Academic literature on the topic '3-dihydroxybenzoic acid'

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Journal articles on the topic "3-dihydroxybenzoic acid"

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Ayer, William A., Lois M. Browne, Meow-Chen Feng, Helena Orszanska, and Hussein Saeedi-Ghomi. "The chemistry of the blue stain fungi. Part 1. Some metabolites of Ceratocystis species associated with mountain pine beetle infected lodgepole pine." Canadian Journal of Chemistry 64, no. 5 (May 1, 1986): 904–9. http://dx.doi.org/10.1139/v86-149.

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Metabolites formed in still culture by Ceratocystisclavigera, C. ips, and C. huntii, three of the four Ceratocystis species associated with the blue stain disease of pine, have been identified. In addition to the ubiquitous fungal metabolites ergosterol, ergosterol peroxide, and fatty acids we have isolated succinic acid, β-phenethyl alcohol (1), tryptophol (2), prolylleucyl anhydride (3), tyrosol (4), 3-phenylpropane-1,2-diol (5), 6,8-dihydroxy-3-methylisocoumarin (8), 6,8-dihydroxy-3-hydroxymethylisocoumarin (9), p-hydroxybenzaldehyde (10), phenylacetic acid (11), p-hydroxyphenylacetic acid (12), phenyllactic acid (13), p-hydroxyphenyllactic acid (14), and 2,3-dihydroxybenzoic acid (15). The complex formed by chelation of iron with 2,3-dihydroxybenzoic acid may be responsible, at least in part, for the blue staining of the sapwood of diseased pine.
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Burchell, Colin J., George Ferguson, Alan J. Lough, Richard M. Gregson, and Christopher Glidewell. "Hydrated salts of 3,5-dihydroxybenzoic acid with organic diamines: hydrogen-bonded supramolecular structures in two and three dimensions." Acta Crystallographica Section B Structural Science 57, no. 3 (May 25, 2001): 329–38. http://dx.doi.org/10.1107/s0108768100019832.

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The trigonally trisubstituted acid 3,5-dihydroxybenzoic acid forms hydrated salt-type adducts with organic diamines. In 1,4-diazabicyclo[2.2.2]octane–3,5-dihydroxybenzoic acid–water (1/1/1) (1), where Z′ = 2 in P21/c, the constitution is [HN(CH2CH2)3N]+·[(HO)2C6H3COO]−·H2O: the anions and the water molecules are linked by six O—H...O hydrogen bonds to form two-dimensional sheets and each cation is linked to a single sheet by one O—H...N and one N—H...O hydrogen bond. Piperazine–3,5-dihydroxybenzoic acid–water (1/2/4) (2) and 1,2-diaminoethane–3,5-dihydroxybenzoic acid–water (1/2/2) (3) are also both salts with constitutions [H2N(CH2CH2)2NH2]2+·2[(HO)2C6H3COO]−·4H2O and [H3NCH2CH2NH3]2+·2[(HO)2C6H3COO]−·2H2O, respectively. Both (2) and (3) have supramolecular structures which are three-dimensional: in (2) the anions and the water molecules are linked by six O—H...O hydrogen bonds to form a three-dimensional framework enclosing large centrosymmetric voids, which contain the cations that are linked to the framework by two N—H...O hydrogen bonds; in (3) the construction of the three-dimensional framework requires the participation of cations, anions and water molecules, which are linked together by four O—H...O and three N—H...O hydrogen bonds.
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3

Kalinowska, Monika, Ewelina Gołębiewska, Grzegorz Świderski, Sylwia Męczyńska-Wielgosz, Hanna Lewandowska, Anna Pietryczuk, Adam Cudowski, et al. "Plant-Derived and Dietary Hydroxybenzoic Acids—A Comprehensive Study of Structural, Anti-/Pro-Oxidant, Lipophilic, Antimicrobial, and Cytotoxic Activity in MDA-MB-231 and MCF-7 Cell Lines." Nutrients 13, no. 9 (September 4, 2021): 3107. http://dx.doi.org/10.3390/nu13093107.

