- Photochemistry of bisphenol F in aqueous solutions: A mechanistic study
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In the present work aqueous photochemistry of bisphenol F has been studied by means of stationary (282 nm) and laser flash photolysis (266 nm). Photoionization with formation of hydrated electron - phenoxyl radical pair was observed to be the main primary photochemical process (φmono = 2 × 10-2). Phenoxyl radical decays in recombination and reaction with superoxide anion radical formed during scavenging of hydrated electron by dissolved oxygen. The quantum yield of BPF photodegradation was evaluated to be 2 × 10-3 upon 282 nm exposure. The main primary product of BPF photolysis determined by LC-MS is hydroxylated BPF.
- Salomatova, Victoria,Pozdnyakov, Ivan,Sherin, Peter,Grivin, Vjacheslav,Plyusnin, Victor
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- Layer-by-Layer coated tyrosinase: An efficient and selective synthesis of catechols
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Agaricus bisporous tyrosinase was immobilized on commercial available epoxy-resin EupergitC250L and then coated by the Layer-by-Layer method (LbL). The two novel heterogeneous biocatalysts were characterized for their morphology, pH and storage stability, kinetic properties (Km, V max, Vmax/Km) and reusability. These biocatalysts were used for the efficient and selective synthesis of bioactive catechols under mild and environmental friendly experimental conditions. Ascorbic acid was added in the reaction medium to inhibit the formation of ortho-quinones, thus avoiding the known enzyme suicide inactivation process. Catechols were obtained mostly in quantitative yields and conversion of substrate. Tyrosinase immobilized on EupergitC250L and coated by the LbL method showed better catalytic activities, higher pH and storage stability, and reusability with respect to immobilized uncoated tyrosinase. Since chemical procedures to synthesize catechols are often expensive and with high environmental impact, the use of immobilized tyrosinase represents an efficient alternative for the preparation of this family of bioactive compounds.
- Guazzaroni, Melissa,Crestini, Claudia,Saladino, Raffaele
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experimental part
p. 157 - 166
(2012/02/13)
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- Bromophenols as inhibitors of protein tyrosine phosphatase 1B with antidiabetic properties
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A series of bromophenol derivatives were synthesized and evaluated as protein tyrosine phosphatase 1B (PTP1B) inhibitors in vitro and in vivo based on bromophenol 4e (IC50 = 2.42 μmol/L), which was isolated from red algae Rhodomela confervoides
- Shi, Dayong,Li, Jing,Jiang, Bo,Guo, Shuju,Su, Hua,Wang, Tao
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experimental part
p. 2827 - 2832
(2012/06/01)
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- Inhibition of human carbonic anhydrase isozymes I, II and VI with a series of bisphenol, methoxy and bromophenol compounds
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Carbonic anhydrase inhibitors (CAI) are valuable molecules as they have several therapeutic applications, including anti-glaucoma activity. In this study, inhibition of three human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes I, II and VI with a series o
- Balaydin, Halis Tuerker,Durdagi, Serdar,Ekinci, Deniz,Sentuerk, Murat,Goeksu, Sueleyman,Menzek, Abdullah
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scheme or table
p. 467 - 475
(2012/09/08)
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- Synthesis and antimicrobial activities of halogenated bis(hydroxyphenyl)methanes
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A series of halophenols was prepared by the reaction of bis(hydroxyphenyl)methanes with effective halogenating agents such as bromine and sulfuryl chloride. One of these compounds, a biologically active halophenol-2,2′,3,3′-tetrabromo-4,4′,5,5′-tetrahydroxydiphenylmethane (1)-frequently isolated from red algae, was synthesized for the first time. Other halophenols included several novel compounds, together with known derivatives that were synthesized from the phenolic intermediates, bis(3,4-dihydroxyphenyl)methane (5) and bis(2-hydroxyphenyl)methane (14). All of the synthesized compounds were tested for antimicrobial activity against Gram-positive, Gram-negative bacteria and fungi. The preliminary structure-activity relationship was investigated in order to determine the essential structural requirements for their antimicrobial activity. Of all these halophenols, 2,2′,3,3′,6-pentabromo-4,4′,5,5′-tetrahydroxydiphenylmethane (8) was found to be the most active against Candida albicans, Aspergillus fumigatus, Trichophyton rubrum, and Trichophyton mentagrophytes while 3,3′,5,5′-tetrachloro-2,2′-dihydroxydiphenylmethane (18) exerted a powerful antibacterial effect against Staphylococcus aureus, Bacillus subtilis, Micrococcus luteus, Proteus vulgaris, and Salmonella typhimurium.
- Oh, Ki-Bong,Lee, Ji Hye,Lee, Jong Wook,Yoon, Kyung-Mi,Chung, Soon-Chun,Jeon, Heung Bae,Shin, Jongheon,Lee, Hyi-Seung
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scheme or table
p. 945 - 948
(2009/09/06)
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- Antimicrobial activities of the bromophenols from the red alga Odonthalia corymbifera and some synthetic derivatives
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A series of bromophenols was obtained by isolation from red alga Odonthalia corymbifera and by reactions of bis(hydroxyphenyl)methanes with bromine. New bromophenols including 3,3′,5,5′-tetrabromo-2,2′,4,4′-tetrahydroxydiphenylmethane (10), a regioisomer of the potent antimicrobial natural product, together with known derivatives were synthesized in high yield. All of the isolated and synthesized compounds were tested for antimicrobial activity against Gram-negative, Gram-positive bacteria and fungi. The preliminary structure-activity relationship, to elucidate the essential structure requirements for antimicrobial activity, has been described. Among the isolated natural products 2,2′,3,3′-tetrabromo-4,4′,5,5′-tetrahydroxydiphenylmethane (4) was found to be the most active derivative against Candida albicans, Aspergillus fumigatus, Trichophyton rubrum, and Trichophyton mentagrophytes. The synthetic bromophenols 3,3′-dibromo-6,6′-dihydroxydiphenylmethane (13) and 3,3′,5,5′-tetrabromo-6,6′-dihydroxydiphenylmethane (14) showed potent antibacterial effect against Staphylococcus aureus, Bacillus subtilis, Micrococcus luteus, Proteus vulgaris, and Salmonella typhimurium.
- Oh, Ki-Bong,Lee, Ji Hye,Chung, Soon-Chun,Shin, Jongheon,Shin, Hee Jae,Kim, Hye-Kyeong,Lee, Hyi-Seung
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p. 104 - 108
(2008/09/21)
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- COMPOUNDS, COMPOSITIONS AND METHODS FOR THE TREATMENT OF AMYLOID DISEASES AND SYNUCLEINOPATHIES SUCH AS ALZHEIMER'S DISEASE, TYPE 2 DIABETES, AND PARKINSON'S DISEASE
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Bis- and tris-dihydroxyaryl compounds and their methylenedioxy analogs and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of amyloid diseases, especially A? amyloidosis, such as observed in Alzheimer's disease, IAPP amyloidosis, such as observed in type 2 diabetes, and synucleinophathies, such as observed in Parkinson's disease, and the manufacture of medicaments for such treatment.
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