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A tetrahydroxyflavone that consists of isoorientin having a beta-glucosyl residue attached at position 2''.

Identification

IUPAC Names

(1S)-1,5-anhydro-1-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-6-yl]-2-O-beta-D-glucopyranosyl-D-glucitol

Molecular Formula
C27H30O16
Mass
610.519
Monoisotopic Mass
610.15338
Charge
0
InChI
InChI=1S/C27H30O16/c28-6-15-20(35)23(38)26(43-27-24(39)22(37)19(34)16(7-29)42-27)25(41-15)18-12(33)5-14-17(21(18)36)11(32)4-13(40-14)8-1-2-9(30)10(31)3-8/h1-5,15-16,19-20,22-31,33-39H,6-7H2/t15-,16-,19-,20-,22+,23+,24-,25+,26-,27+/m1/s1
InChIKey
QWAZWXOCSOFIPS-FASGCTRLSA-N
SMILES
C1=2C(OC(=CC1=O)C3=CC(=C(C=C3)O)O)=CC(=C(C2O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](CO)O5)O)O)O)O
Synonyms

isoorientin 2''-glucopyranoside

isoorientin 2''-glucoside

Isoorientin 2''-O-glucopyranoside

Meloside L

Species

dianthus chinensis

NCBI:txid118431 7764590

passiflora incarnata

NCBI:txid159425 2026709

oryza sativa

NCBI:txid4530 26860358

NCBI:txid4530 23849114

Europe PubMed Central results

Gomisin J attenuates cerebral ischemia/reperfusion injury by inducing anti-apoptotic, anti-inflammatory, and antioxidant effects in rats.

Author: Min X, Zhao L, Shi Y, Wang J, Lv H, Song X, Zhao Q, Zhao Q, Jing R, Hu J.

Abstract: Ischemic stroke is one of the leading causes of morbidity and mortality in humans. Cerebral ischemia-reperfusion (CIR) injury serves as a leading cause of stroke. <i>Schisandra chinensis</i> is a well-known Chinese traditional medicine. In this study, we explored the role of Gomisin J (GJ), a compound of <i>S. chinensis</i>, in CIR using a middle cerebral artery occlusion/reperfusion rat model and the possible mechanisms. We identified that GJ reduced neurological scores, cerebral infarction, and water content in the I/R rat brain. Importantly, GJ rescued I/R treatment-reduced neuron survival in the hippocampus, inhibited apoptosis of ischemic tissues in I/R rats, increased B-cell lymphoma-extra-large (Bcl-XL) expression, and reduced the levels of cleaved caspase-3, Bax, cyclooxygenase-2, nuclear factor kappa-B, and nitric oxide in I/R rat brain tissues. Furthermore, GJ treatment enhanced nuclear factor E2 related factor 2 (Nrf2) translocation, heme oxygenase-1 (HO-1) expression, superoxide dismutase and glutathione peroxidase activities, and glutathione level. Overall, GJ treatment GJ attenuates CIR injury by inducing anti-apoptotic, antioxidant, and anti-inflammatory effects <i>in vivo</i>.

Metabolite profiling of the short-term responses of rice leaves (Oryza sativa cv. Ilmi) cultivated under different LED lights and its correlations with antioxidant activities.

Author: Jung ES, Lee S, Lim SH, Ha SH, Liu KH, Lee CH.

Abstract: Metabolite profiling of rice leaves (Oryza sativa cv. Ilmi) was performed to investigate the short-term responses to different light-emitting diode (LED) lights, blue (B), green (G), red (R), white (W), shade (S), by using gas chromatography-ion trap-mass spectrometry (GC-IT-MS) and ultra-performance liquid chromatography-quadrupole-time-of-flight-mass spectrometry (UPLC-Q-TOF-MS) with multivariate analysis. Clear grouping patterns of each light-grown sample, except G and W, were shown in partial least squares-discriminant analysis (PLS-DA). Thirty-two primary metabolites and eleven secondary metabolites were selected and visualized using heatmap. Antioxidant activities of rice leaves followed the order B=W=G>R>S and isoorientin-2''-O-glucoside, isovitexin-2''-O-glucoside, isoorientin-2''-O-(6'''-ρ-coumaroyl)-glucoside, and isoscoparin-2''-O-glucoside showed similar relative differences and had higher Pearson's correlation coefficients than other metabolites in correlation network. According to the orthogonal projection to latent structures-discriminant analysis (OPLS-DA) between B and R, the levels of amino acids, organic acids, fatty acids, and flavonoid glycosides were relatively high in B, whereas the glucose and fructose levels were high in R.

