蒜氨酸药用制剂与生物活性研究进展

doi:10.3969/j.issn.1000-8535.2023.01.022

摘要/Abstract

摘要： 蒜氨酸为大蒜氨基酸成分,对机体无毒副作用,在体内代谢酶作用下分解成大蒜素,具有多种药理作用和广阔的临床应用前景。本文就蒜氨酸的分离提取、制剂及生物活性研究现状进行综述,以供参考。

Abstract: Alliin is an amino acid component of garlic, no toxic side effects to the body. It breaks down into allicin by metabolic enzymes in the body, has a variety of pharmacological effects and broad clinical application prospects. In this paper, the isolation, extraction, preparation and biological activity of alliin were reviewed for reference.

Key words: alliin, separation and extract, pharmaceutical preparations, biological activity, pharmacological effects

裴天容, 李明强. 蒜氨酸药用制剂与生物活性研究进展[J]. 广州医药, 2023, 54(1): 106-111.

PEI Tianrong, LI Mingqiang. Alliin biological activity and the pharmaceutical preparations research progress[J]. Guangzhou Medical Journal, 2023, 54(1): 106-111.

参考文献

[1] 胡铭,李明强.大蒜素药理作用及药用制剂研究进展[J]. 现代医药卫生,2017,33(18):2799-2802.
[2] 胡兴鹏,周华,杜阳敏,等.蒜氨酸的热分解及其机理分析[J]. 食品科学,2017,38(3):64-68.
[3] CHEN Z X,XU M J,WANG C,et al.Thermolysis kinetics and thermal degradation compounds of alliin[J]. Food Chem,2017,(223):25-30.
[4] MOROZOVA E A, REVTOVICH S V, ANUFRIEVA N V,et al.Alliin is a suicide substrate of Citrobacter freundii methionine γ-lyase: structural bases of inactivation of the enzyme[J]. Acta Crystallogr D Biol Crystallogr,2014,70(11):3034-3042.
[5] 李明强,胡铭,韩志俊,等.蒜氨酸在家兔体内药代动力学研究[J]. 现代医药卫生,2018,34(4):506-508.
[6] GREEN M R, SAMBROOK J. Precipitation of DNA with ethanol[J]. Cold Spring Harb Protoc,2016,2016(12).
[7] LUO Y,LI W L,HUANG W H,et al.Rapid quantification of multi-components in alcohol precipitation liquid of Codonopsis Radix using near infrared spectroscopy (NIRS)[J]. J Zhejiang Univ Sci B,2017,18(5):383-392.
[8] SENDL A, WAGNER H.Isolation and identification of homologues of ajoene and alliin from bulb-extracts of allium ursinum[J]. Planta Med,1991,57(4):361-362.
[9] JIANG X M,LU Y M,TAN C P,et al. Combination of aqueous two-phase extraction and cation-exchange chromatography: New strategies for separation and purification of alliin from garlic powder[J]. J Chromatogr B Analyt Technol Biomed Life Sci,2014(957):60-67.
[10] 张民,鲁蕾,孙婵婵,等. 大蒜中蒜氨酸分离纯化工艺研究[J]. 食品工业(研究探讨),2012,33(6):96-98.
[11] 常军民,孙万赋,张丽静,等.大蒜中蒜氨酸的分离与鉴定[J]. 华西药学杂志,2003,18(6):427-428.
[12] 景文娟,唐辉,芮鸣,等. 优化鲜蒜中蒜氨酸提取工艺[J]. 食品科技(工艺技术),2007,44(6): 138-140.
[13] 张民,雷娜,陈倩娟,等.超滤对大蒜中蒜氨酸和大蒜多糖的分离效果研究[J]. 中国食品添加剂(试验研究),2011,(1):137-140.
[14] 王铭陆,张连富.响应面分析法优化大蒜蒜氨酸提取工艺[J]. 天然产物研究与开发,2012(2):239-243.
[15] TSAI D C, LIU M C, LIN Y R,et al. A novel reductive amination method with isotopic formaldehydes for the preparation of internal standard and standards for determining organosulfur compounds in garlic[J]. Food Chem,2016,197(A):692-698.
[16] LEE J, HARNLY J M. Free amino acid and cysteine sulfoxide composition of 11 garlic (Allium sativum L.) cultivars by gas chromatography with flame ionization and mass selective detection[J]. J Agric Food Chem,2005,53(23):9100-9104.
