2,3-Dehydrosilybin (BioDeep_00000021344)

   

human metabolite


代谢物信息卡片


3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one

化学式: C25H20O10 (480.105642)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
InChI: InChI=1S/C25H20O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,24,26-29,31H,10H2,1H3

描述信息

2,3-Dehydrosilybin is found in coffee and coffee products. 2,3-Dehydrosilybin is a constituent of Silybum marianum (milk thistle).
Constituent of Silybum marianum (milk thistle). 2,3-Dehydrosilybin is found in coffee and coffee products and green vegetables.
D000970 - Antineoplastic Agents
D020011 - Protective Agents

同义名列表

31 个代谢物同义名

3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one; 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chromen-4-one; 2,3 Dehydrosilybin; 2,3-dehydrosilybin; 23-Dehydrosilybin; Dehydrosilybin; Cefasilymarin; Hepa Merz Sil; Hepa-Merz Sil; legalon forte; durasilymarin; Alepa-forte; Alepa forte; Silibinin A; Silibinin B; Hepar-Pasc; Hepa loges; Ardeyhepan; Hepar Pasc; hepa-loges; silybinin; HepaBesch; Silibinin; silybin B; silybin A; Heparsyx; Hepatos; Heplant; silibin; silybin; Lagosa



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Peihai Li, Dexu Wang, Xueliang Yang, Changyu Liu, Xiaobin Li, Xuanming Zhang, Kechun Liu, Yun Zhang, Mengqi Zhang, Changyun Wang, Rongchun Wang. Anti-Tumor Activity and Mechanism of Silibinin Based on Network Pharmacology and Experimental Verification. Molecules (Basel, Switzerland). 2024 Apr; 29(8):. doi: 10.3390/molecules29081901. [PMID: 38675723]
  • Xiang Zhang, Zhenghao Jiang, Xiaoliang Jin, Qiujun Zhou. Efficacy of traditional Chinese medicine combined with Silibinin on nonalcoholic fatty liver disease: A meta-analysis and systematic review. Medicine. 2024 Feb; 103(5):e37052. doi: 10.1097/md.0000000000037052. [PMID: 38306552]
  • Rajeev K Singla, Digvijay Singh, Ravinder Verma, Deepak Kaushik, Javier Echeverría, Vandana Garg, Pankaj Gupta, Mohammad Akhlaquer Rahman, Ajay Sharma, Vineet Mittal, Bairong Shen. Fermented formulation of Silybum marianum seeds: Optimization, heavy metal analysis, and hepatoprotective assessment. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Feb; 124(?):155286. doi: 10.1016/j.phymed.2023.155286. [PMID: 38241906]
  • Xin Zhang, Yuhan Jiang, Na Guo, Yifan Ding, Jingting Feng, Chenyang Miao, Yanni Lv. Application of SNAP-tag-EGFR cell membrane chromatography model in screening antitumor active components of Silybum marianum (L.) Gaertn. Journal of pharmaceutical and biomedical analysis. 2024 Jan; 238(?):115816. doi: 10.1016/j.jpba.2023.115816. [PMID: 37976988]
  • Hao-Ran Shen, Zhi-Yu Wang, Zhen Shen, Tong-Tong Liu, Yun-Dan Guo, Tian-Le Gao, Hui-Hui Guo, Yan-Xing Han, Jian-Dong Jiang. Bacterial butyrate mediates the anti-atherosclerotic effect of silybin. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Dec; 169(?):115916. doi: 10.1016/j.biopha.2023.115916. [PMID: 38000354]
  • Jialuo Cai, Yilin Zhu, Xiaoping Li, Guiming Deng, Yuanshan Han, Feiyun Yuan, Gangqiang Yi, Xinhua Xia. Liposomal Silybin Improves Glucose and Lipid Metabolisms in Type 2 Diabetes Mellitus Complicated with Non-Alcoholic Fatty Liver Disease via AMPK/TGF-β1/Smad Signaling. The Tohoku journal of experimental medicine. 2023 Dec; 261(4):257-265. doi: 10.1620/tjem.2023.j050. [PMID: 37344419]
  • Ebrahim Salimi-Sabour, Ramazan-Ali Tahri, Amirhossein Asgari, Maryam Ghorbani. The novel hepatoprotective effects of silibinin-loaded nanostructured lipid carriers against diazinon-induced liver injuries in male mice. Pesticide biochemistry and physiology. 2023 Dec; 197(?):105643. doi: 10.1016/j.pestbp.2023.105643. [PMID: 38072518]
  • Xinyu Wu, Yue Xin, Yeyun Ma, Kaixin Ping, Qiulu Li, Ying Sun, Zunhan Hu, Jingquan Dong. Abamectin induced brain and liver toxicity in carp: The healing potential of silybin and potential molecular mechanisms. Fish & shellfish immunology. 2023 Oct; ?(?):109152. doi: 10.1016/j.fsi.2023.109152. [PMID: 37821005]
  • Xiaolei Ma, Xiaoyou Yu, Rui Li, Jinjin Cui, Haoyang Yu, Ling Ren, Jiandong Jiang, Wenxuan Zhang, Lulu Wang. Berberine-silybin salt achieves improved anti-nonalcoholic fatty liver disease effect through regulating lipid metabolism. Journal of ethnopharmacology. 2023 Sep; 319(Pt 2):117238. doi: 10.1016/j.jep.2023.117238. [PMID: 37774895]
