化学成分研究进展[J]. 中国药学杂志, 2022, 57(14): 1153-1160 https://doi.org/10.11669/cpj.2022.14.003
WU De-chao, ZHAO Zheng-quan, LI Yun-zhi, HE Fang-li, QU Yang. Research Progress on the Chemical Constituents of Traditional Chinese Medicine Transformed by Aspergillus niger[J]. Chinese Pharmaceutical Journal, 2022, 57(14): 1153-1160 https://doi.org/10.11669/cpj.2022.14.003
中图分类号: R282.4   

参考文献

[1] YAO S J,CAI L N,LIN D Q,et al. Progress in Aspergillus niger as cell factory for secretory proteins[J].JChem Ind Eng(化工学报),2019, 70(10): 3690-3703.
[2] LIU Y F,HU Y X,WANG Z P,et al. Research progress of biotransformation on effective ingredients of Chinese medicine via intestinal bacteria[J]. J Liaoning Univ(Nat Sci Ed)(辽宁大学学报自然科学版), 2017, 44(4): 325-332.
[3] LI H Y,CHENG L J,LIU M L,et al. Cloning and expression of tannase gene Tan2 from Aspergillus niger[J].Biotechnol Bull(生物技术通报),2021,37(3):44-52.
[4] DE V R P, MICHELSEN B, POULSEN C H, et al. The faeA genes from Aspergillus niger and Aspergillus tubingensis encode ferulic acid esterases involved in degradation of complex cell wall polysaccharides[J].Appl Environ Microbiol, 1997, 63(12): 4638-4644.
[5] GUO X D,SONG J J,WANG D,et al.Physiological activities and research status ofgallic acid and its derivatives[J]. Chem World(化学世界),2020, 61(9): 585-593.
[6] GUAN S L,WU Y X,SUN H,et al.Application of microbial transformation technology in the development of Chinese medicine[J].Microbiol China(微生物学通报), 2018, 45(4): 900-906.
[7] GU B,LIU S Y,TANG W J,et al. Effect and mechanism of ferulic acid against apoptosis of HUVECs cells induced by high-glucose[J]. Chin Pharm J(中国药学杂志),2018, 53(1): 25-29.
[8] LI S S,ZHAO H. Research progress on the properties and applications of microbial ferulic acid esterase[J].Food Ferment Sci Technol(食品与发酵科技), 2020, 56(5): 75-80.
[9] ZHAO H Y,ZHANG Y Y,JIANG K K,et al. Production of feruloyl esterase by solid-state fermentation of Aspergillus niger and preparation of ferulic acid from wheat bran by enzymatic hydrolysis[J].J Forest Eng(林业工程学报), 2016, 1(5): 52-57.
[10] WILLIAMSON G, KROOM P A, FAULDS C B. Hairy plant polysaccharides: a close shave with microbial esterases[J]. Microbiology,1998,144(8):2011-2023.
[11] YIN Z N, WU W J, SUN C Z, et al. Antioxidant and anti-inflammatory capacity of ferulic acid released from wheat bran by solid-state fermentation of Aspergillus niger[J]. Biomed Environ Sci,2019,32(1):11-21.
[12] CHEN D Q,YU B,LU Y.RACE clonong and bioinformatics analysis of α-L-rhamnosidase from Aspergillus nigerNCU-317[J].J Nanchang Univ(Nat Sci)(南昌大学学报理科版), 2019, 43(5): 489-496.
[13] ZHU C Q,LI Y H,ZHOU H,et al.Isolation of one β-glucosidase gene in Aspergillus niger[J].J Huazhong Cent China Norm Univ (Nat Sci)(华中师范大学学报自然科学版), 2007,41(1): 102-107.
[14] GAO H R,WANG J H,MENG X C. Relationship between glycosidase and medicinal herbs quality[J].Lishizhen Med Mater Med Res(时珍国医国药), 2019, 30(8): 1970-1972.
[15] JIANG J L, LIANGJ, YANG Y Y, et al.Research progress on pharmacological and toxicological effects of Mogroside[J].Mod Prev Med(现代预防医学), 2020, 47(12): 2246-2248, 2262.
[16] LI D K, WANG X C, CHEN X J, et al. Properties analysis and transformation ability to mogroside of β-glucosidase[J].J Food Sci Technol(食品科学技术学报), 2019, 37(3): 48-54.
