Cosmosiin (BioDeep_00000000234)

 

Secondary id: BioDeep_00000269935, BioDeep_00000400278, BioDeep_00000400529, BioDeep_00000859293

natural product human metabolite PANOMIX_OTCML-2023 Chemicals and Drugs


代谢物信息卡片


5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one;Apigenin 7-Glucoside

化学式: C21H20O10 (432.1056)
中文名称: 芹菜素-7-O-β-D-葡萄吡喃糖苷, 芹菜素-7-O-β-D-吡喃葡萄糖苷, 芹甙元-7-葡萄糖苷, 芹菜素-7-葡萄甙, 大波斯菊苷
谱图信息: 最多检出来源 Homo sapiens(natural_products) 16.96%

分子结构信息

SMILES: c1(cc(c2c(c1)oc(cc2=O)c1ccc(cc1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI: InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2

描述信息

Cosmosiin, also known as apigenin 7-O-glucoside or apigetrin, is a member of the class of compounds known as flavonoid-7-O-glycosides. Flavonoid-7-O-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Cosmosiin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cosmosiin can be found in a number of food items, such as common thyme, white lupine, common oregano, and orange mint. Cosmosiin can also be found in dandelion coffee and in Teucrium gnaphalodes (Wikipedia). Cosmosiin can also be found plants such as wild celery and anise. Cosmosiin has been shown to exhibit anti-platelet function (PMID: 21834233).
Apigenin 7-O-beta-D-glucoside is a glycosyloxyflavone that is apigenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a non-steroidal anti-inflammatory drug, a metabolite and an antibacterial agent. It is a beta-D-glucoside, a dihydroxyflavone, a glycosyloxyflavone and a monosaccharide derivative. It is functionally related to an apigenin. It is a conjugate acid of an apigenin 7-O-beta-D-glucoside(1-). It is an enantiomer of an apigenin 7-O-beta-L-glucoside.
Cosmosiin is a natural product found in Galeopsis tetrahit, Carex fraseriana, and other organisms with data available.
See also: Chamomile (part of).
Apiumetrin, also known as 7-O-beta-D-glucosyl-5,7,4-trihydroxyflavone or cosmosiin, is a member of the class of compounds known as flavonoid-7-o-glycosides. Flavonoid-7-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Apiumetrin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Apiumetrin can be found in wild celery, which makes apiumetrin a potential biomarker for the consumption of this food product.
Acquisition and generation of the data is financially supported in part by CREST/JST.
Annotation level-1
Apigenin-7-glucoside (Apigenin-7-O-β-D-glucopyranoside) exhibits significant anti-proliferative and antioxidant activity and scavenges reactive oxygen species (ROS)[1][2].
Apigenin-7-glucoside (Apigenin-7-O-β-D-glucopyranoside) exhibits significant anti-proliferative and antioxidant activity and scavenges reactive oxygen species (ROS)[1][2].