  • Panwen Liu, Wenhui Chen, Yu Kang, Chenkang Wang, Xiaoling Wang, Weiwei Liu, Toshihiko Hayashi, Zhiyue Qiu, Kazunori Mizuno, Shunji Hattori, Hitomi Fujisaki, Takashi Ikejima. Silibinin ameliorates STING-mediated neuroinflammation via downregulation of ferroptotic damage in a sporadic Alzheimer's disease model. Archives of biochemistry and biophysics. 2023 08; 744(?):109691. doi: 10.1016/j.abb.2023.109691. [PMID: 37473980]
  • Ricardo J Ramírez-Carreto, Víctor J Zaldívar-Machorro, Dafne J Pérez-Ramírez, Blanca E Rodríguez-López, Claudia Meza, Esperanza García, Abel Santamaría, Anahí Chavarría. Oral Administration of Silybin Protects Against MPTP-Induced Neurotoxicity by Reducing Pro-inflammatory Cytokines and Preserving BDNF Levels in Mice. Molecular neurobiology. 2023 Jul; ?(?):. doi: 10.1007/s12035-023-03485-7. [PMID: 37480498]
  • Fatemeh Gheybi, Alireza Khooei, Azam Hoseinian, Maham Doagooyan, Kebria Houshangi, Mahmoud Reza Jaafari, Arash Papi, Zahra Khoddamipour, Amirhossein Sahebkar, Seyedeh Hoda Alavizadeh. Alleviation of acetaminophen-induced liver failure using silibinin nanoliposomes: An in vivo study. Biochemical and biophysical research communications. 2023 Jul; 676(?):103-108. doi: 10.1016/j.bbrc.2023.07.045. [PMID: 37506470]
  • Asimah Khalid, Imrana Naseem. Increased therapeutic effect of nanotized silibinin against glycation and diabetes: An in vitro and in silico-based approach. Biochimica et biophysica acta. General subjects. 2023 07; 1867(7):130364. doi: 10.1016/j.bbagen.2023.130364. [PMID: 37088248]
  • Chunqiu Fang, Jingzhou Zhang, Jiajun Han, Yuting Lei, Zhanhong Cao, Jianheng Pan, Zhi Pan, Zhong Zhang, Ning Qu, Haoming Luo, Yan Ma, Dong Han. Tiaogan Jiejiu Tongluo Formula attenuated alcohol-induced chronic liver injury by regulating lipid metabolism in rats. Journal of ethnopharmacology. 2023 Jun; 317(?):116838. doi: 10.1016/j.jep.2023.116838. [PMID: 37355081]
  • Huan Gu, Xing Liu, Ping Chen, Mingyi Shi, Liping Chen, Xiaofang Li. Topical treatment of tea saponin stabilized silybin nanocrystal gel reduced oxidative stress in UV-induced skin damage. Biochemical and biophysical research communications. 2023 06; 660(?):82-87. doi: 10.1016/j.bbrc.2023.04.016. [PMID: 37075642]
  • Qingqing Du, Xiaoyun Wu, Kai Ma, Weiwei Liu, Panwen Liu, Toshihiko Hayashi, Kazunori Mizuno, Shunji Hattori, Hitomi Fujisaki, Takashi Ikejima. Silibinin alleviates ferroptosis of rat islet β cell INS-1 induced by the treatment with palmitic acid and high glucose through enhancing PINK1/parkin-mediated mitophagy. Archives of biochemistry and biophysics. 2023 May; ?(?):109644. doi: 10.1016/j.abb.2023.109644. [PMID: 37245586]
  • Jiang-Pei Shi, Rong-Guang Zhang, Xiao-Yan Gu, Ying-Wei Sun, Nian-Ping Feng, Ying Liu. [Effects of Platycodonis Radix-Curcumae Rhizoma on oral nanoparticle uptake and in vitro inhibition against breast cancer metastasis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2023 May; 48(9):2419-2425. doi: 10.19540/j.cnki.cjcmm.20230301.301. [PMID: 37282871]
  • Ekaterina-Michaela Tomou, Paraskevi Papakyriakopoulou, Helen Skaltsa, Georgia Valsami, Nikolaos P E Kadoglou. Bio-Actives from Natural Products with Potential Cardioprotective Properties: Isolation, Identification, and Pharmacological Actions of Apigenin, Quercetin, and Silibinin. Molecules (Basel, Switzerland). 2023 Mar; 28(5):. doi: 10.3390/molecules28052387. [PMID: 36903630]
  • Shiqin Luo, Yuping Yang, Ting Zhao, Rongping Zhang, Changlong Fang, Yan Li, Zhirong Zhang, Tao Gong. Albumin-Based Silibinin Nanocrystals Targeting Activated Hepatic Stellate Cells for Liver Fibrosis Therapy. ACS applied materials & interfaces. 2023 Feb; 15(6):7747-7758. doi: 10.1021/acsami.2c19269. [PMID: 36719351]
  • Ian Geddes Berlin, Charity Conlin Jennings, Spencer Shin, Jason Kenealey. Utilizing mixture design response surface methodology to determine effective combinations of plant derived compounds as prostate cancer treatments. Cancer reports (Hoboken, N.J.). 2023 Feb; ?(?):e1790. doi: 10.1002/cnr2.1790. [PMID: 36772872]
  • Peng Zhou, Yao-Yao Ma, Xiao-Ni Zhao, Fang Hua. Phytochemicals as potential target on thioredoxin-interacting protein (TXNIP) for the treatment of cardiovascular diseases. Inflammopharmacology. 2023 Feb; 31(1):207-220. doi: 10.1007/s10787-022-01130-8. [PMID: 36609715]
  • Vijay Kumar Shankar, Anitha Police, Srinivas Ajjarapu, S Narasimha Murthy. Development of silymarin topical formulation: In vitro and ex vivo dermal kinetics of silymarin. International journal of pharmaceutics. 2023 Jan; 630(?):122431. doi: 10.1016/j.ijpharm.2022.122431. [PMID: 36436747]
