- Peracetylation of polyphenols under rapid and mild reaction conditions
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Structural modifications are an important tool for studying the properties of naturally occurring polyphenols. Regarding the preparation of acetyl esters, the presence of hydroxyl groups stabilized by intramolecular hydrogen bonds may pose an obstacle for
- Castro, Rosane Nora,Freire de Lima, Marco Edilson,Pitasse-Santos, Paulo,de Alcantara Pinto, Douglas Chaves,de Souza, Gabriela Alves
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supporting information
(2022/01/31)
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- ACYLATED CATECHIN POLYPHENOLS AND METHODS OF THEIR USE FOR THE TREATMENT OF CANCER
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Disclosed herein are acylated active agents and methods of their use, e.g., for modulating a cancer marker or for treating cancer.
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Page/Page column 44-45
(2019/12/28)
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- ACYLATED ACTIVE AGENTS AND METHODS OF THEIR USE FOR THE TREATMENT OF AUTOIMMUNE DISORDERS
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Disclosed herein are acylated active agents (e.g., acylated catechin polyphenols, acylated carotenoids, acylated mesalamines, acylated sugars, acylated shikimic acids, acylated ellagic acid, acylated ellagic acid analogue, and acylated hydroxybenzoic acids), active agent combinations (e.g., with a second agent that is a fatty acid) and methods of their use, e.g., for modulating an autoimmunity marker or for treating an autoimmune disorder.
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Page/Page column 57
(2019/12/28)
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- ACTIVE AGENTS AND METHODS OF THEIR USE FOR THE TREATMENT OF METABOLIC DISORDERS AND NONALCOHOLIC FATTY LIVER DISEASE
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Disclosed herein are active agents, compositions containing them, unit dosage forms containing them, and methods of their use, e.g., for treating a metabolic disorder or nonalcoholic fatty liver disease or for modulating a metabolic marker or nonalcoholic fatty liver disease marker.
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Page/Page column 67; 76
(2019/12/28)
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- MULTIBIOTIC AGENTS AND METHODS OF USING THE SAME
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Multibiotic agents are disclosed. The multibiotic agents may contain two or more moieties linked through bonds cleavable in vivo. The bonds cleavable in vivo can be ester bonds, amide bonds, azo bonds, glycosidic bonds, carbonate linkers, or carbamate linkers. The moieties can be alcohol cores, amine cores, and/or acyls. Also disclosed are compositions containing multibiotic agents and methods of using the multibiotic agents.
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Page/Page column 152
(2019/01/06)
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- Simple synthesis of sakuranetin and selinone via a common intermediate, utilizing complementary regioselectivity in the deacetylation of naringenin triacetate
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Sakuranetin and selinone were successfully synthesized utilizing the regioselective deacetylation of naringenin triacetate. Deacetylation of the latter at C-7 with imidazole in 1,4-dioxane at 40°C furnished the corresponding diacetate in 80% yield. Methyl
- Yamashita, Yasunobu,Hanaya, Kengo,Shoji, Mitsuru,Sugai, Takeshi
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p. 961 - 965
(2016/07/13)
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- Chemo-enzymatic transformation of naturally abundant naringin to luteolin, a flavonoid with various biological effects
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Luteolin [3′,4′,5,7-tetrahydroxyflavone], having multiple biological effects such as anti-inflammation, anti-allergy and anti-cancer, was prepared by chemo-enzymatic synthesis from naringin, a naturally abundant flavonoid glycoside. On the occasion of Candida antarctica lipase B (Novozym 435)-catalyzed transesterification on peracetylated form of naringin, an acetate on C-4′ was exclusively deprotected to give the key intermediate. The oxidation with 2-iodoxybenzoic acid (IBX) followed by the reductive workup provided regioselectively C-3′and C-4′ catechol functionality. After protection of the above-mentioned diol with methoxymethyl (MOM) groups and subsequent hydrolysis of all acetyl groups, a dehydrogenative introduction of double bond between C-2 and C-3 was done by the treatment with I2. Acid-catalyzed simultaneous removal of MOM groups and glycoside provided luteolin in total 8 steps and 36% overall yield from the starting material. Throughout the synthesis, diglycoside side chain effectively worked as the protective group on C-7 hydroxy group.
- Kobayashi, Ryohei,Itou, Takasi,Hanaya, Kengo,Shoji, Mitsuru,Hada, Noriyasu,Sugai, Takeshi
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- An efficient method for C8-prenylation of flavonols and flavanones
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Synthesis of C8-prenylated flavonols and flavanones via the palladium-catalyzed 7-O-1,1-dimethylprop-2-enylation, followed by Claisen rearrangement is described. Two regioselectivities (carbon-carbon bond formation at either the tail or head of the prenyl
- Kawamura, Tomoyuki,Hayashi, Moemi,Mukai, Rie,Terao, Junji,Nemoto, Hisao
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scheme or table
p. 1308 - 1314
(2012/06/30)
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- Samarium trifluoromethanesulfonate: An efficient moisture tolerant acylation catalyst under solvent-free condition
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Samarium trifluoromethanesulfonate catalyzed the acylation of phenols, alcohols, thiols, free reducing sugars, and glycosides in excellent yields at ambient temperature under solvent-free condition using stoichiometric amounts of various anhydrides. (Chemical Equation Presented). Copyright Taylor & Francis Group, LLC.
- Roy, Bimalendu,Dasgupta, Somnath,Kumar Rajput, Vishal,Mukhopadhyay, Balaram
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- Molecular iodine in isopropenyl acetate (IPA): a highly efficient catalyst for the acetylation of alcohols, amines and phenols under solvent free conditions
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Iodine in isopropenyl acetate (IPA) is a highly efficient catalyst for the acetylation of a variety of alcohols, phenols and amines under solvent free conditions. Primary, secondary, tertiary alcohols, amines and mono to polyhydroxy phenols and anilines with electron donating or withdrawing substituents can be easily acetylated in good to excellent yield at 85-90 °C.
- Ahmed, Naseem,van Lier, Johan E.
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p. 5345 - 5349
(2007/10/03)
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