Tag: 622.8727

Yu, Qing et al. published their research in Journal of Mass Spectrometry in 2012 | CAS: 112246-15-8

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Numerous natural products have tetrahydropyran skeleton as the building block for designing new natural products and their derivatives e.g. aplysiatoxins, avermectins, oscillatoxins, talaromycins, latrunculins and acutiphycins. There is large number of marine macrolide natural products that contain tetrahydropyran and tetrahydrofuran ring together. For instance, goniodomin A (actin targeting polyether), prorocentrolide (toxin halistatins), and percentotoxineCategory: tetrahydropyran

Silver (Ι)-assisted enantiomeric analysis of ginsenosides using electrospray ionization tandem mass spectrometry was written by Yu, Qing;Yu, Binbin;Yang, Hongmei;Li, Xue;Liu, Shuying. And the article was included in Journal of Mass Spectrometry in 2012.Category: tetrahydropyran This article mentions the following:

For identification of ginsenoside enantiomers, electrospray ionization mass spectrometry (ESI-MS) was used to generate silver complexes of the type [ginsenoside + Ag]+. Collision induced dissociation of the silver-ginsenoside complexes produced fragment ions by dehydration, allowing differentiation of ginsenoside enantiomers by the intensity of [M + Ag – H2O]+ ion. In the meanwhile, an approach based on the distinct profiles of enantiomer-selective fragment ion intensity varied with collision energy was introduced to refine the identification and quantitation of ginsenoside enantiomers. Five pairs of enantiomeric ginsenosides were distinguished and quantified on the basis of the distribution of fragment ion [M + Ag – H2O]+. This method was also extended to the identification of other type of ginsenoside isomers such as ginsenoside Rb2 and Rb3. For demonstrating the practicability of this novel approach, it was utilized to analyze the molar ratio of 20-(S) and 20-(R) type enantiomeric ginsenosides in enantiomer mixture in red ginseng extract The generation of characteristic fragment ion [M + Ag – H2O]+ likely results from the reduction of potential energy barrier of dehydration because of the catalysis of silver ion. The mechanism of enantiomer identification of ginsenosides was discussed from the aspects of computational modeling and internal energy. Copyright © 2012 John Wiley & Sons, Ltd. In the experiment, the researchers used many compounds, for example, 20(R)-Ginsenoside Rh2 (cas: 112246-15-8Category: tetrahydropyran).

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Numerous natural products have tetrahydropyran skeleton as the building block for designing new natural products and their derivatives e.g. aplysiatoxins, avermectins, oscillatoxins, talaromycins, latrunculins and acutiphycins. There is large number of marine macrolide natural products that contain tetrahydropyran and tetrahydrofuran ring together. For instance, goniodomin A (actin targeting polyether), prorocentrolide (toxin halistatins), and percentotoxineCategory: tetrahydropyran

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Qi, Xiao-dan et al. published their research in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2011 | CAS: 112246-15-8

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Tetrahydropyrans and furans principally constitute as a central motif in diverse medicinally privileged molecules. 2-(Arylmethylene)cyclopropylcarbinols could be converted to the corresponding tetrahydropyrans stereoselectively in the presence of Brønsted acids under mild conditions. A plausible Prins-type reaction mechanism has been proposed.COA of Formula: C36H62O8

20 (S)-Ginsenoside-Rh2 and 20 (R)-ginsenoside-Rh2 activated IkappaB phosphorylation expression in human lung adenocarcinoma A549 cells was written by Qi, Xiao-dan;Hou, Jin-cai;Yu, Hai-tao;Zhang, Chun-jing. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2011.COA of Formula: C36H62O8 This article mentions the following:

To study the underlying mechanism of 20 (S)-Ginsenoside-Rh2 and 20 (R)-Ginsenoside-Rh2 inducing apoptosis of human lung adenocarcinoma A549 cells. In this study, cell death rate and cell survival rate were obtained using Trypan blue staining cell viability assay, and transmission electron microscopy was used to detect cell apoptosis. Meanwhile, IkappaB phosphorylation expression was analyzed by western blotting. Results showed that after A549 cells were treated with 30 μg/mL 20(S)-Rh2 and 20(R)-Rh2 for 48h, cell death rate increased significantly compared with the control group (P<0.05), and nuclear condensation, fragmentation, karyopycnosis and apoptotic bodies were found under transmission electron microscope. There were no significant changes of IkappaB expression after treated with 20(S)-Rh2 and 20(R)-Rh2 (P>0.05). After treated with 20(R)-Rh2, p-IkappaB expression increased obviously between 4h-6h (P<0.05). After treated with 20(S)-Rh2, p-IkappaB expression increased obviously between 1h-2h (P<0.05), back to normal over time after 3h, increased significantly again between 4h-6h (P<0.05), which indicated the activation of IkappaB participated in A549 cell apoptosis induced by Rh2. These results demonstrated that 20(S)-Rh2 and 20(R)-Rh2 both have the functions of activating I-kappaB/NF-kappaB signaling pathway, thus promoting A549 cell apoptosis. In the experiment, the researchers used many compounds, for example, 20(R)-Ginsenoside Rh2 (cas: 112246-15-8COA of Formula: C36H62O8).

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Tetrahydropyrans and furans principally constitute as a central motif in diverse medicinally privileged molecules. 2-(Arylmethylene)cyclopropylcarbinols could be converted to the corresponding tetrahydropyrans stereoselectively in the presence of Brønsted acids under mild conditions. A plausible Prins-type reaction mechanism has been proposed.COA of Formula: C36H62O8

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Chen, Yingjie et al. published their research in Shenyang Yaoxueyuan Xuebao in 1987 | CAS: 112246-15-8

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. There is large number of marine macrolide natural products that contain tetrahydropyran and tetrahydrofuran ring together. For instance, goniodomin A (actin targeting polyether), prorocentrolide (toxin halistatins), and percentotoxineCOA of Formula: C36H62O8

Minor saponins from the leaves of Panax ginseng C.A.Meyer was written by Chen, Yingjie;Xu, Suixu;Ma, Qifeng;Yao, Xinsheng;Ogihara, Yukio;Takeda, Tadahiro. And the article was included in Shenyang Yaoxueyuan Xuebao in 1987.COA of Formula: C36H62O8 This article mentions the following:

Five minor compounds isolated from the leaves of P. ginseng were characterized as 20(R)-protopanaxatriol, daucosterin, 3β,12β-dihydroxy-dammar-20(22),24-diene-3-O-β-D-glucopyranoside (I), 20(R)-protopanaxadiol-3-O-β-D-glucopyranoside (II), and ginsenoside Rh2, resp., on the basis of spectral analyses and chem. evidence. The two new saponins, I and II, were named as ginsenoside Rh3 and 20(R)-ginsenoside Rh2. Nine other major saponins obtained simultaneously were identical with ginsenoside Rh1, -Rg3, -Rg2, -Rg1, -Re, -Rd, -Rc, -Rb2 and Rb1 resp. In the experiment, the researchers used many compounds, for example, 20(R)-Ginsenoside Rh2 (cas: 112246-15-8COA of Formula: C36H62O8).

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. There is large number of marine macrolide natural products that contain tetrahydropyran and tetrahydrofuran ring together. For instance, goniodomin A (actin targeting polyether), prorocentrolide (toxin halistatins), and percentotoxineCOA of Formula: C36H62O8

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Wang, Hongda et al. published their research in Analytical and Bioanalytical Chemistry in 2019 | CAS: 112246-15-8

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Tetrahydropyrans are also used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Synthetic Route of C36H62O8

