108-73-6Relevant articles and documents
Flavonoids and hydroxycinnamic acids from astragalus asper
Guzhva
, p. 303 - 304 (2010)
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Molecular cloning, expression, and characterization of acyltransferase from Pseudomonas protegens
Schmidt, Nina G.,??d?o-Dobrowolska, Anna,Ruppert, Valerie,H?flehner, Christian,Wiltschi, Birgit,Kroutil, Wolfgang
, p. 6057 - 6068 (2018)
The formation of C-C bonds by using CoA independent acyltransferases may have significant impact for novel methods for biotechnology. We report the identification of Pseudomonas strains with CoA-independent acyltransferase activity as well as the heterolo
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Perkin,A. G.,Wilkinson
, p. 585 (1902)
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Biosynthesis of phloroglucinol
Achkar, Jihane,Xian, Mo,Zhao, Huimin,Frost
, p. 5332 - 5333 (2005)
Substantial concentrations of phloroglucinol were synthesized by Pseudomonas fluorescens Pf-5 expressing the plasmid-localized phlACBDE gene cluster responsible for biosynthesis of 2,4-diacetylphloroglucinol. Expression in Escherichia coli of a single gene in this cluster, P. fluorescens Pf-5 phlD, led to extracellular accumulation of phloroglucinol. Purification of PhlD to homogeneity afforded an enzyme that catalyzed the conversion of malonyl-CoA into phloroglucinol with Km = 5.6 μM and kcat = 10 min-1. Acetylase and deacetylase activities were observed with the catalyzed interconversions of phloroglucinol, 2-acetylphloroglucinol, and 2,4-diacetylphloroglucinol when phlACB was expressed in E. coli. Beyond the mechanistic implications attendant with the identification of an enzyme that catalyzes the conversion of malonyl-CoA into phloroglucinol, PhlD provides the basis for environmentally benign syntheses of phloroglucinol and resorcinol from glucose. Copyright
Flavonoids and anthocyans from Alhagi pseudoalhagi
Novruzov,Abdullaeva,Shamsizade,Mustafaev
, p. 249 - 250 (2009)
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Newhall,Ting
, p. 776 (1967)
Identification of the products of oxidation of quercetin by air oxygen at ambient temperature
Zenkevich, Igor G.,Eshchenko, Anna Yu.,Makarova, Svetlana V.,Vitenberg, Alexander G.,Dobryakov, Yuri G.,Utsal, Viktor A.
, p. 654 - 672 (2007)
Oxidation of quercetin by air oxygen takes place in water and aqueous ethanol solutions under mild conditions, namely in moderately-basic media (pH ～ 8-10) at ambient temperature and in the absence of any radical initiators, without enzymatic catalysis or irradiation of the reaction media by light. The principal reaction products are typical of other oxidative degradation processes of quercetin, namely 3,4-dihydroxy-benzoic (protocatechuic) and 2,4,6-trihydroxybenzoic (phloroglucinic) acids, as well as the decarboxylation product of the latter - 1,3,5-trihydroxybenzene (phloroglucinol). In accordance with the literature data, this process involves the cleavage of the γ-pyrone fragment (ring C) of the quercetin molecule by oxygen, with primary formation of 4,6-dihydroxy-2-(3,4-dihydroxybenzoyloxy)benzoic acid (depside). However under such mild conditions the accepted mechanism of this reaction (oxidative decarbonylation with formation of carbon monoxide, CO) should be reconsidered as preferably an oxidative decarboxylation with formation of carbon dioxide, CO2. Direct head-space analysis of the gaseous components formed during quercetin oxidation in aqueous solution at ambient temperature indicates that the ratio of carbon dioxide/carbon monoxide in the gas phase after acidification of the reaction media is ca. 96:4 %. Oxidation under these mild conditions is typical for other flavonols having OH groups at C3 (e.g., kaempferol), but it is completely suppressed if this hydroxyl group is substituted by a glycoside fragment (as in rutin), or a methyl substituent. An alternative oxidation mechanism involving the direct cleavage of the C2-C3 bond in the diketo-tautomer of quercetin is proposed.
Flavonoid oligosides from georgian astragalus falcatus
Alaniya,Kavtaradze,Skhirtladze,Sutiashvili
, p. 377 - 381 (2011)
New flavonoid oligosides were isolated from leaves and flowers of Astragalus falcatus Lam. It was found on the basis of chemical transformations, UV, IR, PMR, 13C NMR, HMBC, HSQC, 1D-TOCSY, and mass spectral properties that falcoside C had the structure quercetin 3-O-[β-D- glucopyranosyl(1→3)-α-Lrhamnopyranosyl( 1→6)]-β-D- galactopyranoside 7-O-β-D-glucopyranoside; falcoside D, isorhamnetin 3-O-[β-D-xylopyranosyl(1→3)-α-L-rhamnopyranosyl(1→6)] -β-D-galactopyranoside 7-O-α-Lrhamnopyranoside.
A NEW FLAVONOL GLYCOSIDE FROM Azara microphylla
Sagareishvili, T. G.,Alaniya, M. D.,Kemertelidze, E. P.
, p. 275 - 278 (1983)
The leaves of Azara microphylla Hook., introduced into the Sukhami Botanical Garden of the Academy of Sciences of the Georgian SSR, have yielded a new glycoside, which has been called azamicroside and its structure has been established as myricetin 3-O-L-dirhamnoside.
Synthesis method of high-purity phloroglucinol compound
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, (2021/06/09)
The invention discloses a one-step chemical catalytic synthesis method of high-purity phloroglucinol by taking 3,5-dichlorophenol as a starting material and taking strong base and a catalyst as auxiliary materials. Through the method, the phloroglucinol compound with high molar yield, high purity and low cost can be effectively synthesized.
Preparation process of medicinal high-purity phloroglucinol
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Paragraph 0006; 0016-0019, (2021/09/26)
The invention belongs to the technical field of medicine production, and particularly relates to a synthesis process of phloroglucinol, which comprises the following steps: reacting 1, 3, 5-trimethoxybenzene with boron trifluoride, quenching by using a mixed solution of methanol and dichloromethane after the reaction is completed, and purifying by filtering, leaching, pulping and the like to obtain the high-purity phloroglucinol (HPLC: 99.95%). According to the invention, the problem of violent heat release of the reaction system in a short time is solved, and the reaction energy consumption is reduced. The method has the advantages of mild reaction conditions, convenience of operation, convenience of post-treatment, good impurity removal effect and high product purity, and is suitable for industrial production.
Phloroglucinol synthetic method
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Paragraph 0027-0041; 0044-0048, (2019/01/21)
The invention relates to the technical field of pharmaceutical and chemical industry, and concretely discloses a phloroglucinol synthetic method. The synthesis method is characterized in that 1,3,5-trimethoxybenzene and concentrated sulfuric acid are mixed, a mixture is heated to 60 to 65 DEG C, an insulation reaction is carried out for 1 to 2 hours, cooling is carried out to below 10 DEG C, sodium bicarbonate or sodium carbonate is slowly added while stirring, a pH value is adjusted to 2-3, and filtering is carried out to obtain a filtrate; the filtrate is extracted for three times with butylacetate, the extracts are combined and concentrated to 15% to 20% of an original volume, and a concentrate is obtained, cooling is carried out to below 10 DEG C, and steps of crystallization and filtering are carried out to obtain a phloroglucinol crude product; the phloroglucinol crude product is added to mixed liquor of purified water and an alcohol solvent for heating and solving, insulation is carried out, and the activated carbon is added to adsorb impurities, and the material is filtered, the filtrate is cooled to the temperature of lower than 10 DEG C, and the steps of crystallization,filtering, washing and vacuum drying are realized. The synthesis method has the advantages that the raw materials are easy to obtain, the reaction conditions are mild, the reaction time is short, andthe yield is high. The product has the advantages of high purity, simple process, convenient operation and less pollution, which is beneficial to industrial production.