  • Xumin Li, Runqi Zhou, Yue Han, Jun Zeng, Lixi Shi, Yixin Mao, Xiaoyu Sun, Yinghui Ji, Xiaorong Zhang, Yang Chen, Richard T Jaspers, Gang Wu, Shengbin Huang, Tim Forouzanfar. Silibinin Attenuates Experimental Periodontitis by Downregulation of Inflammation and Oxidative Stress. Oxidative medicine and cellular longevity. 2023; 2023(?):5617800. doi: 10.1155/2023/5617800. [PMID: 36846719]
  • Qin Yang, Tiantian Tan, Qin He, Chenqi Guo, Dan Chen, Yulu Tan, Jiaxing Feng, Xu Song, Tao Gong, Jia Li. Combined Amphiphilic Silybin Meglumine Nanosuspension Effective Against Hepatic Fibrosis in Mice Model. International journal of nanomedicine. 2023; 18(?):5197-5211. doi: 10.2147/ijn.s407762. [PMID: 37720597]
  • Wei Li, Yin-Nan Chen, Yue-Yue Chen, Zhe Wang, Zhen Wang, Li-Li Jiang, Hong-Can Shi, Yong Liu. Inhibition of UGT1A1*1 and UGT1A1*6 catalyzed glucuronidation of SN-38 by silybins. Chemico-biological interactions. 2022 Dec; 368(?):110248. doi: 10.1016/j.cbi.2022.110248. [PMID: 36343684]
  • Cong Xu, Yuan Yuan, Ping Pang, Huanhuan Yang, Qiang Zhang, Dan Yuan, Wen Qi. Urinary excretion of silibinin diastereoisomers and their conjugated metabolites in rat and human at different dosages. Biomedical chromatography : BMC. 2022 Dec; 36(12):e5480. doi: 10.1002/bmc.5480. [PMID: 35962523]
  • Sevda Jafari, Atabak Bakhshaei, Morteza Eskandani, Ommoleila Molavi. Silibinin-Loaded Nanostructured Lipid Carriers for Growth Inhibition of Cisplatin-Resistant Ovarian Cancer Cells. Assay and drug development technologies. 2022 12; 20(8):339-348. doi: 10.1089/adt.2022.060. [PMID: 36383148]
  • Wei Dong, Tian-Ze Li, Xiao-Yan Huang, Xiao-Feng He, Chang-An Geng, Xue-Mei Zhang, Ji-Jun Chen. Artemzhongdianolides A1-A21, antihepatic fibrosis guaiane-type sesquiterpenoid dimers from Artemisia zhongdianensis. Bioorganic chemistry. 2022 11; 128(?):106056. doi: 10.1016/j.bioorg.2022.106056. [PMID: 35908354]
  • B Z Horowitz. Silibinin: a toxicologist's herbal medicine?. Clinical toxicology (Philadelphia, Pa.). 2022 11; 60(11):1194-1197. doi: 10.1080/15563650.2022.2128815. [PMID: 36222816]
  • Chang Chen, Jiahui Qian, Xinyu Zhao, Xuyang Han, Xu Tang, Junfeng Gao, Yan Liu, Jinzhu Jiang, Binyu Wen. Metabolic profiling of emodin drug-induced liver injury and silybin treatment in rats using ultra-performance liquid chromatography-quadrupole-time-of-flight-mass spectrometry: A metabolomic and mechanistic approach. Biomedical chromatography : BMC. 2022 Nov; 36(11):e5469. doi: 10.1002/bmc.5469. [PMID: 35904380]
  • Costas Tsioptsias, Christina Spartali, Sotirios I Marras, Xanthi Ntampou, Ioannis Tsivintzelis, Costas Panayiotou. Thermochemical Transition in Low Molecular Weight Substances: The Example of the Silybin Flavonoid. Molecules (Basel, Switzerland). 2022 Sep; 27(19):. doi: 10.3390/molecules27196345. [PMID: 36234879]
  • Sara Verdura, José Antonio Encinar, Salvador Fernández-Arroyo, Jorge Joven, Elisabet Cuyàs, Joaquim Bosch-Barrera, Javier A Menendez. Silibinin Suppresses the Hyperlipidemic Effects of the ALK-Tyrosine Kinase Inhibitor Lorlatinib in Hepatic Cells. International journal of molecular sciences. 2022 Sep; 23(17):. doi: 10.3390/ijms23179986. [PMID: 36077379]
  • Hui Wang, Zhongju Xu, Qi Wang, Shi Shu. Danshao Shugan Granule therapy for non-alcoholic fatty liver disease. Lipids in health and disease. 2022 Aug; 21(1):76. doi: 10.1186/s12944-022-01689-9. [PMID: 35999630]
  • Wenbiao Li, Xinni Qu, Xiangping Kang, Haiyin Zhang, Xueli Zhang, Haiyan Hu, Lingai Yao, Lina Zhang, Jing Zheng, Yuejuan Zheng, Jianghong Zhang, Yanwu Xu. Silibinin eliminates mitochondrial ROS and restores autophagy through IL6ST/JAK2/STAT3 signaling pathway to protect cardiomyocytes from doxorubicin-induced injury. European journal of pharmacology. 2022 Aug; 929(?):175153. doi: 10.1016/j.ejphar.2022.175153. [PMID: 35839932]
  • Ling Ren, Xiao-Lei Ma, Hong-Liang Wang, Rui Li, Jin-Jin Cui, Peng-Ju Yan, Ya-Nan Wang, Xiao-You Yu, Peng Du, Hao-Yang Yu, Hui-Hui Guo, Rou Tang, Yong-Sheng Che, Wen-Sheng Zheng, Jian-Dong Jiang, Lu-Lu Wang. Prebiotic-like cyclodextrin assisted silybin on NAFLD through restoring liver and gut homeostasis. Journal of controlled release : official journal of the Controlled Release Society. 2022 08; 348(?):825-840. doi: 10.1016/j.jconrel.2022.06.031. [PMID: 35752255]