[17] NASIM S A, DHIR B, SAMAR F,et al.Sulphur treatment alters the therapeutic potency of alliin obtained from garlic leaf extract[J]. Food Chem Toxicol,2009,47(4):888-892.
[18] 袁耀佐,张玫,杭太俊,等.蒜氨酸精制品的纯化与结构确证[J]. 中国新药杂志,2008,17(24):2125-2129.
[19] 李明强,胡铭,宋姗姗,等.高效分离提取蒜氨酸方法研究[J]. 现代医药卫生,2017,33(19):2937-2940.
[20] 周雯,陈敏,唐慧,等.蒜氨酸口服液的毒性试验研究[J]. 中国卫生检验杂志,2004,14(4):508-509.
[21] 周圆,郑春丽,朱家壁,等.大蒜辣素前体包芯片的制备[J]. 中国新药杂志,2011,20(23):2316-2320.
[22] LAWSON L D, WANG Z J.Low allicin release from garlic supplements: a major problem due to the sensitivities of alliinase activity[J]. J Agric Food Chem,2001,49(5):2592-2599.
[23] 曹红,袁耀佐,陈坚.大蒜蒜酶、蒜氨酸催化动力学及临床应用研究[J]. 时珍国医国药,2009,20(7):1659-1661.
[24] RYBAK M E, CALVEY E M, HARNLY J M. Quantitative determination of allicin in garlic: supercritical fluid extraction and standard addition of alliin[J]. J Agric Food Chem,2004,52(4):682-687.
[25] 张玉仙,王文利,陈耀星,等.大蒜溶液对小鼠小肠黏膜结构、上皮内淋巴细胞和杯状细胞的影响[J]. 北京农业职业学院学报.2008,22(1):133-137.
[26] 韩乔,肖丹,彭衡阳,等.蒜氨酸微丸的制备工艺研究[J]. 成都中医药大学学报,2012,35(4):39-41.
[27] 李金芳.大蒜含硫化合物药动学及与H2S作用的相关性研究[D]. 乌鲁木齐:新疆医科大学,2016.
[28] 李明强,裴天容,韩志俊,等.蒜氨酸免疫毒性研究[J]. 现代医药卫生,2019,35(20):3122-3124.
[29] 李明强,韩志俊,裴天容,等.蒜氨酸对家兔红细胞稳定性的影响研究[J]. 现代医药卫生, 2019,35(22):3433-3435,3439.
[30] 李星星,张翔,黄雪松.荧光光谱法测定大蒜中三种含硫氨基酸与BSA间的相互作用[J]. 光谱学与光谱分析,2020,40(11): 3483-3488.
[31] 马雪红,宋百灵,肖文浚,等.蒜氨酸与牛及人血清白蛋白的相互作用[J]. 光谱学与光谱分析,2017,37(6):1826-1830.
[32] 李明强,代露露,韩志俊,等.蒜氨酸抗菌机制研究[J]. 世界科学技术杂志(中医药现代化),2021,23(5):
[33] CHENG B J, LI T J. Discovery of alliin as a putative inhibitor of the main protease of SARS-CoV-2 by molecular docking[J]. Biotechniques,2020, 69(2):108-112.
[34] CHUNG L Y.The antioxidant properties of garlic compounds: allyl cysteine, alliin, allicin, and allyl disulfide[J]. J Med Food, 2006,9(2):205-213.
[35] DORRIGIV M, ZAREIYAN A, HOSSEINZADEH H. Garlic ( Allium sativum ) as an antidote or a protective agent against natural or chemical toxicities:A comprehensive update review[J]. Phytother Res,2020,34(8):1770-1797.
[36] DINI I, TENORE G C, DINI A.S-alkenyl cysteine sulfoxide and its antioxidant properties from Allium cepa var. tropeana (red onion) seeds[J]. J Nat Prod,2008,71(12):2036-2037.
[37] ANWAR S, YOUNUS H.Inhibitory effect of alliin from Allium sativum on the glycation of superoxide dismutase[J]. Int J Biol Macromol,2017,103:182-193.
[38] 孙明江,张守志,徐有光,等.蒜氨酸对小鼠肝脏功能的影响[J]. 山东中医杂志,2009,28(11):793-794.
[39] ZHAI B Q,ZHANG C H,SHENG Y,et al.Hypoglycemic and hypolipidemic effect of S-allyl-cysteine sulfoxide (alliin) in DIO mice[J]. Sci Rep,2018,8(1):3527.
[40] ZHAO R,XIE E H,YANG X B,et al.Alliin alleviates myocardial ischemia-reperfusion injury by promoting autophagy[J]. Biochem Biophys Res Commun,2019,512(2):236-243.
[41] YUE L J,ZHU X Y,LI R S,et al.Sallylcysteine sulfoxide (alliin) alleviates myocardial infarction by modulating cardiomyocyte necroptosis and autophagy[J]. Int J Mol Med,2019,44(5):1943-1951.