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Seven derivatives of plant-derived hydroxybenzoic acid (HBA)—including 2,3-dihydroxybenzoic (2,3-DHB, pyrocatechuic), 2,4-dihydroxybenzoic (2,4-DHB, β-resorcylic), 2,5-dihydroxybenzoic (2,5-DHB, gentisic), 2,6-dihydroxybenzoic (2,6-DHB, γ-resorcylic acid), 3,4-dihydroxybenzoic (3,4-DHB, protocatechuic), 3,5-dihydroxybenzoic (3,5-DHB, α-resorcylic), and 3,4,5-trihydroxybenzoic (3,4,5-THB, gallic) acids—were studied for their structural and biological properties. Anti-/pro-oxidant properties were evaluated by using DPPH• (2,2-diphenyl-1-picrylhydrazyl), ABTS•+ (2,2-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid), FRAP (ferric-reducing antioxidant power), CUPRAC (cupric-reducing antioxidant power), and Trolox oxidation assays. Lipophilicity was estimated by means of experimental (HPLC) and theoretical methods. The antimicrobial activity against Escherichia coli (E. coli), Pseudomonas aeruginosa (P. aeruginosa), Staphylococcus aureus (S. aureus), Bacillus subtilis (B. subtilis), Salmonella enteritidis (S. enteritidis), and Candida albicans (C. albicans) was studied. The cytotoxicity of HBAs in MCF-7 and MDA-MB-231 cell lines was estimated. Moreover, the structure of HBAs was studied by means of experimental (FTIR, 1H, and 13C NMR) and quantum chemical DFT methods (the NBO and CHelpG charges, electrostatic potential maps, and electronic parameters based on the energy of HOMO and LUMO orbitals). The aromaticity of HBA was studied based on the calculated geometric and magnetic aromaticity indices (HOMA, Aj, BAC, I6, NICS). The biological activity of hydroxybenzoic acids was discussed in relation to their geometry, the electronic charge distribution in their molecules, their lipophilicity, and their acidity. Principal component analysis (PCA) was used in the statistical analysis of the obtained data and the discussion of the dependency between the structure and activity (SAR: structure–activity relationship) of HBAs. This work provides valuable information on the potential application of hydroxybenzoic acids as bioactive components in dietary supplements, functional foods, or even drugs.
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Dandela, Rambabu, Srinu Tothadi, Udaya Kiran Marelli, and Ashwini Nangia. "Systematic synthesis of a 6-component organic-salt alloy of naftopidil, and pentanary, quaternary and ternary multicomponent crystals." IUCrJ 5, no. 6 (October 24, 2018): 816–22. http://dx.doi.org/10.1107/s2052252518014057.

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The single-crystal X-ray structure of a 6-component organic-salt alloy (hexanary) of naftopidil (1) (an active pharmaceutical ingredient) with benzoic acid (2) and four different hydroxy-substituted benzoic acids, i.e. salicylic acid (3), 2,3-dihydroxybenzoic acid (4), 2,4-dihydroxybenzoic acid (5) and 2,6-dihydroxybenzoic acid (6), is reported. The hexanary assembly originates from the observation that the binary salts of naftopidil with the above acids are isostructural. In addition to the 6-component solid, we also describe five 5-component, ten 4-component, and ten 3-component organic-salt alloys of naftopidil (1) with carboxylic acids (2)–(6). These alloys were obtained from different combinations of the acids with the drug. The synthetic design of the multicomponent organic alloys is based on the rationale of geometrical factors (shape and size) and chemical interactions (hydrogen bonds). The common supramolecular synthon in all these crystal structures was the cyclic N+—H...O− and O—H...O hydrogen-bonded motif of R_2^2(9) graph set between the 2-hydroxyammonium group of naftopidil and the carboxylate anion. This ionic synthon is strong and robust, directing the isostructural assembly of naftopidil with up to five different carboxylic acids in the crystal structure together with the lower-level multicomponent adducts. Solution crystallization by slow evaporation provided the multicomponent organic salts and alloys which were characterized by a combination of single-crystal X-ray diffraction, powder X-ray diffraction, NMR and differential scanning calorimetry techniques.
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5

Lang, Kamil, Dana M. Wagnerová, and Jiřina Brodilová. "The Role of Hydrogen Peroxide in Dioxygen Induced Hydroxylation of Salicylic Acid." Collection of Czechoslovak Chemical Communications 59, no. 11 (1994): 2447–53. http://dx.doi.org/10.1135/cccc19942447.

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The photochemically initiated oxidation of salicylic acid by molecular oxygen in the presence of [Fe(C2O4)3]3- leads to a mixture of 2,3- and 2,5-dihydroxybenzoic acids. Iron(II) generated by the photoreduction is reoxidized by dioxygen. Hydrogen peroxide formed in this reaction takes part in the Fenton reaction in the presence of Fe(II). Experiments with OH. radical scavengers document the role of the radicals in the photochemical and thermal hydroxylation of salicylic acid.
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Prieciņa, Līga, and Daina Kārkliņa. "Influence of Steam Treatment and Drying on Carrots Composition and Concentration of Phenolics, Organic Acids and Carotenoids." Proceedings of the Latvian Academy of Sciences. Section B. Natural, Exact, and Applied Sciences. 72, no. 2 (June 1, 2018): 103–12. http://dx.doi.org/10.2478/prolas-2018-0017.