[17] CHEN L,CHEN Y J,WANG S Z,et al. Enzymatic synthesis of mogroside IIIE[J].J China Pharm Univ(中国药科大学学报), 2018, 49(3): 354-359.
[18] DONG Y,SUN J J. Pharmacological effects of ginsenoside on cardiovascular diseases[J].World Latest Med Inf(世界最新医学信息文摘), 2018, 18(103): 201.
[19] JIANG Y Y, LI W N, FAN D D. Biotransformation of ginsenoside Rb1 to ginsenoside CK by strain XD101: a safe bioconversion strategy[J].Appl Biochem Biotech, 2021,193(7):2110-2127.
[20] JIN K P, YANG D U, ARUNKUMAR L, et al. Cumulative production of bioactive Rg3, Rg5, Rk1, and CK from fermented black ginseng using novel Aspergillus niger KHNT-1 strain isolated from korean traditional food[J]. Processes, 2021, 9(2): 227.
[21] LI X, LI J.Research progress on pharmacological effects of active components of licorice extract[J].Jiangsu J Tradit Chin Med(江苏中医药), 2019, 51(5): 81-86.
[22] ZHANG L N, MING Y S, XIAO Y, et al. Biotransformation of glycyrrhizicacid by UV mutated Aspergillus niger[J].J Univ Sci Technol Liaoning(辽宁科技大学学报), 2016, 39(2): 126-129.
[23] ZHAO D, JING W,YAO M C, et al. Studies on microbial transformation of genipin and its property of cross-linking[J].Biotechnol Bull(生物技术通报), 2012,(7): 146-151.
[24] LU W. Cloning,expression and characterization of β-glucosidase from Aspergillus niger and its enzymatic conversion of geniposide[D]. Zhengzhou: Henan Agricultural University, 2014.
[25] CHANG J, HU N, ZHOU B. Study on biotransformation of swertiamarin[J].Chem Bioeng(化学与生物工程), 2011, 28(1): 33-36.
[26] CHANG J, HU N, ZHOU B,et al. Biotransformation optimization of swertiamarin by response surface method ology[J]. Chin J Bioprocess Eng(生物加工过程), 2010, 8(1): 28-33.
[27] YANG H R, LI X B, NAO Z X, et al. Research progress on pharmacological effects of resveratrol[J].Chin J Gerontol(中国老年学杂志), 2020, 40(16): 3572-3575.
[28] WANG S S, HU P, YU S W. Optimization of conditions for polydatin being transformed into resvertrol by responsesurface methodology[J]. Chin J Exp Tradit Med Form(中国实验方剂学杂志), 2016, 22(4): 6-10.
[29] WANG Z L, LIU S J, ZHANG X, et al. Research progress of Aspergillus niger biotransformation of bioactive flavonoids[J]. Chin J Exp Tradit Med Form(中国实验方剂学杂志), 2017, 23(21): 220-228.
[30] LI Q H, LUAN Z Q, WANG J K. The chemical components,Chinese medicine processsing and pharmacological effect on sophora flower bud[J].Acta Chin Med Pharmacol(中医药学报), 2017, 45(3): 112-116.
[31] CHEN Q J, ZHANG Y Q, GAN X, et al. Study on biotransformation of rutin by Aspergillus niger(As3.4309)formation[J].Biotechnology(生物技术), 2009, 19(2): 88-91.
[32] WU Z B,LI D W,LU Y.Analysis and identification of a α-L-rhamnosidase producing strain[J].J Nanchang Univ(Nat Sci)(南昌大学学报理科版), 2016, 40(4): 346-350, 359.
[33] LI L J, LIU X Q, DU X P, et al. Preparation of isoquercitrin by biotransformation of rutin using α-L-rhamnosidase from Aspergillus nigerJMU-TS528 and HSCCC purification[J].Prep Biochem Biotechnol, 2020, 50(1): 1-9.
[34] SHI Y, LIU Y F, MU G H,et al.Effect of Rhizoma Drynariae andits main component on HOXA-10 mRNA, LIF and integrin ανβ3 expression in mice endometrium[J].World Chin Med(世界中医药), 2020, 15(24): 3767-3772.
[35] GONG J Y, WU Z Y, LIU J N, et al.Molecular dynamics investigations of Aspergillus niger α-L-rhamnosidase with naringin[J].J Food Sci Biotechnol(食品与生物技术学报), 2019, 38(12): 66-72.
