121056-98-2Relevant academic research and scientific papers
Intrinsic charge carrier mobilities at InsulatorSemiconductor interfaces probed by microwave-based techniques: Studies with liquid crystalline organic semiconductors
Sakurai, Tsuneaki,Tsutsui, Yusuke,Choi, Wookjin,Seki, Shu
, p. 1401 - 1403 (2015)
The intrinsic, local-scale hole and electron mobilities at the interface between perylenediimide (PDI)-based liquid crystalline organic semiconductors and insulating polymers were evaluated by field-induced time-resolved microwave conductivity (FITRMC). T
Biodegradable and biocompatible spherical dendrimer nanoparticles with a gallic acid shell and a double-acting strong antioxidant activity as potential device to fight diseases from “oxidative stress”
Alfei, Silvana,Catena, Silvia,Turrini, Federica
, p. 259 - 270 (2020)
Gallic acid (GA) is a natural polyphenol with remarkable antioxidant power present in several vegetables and fruits. A normal feeding regime leads to a daily intake of GA which is reasonably regarded as “natural” and “safe” for humans. It owns strong pote
One-step modification to identify dual-inhibitors targeting both pancreatic triglyceride lipase and Niemann-Pick C1-like 1
Zhang, Renshuai,Song, Zhengming,Wang, Xueting,Xue, Jiao,Xing, Dongming
supporting information, (2021/03/16)
Pancreatic triglyceride lipase (PTL) and Niemann-Pick C1-like 1 (NPC1L1) have been identified as attractive therapeutic targets for obesity and hypercholesteremia, respectively. Obesity and hypercholesteremia usually co-exist, however no dual-inhibitors against PTL and NPC1L1 were reported for the treatment of obesity patients with hypercholesteremia so far. In this work, molecular hybridization-based one-step modification screening identified a potent dual-inhibitor against PTL and NPC1L1. Compound P1-11 has IC50 values of 2.1 μM against PTL through covalent binding, as well as significantly reduces cholesterol absorption in a non-competitive inhibitory manner. Molecule docking and molecular dynamics studies revealed the reason of its activity to both PTL and NPC1L1. Moreover, the gene and protein expression levels of PTL and NPC1L1 were also determined respectively after the treatment of P1-11. Development of dual-inhibitors against PTL and NPC1L1 could provide novel treatment options for obesity patients with hypercholesteremia. The results of current research would great support the development of dual-inhibitors against PTL and NPC1L1.
Synthesis and biological evaluation of new curcumin analogs inhibiting osteoclastogenesis
Kawano, Tomikazu,Matsumoto, Naomi,Nakanishi-Matsui, Mayumi,Ogawa, Satoshi,Ohashi, Toshika,Sugawara, Aoi,Tamura, Satoru
, p. 1233 - 1247 (2020/09/18)
A series of curcumin analogs (1-3) were newly designed and synthesized for the development of therapeutic agents for osteoporosis. Among the synthesized compounds, 2,5-substituted conjugated thiophene derivative (1a) and the corresponding pyrazine derivat
Understanding the regioselectivity in the oxidative condensation of catechins using pyrogallol-type model compounds
Yanase, Emiko,Ochiai, Yuto,Hirose, Sayumi
supporting information, p. 12359 - 12366 (2020/11/10)
Catechins are found in many foods, including tea. These compounds are bioactive. Previous studies have shown that catechins form dimers on oxidation, and there seem to be distinct regioselective effects. However, the dimerization mechanism and regioselectivity are not well understood. Therefore, we investigated the oxidation of four pyrogallol-type model compounds of epigallocatechin (EGC) having various substituents with 1 equiv of copper chloride and 30% dioxane in water. Compounds having 2C-2C or 2C-4C bonds in the B-ring were obtained in different product ratios. Comparison of the oxidation rates of each compound revealed that the model compounds having an oxygen atom corresponding to the 1-position of the C-ring of EGC underwent slow oxidation. In addition, using density functional theory calculations, we found that the highest occupied molecular orbital energies of these compounds were higher than those of the others. Further, the 2C-2C-bonded oxidation product having an A-ring and an oxygen atom at the C-ring 1-position was confirmed to have the highest thermodynamic stability. From these results, it is suggested that the regioselective condensation reaction of the catechin B-ring is related to interactions between the A-rings, as indicated by earlier studies, and the presence of oxygen at the 1-position of the C-ring in EGC.
Galloyl esters of trans-stilbenes are inhibitors of FASN with anticancer activity on non-small cell lung cancer cells
Tan, Yu-Jia,Ali,Tee, Sheng-Yang,Teo, Jun-Ting,Xi, Yu,Go, Mei-Lin,Lam
, (2019/08/20)
Fatty acid synthase (FASN) is a lipogenic enzyme that is selectively upregulated in malignant cells. There is growing consensus on the oncogenicity of FASN-driven lipogenesis and the potential of FASN as a druggable target in cancer. Here, we report the synthesis and FASN inhibitory activities of two novel galloyl esters of trans-stilbene EC1 and EC5. Inhibition of FASN was accompanied by a loss in AKT activation and profound apoptosis in several non-small cell lung cancer (NSCLC) cells at the growth inhibitory concentrations of EC1 and EC5. Both FASN and phospho-AKT levels were concurrently downregulated. However, addition of a lipid concentrate to the treated cells reinstated cell viability and reversed the loss of FASN and AKT protein levels, thus recapitulating the causal relationship between FASN inhibition and the loss in cell viability.
Preferential formation of columnar mesophases via peripheral modification of discotic π-systems with immiscible side chain pairs
Sakurai, Tsuneaki,Tsutsui, Yusuke,Kato, Kenichi,Takata, Masaki,Seki, Shu
supporting information, p. 1490 - 1496 (2016/02/23)
When sufficient volume of dodecyl chains are attached at one imide position of a perylenediimide (PDI) or naphthalenediimide (NDI) core and triethyleneglycol (TEG) chains on the other side, the resulting molecules PDIC12/TEGG0, PDIC12/TEGG1, and NDIC12/TEGG0 self-assemble into a rectangular columnar mesophase with p2mg symmetry, forming hydrophobic/hydrophilic nano-segregation of side chains. The driving force of PDIC12/TEGG0 to form preferentially the rectangular columnar mesophase is given by the immiscibility between the side chain pairs - exclusion of other phases such as cubic, crystalline and amorphous phases, where thermodynamically unstable contacts between hydrophobic and hydrophilic chains considerably take place. In contrast, this preference is less found in the analogous molecules decorated with either dodecyl or TEG chains at both termini. PDIC12/C12G0 and PDITEG/TEGG0 form a hexagonal columnar mesophase because of the optimized chain/core volume. However, if the side chain volume grows, PDITEG/TEGG1 does not form a mesophase but undergoes a soft crystalline-isotropic phase transition, while PDIC12/C12G1 was revealed to destabilize its columnar mesophase but forms a micellar cubic phase. NDIC12/C12G0 resulted in a strong crystallization, while NDITEG/TEGG0 formed amorphous liquid. The molecular design strategy using immiscible side chain pairs potentially enables a variety of π-systems to stack up to form a columnar phase rather than other ordered phases, regardless of the chain/core volume balance.
METHODS FOR SKIN WHITENING USING A GALLOTANNIN
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Page/Page column 11; 12, (2015/11/18)
A method is disclosed for synthesizing a compound that includes gallotannins from a part of a maple tree, into new skin whitening compounds. The method includes the step of isolating the gallotannin from the part of the maple tree.
Synthetic studies toward c-glucosidic ellagitannins: A biomimetic total synthesis of 5-O-desgalloylepipunicacortein A
Malik, Ga?lle,Natangelo, Anna,Charris, Jaime,Pouységu, Laurent,Manfredini, Stefano,Cavagnat, Dominique,Buffeteau, Thierry,Deffieux, Denis,Quideau, Stéphane
, p. 9063 - 9074 (2012/10/07)
C-glucosidic ellagitannins constitute a subclass of bioactive polyphenolic natural products with strong antioxidant properties, as well as promising antitumoral and antiviral activities that are related to their capacity to interact with both functional and structural proteins. To date, most synthetic efforts toward ellagitannins have concerned glucopyranosic species. The development of a synthetic strategy to access C-glucosidic ellagitannins, whose characteristic structural feature includes an atropoisomeric hexahydroxydiphenoyl (HHDP) or a nonahydroxyterphenoyl (NHTP) unit that is linked to an open-chain glucose core by a C-aryl glucosidic bond, is described herein. The total synthesis of the biarylic HHDP-containing 5-O- desgalloylepipunicacortein A (1 β) was achieved by either using the natural ellagic acid bis-lactone as a precursor of the requested HHDP unit or by implementing an atroposelective intramolecular oxidative biarylic coupling to forge this HHDP unit. Both routes converged in the penultimate step of this synthesis to enable a biomimetic formation of the key C-aryl glucosidic bond in the title compound.
PYRANS FOR USE IN THE TREATMENT OF INFECTION
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Page/Page column 10; 12; 21, (2010/02/15)
There is provided a novel compound of the general formula (I), in which each R is hydrogen, aryl, C1-6 alkyl, trialkylsilyl, or acyl, each R1 is selected from hydroxy, C1-6 alkoxy and acyloxy; each R2 is H, Csu