  • Meng Sun, Huadong Zhao, Zhenxiao Jin, Wangrui Lei, Chao Deng, Wenwen Yang, Chenxi Lu, Yuxuan Hou, Yan Zhang, Ran Tang, Lin Zhao, Shaofei Zhang, Yang Yang. Silibinin protects against sepsis and septic myocardial injury in an NR1H3-dependent pathway. Free radical biology & medicine. 2022 07; 187(?):141-157. doi: 10.1016/j.freeradbiomed.2022.05.018. [PMID: 35640818]
  • Yuan Ding, Sitong Zhang, Zhongquan Sun, Zongrui Tong, Yao Ge, Liuzhi Zhou, Qianhui Xu, Huiping Zhou, Weilin Wang. Preclinical validation of silibinin/albumin nanoparticles as an applicable system against acute liver injury. Acta biomaterialia. 2022 Jul; 146(?):385-395. doi: 10.1016/j.actbio.2022.04.021. [PMID: 35460909]
  • Sajjad Makhdoomi, Mohammad Mehdi Mahboobian, Rasool Haddadi, Alireza Komaki, Mojdeh Mohammadi. Silibinin-loaded nanostructured lipid carriers (NLCs) ameliorated cognitive deficits and oxidative damages in aluminum chloride-induced neurotoxicity in male mice. Toxicology. 2022 07; 477(?):153260. doi: 10.1016/j.tox.2022.153260. [PMID: 35850386]
  • Rania Hamdy, Ahmed Mostafa, Noura M Abo Shama, Sameh S M Soliman, Bahgat Fayed. Comparative evaluation of flavonoids reveals the superiority and promising inhibition activity of silibinin against SARS-CoV-2. Phytotherapy research : PTR. 2022 Jul; 36(7):2921-2939. doi: 10.1002/ptr.7486. [PMID: 35596627]
  • Mojdeh Mohammadi, Saba Ariafar, Elaheh Talebi-Ghane, Saeed Afzali. Comparative efficacy of silibinin and nano-silibinin on lead poisoning in Male Wistar rats. Toxicology. 2022 06; 475(?):153242. doi: 10.1016/j.tox.2022.153242. [PMID: 35752206]
  • Ayesha Tanveer, Khalid Hussain, Hirra Tasneem, Iqra Arif, Memoona Rashid, Nasir Abbas, Rahat Shamim, Pervaiz A Shah, Nadeem Irfan Bukhari. Prediction of CYP-mediated silybin A-losartan pharmacokinetic interactions using physiological based pharmacokinetic modeling. Journal of pharmacokinetics and pharmacodynamics. 2022 06; 49(3):311-323. doi: 10.1007/s10928-022-09804-0. [PMID: 35061161]
  • Narges Maleki, Roya Khosh Ravesh, Sajad Salehiyeh, Ahmad Faisal Faiz, Maryam Ebrahimi, Aysan Sharbati, Mohammad Panji, Hosein Ajami Khiyavi, Fahimeh Safizadeh, Mojtaba Abbasi, Omid Abazari, Rahil Norbakhsh, Yasin Eskandari. Comparative effects of estrogen and silibinin on cardiovascular risk biomarkers in ovariectomized rats. Gene. 2022 May; 823(?):146365. doi: 10.1016/j.gene.2022.146365. [PMID: 35257789]
  • Ajit Singh, Ajay Vaish, Rahul Shukla. Box-Behnken design optimized silibinin loaded glycerylmonooleate nanoliquid crystal for brain targeting. Chemistry and physics of lipids. 2022 05; 244(?):105193. doi: 10.1016/j.chemphyslip.2022.105193. [PMID: 35278428]
  • Xiao-Lu Wang, Fo-Lan Lin, Wei Xu, Chen Wang, Qi-Qi Wang, Ren-Wang Jiang. Silybin B exerts protective effect on cisplatin-induced neurotoxicity by alleviating DNA damage and apoptosis. Journal of ethnopharmacology. 2022 Apr; 288(?):114938. doi: 10.1016/j.jep.2021.114938. [PMID: 34999144]
  • Georgios Kyriakopoulos, Maria Lambropoulou, Georgia Valsami, Nikolaos Kostomitsopoulos, Ourania Konstandi, Konstantinos Anagnostopoulos, Christos Tsalikidis, Panagoula Oikonomou, Konstantinos Simopoulos, Alexandra K Tsaroucha. Pro-inflammatory cytokines/chemokines, TNF-α, IL-6 and MCP-1, as biomarkers for the nephro- and pneumoprotective effect of silibinin after hepatic ischemia/reperfusion: Confirmation by immunohistochemistry and qRT-PCR. Basic & clinical pharmacology & toxicology. 2022 Apr; 130(4):457-467. doi: 10.1111/bcpt.13704. [PMID: 34994100]
  • Seon Young Park, Dongsoo Yang, Shin Hee Ha, Sang Yup Lee. Production of phenylpropanoids and flavonolignans from glycerol by metabolically engineered Escherichia coli. Biotechnology and bioengineering. 2022 03; 119(3):946-962. doi: 10.1002/bit.28008. [PMID: 34928495]
  • Yichao Wang, Hang Zhao, Liying Yang, He Zhang, Xian Yu, Wenjie Fei, Yunfeng Zhen, Zhe Gao, Shuchun Chen, Luping Ren. Quantitative proteomics analysis based on tandem mass tag labeling coupled with labeling coupled with liquid chromatography-tandem mass spectrometry discovers the effect of silibinin on non-alcoholic fatty liver disease in mice. Bioengineered. 2022 03; 13(3):6750-6766. doi: 10.1080/21655979.2022.2045837. [PMID: 35246007]
  • Tomas Koltai, Larry Fliegel. Role of Silymarin in Cancer Treatment: Facts, Hypotheses, and Questions. Journal of evidence-based integrative medicine. 2022 Jan; 27(?):2515690X211068826. doi: 10.1177/2515690x211068826. [PMID: 35018864]
