Linonin (BioDeep_00000000269)

 

Secondary id: BioDeep_00000018142, BioDeep_00000372638

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


11H,13H-Oxireno(d)pyrano(4,3:3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, (2aR-(2aalpha,4abeta,4bR,5aalpha,8alpha,8aalpha,10aalpha,10bR*,14aalpha))-

化学式: C26H30O8 (470.1941)
中文名称: 柠檬苦素, 吴茱萸内酯
谱图信息: 最多检出来源 Viridiplantae(plant) 10.26%

分子结构信息

SMILES: CC1(C)O[C@H]2CC(=O)OC[C@@]22[C@H]1CC(=O)[C@]1(C)[C@@H]2CC[C@@]2(C)[C@@H](OC(=O)[C@H]3O[C@@]123)C1=COC=C1
InChI: InChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1

描述信息

Linonin, also known as 7,16-dioxo-7,16-dideoxylimondiol or evodin, is a member of the class of compounds known as limonoids. Limonoids are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. Linonin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Linonin can be found in lemon, which makes linonin a potential biomarker for the consumption of this food product.
Limonin is a limonoid, an epoxide, a hexacyclic triterpenoid, a member of furans, an organic heterohexacyclic compound and a lactone. It has a role as a metabolite, an inhibitor and a volatile oil component.
Limonin is a natural product found in Citrus tankan, Flacourtia jangomas, and other organisms with data available.
Limonin is a triterpenoid compound rich in citrus fruits that has antiviral and antitumor activities.
Limonin is a triterpenoid compound rich in citrus fruits that has antiviral and antitumor activities.

同义名列表

54 个代谢物同义名

11H,13H-Oxireno(d)pyrano(4,3:3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, (2aR-(2aalpha,4abeta,4bR,5aalpha,8alpha,8aalpha,10aalpha,10bR*,14aalpha))-; rel-(4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4,3:3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1H,6H,8aH)-trione; (4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-1H,3H-oxireno[2,3-d]pyrano[4,3:3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione; 11H,13H-Oxireno(d)pyrano(4,3:3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furanyl)decahydro-2,2,4a,8a-tetramethyl-, (2aR,4aR,4bR,5aS,8S,8aS,10aR,10bR,14aS)-; (4aS,6aR,8aR,8bR,9aS,12S,12aS,14aR,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydrooxireno[2,3-d]pyrano[4,3:3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(1H,6H,8aH)-trione; (4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno[d]pyrano[4,3:3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione; (4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(3-furyl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno[d]pyrano[4,3:3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione; (1R,2R,7S,10R,13R,14R,16S,19R,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.0²,⁷.0²,¹⁰.0¹⁴,¹⁶.0¹⁴,²⁰]docosane-5,12,17-trione; (1R,2R,7S,10R,13R,14R,16S,19S,20S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione; (4aS,14bR)-12-(Furan-3-yl)-6,6,8a,12a-tetramethyldecahydro-1H,3H-oxireno[2,3-d]pyrano[4,3:3,3a]isobenzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione; 11H,13H-Oxireno(d)pyrano(4,3:3,3a)isobenzofuro(5,4-f)(2)benzopyran-4,6,13(2H,5aH)-trione, 8-(3-furyl)decahydro-2,2,4a,8a-tetramethyl-; Limone; Citrolimonin; Evodine; Dictamnolactone; Obaculactone; Limonin, from citrus seeds, >90\\% (HPLC); limonoic acid 3,19:16,17-dilactone; Limonoic acid 3,19:16,17 dilactone; Limonoic acid, di-.delta.-lactone; Limonoic acid di-.delta.-lactone; 7,16-dioxo-7,16-dideoxylimondiol; Limonoic acid, di-delta-lactone; limonoic acid di-delta-lactone; Limonoate 3,19:16,17-dilactone; 3-furyl(tetramethyl)[?]trione; Limonin, analytical standard; Limonoic acid D-ring-lactone; KBDSLGBFQAGHBE-MSGMIQHVSA-N; Limonoate, di-delta-lactone; Limonoic acid, di-δ-lactone; limonin from citrus seeds; Limonoate D-ring-lactone; Limonoate, di-δ-lactone; Spectrum2_001728; Spectrum4_001140; Spectrum3_001012; Spectrum5_000935; Dictamnolactone; UNII-L0F260866S; Tox21_111513_1; KBio3_001983; Citrolimonin; obaculactone; LIMONIN [MI]; Tox21_111513; ACon1_001996; Evodia fruit; L0F260866S; AI3-37932; 1ST157590; Limonine; Limonin; Linonin; Limone; Limoni; Evodin; Limonin



