Pinocembrin (BioDeep_00000396460)

Main id: BioDeep_00000000144

 

natural product PANOMIX_OTCML-2023


代谢物信息卡片


4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (S)-(-)-

化学式: C15H12O4 (256.0736)
中文名称: 乔松素, 分析对照品, 吡菌素
谱图信息: 最多检出来源 Viridiplantae(plant) 16.81%

分子结构信息

SMILES: C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=CC=C3
InChI: InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2

描述信息

(2s)-pinocembrin, also known as 5,7-dihydroxyflavanone or dihydrochrysin, is a member of the class of compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Thus, (2s)-pinocembrin is considered to be a flavonoid lipid molecule (2s)-pinocembrin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (2s)-pinocembrin can be found in a number of food items such as acorn, lentils, mulberry, and sorghum, which makes (2s)-pinocembrin a potential biomarker for the consumption of these food products.
(s)-pinocembrin, also known as 5,7-dihydroxyflavanone or dihydrochrysin, is a member of the class of compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3 (s)-pinocembrin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (s)-pinocembrin is a bitter tasting compound found in mexican oregano and tarragon, which makes (s)-pinocembrin a potential biomarker for the consumption of these food products.
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.069
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.067
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.071
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.070
5,7-Dihydroxyflavanone is a natural product found in Pinus contorta var. latifolia, Piper nigrum, and other organisms with data available.
(±)-Pinocembrin ((±)-5,7-Dihydroxyflavanone) is a GPR120 ligand able to promote wound healing in HaCaT cell line[1].
(±)-Pinocembrin ((±)-5,7-Dihydroxyflavanone) is a GPR120 ligand able to promote wound healing in HaCaT cell line[1].
Pinocembrin ((+)-Pinocoembrin) is a flavonoid found in propolis, acts as a competitive inhibitor of histidine decarboxylase, and is an effective anti-allergic agent, with antioxidant, antimicrobial and anti-inflammatory properties[1].
Pinocembrin ((+)-Pinocoembrin) is a flavonoid found in propolis, acts as a competitive inhibitor of histidine decarboxylase, and is an effective anti-allergic agent, with antioxidant, antimicrobial and anti-inflammatory properties[1].

同义名列表

63 个代谢物同义名

(2S)-pinocembrin; Pinocembrin; 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (S)-(-)-; (S)-2,3-Dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one; (2S)-5,7-dihydroxy-2-phenyl-chroman-4-one; (2S)-5,7-dihydroxy-2-phenyl-4-chromanone; (2S)-5,7-dihydroxy-2-phenylchroman-4-one; 5,7-dihydroxyflavanone; SDCCGMLS-0066749.P001; Pinocembrin (6CI); Spectrum3_001635; Spectrum2_001670; Spectrum4_001765; Spectrum5_000349; Spectrum_001879; SpecPlus_000896; KBioSS_002406; KBioGR_002249; BSPBio_003329; Oprea1_508274; DivK1c_006992; KBio2_007537; KBio1_001936; KBio2_004969; KBio2_002401; ZINC00073693; KBio3_002549; SPBio_001859; AIDS-014893; NSC 661207; NSC 279005; AIDS014893; NSC 43318; ST023293; 480-39-7; C09827; pinocembrine; 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (-)-; 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (S)-; 4H-1-Benzopyran-4-one,3-dihydro-5,7-dihydroxy-2-phenyl-, (S)-; 4H-1-Benzopyran-4-one,3-dihydro-5,7-dihydroxy-2-phenyl-, (-)-; 5,7-Dihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one #; 5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one; ( inverted exclamation markA)-Pinocembrin; (+/-)-5,7-Dihydroxyflavanone; NSC 43318; 5,7-Dihydroxy-2-phenyl-chroman-4-one; ()-5,7-Dihydroxyflavanone; NSC 43318; 5,7-dihydroxy-2-phenylchroman-4-one; 5,7-dihydroxy-flavanone; Pinocembrin (racemic); PTP inhibitor, 4l; (+/-)-pinocembrin; (+)-pinocoembrin; (±)-Pinocembrin; (s)-pinocembrin; rac-Pinocembrin; ()-Pinocembrin; MEGxp0_000456; ACon1_000231; (±)-5,7-Dihydroxyflavanone; Dihydrochrysin; Galangin flavanone; Pinocembrin