  • Priya Patel, Mihir Raval, Vishal Airao, Vaibhav Bhatt, Pranav Shah. Silibinin loaded inhalable solid lipid nanoparticles for lung targeting. Journal of microencapsulation. 2022 Jan; 39(1):1-24. doi: 10.1080/02652048.2021.2002448. [PMID: 34825627]
  • Nour Y S Yassin, Sameh F AbouZid, Asmaa M El-Kalaawy, Tarek M Ali, Mazen M Almehmadi, Osama M Ahmed. Silybum marianum total extract, silymarin and silibinin abate hepatocarcinogenesis and hepatocellular carcinoma growth via modulation of the HGF/c-Met, Wnt/β-catenin, and PI3K/Akt/mTOR signaling pathways. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Jan; 145(?):112409. doi: 10.1016/j.biopha.2021.112409. [PMID: 34781148]
  • Huan Liu, Guo-Wei Zhao, Qie-Ying Jiang, Xin-Li Liang, Liao-Qi Ouyang, Hai-Bo Ding, Xu-Long Chen, Zheng-Gen Liao. [Co-amorphous technology to improve dissolution and physical stability of silybin]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2022 Jan; 47(1):103-110. doi: 10.19540/j.cnki.cjcmm.20210511.301. [PMID: 35178916]
  • Devaraj Ezhilarasan, Thangavelu Lakshmi. A Molecular Insight into the Role of Antioxidants in Nonalcoholic Fatty Liver Diseases. Oxidative medicine and cellular longevity. 2022; 2022(?):9233650. doi: 10.1155/2022/9233650. [PMID: 35602098]
  • Pengsheng Wei, Xue Li, Shuai Wang, Yanxin Dong, Haoran Yin, Zikun Gu, Xiaoting Na, Xi Wei, Jiayu Yuan, Jiahui Cao, Haotian Gao, Yebo Su, Yong Xu Chen, Ge Jin. Silibinin Ameliorates Formaldehyde-Induced Cognitive Impairment by Inhibiting Oxidative Stress. Oxidative medicine and cellular longevity. 2022; 2022(?):5981353. doi: 10.1155/2022/5981353. [PMID: 35757504]
  • Maryam Jamshidnia, Robert D E Sewell, Mahmoud Rafieian-Kopaei. An Update on Promising Agents against COVID-19: Secondary Metabolites and Mechanistic Aspects. Current pharmaceutical design. 2022; 28(29):2415-2425. doi: 10.2174/1381612828666220722124826. [PMID: 35899955]
  • Meng-Yi Chi, Hong Zhang, Ya-Xian Wang, Xi-Peng Sun, Quan-Jun Yang, Cheng Guo. Silibinin Alleviates Muscle Atrophy Caused by Oxidative Stress Induced by Cisplatin through ERK/FoxO and JNK/FoxO Pathways. Oxidative medicine and cellular longevity. 2022; 2022(?):5694223. doi: 10.1155/2022/5694223. [PMID: 35096269]
  • Tao Jiang, Jinhong Xu, Yang Lu, Xiaojin Chen, Yongxia Li. Network Pharmacology Analysis and Experimental Validation to Explore the Anti-inflammatory Mechanism of Asiatic Acid on Alcoholic Steatohepatitis. Mediators of inflammation. 2022; 2022(?):1708030. doi: 10.1155/2022/1708030. [PMID: 36262544]
  • Xi-Ding Yang, Zhuo Chen, Ling Ye, Jing Chen, Yong-Yu Yang. Esculin protects against methionine choline-deficient diet-induced non-alcoholic steatohepatitis by regulating the Sirt1/NF-κB p65 pathway. Pharmaceutical biology. 2021 Dec; 59(1):922-932. doi: 10.1080/13880209.2021.1945112. [PMID: 34243681]
  • Afrodite Betsou, Maria Lambropoulou, Anastasia-Eirini Georgakopoulou, Nikolaos Kostomitsopoulos, Ourania Konstandi, Konstantinos Anagnostopoulos, Christos Tsalikidis, Constantinos E Simopoulos, Georgia Valsami, Alexandra K Tsaroucha. The hepatoprotective effect of silibinin after hepatic ischemia/reperfusion in a rat model is confirmed by immunohistochemistry and qRT-PCR. The Journal of pharmacy and pharmacology. 2021 Aug; 73(9):1274-1284. doi: 10.1093/jpp/rgab062. [PMID: 33847359]
  • Rana Ansari, Mohammad Hasanzadeh, Maryam Ehsani, Jafar Soleymani, Abolghasem Jouyban. Sensitive identification of silibinin as anticancer drug in human plasma samples using poly (β-CD)-AgNPs: A new platform towards efficient clinical pharmacotherapy. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Aug; 140(?):111763. doi: 10.1016/j.biopha.2021.111763. [PMID: 34044273]
  • Antonio Speciale, Claudia Muscarà, Maria Sofia Molonia, Francesco Cimino, Antonella Saija, Salvatore Vincenzo Giofrè. Silibinin as potential tool against SARS-Cov-2: In silico spike receptor-binding domain and main protease molecular docking analysis, and in vitro endothelial protective effects. Phytotherapy research : PTR. 2021 Aug; 35(8):4616-4625. doi: 10.1002/ptr.7107. [PMID: 33822421]
  • Maciej Gogulski, Adam Cieślak, Julia Grabska, Marie Ardois, Małgorzata Pomorska-Mól, Paweł A Kołodziejski, Kacper Libera, Viola Strompfová, Małgorzata Szumacher-Strabel. Effects of silybin supplementation on nutrient digestibility, hematological parameters, liver function indices, and liver-specific mi-RNA concentration in dogs. BMC veterinary research. 2021 Jun; 17(1):228. doi: 10.1186/s12917-021-02929-3. [PMID: 34174886]