同义名列表

97 个代谢物同义名

5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one;Apigenin 7-Glucoside; 5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one; 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-, Apigenin 7-O-glucoside; 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-; 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE; 4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-; 7-(beta-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4H-1-Benzopyran-4-one, 7-(b-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-; 7-(Β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 7-(b-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside; Apigenin 7-glucoside, United States Pharmacopeia (USP) Reference Standard; 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl b-D-glucopyranoside; 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside; Apigenin-7-O-glucoside 1000 microg/mL in Acetone:Dimethyl sulfoxide; Apigenin 7-glucoside, EuropePharmacopoeia (EP) Reference Standard; Apigenin 7-glucoside, primary pharmaceutical reference standard; APIGENIN 7-O-GLUCOSIDE (CONSTITUENT OF CHAMOMILE) [DSC]; APIGENIN 7-O-GLUCOSIDE (CONSTITUENT OF CHAMOMILE); 7-O-beta-D-Glucosyl-5,7,4-trihydroxyflavone; 4,5,7-Trihydroxyflavone 7-beta-D-glucoside; Apigenin 7-glucoside, analytical standard; 7-O-Β-D-glucosyl-5,7,4-trihydroxyflavone; 7-O-b-D-Glucosyl-5,7,4-trihydroxyflavone; 4’,5,7-Trihydroxyflavone 7-β-D-glucoside; 4,5,7-Trihydroxyflavone 7-β-D-glucoside; Apigenin 7-O-.beta.-D-glucopyranoside; Apigenin-7-O-.beta.-D-glucopyranoside; 4,5,7-TRIHYDROXYFLAVONE 7-GLUCOSIDE; Apigenin 7-O-beta-D-glucopyranoside; apigenin-7-O-beta-D-glucopyranoside; Apigenin, 7-beta-D-glucopyranoside; 7-O-beta-D-Glucopyranosylapigenin; Apigenin 7-O-beta-glucopyranoside; Apigetrin(Apigenin-7-O-glucoside); Apigenin-7-O-4C1-beta-D-glucoside; Apigenin 7-O-β-D-glucopyranoside; Apigenin-7-O-b-D-glucopyranoside; Apigenin 7-O-.beta.-D-glucoside; Apigenin 7-beta-glucopyranoside; 7-O-(.beta.-D-Glucosyl)apigenin; 7-O-Β-D-glucopyranosylapigenin; Apigenin 7-O-β-glucopyranoside; Apigenin-7-O-4C1-β-D-glucoside; 7-O-(beta-D-Glucosyl)apigenin; APIGENIN-7-GLUCOSIDE (USP-RS); APIGENIN-7-GLUCOSIDE [USP-RS]; Apigenin 7-O-beta-D-glucoside; 7-O-beta-D-glucosyl-apigenin; Apigenin 7-β-glucopyranoside; 7-O-beta-D-Glucosylapigenin; Apigenin 7-beta-D-glucoside; apigenin 7-O-beta-glucoside; Apigenin-7-O-|A-D-glucoside; Apigenin-7-O-β-D-glucoside; Apigenin 7-O-β-D-glucoside; Apigenin 7-O-b-D-glucoside; Apigenin 7-β-D-glucoside; Apigenin 7-O-β-glucoside; 7-O-Β-D-glucosylapigenin; (-)-Apigenin 7-glucoside; Apigenin-7-O-glucoside; Apigenin 7-O-glucoside; 4-ethynyl-1,1-biphenyl; apigenin-7-D-glucoside; apigenin-7-glucoside; Apigenin 7-glucoside; Spectrum3_001249; Spectrum4_001741; Spectrum2_001752; Spectrum5_000562; UNII-7OF2S66PCH; APIGETRIN [MI]; DivK1c_007023; MEGxp0_001431; KBio2_003224; KBio2_000656; KBio3_002258; KBio2_005792; Cosmosioside; KBio1_001967; Apiumetrin; Cosmosiine; 7OF2S66PCH; Cosmociin; Cosemetin; Cosmoside; cosmosiin; Apigetrin; cosmetin; 5-hydroxy-2-(4-hydroxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one; Apigenin-7-O-β-D-glucopyranoside; Apigenin 7-O-beta-D-glucoside



数据库引用编号

55 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

28 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(27)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