Identification of Conserved and Diverse Metabolic Shifts during Rice Grain Development.

Author: Hu C, Tohge T, Chan SA, Song Y, Rao J, Cui B, Lin H, Wang L, Fernie AR, Zhang D, Shi J.

Abstract: Seed development dedicates to reserve synthesis and accumulation and uncovering its genetic and biochemical mechanisms has been a major research focus. Although proteomic and transcriptomic analyses revealed dynamic changes of genes and enzymes involved, the information regarding concomitant metabolic changes is missing. Here we investigated the dynamic metabolic changes along the rice grain development of two japonica and two indica cultivars using non-targeted metabolomics approach, in which we successfully identified 214 metabolites. Statistical analyses revealed both cultivar and developmental stage dependent metabolic changes in rice grains. Generally, the stage specific metabolic kinetics corresponded well to the physiological status of the developing grains, and metabolic changes in developing rice grain are similar to those of dicot Arabidopsis and tomato at reserve accumulation stage but are different from those of dicots at seed desiccation stage. The remarkable difference in metabolite abundances between japonica and indica rice grain was observed at the reserve accumulation stage. Metabolite-metabolite correlation analysis uncovered potential new pathways for several metabolites. Taken together, this study uncovered both conserved and diverse development associated metabolic kinetics of rice grains, which facilitates further study to explore fundamental questions regarding the evolution of seed metabolic capabilities as well as their potential applications in crop improvement.

Semantic Segmentation of Intralobular and Extralobular Tissue from Liver Scaffold H&E Images.

Author: Jirik M, Gruber I, Moulisova V, Schindler C, Cervenkova L, Palek R, Rosendorf J, Arlt J, Bolek L, Dejmek J, Dahmen U, Zelezny M, Liska V.

Abstract: Decellularized tissue is an important source for biological tissue engineering. Evaluation of the quality of decellularized tissue is performed using scanned images of hematoxylin-eosin stained (H&E) tissue sections and is usually dependent on the observer. The first step in creating a tool for the assessment of the quality of the liver scaffold without observer bias is the automatic segmentation of the whole slide image into three classes: the background, intralobular area, and extralobular area. Such segmentation enables to perform the texture analysis in the intralobular area of the liver scaffold, which is crucial part in the recellularization procedure. Existing semi-automatic methods for general segmentation (i.e., thresholding, watershed, etc.) do not meet the quality requirements. Moreover, there are no methods available to solve this task automatically. Given the low amount of training data, we proposed a two-stage method. The first stage is based on classification of simple hand-crafted descriptors of the pixels and their neighborhoods. This method is trained on partially annotated data. Its outputs are used for training of the second-stage approach, which is based on a convolutional neural network (CNN). Our architecture inspired by U-Net reaches very promising results, despite a very low amount of the training data. We provide qualitative and quantitative data for both stages. With the best training setup, we reach 90.70% recognition accuracy.

Metabolite profiling of the short-term responses of rice leaves (Oryza sativa cv. Ilmi) cultivated under different LED lights and its correlations with antioxidant activities

Author: Jung ES, Lee S, Lim SH, Ha SH, Liu KH, Lee CH.

Abstract: Metabolite profiling of rice leaves (Oryza sativa cv. Ilmi) was performed to investigate the short-term responses to different light-emitting diode (LED) lights, blue (B), green (G), red (R), white (W), shade (S), by using gas chromatography–ion trap-mass spectrometry (GC–IT-MS) and ultra-performance liquid chromatography–quadrupole-time-of-flight-mass spectrometry (UPLC–Q-TOF-MS) with multivariate analysis. Clear grouping patterns of each light-grown sample, except G and W, were shown in partial least squares-discriminant analysis (PLS-DA). Thirty-two primary metabolites and eleven secondary metabolites were selected and visualized using heatmap. Antioxidant activities of rice leaves followed the order B=W=G>R>S and isoorientin-2′′-O-glucoside, isovitexin-2′′-O-glucoside, isoorientin-2′′-O-(6′′′-ρ-coumaroyl)-glucoside, and isoscoparin-2′′-O-glucoside showed similar relative differences and had higher Pearson's correlation coefficients than other metabolites in correlation network. According to the orthogonal projection to latent structures-discriminant analysis (OPLS-DA) between B and R, the levels of amino acids, organic acids, fatty acids, and flavonoid glycosides were relatively high in B, whereas the glucose and fructose levels were high in R.