  • Anjali Takke, Pravin Shende. Magnetic-core-based silibinin nanopolymeric carriers for the treatment of renal cell cancer. Life sciences. 2021 Jun; 275(?):119377. doi: 10.1016/j.lfs.2021.119377. [PMID: 33757771]
  • Shuang Cui, Xiao-Jie Pan, Chao-Liang Ge, Yi-Tong Guo, Peng-Fei Zhang, Ting-Ting Yan, Ji-Yu Zhou, Qing-Xian He, Long-Hao Cheng, Guang-Ji Wang, Hai-Ping Hao, Hong Wang. Silybin alleviates hepatic lipid accumulation in methionine-choline deficient diet-induced nonalcoholic fatty liver disease in mice via peroxisome proliferator-activated receptor α. Chinese journal of natural medicines. 2021 Jun; 19(6):401-411. doi: 10.1016/s1875-5364(21)60039-0. [PMID: 34092291]
  • Virgínia Juliani Gomes, Priscila Rezeck Nunes, Sarah McCann Haworth, Valéria Cristina Sandrim, José Carlos Peraçoli, Maria Terezinha S Peraçoli, Mattias Carlström. Monocytes from preeclamptic women previously treated with silibinin attenuate oxidative stress in human endothelial cells. Hypertension in pregnancy. 2021 May; 40(2):124-132. doi: 10.1080/10641955.2021.1884258. [PMID: 33586558]
  • Liying Yang, Qianqian Liu, He Zhang, Yichao Wang, Yang Li, Shuchun Chen, Guangyao Song, Luping Ren. Silibinin improves nonalcoholic fatty liver by regulating the expression of miR‑122: An in vitro and in vivo study. Molecular medicine reports. 2021 05; 23(5):. doi: 10.3892/mmr.2021.11974. [PMID: 33760189]
  • Fei Wang, Zelin Li, Tiantian Song, Yujiao Jia, Licui Qi, Luping Ren, Shuchun Chen. Proteomics study on the effect of silybin on cardiomyopathy in obese mice. Scientific reports. 2021 03; 11(1):7136. doi: 10.1038/s41598-021-86717-x. [PMID: 33785854]
  • Zhang-Ting Lai, Hai-Bo Ding, Qie-Ying Jiang, Qi-Li Yuan, Zheng-Gen Liao. [Effects of HPMCAS MF on absorption of silybin from supersaturable self-nanoemulsifying drug delivery system]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2021 Mar; 46(5):1120-1127. doi: 10.19540/j.cnki.cjcmm.20201210.302. [PMID: 33787105]
  • Islam Tarek Elkhateb, Abdalla Mousa, Riham Mohye Eldeen, Yssra Soliman. Accidentally discovered high INR in pregnancy unmasks an inherited factor VII (FVII) deficiency that is paradoxically associated with thrombotic tendency. BMJ case reports. 2021 Feb; 14(2):. doi: 10.1136/bcr-2020-237781. [PMID: 33542014]
  • Mohd Saeed, Amir Saeed, Md Jahoor Alam, Mousa Alreshidi. Computational hunting of natural active compounds as an alternative for Remdesivir to target RNA-dependent polymerase. Cellular and molecular biology (Noisy-le-Grand, France). 2021 Jan; 67(1):45-49. doi: 10.14715/cmb/2021.67.1.7. [PMID: 34817369]
  • Bingbing Yan, Chuanying Zhang. Liver Protection Mechanism and Absorption Promotion Technology of Silybin Based on Intelligent Medical Analysis. Journal of healthcare engineering. 2021; 2021(?):9968016. doi: 10.1155/2021/9968016. [PMID: 34285784]
  • Ying Xie, Sen-Ling Feng, Chu-Tian Mai, Yan-Fang Zheng, Hui Wang, Zhong-Qiu Liu, Hua Zhou, Liang Liu. Suppression of up-regulated LXRα by silybin ameliorates experimental rheumatoid arthritis and abnormal lipid metabolism. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2021 Jan; 80(?):153339. doi: 10.1016/j.phymed.2020.153339. [PMID: 33038868]
  • Rashi Srivastava, Shubham Tripathi, Sreepoorna Unni, Arif Hussain, Shafiul Haque, Nandita Dasgupta, Vineeta Singh, Bhartendu N Mishra. Silybin B and Cianidanol Inhibit Mpro and Spike Protein of SARS-CoV-2: Evidence from in silico Molecular Docking Studies. Current pharmaceutical design. 2021; 27(32):3476-3489. doi: 10.2174/1381612826666201210122726. [PMID: 33302853]
  • Vasileios Kollaras, Georgia Valsami, Maria Lambropoulou, Ourania Konstandi, Nikolaos Kostomistsopoulos, Emmanouil Pikoulis, Constantinos Simopoulos, Alexandra Tsaroucha. Effect of silibinin on the expression of MMP2, MMP3, MMP9 and TIMP2 in kidney and lung after hepatic ischemia/reperfusion injury in an experimental rat model. Acta cirurgica brasileira. 2021; 36(9):e360904. doi: 10.1590/acb360904. [PMID: 34755764]
  • Nour Y S Yassin, Sameh F AbouZid, Asmaa M El-Kalaawy, Tarek M Ali, Basem H Elesawy, Osama M Ahmed. Tackling of Renal Carcinogenesis in Wistar Rats by Silybum marianum Total Extract, Silymarin, and Silibinin via Modulation of Oxidative Stress, Apoptosis, Nrf2, PPARγ, NF-κB, and PI3K/Akt Signaling Pathways. Oxidative medicine and cellular longevity. 2021; 2021(?):7665169. doi: 10.1155/2021/7665169. [PMID: 34630852]
  • Masayoshi Tanaka, Takumi Komikawa, Kentaro Yanai, Mina Okochi. Proteomic Exploration of Membrane Curvature Sensors Using a Series of Spherical Supported Lipid Bilayers. Analytical chemistry. 2020 12; 92(24):16197-16203. doi: 10.1021/acs.analchem.0c04039. [PMID: 33236623]
  • Jian He, Zhengxing Chen, Yao Gu, Ya'nan Li, Ren Wang, Yuan Gao, Wei Feng, Tao Wang. Hydrophilic co-assemblies of two hydrophobic biomolecules improving the bioavailability of silybin. Food & function. 2020 Dec; 11(12):10828-10838. doi: 10.1039/d0fo01882a. [PMID: 33237069]
  • Xinyu Long, Yanfang Gao, Weiwei Liu, Xiaoling Liu, Toshihiko Hayashi, Kazunori Mizuno, Shunji Hattori, Takashi Ikejima. Natural flavonoid silibinin promotes the migration and myogenic differentiation of murine C2C12 myoblasts via modulation of ROS generation and down-regulation of estrogen receptor α expression. Molecular and cellular biochemistry. 2020 Nov; 474(1-2):243-261. doi: 10.1007/s11010-020-03849-w. [PMID: 32789659]
  • Alexandra K Tsaroucha, Georgios N Korovesis, Georgia Valsami, Maria Lambropoulou, Vasileios Kollaras, Constatinos Anagnostopoulos, Nikolaos Kostomitsopoulos, Eleni Zerbini, Constantinos Simopoulos. Silibinin-hydroxypropyl-β-cyclodextrin (SLB-HP-β-CD) complex prevents apoptosis in liver and kidney after hepatic ischemia-reperfusion injury. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Nov; 145(?):111731. doi: 10.1016/j.fct.2020.111731. [PMID: 32891719]
  • Sara García-Viñuales, Rashik Ahmed, Michele F M Sciacca, Valeria Lanza, Maria Laura Giuffrida, Stefania Zimbone, Valeria Romanucci, Armando Zarrelli, Corrado Bongiorno, Natalia Spinella, Clelia Galati, Giovanni Di Fabio, Giuseppe Melacini, Danilo Milardi. Trehalose Conjugates of Silybin as Prodrugs for Targeting Toxic Aβ Aggregates. ACS chemical neuroscience. 2020 09; 11(17):2566-2576. doi: 10.1021/acschemneuro.0c00232. [PMID: 32687307]
  • Chao Yang, Feng Li, Jianbin Ma, Hai-Bao Zhang, Jing Jia, Jin Zeng, Xinyang Wang, Dalin He, Peng Guo. Evaluation of anti-cancer potency of silibinin on murine renal carcinoma RenCa cells in an animal model with an intact immune system. Anti-cancer drugs. 2020 09; 31(8):785-791. doi: 10.1097/cad.0000000000000931. [PMID: 32209841]
  • Syeda Mariam Hasany, Rahila Huma, Sumia Akram, Rizwan Ashraf, Muhammad Mushtaq. Maceration-Mediated Liquid-Liquid Extraction and Reverse-Phase High-Performance Liquid Chromatography-Based Pragmatic Analysis of Silybins. Journal of chromatographic science. 2020 Aug; 58(8):779-787. doi: 10.1093/chromsci/bmaa035. [PMID: 32705114]
  • Samantha Drouet, Duangjai Tungmunnithum, Éric Lainé, Christophe Hano. Gene Expression Analysis and Metabolite Profiling of Silymarin Biosynthesis during Milk Thistle (Silybum marianum (L.) Gaertn.) Fruit Ripening. International journal of molecular sciences. 2020 Jul; 21(13):. doi: 10.3390/ijms21134730. [PMID: 32630801]
  • Matteo Lazzeroni, Giovanna Petrangolini, José Antonio Legarreta Iriberri, Jaume Pascual Avellana, Digna Tost Robusté, Sara Cagnacci, Debora Macis, Valentina Aristarco, Bernardo Bonanni, Paolo Morazzoni, Harriet Johansson, Antonella Riva. Development of an HPLC-MS/MS Method for the Determination of Silybin in Human Plasma, Urine and Breast Tissue. Molecules (Basel, Switzerland). 2020 Jun; 25(12):. doi: 10.3390/molecules25122918. [PMID: 32599946]
  • Raluca Stefanescu, Gabriela Dumitriṭa Stanciu, Andrei Luca, Luminita Paduraru, Bogdan-Ionel Tamba. Secondary Metabolites from Plants Possessing Inhibitory Properties against Beta-Amyloid Aggregation as Revealed by Thioflavin-T Assay and Correlations with Investigations on Transgenic Mouse Models of Alzheimer's Disease. Biomolecules. 2020 06; 10(6):. doi: 10.3390/biom10060870. [PMID: 32517180]
  • Ying Liu, Xingmei Xie, Xuefeng Hou, Junyi Shen, Jiangpei Shi, Haizhen Chen, Yuanzhi He, Zhi Wang, Nianping Feng. Functional oral nanoparticles for delivering silibinin and cryptotanshinone against breast cancer lung metastasis. Journal of nanobiotechnology. 2020 May; 18(1):83. doi: 10.1186/s12951-020-00638-x. [PMID: 32473632]
  • Neda Masoumi Qajari, Majid Malekzadeh Shafaroudi, Milad Gholami, Abbas Khonakdar-Tarsi. Silibinin treatment results in reducing OPA1&MFN1 genes expression in a rat model hepatic ischemia-reperfusion. Molecular biology reports. 2020 May; 47(5):3271-3280. doi: 10.1007/s11033-020-05383-w. [PMID: 32249375]
