4143-64-0Relevant academic research and scientific papers
Preference for O-demethylation reactions in the oxidation of 2′-, 3′-, and 4′-methoxyflavones by human cytochrome P450 enzymes
Nagayoshi, Haruna,Murayama, Norie,Tsujino, Masaki,Takenaka, Shigeo,Katahira, Jun,Kim, Vitchan,Kim, Donghak,Komori, Masayuki,Yamazaki, Hiroshi,Guengerich, F. Peter,Shimada, Tsutomu
, p. 1158 - 1169 (2020/05/11)
2′-, 3′-, and 4′-Methoxyflavones (MeFs) were incubated with nine forms of recombinant human cytochrome P450 (P450 or CYP) enzymes in the presence of an NADPH-generating system and the products formed were analyzed with LC-MS/MS methods. CYP1B1.1 and 1B1.3
Identification and structure activity relationship of novel flavone derivatives that inhibit the production of nitric oxide and PGE2 in LPS-induced RAW 264.7 cells
An, Ji-Young,Lee, Hwi-Ho,Shin, Ji-Sun,Yoo, Hyung-Seok,Park, Jong Seon,Son, Seung Hwan,Kim, Sang Won,Yu, Jihyun,Lee, Jun,Lee, Kyung-Tae,Kim, Nam-Jung
, p. 2613 - 2616 (2017/05/10)
In an effort to identify novel anti-inflammatory compounds, a series of flavone derivatives were synthesized and biologically evaluated for their inhibitory effects on the production of nitric oxide (NO) and prostaglandin E2 (PGE2), representative pro-inflammatory mediators, in LPS-induced RAW 264.7 cells. Their structure-activity relationship was also investigated. In particular, we found that compound 3g displayed more potent inhibitory activities on PGE2 production, similar inhibitory activities on NO production and less weak cytotoxicity than luteolin, a natural flavone known as a potent anti-inflammatory agent.
Synthetic studies of fisetin, myricetin and nobiletin analogs and related probe molecules
Hiza, Aiki,Tsukaguchi, Yuta,Ogawa, Takahiro,Inai, Makoto,Asakawa, Tomohiro,Hamashima, Yoshitaka,Kan, Toshiyuki
, p. 1371 - 1396 (2016/10/12)
We synthesized a series of analogs of fisetin, myricetin and nobiletin, as well as related fluorescein- and biotin-based flavone-probe molecules, on a suitable scale for biological and structure-activity relationship studies.
NEUROPROTECTIVE POLYPHENOL ANALOGS
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Sheet 14/17, (2013/03/26)
The present invention provides neuroprotective polyphenol compounds, which can be synthetic analogs of fisetin, baicalein or chlorogenic acid, that maintain neuroprotective, anti-inflammatory, glutathione promoting, and/or antioxidant properties. The neur
Synthesis and antihepatotoxic activity of some heterocyclic compounds containing the 1,4-dioxane ring system
Ahmed,Khan,Alam
, p. 173 - 176 (2007/10/03)
Silymarin isolated from Silybum marianum is a mixture of three isomers, silybin (1), silydianin (2) and silychristin (3). Silybin is the most active antihepatotoxic agent, and contains a 1,4-dioxane ring in addition to a flavonoid moiety. Based on the skeleton of silybin, we prepared some flavones and coumarins containing the 1,4-dioxane ring system and evaluated them for antihepatotoxic activity against carbon tetrachloride induced hepatotoxicity in albino rats. The degree of protection was determined by measuring biochemical parameters such as serum glutamic oxaloacetic transaminase (SGOT), serum glutamic pyruvate transaminase (SGPT), alkaline phosphatase (ALKP), total protein (TP) and total albumin (TA). The compounds namely 3′,4′(1″,4″-dioxino) flavone (4f), and 3′,4′(2-hydroxy methyl, 1′,4″-dioxino) flavone (4g) were found to exhibit a significant activity comparable to standard drug silymarin (silybon-70). Other compounds also exhibited good activity. The structure activity relationship (SAR) was also studied, and where the flavonoid analogues containing a hydroxy methyl group at position-2″ in the dioxane ring exhibited superior antihepatotoxic activity in comparison to coumarin derivatives.
Synthesis of 3-Acyl- and 3-Carbamoylflavones
Ellemose, Steen,Kure, Niels,Torsell, Kurt B. G.
, p. 524 - 529 (2007/10/02)
Routes to 3-acyl-, 3-carboxamido- and polyhydroxylated flavones have been devised by application of isoxazole methodology and Heck-Stille couplings.Reductive ring opening of 3-alkoxyisoxazoles gives β-keto carboxamides in contrast with 3-alkoxy-2-isoxazolines, which give β-hydroxy esters.
A Short and Facile Synthetic Route to Hydroxylated Flavones. New Syntheses of Apigenin, Tricin, and Luteolin
Nagarathnam, Dhanapalan,Cushman, Mark
, p. 4884 - 4887 (2007/10/02)
Reaction of lithium polyanions generated from o-hydroxyacetophenones 3a-f with O-silyloxylated benzoates 2a-d gave 1-aryl-3-(2-hydroxyphenyl)-1,3-propanediones 4a-n, which on treatment with acetic acid containing 0.5percent H2SO4 at 95 - 100 deg C afforded hydroxylated flavones 5-18 in high yields (76 - 92percent).