[36] LI J Y. Study on prunin obtained by enzymolysis and immobilized α-L-rhamnosidase[D]. Xiamen: Ji Mei Univ, 2015.
[37] KONG B Y,WEI L B,GUO Q L. Progress in antitumor activity of baicalin[J].Acta Pharm Sin(药学学报),2021,56(6):1537-1543.
[38] YU H S, HAN Y T, LIU C Y, et al. Preparation of baicalein from baicalin using a baicalin-β-D-glucuronidase from Aspergillus niger b.48 strain[J]. Process Biochem, 2020, 97: 168-175.
[39] ZHAO J,YANG R H,LUO W X,et al.Experimental study on antioxidant activity of scutellarin in vitro[J].J Kunming Med Univ(昆明医科大学学报), 2015, 36(5): 1-4.
[40] ZHENG C, SHEN Q H, DONG Z H, et al.Microbial transformation of breviscapine to scutellarein[J].Chin Med Biotechnol(中国医药生物技术), 2016, 11(6): 521-525.
[41] FU Y Y, ZHAO Y.Research progress on the mechanism of arctiin on diabetic microangiopathy[J].Chongqing Med(重庆医学), 2014, 43(21): 2813-2815.
[42] XU J J,QIU Y F,FENG Y. Effects of arctigenin on inhibiting proliferation of type II endometrial carcinoma cells[J].Chin J Clin Pharmacol(中国临床药理学杂志), 2016, 32(12): 1112-1114.
[43] OU Z M, YAN Q Y, YANG G S. Preparation of arctigenin by hydrolysis of arctii by biotransformation method[J].J Zhejiang Univ Technol(浙江工业大学学报), 2009, 37(6): 629-633.
[44] JULIO A, JOEL A,CARLOS E, et al. Aspergillus niger catalyzes the synthesis of flavonoids from chalcones[J]. Biocatal Biotransfor, 2013, 31(4): 160-167.
[45] EDYTE K S,DMOCHOWSKA G J,TOMASZ J,et al. Microbial transformations of 6- and 7-methoxyflavones in Aspergillus niger and Penicillium chermesinum cultures[J]. Z Naturforsch C J Biosci, 2012, 67(7): 411-417.
[46] EDYTE K S, TOMASZ J. Microbial transformations of 5-hydroxy- and 5-methoxyflavone in Aspergillus niger and Penicillium chermesinum cultures[J]. J Microbiol Biotechnol Food Sci,2014, 3(6): 448-452.
[47] ZHANG Z Z.Mechanism and application of asymmetric dihydroxylation of olefins catalyzed by Aspergillus niger[J].J Mol Catal China(分子催化), 2008, 22(1): 80-85.
[48] SEVERIANO M E, SIMAO M R, RAMOS H P, et al. Biotransformation of ent-pimaradienoic acid by cell cultures of Aspergillus niger[J].Bioorgan Med Chem, 2013, 21(18): 5870-5875.
[49] WU Y Q, YU J X, CHENG Z H.Research progress on microbial transformations of diterpenoids[J].Chin J Biochem Pharm(中国生化药物杂志), 2016, 36(3): 9-15.
[50] YE M, NING L L, ZHAN J X, et al.Progress in biotransformation of triptolides and bufadienolides[J].J Peking Univ Health Sci(北京大学学报医学版), 2004, 36(1): 82-89.
[51] ELIWA D, ALBADRY M A, IBRAHIM AR S, et al. Biotransformation of papaverine and in silico docking studies of the metabolites on human phosphodiesterase 10a[J]. Phytochemistry, 2020, 183: 112598.Doi:10.1016/j.phytochem.2020.112598.
[52] EDYTE K S, TOMASZ J, GABRIELLA M. Microbial transformations of 7-hydroxyflavanone[J]. Sci World J, 2012, 254929.Doi:10.1100/2012/254929.
[53] XU F F,HANG X D,ZHONG J L,et al. The biotransformation of artemisinin by Mucor ramannianusmoeller,Cunninghamellaelegans and Aspergillus niger[J].Tradit Chin Drug Res Clin Pharmacol(中药新药与临床药理), 2021, 32(1): 99-102.

基金

辽宁省教育厅科学研究项目资助(L201949);辽宁省大学生创新创业训练计划项目资助(201910162061)
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