数据库引用编号

43 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(3)

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)

376 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 13 BCL2, CACNA1C, CASP3, CASP9, GJA1, MAPK14, MTOR, NFE2L2, NLRP3, NOS2, PIK3CA, PTGS2, TLR4
Peripheral membrane protein 3 GORASP1, MTOR, PTGS2
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 5 BCL2, GJA1, HMOX1, MTOR, PTGS2
Nucleus 10 BCL2, CASP3, CASP9, GJA1, HMOX1, MAPK14, MTOR, NFE2L2, NLRP3, NOS2
cytosol 11 BCL2, CASP3, CASP9, GJA1, HMOX1, MAPK14, MTOR, NFE2L2, NLRP3, NOS2, PIK3CA
dendrite 2 CACNA1C, MTOR
phagocytic vesicle 1 MTOR
centrosome 1 NFE2L2
nucleoplasm 7 CASP3, GJA1, HMOX1, MAPK14, MTOR, NFE2L2, NOS2
RNA polymerase II transcription regulator complex 1 NFE2L2
Cell membrane 6 CACNA1C, GJA1, KCND2, KCND3, TLR4, TNF
Cytoplasmic side 3 GORASP1, HMOX1, MTOR
lamellipodium 1 PIK3CA
Multi-pass membrane protein 4 CACNA1C, GJA1, KCND2, KCND3
Golgi apparatus membrane 3 GORASP1, MTOR, NLRP3
Synapse 1 KCND2
cell junction 2 GJA1, KCND2
cell surface 2 TLR4, TNF
glutamatergic synapse 3 CASP3, KCND2, MAPK14
Golgi apparatus 3 GJA1, GORASP1, NFE2L2
Golgi membrane 4 GJA1, GORASP1, MTOR, NLRP3
lysosomal membrane 1 MTOR
neuronal cell body 4 CASP3, KCND2, KCND3, TNF
sarcolemma 1 KCND3
Cytoplasm, cytosol 3 NFE2L2, NLRP3, NOS2
Lysosome 1 MTOR
plasma membrane 9 CACNA1C, GJA1, KCND2, KCND3, NFE2L2, NOS2, PIK3CA, TLR4, TNF
Membrane 7 BCL2, CACNA1C, HMOX1, KCND3, MTOR, NLRP3, TLR4
apical plasma membrane 1 GJA1
caveola 1 PTGS2
Lysosome membrane 1 MTOR
endoplasmic reticulum 5 BCL2, GJA1, HMOX1, NLRP3, PTGS2
extracellular space 4 HMOX1, IL10, IL6, TNF
perinuclear region of cytoplasm 4 HMOX1, NOS2, PIK3CA, TLR4
gap junction 1 GJA1
intercalated disc 2 GJA1, PIK3CA
mitochondrion 5 BCL2, CASP9, GJA1, MAPK14, NLRP3
protein-containing complex 3 BCL2, CASP9, PTGS2
intracellular membrane-bounded organelle 1 GJA1
Microsome membrane 2 MTOR, PTGS2
postsynaptic density 2 CACNA1C, CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 TLR4
Secreted 3 IL10, IL6, NLRP3
extracellular region 5 IL10, IL6, MAPK14, NLRP3, TNF
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 3 BCL2, HMOX1, MTOR
neuronal cell body membrane 1 KCND2
anchoring junction 1 KCND2
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 TLR4, TNF
dendritic spine 2 KCND2, KCND3