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Abstract Carrot (Daucus carota L.) is a globally used vegetable from the Apiacea family. It contains macro and micro elements, as well as various phytochemicals. The aim of the study was to determine concentration of carotenoids and organic acids, phenolic composition and antiradical scavenging activity, and colour changes during steam-blanching (for 1.5 and 3.0 min) and in dried carrots in convective and microwave-vacuum driers. Gravimetric, spectrophotometric, and high performance liquid chromatography (HPLC) methods were used for analysis. Carotenoids in fresh carrots were detected in high amounts, which decreased during thermal treatment and drying. The main organic acids in fresh carrots detected in highest amounts were oxalic, tartaric, quinic, malonic, and citric acids. Ascorbic acid concentration decreased minimally with steam processing, but significantly during drying. Fresh carrots contain minimal amounts of total phenolics, which increased during the thermal and drying processes used, while flavonoid, flavonol, flavan-3-ol and phenolic acid concentration decreased. The compound found in highest amounts by HPLC methods were 3.4-dihydroxybenzoic and 3.5-dihydroxybenzoic acids, catechin, 4-hydroxybenzoic acid, epicatechin and sinapic acid.
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Kim, Kyoung-Ja, Jin-Woo Kim, and Yong-Joon Yang. "Effect of plasmid curing on the 2, 3-dihydroxybenzoic acid production and antibiotic resistance of Acinetobacter sp. B-W." Korean Journal of Microbiology 52, no. 3 (September 30, 2016): 254–59. http://dx.doi.org/10.7845/kjm.2016.6043.

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8

Kamariotaki, Maria, Alexandra Karaliota, Despina Stabaki, Thomas Bakas, Spyros P. Perlepes, and Nick Hadjiliadis. "Coordination complexes of iron(III) with 3-hydroxy-2(1H)-pyridinone, 2,3-dihydroxybenzoic acid and 3,4-dihydroxybenzoic acid: preparation and characterization in the solid state." Transition Metal Chemistry 19, no. 2 (April 1994): 241–47. http://dx.doi.org/10.1007/bf00161899.

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9

Ordoñez-Díaz, José Luis, Alicia Moreno-Ortega, Francisco Javier Roldán-Guerra, Victor Ortíz-Somovilla, José Manuel Moreno-Rojas, and Gema Pereira-Caro. "In Vitro Gastrointestinal Digestion and Colonic Catabolism of Mango (Mangifera indica L.) Pulp Polyphenols." Foods 9, no. 12 (December 10, 2020): 1836. http://dx.doi.org/10.3390/foods9121836.

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Mango (Mangifera indica L.), a fruit with sensorial attractiveness and extraordinary nutritional and phytochemical composition, is one of the most consumed tropical varieties in the world. A growing body of evidence suggests that their bioactive composition differentiates them from other fruits, with mango pulp being an especially rich and diverse source of polyphenols. In this study, mango pulp polyphenols were submitted to in vitro gastrointestinal digestion and colonic fermentation, and aliquots were analyzed by HPLC-HRMS. The main phenolic compounds identified in the mango pulp were hydroxybenzoic acid-hexoside, two mono-galloyl-glucoside isomers and vanillic acid. The release of total polyphenols increased after the in vitro digestion, with an overall bioaccessibility of 206.3%. Specifically, the most bioaccessible mango polyphenols were gallic acid, 3-O-methylgallic acid, two hydroxybenzoic acid hexosides, methyl gallate, 3,4-dihydroxybenzoic acid and benzoic acid, which potentially cross the small intestine reaching the colon for fermentation by the resident microbiota. After 48 h of fecal fermentation, the main resultant mango catabolites were pyrogallol, gallic and 3,4-dihydroxybenzoic acids. This highlighted the extensive transformation of mango pulp polyphenols through the gastrointestinal tract and by the resident gut microbiota, with the resultant formation of mainly simple phenolics, which can be considered as biomarkers of the colonic metabolism of mango.
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Ban, Ho Van, Vu Van Chien, Nguyen Thi Hue, Pham Thi Hang, Nguyen Le Tuan, Hoang Nu Thuy Lien, and Nguyen Quoc Vuong. "Phenolic compounds from leaves of Amensiodendron chinese (Sapindaceae)." Hue University Journal of Science: Natural Science 130, no. 1B (June 29, 2021): 53–57. http://dx.doi.org/10.26459/hueunijns.v130i1b.6169.

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From the ethyl acetate extract of the leaves of Amensiodendron chinense (Merr.) Hu (Sapindaceae), we isolated three known phenolic compounds: 4-hydroxy-3-methoxybenzaldehyde (1), methyl 3,4-dihydroxybenzoate (2), and 3,4-dihydroxybenzoic acid (3). We elucidated their chemical structures from the spectral data and compared them with those reported in the literature.
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Book chapters on the topic "3-dihydroxybenzoic acid"

1

Pardasani, R. T., and P. Pardasani. "Magnetic properties of iron(III) complex with 2, 3-dihydroxybenzoic acid." In Magnetic Properties of Paramagnetic Compounds, 419. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-53971-2_217.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of iron(III) complex with 2, 3-dihydroxybenzoic acid." In Magnetic Properties of Paramagnetic Compounds, 420–21. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-53971-2_218.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of iron(III) complex with 3, 4-dihydroxybenzoic acid." In Magnetic Properties of Paramagnetic Compounds, 422–23. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-53971-2_219.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of iron(III) complex with 3, 4-dihydroxybenzoic acid." In Magnetic Properties of Paramagnetic Compounds, 424–25. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-53971-2_220.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of iron(III) complex with 3, 4-dihydroxybenzoic acid." In Magnetic Properties of Paramagnetic Compounds, 426. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-53971-2_221.

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