[42] LOUIS X L, MURPHY R, THANDAPILLY S J,et al.Garlic extracts prevent oxidative stress, hypertrophy and apoptosis in cardiomyocytes: a role for nitric oxide and hydrogen sulfide[J]. BMC Complement Altern Med,2012(12):140.
[43] 刘景,张月月.蒜氨酸对血管性痴呆大鼠脑损伤的作用及机制研究[J]. 广州医药,2020,51(2):99-102.
[44] CHEN Y Q,SUN J J,DOU C,et al.Alliin attenuated RANKL-induced osteoclastogenesis by scavenging reactive oxygen species through inhibiting Nox1[J]. Int Journal Mol Sci,2016,17(9):1516.
[45] 陈晓东,沈衡平,付文婷,等.高效液相色谱法测定化妆品中蒜氨酸含量[J]. 广东化工,2020,47(19):151-152.
[46] MORIHARA N,IDE N,WEISS N. Aged garlic extract inhibits CD36 expression in human macrophages via modulation of the PPARgamma pathway[J]. Phytother Res,2010,24(4):602-608.
[47] SALMAN H, BERGMAN M, BESSLER H,et al.Effect of a garlic derivative (alliin) on peripheral blood cell immune responses[J]. Int J Immunopharmacol,1999,21(9):589-597.
[48] SHI L M,LIN Q L,LI X H,et al.Alliin, a garlic organosulfur compound, ameliorates gut inflammation through MAPK-NF-κB/AP-1/STAT-1 inactivation and PPAR-γ activation[J]. Mol Nutr Food Res,2017,61(9).
[49] 徐建华,周峰云,国冬梅,等.蒜氨酸增强昆明小鼠免疫调节功能的研究[ J]. 山东大学学报(理学版), 2004, 39(4):97-98.
[50] WANG Y L,GUO X Y,HE W,et al.Effects of alliin on LPS-induced acute lung injury by activating PPARγ[J]. Microb Pathog,2017(110):375-379.
[51] 李明强,韩志俊,李越伽,等.蒜氨酸抗细菌感染机制初探[J]. 中药药理与临床, 2021,37(2):44-49.
[52] 陈锋,朱震宏,刘素辉,等.蒜氨酸、蒜酶及二者联用对耐甲氧西林金黄色葡萄球菌的抗菌作用[J]. 西安交通大学学报(医学版),2011,32(2):190-192.
[53] CHHABRIA S V, AKBARSHA M A, LI A P,et al.In situ allicin generation using targeted alliinase delivery for inhibition of MIA PaCa-2 cells via epigenetic changes, oxidative stress and cyclin-dependent kinase inhibitor (CDKI) expression[J]. Apoptosis,2015,20(10):1388-1409.
[54] APPEL E, RABINKOV A, NEEMAN M,et al. Conjugates of daidzein-alliinase as a targeted pro-drug enzyme system against ovarian carcinoma[J]. J Drug Target,2011,19(5):326-335.
[55] BAT-CHEN W,GOLAN T,PERI I,et al.Allicin purified from fresh garlic cloves induces apoptosis in colon cancer cells via Nrf2[J]. Nutr Cancer,2010,62(7):947-957.
[56] ROSAS-GONZÁLEZ V C, TÉLLEZ-BAÑUELOS M C, HERNÁNDEZ-FLORES G, et al. Differential effects of alliin and allicin on apoptosis and senescence in luminal A and triple-negative breast cancer: Caspase, ΔΨm, and pro-apoptotic gene involvement[J]. Fundam Clin Pharmacol,2020, 34(6):671-686.
[57] CHEN H N,ZHU B Q,ZHAO L,et al.Allicin inhibits proliferation and invasion in vitro and in vivo via SHP-1-mediated STAT3 signaling in cholangiocarcinoma[J]. Cell Physiol Biochem,2018,47(2):641-653.
[58] IZDEBSKA M, GRZANKA D, GAGAT M,et al.Downregulation of importin-9 protects MCF-7 cells against apoptosis induced by the combination of garlic-derived alliin and paclitaxel[J]. Oncol Rep,2016,35(5):3084-3093.
[59] ZOU X J,LIANG J Y,SUN J Y,et al. Allicin sensitizes hepatocellular cancer cells to anti-tumor activity of 5-fluorouracil through ROS-mediated mitochondrial pathway[J]. J Pharmacol Sci,2016,131(4):233-240.