T-tubule 1 CACNA1C
perikaryon 2 CACNA1C, KCND2
Z disc 1 CACNA1C
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
Early endosome 1 TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 2 KCND2, KCND3
Cell membrane, sarcolemma 2 CACNA1C, KCND3
Cytoplasm, perinuclear region 1 NOS2
Membrane raft 2 GJA1, TNF
pore complex 1 BCL2
focal adhesion 1 GJA1
GABA-ergic synapse 2 KCND2, KCND3
cis-Golgi network 1 GORASP1
Peroxisome 1 NOS2
peroxisomal matrix 1 NOS2
Cell projection, dendritic spine 1 KCND2
Nucleus, PML body 1 MTOR
PML body 1 MTOR
Cell junction, gap junction 1 GJA1
connexin complex 1 GJA1
contractile muscle fiber 1 GJA1
fascia adherens 1 GJA1
intermediate filament 1 GJA1
lateral plasma membrane 1 GJA1
nuclear speck 1 MAPK14
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Postsynaptic cell membrane 1 KCND2
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
neuron projection 1 PTGS2
chromatin 1 NFE2L2
mediator complex 1 NFE2L2
phagocytic cup 2 TLR4, TNF
spindle pole 1 MAPK14
nuclear envelope 1 MTOR
Endomembrane system 2 MTOR, NLRP3
microtubule organizing center 1 NLRP3
monoatomic ion channel complex 1 CACNA1C
Cell projection, dendrite 3 CACNA1C, KCND2, KCND3
Golgi-associated vesicle membrane 1 GJA1
myelin sheath 1 BCL2
Cell membrane, sarcolemma, T-tubule 1 CACNA1C
voltage-gated potassium channel complex 2 KCND2, KCND3
lipopolysaccharide receptor complex 1 TLR4
plasma membrane raft 1 KCND2
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 2 IL6, PTGS2
voltage-gated calcium channel complex 1 CACNA1C
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
tight junction 1 GJA1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
postsynaptic density membrane 1 CACNA1C
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
Single-pass type IV membrane protein 1 HMOX1
apoptosome 1 CASP9
protein-DNA complex 1 NFE2L2
death-inducing signaling complex 1 CASP3
postsynaptic specialization membrane 2 KCND2, KCND3
Cytoplasmic vesicle, phagosome 1 MTOR
cell-cell contact zone 1 GJA1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 NOS2
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
L-type voltage-gated calcium channel complex 1 CACNA1C
caspase complex 1 CASP9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
Kv4.2-KChIP2 channel complex 1 KCND2
Kv4.3-KChIP1 channel complex 1 KCND3