In-depth profiling, characterization, and comparison of the ginsenosides among three different parts (the root, stem leaf, and flower bud) of Panax quinquefolius L. by ultra-high performance liquid chromatography/quadrupole-Orbitrap mass spectrometry was written by Wang, Hongda;Zhang, Chunxia;Zuo, Tiantian;Li, Weiwei;Jia, Li;Wang, Xiaoyan;Qian, Yuexin;Guo, Dean;Yang, Wenzhi. And the article was included in Analytical and Bioanalytical Chemistry in 2019.Synthetic Route of C36H62O8 This article mentions the following:

Despite Panax quinquefolius L. serving as a crucial source for food additives, healthcare products, and herbal medicines, unawareness of the metabolome differences among three parts (root, PQR; stem leaf, PQL; flower bud, PQF) seriously restricts its quality control. Ultra-high performance liquid chromatog./quadrupole-Orbitrap mass spectrometry (UHPLC/Q-Orbitrap-MS) was fully utilized to comprehensively identify and compare the ginsenoside compositions among PQR, PQL, and PQF. Metabolite profiling and characterization were performed by coupling reversed-phase UHPLC (a CSH C18 column) and improved untargeted data-dependent MS2 acquisition in the neg. mode. A novel vehicle, “Ginsenoside Sieve,” was proposed by developing fixed tolerance (卤 10 mDa), discrete mass defect filtering (MDF) based on the m/z features of 499 known ginsenosides, which assisted in the screening of 71 (from 3453 ions), 89 (from 6842), and 84 (from 7369) target precursor masses for PQR, PQL, and PQF, resp. The newly established data-dependent acquisition (DDA) approach exhibited 14% improvement in characterization of targeted components (using a PQL sample), and comparable performance in identifying the unknown, compared with conventional DDA. We could characterize 347 saponins (147 from PQR, 173 from PQL, and 195 from PQF), and 157 thereof not ever-isolated from the Panax genus. These potentially new saponins have 63 unknown masses. Subsequent untargeted metabolomics anal. unveiled 20 marker saponins, among which m-Rb1, Rb1, Ro, m-Rb2, and m-Rb1 isomer are the most important diagnostic for differentiating the three parts. Conclusively, the established improved DDA represents a potent ginsenoside characterization strategy, and the results obtained in this work would benefit better quality control of P. quinquefolius. In the experiment, the researchers used many compounds, for example, 20(R)-Ginsenoside Rh2 (cas: 112246-15-8Synthetic Route of C36H62O8).

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Tetrahydropyrans are also used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Synthetic Route of C36H62O8

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Nguyen, Huu Tung et al. published their research in Archives of Pharmacal Research in 2011 | CAS: 112246-15-8

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Numerous natural products have tetrahydropyran skeleton as the building block for designing new natural products and their derivatives e.g. aplysiatoxins, avermectins, oscillatoxins, talaromycins, latrunculins and acutiphycins. There is large number of marine macrolide natural products that contain tetrahydropyran and tetrahydrofuran ring together. For instance, goniodomin A (actin targeting polyether), prorocentrolide (toxin halistatins), and percentotoxineSafety of 20(R)-Ginsenoside Rh2

Inhibitory effect of ginsenosides from steamed ginseng-leaves and flowers on the LPS-stimulated IL-12 production in bone marrow-derived dendritic cells was written by Nguyen, Huu Tung;Quang, Tran Hong;Son, Jeong-Hyun;Koo, Jung-Eun;Hong, Hye-Jin;Koh, Young-Sang;Song, Gyu Yong;Kim, Young Ho. And the article was included in Archives of Pharmacal Research in 2011.Safety of 20(R)-Ginsenoside Rh2 This article mentions the following:

Interleukin-12, a heterodimeric cytokine comprising p40 and p35 subunits, plays an essential role in the regulating the differentiation of Th cells, which establish and maximize the capabilities of the immune system. The aim of present study is to screen the effect of 21 ginsenosides from steamed ginseng-leaves and flowers on IL-12 production in bone marrow-derived dendritic cells induced by lipopolysaccharide. Noticeably, ginsenoside Rg6 and ginsenoside F4 exhibited particularly inhibitory effect on LPS-induced IL-12 production with the inhibition values of 80 and 82%; and ginsenoside ST1 , ginsenoside SL2 , ginsenoside SL3 , ginsenoside Rh3, ginsenoside Rk2, and ginsenoside Rs4 showed moderate effects with inhibition rates of 63, 65, 67, 68, 71, 73, and 67%, resp. These results warrant further studies concerning potential of saponin extracts of steamed ginseng-leaves and flowers for medicinal uses. In the experiment, the researchers used many compounds, for example, 20(R)-Ginsenoside Rh2 (cas: 112246-15-8Safety of 20(R)-Ginsenoside Rh2).