数据库引用编号

19 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)

53 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。

亚细胞结构定位 关联基因列表
Cytoplasm 15 ABCB1, ACE2, AKT1, BCL2, CASP3, CAT, CTNNB1, CYP3A4, HPGDS, NFE2L2, NQO1, PIK3CA, PTGS2, STAT3, TLR4
Peripheral membrane protein 1 PTGS2
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 5 BCL2, CD4, CYP3A4, HMOX1, PTGS2
Nucleus 8 AKT1, BCL2, CASP3, CTNNB1, HMOX1, NFE2L2, NQO1, STAT3
cytosol 11 AKT1, BCL2, CASP3, CAT, CTNNB1, HMOX1, HPGDS, NFE2L2, NQO1, PIK3CA, STAT3
dendrite 1 NQO1
centrosome 2 CTNNB1, NFE2L2
nucleoplasm 7 AKT1, CASP3, CTNNB1, HMOX1, HPGDS, NFE2L2, STAT3
RNA polymerase II transcription regulator complex 2 NFE2L2, STAT3
Cell membrane 7 ABCB1, ACE2, AKT1, CD4, CTNNB1, TLR4, TNF
Cytoplasmic side 1 HMOX1
lamellipodium 3 AKT1, CTNNB1, PIK3CA
Multi-pass membrane protein 1 ABCB1
Synapse 2 CTNNB1, NQO1
cell cortex 2 AKT1, CTNNB1
cell junction 1 CTNNB1
cell surface 4 ABCB1, ACE2, TLR4, TNF
glutamatergic synapse 3 AKT1, CASP3, CTNNB1
Golgi apparatus 1 NFE2L2
Golgi membrane 1 INS
neuronal cell body 3 CASP3, NQO1, TNF
postsynapse 1 AKT1
presynaptic membrane 1 CTNNB1
Cytoplasm, cytosol 2 NFE2L2, NQO1
plasma membrane 10 ABCB1, ACE2, AKT1, CD4, CTNNB1, NFE2L2, PIK3CA, STAT3, TLR4, TNF
Membrane 10 ABCB1, ACE2, AKT1, BCL2, CAT, CTNNB1, CYP3A4, HMOX1, NQO1, TLR4
apical plasma membrane 2 ABCB1, ACE2
basolateral plasma membrane 1 CTNNB1
caveola 1 PTGS2
extracellular exosome 4 ABCB1, ACE2, CAT, CTNNB1
endoplasmic reticulum 3 BCL2, HMOX1, PTGS2
extracellular space 5 ACE2, HMOX1, IL6, INS, TNF
perinuclear region of cytoplasm 4 CTNNB1, HMOX1, PIK3CA, TLR4
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
intercalated disc 1 PIK3CA
mitochondrion 2 BCL2, CAT
protein-containing complex 5 AKT1, BCL2, CAT, CTNNB1, PTGS2
intracellular membrane-bounded organelle 3 CAT, CYP3A4, HPGDS
Microsome membrane 2 CYP3A4, PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 3 ACE2, CD4, TLR4
Secreted 3 ACE2, IL6, INS
extracellular region 5 ACE2, CAT, IL6, INS, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, HMOX1
mitochondrial matrix 1 CAT
transcription regulator complex 2 CTNNB1, STAT3
Cell projection, cilium 1 ACE2
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 CD4, TLR4, TNF
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
microtubule cytoskeleton 1 AKT1
Wnt signalosome 1 CTNNB1
Early endosome 2 CD4, TLR4
apical part of cell 1 CTNNB1
cell-cell junction 2 AKT1, CTNNB1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
postsynaptic membrane 1 CTNNB1
Apical cell membrane 2 ABCB1, ACE2
Membrane raft 3 ACE2, CD4, TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 CTNNB1
focal adhesion 2 CAT, CTNNB1
spindle 1 AKT1
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
neuron projection 1 PTGS2
ciliary basal body 1 AKT1
cilium 1 ACE2
chromatin 2 NFE2L2, STAT3
mediator complex 1 NFE2L2
phagocytic cup 2 TLR4, TNF
cell periphery 1 CTNNB1
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
brush border membrane 1 ACE2
spindle pole 1 CTNNB1
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
Endomembrane system 1 CTNNB1
endosome lumen 1 INS
euchromatin 1 CTNNB1
myelin sheath 1 BCL2
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 5 ACE2, CD4, IL6, INS, PTGS2
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
endocytic vesicle membrane 1 ACE2
transport vesicle 1 INS
beta-catenin-TCF complex 1 CTNNB1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Single-pass type IV membrane protein 1 HMOX1
presynaptic active zone cytoplasmic component 1 CTNNB1
clathrin-coated endocytic vesicle membrane 1 CD4
protein-DNA complex 2 CTNNB1, NFE2L2
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
catenin complex 1 CTNNB1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 1 CD4
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
beta-catenin-TCF7L2 complex 1 CTNNB1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Processed angiotensin-converting enzyme 2]: Secreted 1 ACE2
[Isoform 2]: Apical cell membrane 1 ACE2