文献列表

  • Huixin Tan, Fenghe Wang, Jiahuan Hu, Xiaoyan Duan, Wanting Bai, Xinbo Wang, Baolian Wang, Yan Su, Jinping Hu. Inhibitory interaction of flavonoids with organic cation transporter 2 and their structure-activity relationships for predicting nephroprotective effects. Journal of applied toxicology : JAT. 2023 Apr; ?(?):. doi: 10.1002/jat.4474. [PMID: 37057715]
  • Tingting Ma, Hao Zhang, Tongxi Li, Junjie Bai, Ziming Wu, Tianying Cai, Yifan Chen, Xianming Xia, Yichao Du, Wenguang Fu. Protective effect of pinocembrin from Penthorum chinense Pursh on hepatic ischemia reperfusion injury via regulating HMGB1/TLR4 signal pathway. Phytotherapy research : PTR. 2023 Jan; 37(1):181-194. doi: 10.1002/ptr.7605. [PMID: 36097366]
  • Tong Wang, Hua Tian, Tianqi Pan, Shutong Yao, Huayun Yu, Yumei Wu, Shijun Wang. Pinocembrin suppresses oxidized low-density lipoprotein-triggered NLRP3 inflammasome/GSDMD-mediated endothelial cell pyroptosis through an Nrf2-dependent signaling pathway. Scientific reports. 2022 08; 12(1):13885. doi: 10.1038/s41598-022-18297-3. [PMID: 35974041]
  • Baorui Xing, Nana Feng, Juan Zhang, Yunmei Li, Xiuxiu Hou, Hao Wu, Wendong Liu, Guangpu Han. Pinocembrin relieves hip fracture-induced pain by repressing spinal substance P signaling in aged rats. Journal of neurophysiology. 2022 02; 127(2):397-404. doi: 10.1152/jn.00517.2021. [PMID: 34986062]
  • Hongxia Gong. Pinocembrin suppresses proliferation and enhances apoptosis in lung cancer cells in vitro by restraining autophagy. Bioengineered. 2021 12; 12(1):6035-6044. doi: 10.1080/21655979.2021.1972779. [PMID: 34486470]
  • Ling-Lei Kong, Li Gao, Ke-Xin Wang, Nan-Nan Liu, Cheng-di Liu, Guo-Dong Ma, Hai-Guang Yang, Xue-Mei Qin, Guan-Hua Du. Pinocembrin attenuates hemorrhagic transformation after delayed t-PA treatment in thromboembolic stroke rats by regulating endogenous metabolites. Acta pharmacologica Sinica. 2021 Aug; 42(8):1223-1234. doi: 10.1038/s41401-021-00664-x. [PMID: 33859344]
  • Halil Ibrahim Guler, Gizem Tatar, Oktay Yildiz, Ali Osman Belduz, Sevgi Kolayli. Investigation of potential inhibitor properties of ethanolic propolis extracts against ACE-II receptors for COVID-19 treatment by molecular docking study. Archives of microbiology. 2021 Aug; 203(6):3557-3564. doi: 10.1007/s00203-021-02351-1. [PMID: 33950349]
  • Anna R Cappello, Francesca Aiello, Nicoletta Polerà, Biagio Armentano, Ivan Casaburi, Maria Luisa Di Gioia, Monica R Loizzo, Vincenza Dolce, Vincenzo Pezzi, Rosa Tundis. In vitro anti-proliferative and anti-bacterial properties of new C7 benzoate derivatives of pinocembrin. Natural product research. 2021 Jun; 35(11):1783-1791. doi: 10.1080/14786419.2019.1641805. [PMID: 31311327]
  • Wenqi Wang, Xin Feng, Yu Du, Cen Liu, Xinxin Pang, Kunxiu Jiang, Xirui Wang, Yonggang Liu. Synthesis of Novel Pinocembrin Amino Acid Derivatives and Their Antiaging Effect on Caenorhabditis elegans via the Modulating DAF-16/FOXO. Drug design, development and therapy. 2021; 15(?):4177-4193. doi: 10.2147/dddt.s330223. [PMID: 34675482]
  • Jamras Kanchanapiboon, Ubonphan Kongsa, Duangpen Pattamadilok, Sunisa Kamponchaidet, Detmontree Wachisunthon, Subhadhcha Poonsatha, Sasiwan Tuntoaw. Boesenbergia rotunda extract inhibits Candida albicans biofilm formation by pinostrobin and pinocembrin. Journal of ethnopharmacology. 2020 Oct; 261(?):113193. doi: 10.1016/j.jep.2020.113193. [PMID: 32730867]
