112109-69-0Relevant academic research and scientific papers
BIOISPIRED PROTEASOME ACTIVATORS WITH ANTIAGEING ACTIVITY
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Page/Page column 7; 19, (2019/10/01)
The present invention relates to novel bio-inspired hybrid compounds of formula I which act as proteasome activators and exhibit anti-ageing activity, as well as methods for their synthesis. These hybrid compounds combine the structural features of hydroxytyrosol and the natural antioxidant vitamin E or its bioisosteres in one molecular scaffold. The compounds of formula I, which include structural proteasome activators (activation by stereochemical interaction), can be used in the production of anti-ageing products, such as cosmetic preparations. Additionally, they can be used in conditions and diseases where the proteasome is down-regulated, as well as proteasome-activation control compounds.
Total synthesis of (2RS)-α-tocopherol through Ni-catalyzed 1,4-addition to a chromenone intermediate
Termath, Andreas Ole,Velder, Janna,Stemmler, Rene T.,Netscher, Thomas,Bonrath, Werner,Schmalz, Hans-Guenther
supporting information, p. 3337 - 3340 (2014/06/09)
A novel strategy for the total synthesis of α-tocopherol ("vitamin E") was elaborated on the basis of the conjugate addition of AlMe3 (as a methyl anion equivalent) to a 2-substituted chromenone. Starting from trimethylhydroquinone and (R,R)-he
A straightforward hetero-diels-alder approach to (2-ambo,4′R, 8′R)-α/β/γ/δ-4-thiatocopherol
Menichetti, Stefano,Amorati, Riccardo,Bartolozzi, Maria Grazia,Pedulli, Gian Franco,Salvini, Antonella,Viglianisi, Caterina
supporting information; experimental part, p. 2218 - 2225 (2010/07/03)
A simple and original inverse electron demand hetero-Diels-Alder reaction has been successfully applied to the synthesis of (2-ambo,4′R,8′R)- α/β/γ/δ-4-thiatocopherol. Commercially available methyl hydroquinones and. (2E,7R,11R)-(+)-phytol were exploited for the preparation of the ortho-thioquinones, acting as electron-poor dienes, and of the proper 1,3-diene used as dienophile, respectively. The benzoxathiine cycloadducts, with the required tocopherol-like skeleton, were obtained with complete control, of regio and chemoselectivity. The antioxidant activity of 4-thiatocopherols was measured and rationalized in comparison with that of the corresponding natural components of Vitamin E.
NOVEL URACIL DERIVATIVES AND MEDICINAL USE THEREOF
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Page/Page column 22, (2010/02/11)
There are provided a uracil derivative represented by the general formula (I): wherein X represents a group selected from NHCO, NHCH2, CO, CONH and CH2NH; R1 represents a hydrogen atom or a substituted or unsubstituted alk
Synthesis of 4-alkoxyaryl β-D-glucopyranosides and their inhibitory effects on histamine release from rat peritoneal mast cells induced by concanavalin A
Wang,Furukawa,Nihro,Kakegawa,Matsumoto,Satoh
, p. 570 - 575 (2007/10/02)
The inhibitory effects of newly synthesized 4-alkoxyaryl β-D- glucopyranosides on histamine release from rat peritoneal mast cells induced by concanavalin A were examined. A plot of hydrophobicity (k') against inhibitory activity of the compounds showed a distinct maximum, and 4- decyloxy-2,3,6-trimethylphenyl β-D-glucopyranoside was the most potent inhibitor among the tested compounds.
Synthesis and anti lipid-peroxidation activity of hydroquinone monoalkyl ethers
Nihro,Furukawa,Sogawa,Wang,Miyataka,Matsumoto,Miki,Satoh
, p. 576 - 579 (2007/10/02)
A series of hydroquinone monoalkyl ethers was synthesized and evaluated for anti lipid-peroxidation activity in rat liver microsomes. 4-Hexyloxy- 2,3,6-trimethylphenol (9), having a low redox potential, as well as ascorbic acid exhibited the strongest anti lipid-peroxidation activity (IC50 = 4.2 x 10-7 M). Structure-activity relationship studies demonstrated that the inhibitory effect of hydroquinone monoalkyl ethers on lipid peroxidation was increased by the acquisition of an optimum hydrophobicity and decreased by an insufficient or excessive hydrophobicity.
Studies on hindered phenols and analogues. 1. Hypolipidemic and hypoglycemic agents with ability to inhibit lipid peroxidation
Yoshioka,Fujita,Kanai,Aizawa,Kurumada,Hasegawa,Horikoshi
, p. 421 - 428 (2007/10/02)
A series of hindered phenols were investigated as hypolipidemic and/or hypoglycemic agents with ability to inhibit lipid peroxidation. 1,3-Benzoxathioles (9 and 22), phenoxypentanoic acid (34), phenoxypentanol (35a), phenoxynonanol (35b), phenylchloropropionic acid having a chromanyl group (25), and a thiazolidine compound (27) derived from 25, all having a hindered phenol group, were prepared and examined. Compound 27 showed the expected biological properties in vivo and in vitro without any liver weight increase. Biological activities of the analogous thiazolidine compounds, 43-58, were compared. Thus, roxy-2,5,7,8-tetramethylchroman-2-yl(methoxy]-benzyl]-2,4-thiazolidinedione (27) (CS-045) was found to have all our expected properties and was selected as a candidate for further development as a hypoglycemic and hypolipidemic agent.