文献列表

  • Di Sun, Yifan Liu, Zihui Jin, Bo Xu, Yaqi Jin, Qiyang Zhao, Yue He, Jing Li, Yaohai Zhang, Yongliang Cui. Preparation of limonin monoclonal antibody and establishment of a sensitive icELISA for analyzing limonin in citrus and herbal samples. Food chemistry. 2024 Jul; 447(?):138989. doi: 10.1016/j.foodchem.2024.138989. [PMID: 38492297]
  • Wanling Yang, Yiyao Liang, Yujie Liu, Yunan Yao, Zhiqian Yu, Baizhong Chen, Yi Cai, Minyan Wei, Guodong Zheng. Enhancement of hepatoprotective activity of limonin from citrus seeds against acetaminophen-induced liver injury by HSCCC purification and liposomal encapsulation. Fitoterapia. 2024 Jun; 175(?):105899. doi: 10.1016/j.fitote.2024.105899. [PMID: 38471575]
  • Yadie Xiang, Xianke Zhou, Hong Zhou, Dier Li, Menghua Zhong, Xue Hong, Dongyan Song, Yinyi Long, Xi Zeng, Yudan Chen, Jiayi Zhou, Dongning Liang, Haiyan Fu. Limonin ameliorates cisplatin-induced acute liver injury by inhibiting 11β-hydroxysteroid dehydrogenase type 1. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Oct; 168(?):115680. doi: 10.1016/j.biopha.2023.115680. [PMID: 37832403]
  • Shan Jiang, Xiao-Mei Zhao, Jie Guo, Jia-Ping Wang, Xiao-Qian Liu, Wei-Hong Feng, Li-Hua Yan, Zhi-Min Wang. [Hot water washing processing technology of Euodiae Fructus based on change laws of active components and tastes]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2023 Jul; 48(13):3485-3497. doi: 10.19540/j.cnki.cjcmm.20230403.301. [PMID: 37475001]
  • Ghulam Mustafa, Shumaila Younas, Hafiza Salaha Mahrosh, Mohammed Fahad Albeshr, Eijaz Ahmed Bhat. Molecular Docking and Simulation-Binding Analysis of Plant Phytochemicals with the Hepatocellular Carcinoma Targets Epidermal Growth Factor Receptor and Caspase-9. Molecules (Basel, Switzerland). 2023 Apr; 28(8):. doi: 10.3390/molecules28083583. [PMID: 37110817]
  • Pakkapong Phucharoenrak, Chawanphat Muangnoi, Dunyaporn Trachootham. Metabolomic Analysis of Phytochemical Compounds from Ethanolic Extract of Lime (Citrus aurantifolia) Peel and Its Anti-Cancer Effects against Human Hepatocellular Carcinoma Cells. Molecules (Basel, Switzerland). 2023 Mar; 28(7):. doi: 10.3390/molecules28072965. [PMID: 37049726]
  • Jie Pan, Chutian Wu, Rong Tan, Yufen Liao, Guode Zhao, Wei Li, Ying Peng, Weiwei Li, Jiang Zheng. Difference in hepatotoxicity of furan-containing components in cortex dictamni correlates the efficiency of their metabolic activation. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Mar; 114(?):154778. doi: 10.1016/j.phymed.2023.154778. [PMID: 36996529]
  • Bo Jia, Leyi Zhao, Pengpeng Liu, Meng Li, Zhilei Tian. Limonin ameliorates indomethacin-induced intestinal damage and ulcers through Nrf2/ARE pathway. Immunity, inflammation and disease. 2023 Feb; 11(2):e787. doi: 10.1002/iid3.787. [PMID: 36840501]