415 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 12 AIMP2, ANXA5, BCL2, CASP3, CASP9, MAPK8, PIK3CA, PTGS2, TLR4, TYR, VEGFA, XDH
Peripheral membrane protein 4 ACHE, ANXA5, GORASP1, PTGS2
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 2 BCL2, PTGS2
Nucleus 7 ACHE, AIMP2, BCL2, CASP3, CASP9, MAPK8, VEGFA
cytosol 9 AIMP2, ANXA5, BCL2, CASP3, CASP9, GPT, MAPK8, PIK3CA, XDH
nucleoplasm 2 CASP3, MAPK8
Cell membrane 3 ACHE, TLR4, TNF
Cytoplasmic side 1 GORASP1
lamellipodium 1 PIK3CA
Golgi apparatus membrane 1 GORASP1
Synapse 2 ACHE, MAPK8
cell surface 4 ACHE, TLR4, TNF, VEGFA
glutamatergic synapse 1 CASP3
Golgi apparatus 3 ACHE, GORASP1, VEGFA
Golgi membrane 2 GORASP1, INS
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, TNF
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 AIMP2
Lysosome 2 GAA, TYR
plasma membrane 6 ACHE, BCHE, GAA, PIK3CA, TLR4, TNF
Membrane 7 ACHE, AIMP2, ANXA5, BCL2, GAA, TLR4, VEGFA
axon 1 MAPK8
caveola 1 PTGS2
extracellular exosome 3 ANXA5, GAA, GPT
Lysosome membrane 1 GAA
endoplasmic reticulum 3 BCL2, PTGS2, VEGFA
extracellular space 7 ACHE, BCHE, IL6, INS, TNF, VEGFA, XDH
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 4 ACHE, PIK3CA, TLR4, TYR
adherens junction 1 VEGFA
intercalated disc 1 PIK3CA
mitochondrion 2 BCL2, CASP9
protein-containing complex 3 BCL2, CASP9, PTGS2
intracellular membrane-bounded organelle 2 GAA, TYR
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 TLR4, TYR
Secreted 6 ACHE, BCHE, GAA, IL6, INS, VEGFA
extracellular region 8 ACHE, ANXA5, BCHE, GAA, IL6, INS, TNF, VEGFA
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
Extracellular side 1 ACHE
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 ANXA5, TLR4, TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
Melanosome membrane 1 TYR
Early endosome 1 TLR4
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 ANXA5
cis-Golgi network 1 GORASP1
extracellular matrix 1 VEGFA
Peroxisome 1 XDH
basement membrane 1 ACHE
sarcoplasmic reticulum 1 XDH
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 VEGFA
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
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTGS2
phagocytic cup 2 TLR4, TNF
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
endosome lumen 1 INS
tertiary granule membrane 1 GAA
Melanosome 1 TYR
side of membrane 1 ACHE
myelin sheath 1 BCL2
lipopolysaccharide receptor complex 1 TLR4
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 BCHE, IL6, INS, PTGS2
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 2 GORASP1, INS
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
nuclear envelope lumen 1 BCHE
apoptosome 1 CASP9
vesicle membrane 1 ANXA5
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 GAA
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Isoform H]: Cell membrane 1 ACHE
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
caspase complex 1 CASP9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Xuerong Zhao, Zhuoya Wang, Guanlin Wu, Lianhong Yin, Lina Xu, Ning Wang, Jinyong Peng. Apigenin-7-glucoside-loaded nanoparticle alleviates intestinal ischemia-reperfusion by ATF3/SLC7A11-mediated ferroptosis. Journal of controlled release : official journal of the Controlled Release Society. 2024 Jan; 366(?):182-193. doi: 10.1016/j.jconrel.2023.12.038. [PMID: 38145659]
