2174-59-6Relevant academic research and scientific papers
Inhibitory mechanisms and interaction of tangeretin, 5-demethyltangeretin, nobiletin, and 5-demethylnobiletin from citrus peels on pancreatic lipase: Kinetics, spectroscopies, and molecular dynamics simulation
Huang, Xin,Jing, Huijuan,Kou, Xingran,Ma, Chaoyang,Wang, Hongxin,Wang, Li,Zhu, Junxiang
, p. 1927 - 1938 (2020)
This study aimed to reveal the interaction and inhibitory mechanisms of tangeretin (TAN), nobiletin (NBT), and their acidic hydroxylated forms, 5-demethyltangeretin (5-DT) and 5-demethylnobiletin (5-DN) on porcine pancreatic lipase (PPL) using spectroscop
Synthesis and antiproliferative activities of polymethoxyflavones aminoalkyl and amino acid derivatives
Li, Xue-Li,Liu, Man-Hui,Ran, Li-Qiong,Wang, Qiu-An
, p. 68 - 75 (2020)
Twelve novel aminoalkyl derivatives 3a-3f, 4a-4f and four novel amino acid derivatives 5a, 5b, 6a and 6b of polymethoxyflavones 1 and 2 were synthesized through regioselective demethylation, etherification, amination, EDCl-mediated amide condensation and
5-Demethylnobiletin and 5-Acetoxy-6,7,8,3′,4′-pentamethoxyflavone Suppress Lipid Accumulation by Activating the LKB1-AMPK Pathway in 3T3-L1 Preadipocytes and High Fat Diet-Fed C57BL/6 Mice
Tung, Yen-Chen,Li, Shiming,Huang, Qingrong,Hung, Wei-Lun,Ho, Chi-Tang,Wei, Guor-Jien,Pan, Min-Hsiung
, p. 3196 - 3205 (2016)
Polymethoxyflavones (PMFs) and hydroxylated polymethoxyflavones (HPMFs), such as nobiletin (Nob) and 5-demethylnobiletin (5-OH-Nob), are unique flavonoids that are found exclusively in citrus peels. Nobiletin has been shown to suppress adipogenesis in vit
Synthesis of Polymethoxyflavonoids from Hesperidin and Naringin and their Antiproliferative Activity
Su, Liang,Jin, Zhizhong,Liu, Kexiong,Wang, Qiuan
, p. 100 - 105 (2022/03/27)
[Figure not available: see fulltext.] A series of polymethoxyflavonoids were synthesized via cleavage of the glycosidic bond, dehydrogenation, selective methylation, bromination, nucleophilic aromatic substitution, O-prenylation, Claisen–Schmidt aldol condensation, cyclization, and oxidation from very abundant and inexpensive natural flavonoids hesperidin and naringin. The in vitro antiproliferative activity of the synthesized compounds was evaluated against a panel of four human cancer cell lines (Aspc-1, HCT-116, HepG-2, and SUN-5) by the CellTiter-Glo assay. The results showed that some of synthesized compounds exhibited moderate to high antiproliferative activity. Among them, (2E)-1-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)-3-(7-methoxy-1,3-benzodioxol-5-yl)prop-2-en-1-one was revealed to be the most active with IC50 values ranging from 10.35 to 13.89 μM against all four cancer cell lines, the IC50 value (10.35 μM) being below positive control cisplatin (12.36 μM) against HepG-2 cells.
Hydroxylated polymethoxylated flavone and preparation method thereof
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Paragraph 0030-0036, (2021/05/26)
The invention provides hydroxylated polymethoxylated flavone and a preparation method thereof. The chemical structure of a compound is shown as a formula (I). The method comprises the following steps: synthesizing an intermediate product 2a by using an in
Practical Synthesis of Polymethylated Flavones: Nobiletin and Its Desmethyl Derivatives
Asakawa, Tomohiro,Sagara, Hiroto,Kanakogi, Masaki,Hiza, Aiki,Tsukaguchi, Yuta,Ogawa, Takahiro,Nakayama, Miho,Ouchi, Hitoshi,Inai, Makoto,Kan, Toshiyuki
, p. 595 - 602 (2019/04/01)
We present a practical synthesis of the polymethoxylated citrus flavone nobiletin that is suitable for use on a hundred gram scale. Ready availability of this compound and its derivatives will aid detailed chemical-biological investigations of their biological activities, including activation of signaling via the cAMP-dependent protein kinase A/extracellular signal-related protein kinase/cAMP response element-binding protein pathway.
Concise synthesis of polymethoxyflavone sudachitin and its derivatives, and biological evaluations
Sagara, Hiroto,Kanakogi, Masaki,Tara, Yuki,Ouchi, Hitoshi,Kimura, Junko,Kaneko, Yukiko,Inai, Makoto,Asakawa, Tomohiro,Ishikawa, Tomohisa,Kan, Toshiyuki
, p. 1816 - 1818 (2018/04/11)
We accomplished a divergent synthesis of sudachitin (2), a polymethoxyflavone isolated from citrus fruits, and six derivatives from acetophenone 9, which was an intermediate in our previous synthesis of nobiletin (1). Compound 2 enhanced glucose-induced i
Synthesis of Citrus polymethoxyflavonoids and their antiproliferative activities on Hela cells
Nguyen, Van-Son,Li, Wei,Li, Yue,Wang, Qiuan
, p. 1585 - 1592 (2017/06/05)
Abstract: A series of polymethoxyflavonoids (3–16) were synthesized through dehydrogenation, O-methylation, glycoside hydrolysis, bromination, microwave-assisted aromatic nucleophilic substitution, dimethyldioxirane oxidation and regioselective demethylation, starting from abundant and inexpensive natural sources naringin and hesperidin. All the synthetic compounds were test for antiproliferative activities on human cervical carcinoma Hela cell line by the standard CCK-8 assay, the result showed that most of the target compounds exhibited moderate to potent antiproliferative activities on Hela cells comparable with the positive control cis-Platin. Among them, 5-hydroxypolymethoxy flavonoid 13 showed the strongest activity (IC50 0.791 μM). Graphical Abstract: [InlineMediaObject not available: see fulltext.].
Use of flavone and flavanone derivatives in preparation of sedative and hypnotic drugs
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Page/Page column 48; 49; 50; 51, (2017/07/01)
Disclosed is a use of flavones derivatives and flavanone derivatives in preparation of sedative and hypnotic drugs.
Method of preparing demethylation form of polymethoxylated flavone from citrus skin
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Paragraph 0018; 0019, (2017/01/26)
The present invention provides a method of using citrus skin to prepare demethylation form of polymethoxylated flavone, comprising steps of acid treatment, heating, cooling, neutralization and extraction, and using microwave heating and high temperature/p