  • Siwaporn Boonyasuppayakorn, Thanaphon Saelee, Peerapat Visitchanakun, Asada Leelahavanichkul, Kowit Hengphasatporn, Yasuteru Shigeta, Thao Nguyen Thanh Huynh, Justin Jang Hann Chu, Thanyada Rungrotmongkol, Warinthorn Chavasiri. Dibromopinocembrin and Dibromopinostrobin Are Potential Anti-Dengue Leads with Mild Animal Toxicity. Molecules (Basel, Switzerland). 2020 Sep; 25(18):. doi: 10.3390/molecules25184154. [PMID: 32932762]
  • Bei Yue, Junyu Ren, Zhilun Yu, Xiaoping Luo, Yijing Ren, Jing Zhang, Sridhar Mani, Zhengtao Wang, Wei Dou. Pinocembrin alleviates ulcerative colitis in mice via regulating gut microbiota, suppressing TLR4/MD2/NF-κB pathway and promoting intestinal barrier. Bioscience reports. 2020 07; 40(7):. doi: 10.1042/bsr20200986. [PMID: 32687156]
  • Ramiro Quintanilla-Licea, Javier Vargas-Villarreal, María Julia Verde-Star, Verónica Mayela Rivas-Galindo, Ángel David Torres-Hernández. Antiprotozoal Activity against Entamoeba histolytica of Flavonoids Isolated from Lippia graveolens Kunth. Molecules (Basel, Switzerland). 2020 May; 25(11):. doi: 10.3390/molecules25112464. [PMID: 32466359]
  • Alvaro José Hernández Tasco, Román Yesid Ramírez Rueda, Carlos José Alvarez, Fabiana Terezinha Sartori, Ana Claudia B C Sacilotto, Izabel Yoko Ito, Walter Vichnewski, Marcos José Salvador. Antibacterial and antifungal properties of crude extracts and isolated compounds from Lychnophora markgravii. Natural product research. 2020 Mar; 34(6):863-867. doi: 10.1080/14786419.2018.1503263. [PMID: 30445853]
  • Gasper Maeda, Joan J E Munissi, Sofia Lindblad, Sandra Duffy, Jerry Pelletier, Vicky M Avery, Stephen S Nyandoro, Máté Erdélyi. A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis. Journal of natural products. 2020 02; 83(2):316-322. doi: 10.1021/acs.jnatprod.9b00721. [PMID: 32067457]
  • Tianxin Ye, Cui Zhang, Gang Wu, Weiguo Wan, Jinjun Liang, Xin Liu, Dishiwen Liu, Bo Yang. Pinocembrin attenuates autonomic dysfunction and atrial fibrillation susceptibility via inhibition of the NF-κB/TNF-α pathway in a rat model of myocardial infarction. International immunopharmacology. 2019 Dec; 77(?):105926. doi: 10.1016/j.intimp.2019.105926. [PMID: 31704291]
  • Sarvinoz I Rustamova, Nargiza A Tsiferova, Ozoda J Khamidova, Ranokhon Sh Kurbannazarova, Petr G Merzlyak, Zainab A Khushbaktova, Vladimir N Syrov, Erkin Kh Botirov, Kamila A Eshbakova, Ravshan Z Sabirov. Effect of plant flavonoids on the volume regulation of rat thymocytes under hypoosmotic stress. Pharmacological reports : PR. 2019 Dec; 71(6):1079-1087. doi: 10.1016/j.pharep.2019.05.023. [PMID: 31629088]
  • Jun Gao, Shixin Lin, Yao Gao, Xia Zou, Jun Zhu, Man Chen, Hong Wan, Hong Zhu. Pinocembrin inhibits the proliferation and migration and promotes the apoptosis of ovarian cancer cells through down-regulating the mRNA levels of N-cadherin and GABAB receptor. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Dec; 120(?):109505. doi: 10.1016/j.biopha.2019.109505. [PMID: 31634778]
  • Jia Le Lee, Marcus Wing Choy Loe, Regina Ching Hua Lee, Justin Jang Hann Chu. Antiviral activity of pinocembrin against Zika virus replication. Antiviral research. 2019 07; 167(?):13-24. doi: 10.1016/j.antiviral.2019.04.003. [PMID: 30959074]