  • Tawakaltu Abdulrasheed-Adeleke, Bashir Lawal, Eyuwa Ignatius Agwupuye, Yucheng Kuo, Amarachi Mary Eni, Okwukwe Faith Ekoh, Halimat Yusuf Lukman, Amos S Onikanni, Femi Olawale, Sani Saidu, Yunusa O Ibrahim, Maliha Abdullah Saleh Al Ghamdi, Sarah S Aggad, Abdulrahman A Alsayegh, Nada H Aljarba, Gaber El-Saber Batiha, Alexander T H Wu, Hsu-Shan Huang. Apigetrin-enriched Pulmeria alba extract prevents assault of STZ on pancreatic β-cells and neuronal oxidative stress with concomitant attenuation of tissue damage and suppression of inflammation in the brain of diabetic rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Mar; 162(?):114582. doi: 10.1016/j.biopha.2023.114582. [PMID: 36989727]
  • Gabin Thierry M Bitchagno, Anja Schüffler, Jonathan Gross, Matthias Krumb, Pierre Tane, Till Opatz. Sesquiterpene Lactones from Vernonia tufnelliae: Structural Characterization and Biological Evaluation. Journal of natural products. 2022 07; 85(7):1681-1690. doi: 10.1021/acs.jnatprod.2c00055. [PMID: 35704432]
  • Jun Gu Kim, Jin Woo Lee, Thi Phuong Linh Le, Jae Sang Han, Yong Beom Cho, Haeun Kwon, Dongho Lee, Mi Kyeong Lee, Bang Yeon Hwang. Sesquiterpenoids from Chrysanthemum indicum with Inhibitory Effects on NO Production. Journal of natural products. 2021 03; 84(3):562-569. doi: 10.1021/acs.jnatprod.0c01121. [PMID: 33667099]
  • Miao-Miao Liu, Run-Hui Ma, Zhi-Jing Ni, Kiran Thakur, Carlos L Cespedes-Acuña, Li Jiang, Zhao-Jun Wei. Apigenin 7-O-glucoside promotes cell apoptosis through the PTEN/PI3K/AKT pathway and inhibits cell migration in cervical cancer HeLa cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Dec; 146(?):111843. doi: 10.1016/j.fct.2020.111843. [PMID: 33152472]
  • Wei Wang, Ru-Feng Yue, Zhen Jin, Li-Min He, Rong Shen, Dan Du, You-Zhi Tang. Efficiency comparison of apigenin-7-O-glucoside and trolox in antioxidative stress and anti-inflammatory properties. The Journal of pharmacy and pharmacology. 2020 Nov; 72(11):1645-1656. doi: 10.1111/jphp.13347. [PMID: 32743812]
  • Young Hye Seo, Tuy An Trinh, Seung Mok Ryu, Hyo Seon Kim, Goya Choi, Byeong Cheol Moon, Sang Hee Shim, Dae Sik Jang, Dongho Lee, Ki Sung Kang, Jun Lee. Chemical Constituents from the Aerial Parts of Elsholtzia ciliata and Their Protective Activities on Glutamate-Induced HT22 Cell Death. Journal of natural products. 2020 10; 83(10):3149-3155. doi: 10.1021/acs.jnatprod.0c00756. [PMID: 32991171]
  • Ewa Witkowska-Banaszczak, Violetta Krajka-Kuźniak, Katarzyna Papierska. The effect of luteolin 7-glucoside, apigenin 7-glucoside and Succisa pratensis extracts on NF-κB activation and α-amylase activity in HepG2 cells. Acta biochimica Polonica. 2020 Mar; 67(1):41-47. doi: 10.18388/abp.2020_2894. [PMID: 32129972]
  • Young H Seo, Shin-Young Kang, Ji-Sun Shin, Seung M Ryu, A Y Lee, Goya Choi, Byeong C Moon, Dae-Sik Jang, Sang H Shim, Dongho Lee, Kyung-Tae Lee, Jun Lee. Chemical Constituents from the Aerial Parts of Agastache rugosa and Their Inhibitory Activities on Prostaglandin E2 Production in Lipopolysaccharide-Treated RAW 264.7 Macrophages. Journal of natural products. 2019 12; 82(12):3379-3385. doi: 10.1021/acs.jnatprod.9b00697. [PMID: 31747281]
  • Perihan Koysu, Nusret Genc, Mahfuz Elmastas, Huseyin Aksit, Ramazan Erenler. Isolation, identification of secondary metabolites from Salvia absconditiflora and evaluation of their antioxidative properties. Natural product research. 2019 Dec; 33(24):3592-3595. doi: 10.1080/14786419.2018.1488700. [PMID: 30445824]