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Numerous natural products have tetrahydropyran skeleton as the building block for designing new natural products and their derivatives e.g. aplysiatoxins, avermectins, oscillatoxins, talaromycins, latrunculins and acutiphycins. There is large number of marine macrolide natural products that contain tetrahydropyran and tetrahydrofuran ring together. For instance, goniodomin A (actin targeting polyether), prorocentrolide (toxin halistatins), and percentotoxineSafety of 20(R)-Ginsenoside Rh2

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Zheng, Yu Fen et al. published their research in Food and Chemical Toxicology in 2014 | CAS: 112246-15-8

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. The bismuth chloride-assisted cross-cyclization between homoallylic alcohols and epoxides provided various benzyl tetrahydropyran derivatives. The reaction afforded good yields of desired products and occurred under mild conditions.HPLC of Formula: 112246-15-8

Evaluation of the in vitro/in vivo drug interaction potential of BST204, a purified dry extract of ginseng, and its four bioactive ginsenosides through cytochrome P450 inhibition/induction and UDP-glucuronosyltransferase inhibition was written by Zheng, Yu Fen;Bae, Soo Hyeon;Choi, Eu Jin;Park, Jung Bae;Kim, Sun Ok;Jang, Min Jung;Park, Gyu Hwan;Shin, Wan Gyoon;Oh, Euichaul;Bae, Soo Kyung. And the article was included in Food and Chemical Toxicology in 2014.HPLC of Formula: 112246-15-8 This article mentions the following:

We evaluated the potential of BST204, a purified dry extract of ginseng, to inhibit or induce human liver cytochrome P 450 enzymes (CYPs) and UDP-glucuronosyltransferases (UGTs) in vitro to assess its safety. In vitro drug interactions of four bioactive ginsenosides of BST204, S-Rg3, R-Rg3, S-Rh2, and R-Rh2, were also evaluated. We demonstrated that BST204 slightly inhibited CYP2C8, CYP2D6, CYP2C9, and CYP2B6 activities with IC50 values of 17.4, 26.8, 31.5, and 49.7 渭g/mL, resp. BST204 also weakly inhibited UGT1A1, UGT1A9, and UGT2B7 activities with IC50 values of 14.5, 26.6, and 31.5 渭g/mL, resp. The potential inhibition by BST204 of the three UGT activities might be attributable to S-Rg3, at least in part, as its inhibitory pattern was similar to that of BST204. However, BST204 showed no time-dependent inactivation of the nine CYPs studied. In addition, BST204 did not induce CYP1A2, 2B6, or 3A4/5. On the basis of an in vivo interaction studies, our data strongly suggest that BST204 is unlikely to cause clin. significant drug-drug interactions mediated via inhibition or induction of most CYPs or UGTs involved in drug metabolism in vivo. Our findings offer a clearer understanding and possibility to predict drug-drug interactions for the safe use of BST204 in clin. practice. In the experiment, the researchers used many compounds, for example, 20(R)-Ginsenoside Rh2 (cas: 112246-15-8HPLC of Formula: 112246-15-8).

20(R)-Ginsenoside Rh2 (cas: 112246-15-8) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. The bismuth chloride-assisted cross-cyclization between homoallylic alcohols and epoxides provided various benzyl tetrahydropyran derivatives. The reaction afforded good yields of desired products and occurred under mild conditions.HPLC of Formula: 112246-15-8

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics