64507-45-5Relevant academic research and scientific papers
[...] glucoside preparation method and its pharmaceutical use
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Paragraph 0033; 0034, (2019/03/10)
The invention discloses a [...] glucoside, such as formula (I) shown, this preparation method of the compound, such compound and containing such compound of a pharmaceutical composition for inhibiting microglia cell inflammation in the new application.
NEW LIPOPHENOL COMPOUNDS AND USES THEREOF
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Page/Page column 41; 42, (2015/11/10)
The present invention relates to a compound of formula (I) wherein: - i is 0 or 1; j is 0 or 1; k is 0 or 1; - R1 and R2 are in particular H, (C1-C12)alkyl, or a group of formula C(O)R; - R is a, linear or branched, alkyl radical, comprising at least 19 carbon atoms; - R3 is H and k=0 when j=1; or, when j=0, R3 is -C(O)R or -L-C(O)R; - L, U and L" are linkers; wherein, when j=0, at least one of the groups R1; R2 and R3 comprises a radical R.
Synthesis and evaluation of polyunsaturated fatty acid-phenol conjugates as anti-carbonyl-stress lipophenols
Crauste, Celine,Vigor, Claire,Brabet, Philippe,Picq, Madeleine,Lagarde, Michel,Hamel, Christian,Durand, Thierry,Vercauteren, Joseph
, p. 4548 - 4561 (2014/08/05)
Carbonyl and oxidative stress play a substantial role in various neurodegenerative diseases such as Alzheimer's Disease, Parkinsonism, and Age-related Macular Degeneration (AMD). In retinal pathologies, both mechanisms are involved in the transformation of all-trans-retinal (AtR, reactive aldehyde) into bis-retinoid A2E. Since an accumulation of AtR and A2E contributes to photoreceptor apoptosis, we designed and synthesized a series of O-alkylated resorcinol derivatives featuring enhanced anti-carbonyl-stress properties. Additionally, these phenolic structures are linked to a polyunsaturated fatty acid such as docosahexaenoic acid (C22:6 n-3; DHA) or to a lysophosphatidylcholine-DHA conjugate, in order to specifically increase their bioavailability, and thus, to target the retina. Selective syntheses of phloroglucinol-DHA, resveratrol-DHA, and phloroglucinol-DHA-PC (PC = phosphatidylcholine) conjugates using silyl protecting group strategies are presented, along with results of testing that demonstrate their ability to lower AtR toxicity in ARPE-19 cell lines. In order to use resorcinol derivatives to fight against the carbonyl-stress mechanism observed in retina pathologies, new lipophenol conjugates were synthesized with the aim of increasing bioavailability and reaching retina tissue. Strategies to link polyunsaturated fatty acids to polyphenol backbones are presented, along with the results of testing against retinal pigment epithelial cell lines. Copyright
Enol Ethers, XIV. Acylation of Keto Enol Ethers with Malonyl Dichloride - A New Synthesis of Phloroglucinols
Effenberger, Franz,Schoenwaelder, Karl-Heinz
, p. 3270 - 3279 (2007/10/02)
Phloroglucinols 4 and/or 4-hydroxy-2H-pyran-2-ones 5 are formed from keto enol ethers 1 and malonyl dichloride (2a) in high yields.Since the pyranones 5 can be smoothly converted into phloroglucinols, the reaction of 1 with 2a represents a new, facile synthetic route to phloroglucinols.The reaction proceeds via formation of a chloro carbonyl ketene 8 and its subsequent reaction with 1.The product ratio 4:5 is rationalized in terms of substituent effects in the enol ether substrate.