  • Beligh Mechri, Meriem Tekaya, Mohamed Hammami, Hechmi Chehab. Root verbascoside and oleuropein are potential indicators of drought resistance in olive trees (Olea europaea L.). Plant physiology and biochemistry : PPB. 2019 Aug; 141(?):407-414. doi: 10.1016/j.plaphy.2019.06.024. [PMID: 31228797]
  • Xinqiao Zhan, Qingwen Shen, Jie Chen, Pei Yang, Xuemin Wang, Yueyun Hong. Rice sulfoquinovosyltransferase SQD2.1 mediates flavonoid glycosylation and enhances tolerance to osmotic stress. Plant, cell & environment. 2019 07; 42(7):2215-2230. doi: 10.1111/pce.13554. [PMID: 30942482]
  • Sachiko Sugimoto, Yoshi Yamano, Samar Y Desoukey, Kazuaki Katakawa, Amira S Wanas, Hideaki Otsuka, Katsuyoshi Matsunami. Isolation of Sesquiterpene-Amino Acid Conjugates, Onopornoids A-D, and a Flavonoid Glucoside from Onopordum alexandrinum. Journal of natural products. 2019 06; 82(6):1471-1477. doi: 10.1021/acs.jnatprod.8b00948. [PMID: 31199638]
  • M Villalva, L Jaime, D Villanueva-Bermejo, B Lara, T Fornari, G Reglero, S Santoyo. Supercritical anti-solvent fractionation for improving antioxidant and anti-inflammatory activities of an Achillea millefolium L. extract. Food research international (Ottawa, Ont.). 2019 01; 115(?):128-134. doi: 10.1016/j.foodres.2018.08.027. [PMID: 30599924]
  • Fatma Hadrich, Sami Sayadi. Apigetrin inhibits adipogenesis in 3T3-L1 cells by downregulating PPARγ and CEBP-α. Lipids in health and disease. 2018 Apr; 17(1):95. doi: 10.1186/s12944-018-0738-0. [PMID: 29695233]
  • Elina Karhu, Janne Isojärvi, Pia Vuorela, Leena Hanski, Adyary Fallarero. Identification of Privileged Antichlamydial Natural Products by a Ligand-Based Strategy. Journal of natural products. 2017 10; 80(10):2602-2608. doi: 10.1021/acs.jnatprod.6b01052. [PMID: 29043803]
  • Xinqiao Zhan, Qingwen Shen, Xuemin Wang, Yueyun Hong. The Sulfoquinovosyltransferase-like Enzyme SQD2.2 is Involved in Flavonoid Glycosylation, Regulating Sugar Metabolism and Seed Setting in Rice. Scientific reports. 2017 07; 7(1):4685. doi: 10.1038/s41598-017-04002-2. [PMID: 28680100]
  • Laura Flores-Bocanegra, Martin González-Andrade, Robert Bye, Edelmira Linares, Rachel Mata. α-Glucosidase Inhibitors from Salvia circinata. Journal of natural products. 2017 05; 80(5):1584-1593. doi: 10.1021/acs.jnatprod.7b00155. [PMID: 28422509]
  • Minjuan Bian, Yong Zhang, Xiaoye Du, Jing Xu, Jingang Cui, Jiangping Gu, Weiliang Zhu, Teng Zhang, Yu Chen. Apigenin-7-diglucuronide protects retinas against bright light-induced photoreceptor degeneration through the inhibition of retinal oxidative stress and inflammation. Brain research. 2017 05; 1663(?):141-150. doi: 10.1016/j.brainres.2017.03.019. [PMID: 28336272]
  • Lucas B Bolzon, Joicy S Dos Santos, Denise B Silva, Eduardo J Crevelin, Luiz A B Moraes, Norberto P Lopes, Marilda D Assis. Apigenin-7-O-glucoside oxidation catalyzed by P450-bioinspired systems. Journal of inorganic biochemistry. 2017 05; 170(?):117-124. doi: 10.1016/j.jinorgbio.2017.02.016. [PMID: 28236787]
  • Peng-Fei Yang, Zi-Ming Feng, Ya-Nan Yang, Jian-Shuang Jiang, Pei-Cheng Zhang. Neuroprotective Caffeoylquinic Acid Derivatives from the Flowers of Chrysanthemum morifolium. Journal of natural products. 2017 04; 80(4):1028-1033. doi: 10.1021/acs.jnatprod.6b01026. [PMID: 28248102]
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