  • Wei Wang, Li Yang, Minjie Hu, Yonglin Yang, Qiang Ma, Jiayu Chen. Network Pharmacology to Reveal the Molecular Mechanisms of Rutaceous Plant-derived Limonin Ameliorating Non-alcoholic Steatohepatitis. Critical reviews in immunology. 2023; 43(5):11-23. doi: 10.1615/critrevimmunol.2023050080. [PMID: 37831520]
  • Seshu Vardhan, Suban K Sahoo. Computational studies on the interaction of SARS-CoV-2 Omicron SGp RBD with human receptor ACE2, limonin and glycyrrhizic acid. Computers in biology and medicine. 2022 05; 144(?):105367. doi: 10.1016/j.compbiomed.2022.105367. [PMID: 35247766]
  • Pakkapong Phucharoenrak, Chawanphat Muangnoi, Dunyaporn Trachootham. A Green Extraction Method to Achieve the Highest Yield of Limonin and Hesperidin from Lime Peel Powder (Citrus aurantifolia). Molecules (Basel, Switzerland). 2022 Jan; 27(3):. doi: 10.3390/molecules27030820. [PMID: 35164083]
  • Nur Iliyani Mohd Ishak, Suhaila Mohamed, Iffah Nadhira Madzuki, Noordin Mohamed Mustapha, Norhaizan Mohd Esa. Limonin modulated immune and inflammatory responses to suppress colorectal adenocarcinoma in mice model. Naunyn-Schmiedeberg's archives of pharmacology. 2021 09; 394(9):1907-1915. doi: 10.1007/s00210-021-02101-6. [PMID: 34009457]
  • Wei Zhang, Mengjiao Wang, Huijie Song, Chengfeng Gao, Dongmei Wang, Huiming Hua, Yingni Pan, Xiaoqiu Liu. CYP3A4 inducer aggravates big flower Evodiae Fructus-induced hepatotoxicity whereas limonin attenuates its hepatotoxicity. Journal of ethnopharmacology. 2021 Jan; 264(?):113277. doi: 10.1016/j.jep.2020.113277. [PMID: 32810616]
  • Yulin Ren, A Douglas Kinghorn. Development of Potential Antitumor Agents from the Scaffolds of Plant-Derived Terpenoid Lactones. Journal of medicinal chemistry. 2020 12; 63(24):15410-15448. doi: 10.1021/acs.jmedchem.0c01449. [PMID: 33289552]
  • Youtian Cui, Steven D Allmon, Justin B Siegel. Functional characterization and reclassification of an enzyme previously proposed to be a limonoid UDP-glucosyltransferase. Journal of the science of food and agriculture. 2020 Oct; 100(13):4870-4878. doi: 10.1002/jsfa.10547. [PMID: 32483918]
  • Runyu Yang, Changqin Song, Jiaxi Chen, Lvqi Zhou, Xiubo Jiang, Xiaomei Cao, Yang Sun, Qi Zhang. Limonin ameliorates acetaminophen-induced hepatotoxicity by activating Nrf2 antioxidative pathway and inhibiting NF-κB inflammatory response via upregulating Sirt1. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2020 Apr; 69(?):153211. doi: 10.1016/j.phymed.2020.153211. [PMID: 32259676]
  • Li-Jun Li, Wan-Seng Tan, Wen-Jing Li, Yan-Bing Zhu, Yi-Sheng Cheng, Hui Ni. Citrus Taste Modification Potentials by Genetic Engineering. International journal of molecular sciences. 2019 Dec; 20(24):. doi: 10.3390/ijms20246194. [PMID: 31817978]
  • Cuike Gong, Lei Qi, Yanxia Huo, Shiran Zhang, Xuecong Ning, Linlin Bai, Zhihua Wang. Anticancer effect of Limonin against benzo(a)pyrene-induced lung carcinogenesis in Swiss albino mice and the inhibition of A549 cell proliferation through apoptotic pathway. Journal of biochemical and molecular toxicology. 2019 Dec; 33(12):e22374. doi: 10.1002/jbt.22374. [PMID: 31702096]