  • Xiaoling Shen, Yeju Liu, Xiaoya Luo, Zhihong Yang. Advances in Biosynthesis, Pharmacology, and Pharmacokinetics of Pinocembrin, a Promising Natural Small-Molecule Drug. Molecules (Basel, Switzerland). 2019 Jun; 24(12):. doi: 10.3390/molecules24122323. [PMID: 31238565]
  • Pornphimol Meesakul, Christopher Richardson, Stephen G Pyne, Surat Laphookhieo. α-Glucosidase Inhibitory Flavonoids and Oxepinones from the Leaf and Twig Extracts of Desmos cochinchinensis. Journal of natural products. 2019 04; 82(4):741-747. doi: 10.1021/acs.jnatprod.8b00581. [PMID: 30835120]
  • Kumju Youn, Mira Jun. Biological Evaluation and Docking Analysis of Potent BACE1 Inhibitors from Boesenbergia rotunda. Nutrients. 2019 Mar; 11(3):. doi: 10.3390/nu11030662. [PMID: 30893825]
  • Loretta Pobłocka-Olech, Iwona Inkielewicz-Stepniak, Mirosława Krauze-Baranowska. Anti-inflammatory and antioxidative effects of the buds from different species of Populus in human gingival fibroblast cells: Role of bioflavanones. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Mar; 56(?):1-9. doi: 10.1016/j.phymed.2018.08.015. [PMID: 30668329]
  • Yoshiharu Okuno, Shinsuke Marumoto, Mitsuo Miyazawa. Antimutagenic activity of flavonoids from Sozuku. Natural product research. 2019 Mar; 33(6):862-865. doi: 10.1080/14786419.2017.1408104. [PMID: 29183163]
  • R Tundis, L Frattaruolo, G Carullo, B Armentano, M Badolato, M R Loizzo, F Aiello, A R Cappello. An ancient remedial repurposing: synthesis of new pinocembrin fatty acid acyl derivatives as potential antimicrobial/anti-inflammatory agents. Natural product research. 2019 Jan; 33(2):162-168. doi: 10.1080/14786419.2018.1440224. [PMID: 29463111]
  • Yannan Li, Jing Ning, Yan Wang, Chao Wang, Chengpeng Sun, Xiaokui Huo, Zhenlong Yu, Lei Feng, Baojing Zhang, Xiangge Tian, Xiaochi Ma. Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects. Toxicology letters. 2018 Sep; 294(?):27-36. doi: 10.1016/j.toxlet.2018.05.008. [PMID: 29753067]
  • Peng Zhang, Jin Xu, Wei Hu, Dong Yu, Xiaolu Bai. Effects of Pinocembrin Pretreatment on Connexin 43 (Cx43) Protein Expression After Rat Myocardial Ischemia-Reperfusion and Cardiac Arrhythmia. Medical science monitor : international medical journal of experimental and clinical research. 2018 Jul; 24(?):5008-5014. doi: 10.12659/msm.909162. [PMID: 30022020]
  • Piotr Kuś, Igor Jerković, Martina Jakovljević, Stela Jokić. Extraction of bioactive phenolics from black poplar (Populus nigra L.) buds by supercritical CO2 and its optimization by response surface methodology. Journal of pharmaceutical and biomedical analysis. 2018 Apr; 152(?):128-136. doi: 10.1016/j.jpba.2018.01.046. [PMID: 29414004]
  • Jessica Granados-Pineda, Norma Uribe-Uribe, Patricia García-López, María Del Pilar Ramos-Godinez, J Fausto Rivero-Cruz, Jazmin Marlen Pérez-Rojas. Effect of Pinocembrin Isolated from Mexican Brown Propolis on Diabetic Nephropathy. Molecules (Basel, Switzerland). 2018 Apr; 23(4):. doi: 10.3390/molecules23040852. [PMID: 29642511]
  • Isabel Escriche, Marisol Juan-Borrás. Standardizing the analysis of phenolic profile in propolis. Food research international (Ottawa, Ont.). 2018 04; 106(?):834-841. doi: 10.1016/j.foodres.2018.01.055. [PMID: 29579994]
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