  • Congcong Yu, Liuliu Pan, Guangbao Wang, Ziyao Cai, Yancan Zhou, Xuyong Zheng, Ce Chen, Xiaodan Zhang. Silybin enhances the blood concentration of brexpiprazole in rats by downregulating expression of CYP3A4 and CYP2D6. Die Pharmazie. 2020 05; 75(5):198-200. doi: 10.1691/ph.2020.9935. [PMID: 32393428]
  • Yizeng Fan, Tao Hou, Weichao Dan, Tianjie Liu, Jiaxin Luan, Bo Liu, Lei Li, Jin Zeng. Silibinin inhibits epithelial‑mesenchymal transition of renal cell carcinoma through autophagy‑dependent Wnt/β‑catenin signaling. International journal of molecular medicine. 2020 May; 45(5):1341-1350. doi: 10.3892/ijmm.2020.4521. [PMID: 32323735]
  • Yuqin Luo, Chunyan Gong, Mingmin Wei, Yi Chen, Ting Song, Chunyong Wu, Liying Mo, Junying Zhang. Evaluation of Mogroside V as a Promising Carrier in Drug Delivery: Improving the Bioavailability and Liver Distribution of Silybin. AAPS PharmSciTech. 2020 Apr; 21(4):123. doi: 10.1208/s12249-020-01645-9. [PMID: 32337654]
  • V Dhawan, B Sutariya, A Lokras, J Thamm, M Saraf, U Warawdekar, A Fahr, M Nagarsenker. Lipid nanoconstructs for superior hepatoprotection: In vitro assessments as predictive tool for in vivo translation. International journal of pharmaceutics. 2020 Apr; 579(?):119176. doi: 10.1016/j.ijpharm.2020.119176. [PMID: 32119898]
  • Zhongchao Ma, Wenwen Zang, Huaiguo Wang, Xiaojing Wei. Silibinin enhances anti-renal fibrosis effect of MK-521 via downregulation of TGF-β signaling pathway. Human cell. 2020 Apr; 33(2):330-336. doi: 10.1007/s13577-019-00314-9. [PMID: 31953678]
  • Runbin Sun, Dan Xu, Qingli Wei, Bangling Zhang, Jiye Aa, Guangji Wang, Yuan Xie. Silybin ameliorates hepatic lipid accumulation and modulates global metabolism in an NAFLD mouse model. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Mar; 123(?):109721. doi: 10.1016/j.biopha.2019.109721. [PMID: 31865143]
  • Cheng Chi, Chenshuang Zhang, Yang Liu, Haichen Nie, Jianping Zhou, Yang Ding. Phytosome-nanosuspensions for silybin-phospholipid complex with increased bioavailability and hepatoprotection efficacy. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2020 Mar; 144(?):105212. doi: 10.1016/j.ejps.2020.105212. [PMID: 31923602]
  • Francesca Baldini, Piero Portincasa, Elena Grasselli, Gianluca Damonte, Annalisa Salis, Michela Bonomo, Marilina Florio, Nadia Serale, Adriana Voci, Patrizia Gena, Laura Vergani, Giuseppe Calamita. Aquaporin-9 is involved in the lipid-lowering activity of the nutraceutical silybin on hepatocytes through modulation of autophagy and lipid droplets composition. Biochimica et biophysica acta. Molecular and cell biology of lipids. 2020 03; 1865(3):158586. doi: 10.1016/j.bbalip.2019.158586. [PMID: 31816412]
  • Van Nguyen Tran, Jitka Viktorova, Katerina Augustynkova, Nikola Jelenova, Simona Dobiasova, Katerina Rehorova, Marie Fenclova, Milena Stranska-Zachariasova, Libor Vitek, Jana Hajslova, Tomas Ruml. In Silico and In Vitro Studies of Mycotoxins and Their Cocktails; Their Toxicity and Its Mitigation by Silibinin Pre-Treatment. Toxins. 2020 02; 12(3):. doi: 10.3390/toxins12030148. [PMID: 32121188]
  • Jiří Vrba, Barbora Papoušková, Kateřina Lněničková, Pavel Kosina, Vladimír Křen, Jitka Ulrichová. Identification of UDP-glucuronosyltransferases involved in the metabolism of silymarin flavonolignans. Journal of pharmaceutical and biomedical analysis. 2020 Jan; 178(?):112972. doi: 10.1016/j.jpba.2019.112972. [PMID: 31727359]
  • Mohammad Alsaggar, Shifa Bdour, Qutaibah Ababneh, Tamam El-Elimat, Nidal Qinna, Karem H Alzoubi. Silibinin attenuates adipose tissue inflammation and reverses obesity and its complications in diet-induced obesity model in mice. BMC pharmacology & toxicology. 2020 01; 21(1):8. doi: 10.1186/s40360-020-0385-8. [PMID: 31973745]
  • Rinkiko Suguro, Xiao-Cong Pang, Zhong-Wen Yuan, Si-Yao Chen, Yi-Zhun Zhu, Ying Xie. Combinational applicaton of silybin and tangeretin attenuates the progression of non-alcoholic steatohepatitis (NASH) in mice via modulating lipid metabolism. Pharmacological research. 2020 01; 151(?):104519. doi: 10.1016/j.phrs.2019.104519. [PMID: 31706011]
  • Milad Ashrafizadeh, Zahra Ahmadi, Reza Mohammadinejad, Tahereh Farkhondeh, Saeed Samarghandian. Nano-soldiers Ameliorate Silibinin Delivery: A Review Study. Current drug delivery. 2020; 17(1):15-22. doi: 10.2174/1567201816666191112113031. [PMID: 31721702]