  • Shunming Fan, Chunling Zhang, Ting Luo, Jiaqi Wang, Yu Tang, Zhimin Chen, Lingying Yu. Limonin: A Review of Its Pharmacology, Toxicity, and Pharmacokinetics. Molecules (Basel, Switzerland). 2019 Oct; 24(20):. doi: 10.3390/molecules24203679. [PMID: 31614806]
  • Shijia Liu, Shufang Zhang, Xiangyu Lv, Jiawei Lu, Cong Ren, Zhiqin Zeng, Lufeng Zheng, Xianke Zhou, Haiyan Fu, Dong Zhou, Yugen Chen. Limonin ameliorates ulcerative colitis by regulating STAT3/miR-214 signaling pathway. International immunopharmacology. 2019 Oct; 75(?):105768. doi: 10.1016/j.intimp.2019.105768. [PMID: 31382166]
  • Yikun Liu, Wei Zhou, Zhenkun Mao, Zilin Chen. Analysis of Evodiae Fructus by capillary electrochromatography-mass spectrometry with methyl-vinylimidazole functionalized organic polymer monolilth as stationary phases. Journal of chromatography. A. 2019 Sep; 1602(?):474-480. doi: 10.1016/j.chroma.2019.06.011. [PMID: 31202495]
  • Min Gu, Jin Sun, Ce Qi, Xiaokun Cai, Timothy Goulette, Mingyue Song, Xiaomeng You, David A Sela, Hang Xiao. The gastrointestinal fate of limonin and its effect on gut microbiota in mice. Food & function. 2019 Sep; 10(9):5521-5530. doi: 10.1039/c9fo01274e. [PMID: 31418448]
  • Wei Zhao, Mingyuan Wu, Lijuan Cui, Wenxia Du. Limonin attenuates the stemness of cervical carcinoma cells by promoting YAP nuclear-cytoplasmic translocation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2019 Mar; 125(?):621-628. doi: 10.1016/j.fct.2019.02.011. [PMID: 30738134]
  • Shijia Liu, Guoliang Dai, Luning Sun, Bingting Sun, Du Chen, Lei Zhu, Yao Wang, Li Zhang, Peidong Chen, Dong Zhou, Wenzheng Ju. Biotransformation and Metabolic Profile of Limonin in Rat Liver Microsomes, Bile, and Urine by High-Performance Liquid Chromatography Coupled with Quadrupole Time-of-Flight Mass Spectrometry. Journal of agricultural and food chemistry. 2018 Oct; 66(40):10388-10393. doi: 10.1021/acs.jafc.8b02057. [PMID: 30260225]
  • Noura A Hassan, Hany M El Bassossy, Ahmed Fahmy, Mona F Mahmoud. Limonin alleviates macro- and micro-vascular complications of metabolic syndrome in rats: A comparative study with azelnidipine. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Apr; 43(?):92-102. doi: 10.1016/j.phymed.2018.03.044. [PMID: 29747759]
  • Shijia Liu, Peidong Chen, Nongshan Zhang, Luning Sun, Guoliang Dai, Lei Zhu, Changyin Li, Yang Zhao, Li Zhang, Haiyan Fu, Wenzheng Ju. Comprehensive characterization of the in vitro and in vivo metabolites of limonin in human samples using LC-Q-TOF/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Nov; 1068-1069(?):226-232. doi: 10.1016/j.jchromb.2017.10.035. [PMID: 29107222]
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