Electrochemistry of flavonoids. Relationships between redox potentials, inhibition of mitochondrial respiration, and production of oxygen radicals by flavonoids.


:We have investigated the redox behavior of a series of structurally related flavonoids employing cyclic voltammetry under physiological conditions. The flavonoids that auto-oxidized and produced oxygen radicals had oxidation potentials (E 1/2) significantly lower [-30 to +60 mV vs (SCE)] than those that did not undergo auto-oxidation (+130 to +340 mV vs SCE). The range of E 1/2 values for the auto-oxidizable flavonoids was comparable to the E 1/2 range reported for the optimum quinone induced production of superoxide (O2 pi) in mitochondrial NADH-CoQ reductase (complex I). The most potent flavonoid inhibitors of mitochondrial succinate-CoQ reductase (complex II) possessed hydroxyl configurations capable of supporting redox reactions. For a series of 3,5,7-trihydroxyflavones that differed by b-ring hydroxylation it was found that decreasing E 1/2 of the flavonoids was associated with decreasing I50 values towards succinoxidase. These findings suggest that the electrochemical properties of the flavonoids may contribute to their biological activity.


Biochem Pharmacol


Biochemical pharmacology


Hodnick WF,Milosavljević EB,Nelson JH,Pardini RS




Has Abstract


1988-07-01 00:00:00














  • Effect of an adrenocorticotropin analogue, ACTH 1-17, on DNA synthesis in murine metaphyseal bone.

    abstract::The effects of injections of a synthetic adrenocorticotropin (ACTH 1-17, Synchrodyn) on the rate of DNA labeling in the metaphyseal bone of CD2F1 mice were tested on a chronopharmacological dosing schedule. Groups of mice that had been conditioned to a 12-hr light/12-hr dark schedule were injected at one of six differ...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Walker WV,Russell JE,Simmons DJ,Scheving LE,Cornelissen G,Halberg F

    更新日期:1985-04-15 00:00:00

  • Oligogalacturonic acid inhibit bone resorption and collagen degradation through its interaction with type I collagen.

    abstract::In this study, we showed that oligogalacturonic acid (OGA) purified from flax pectin inhibit in vitro osteoclastic bone resorption in a dose-dependent manner. The OGA inhibitory effect was neither linked to an effect on osteoclast apoptosis, nor to an inhibition of cathepsin K activity. By means of an in vitro collage...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Lion JM,Mentaverri R,Rossard S,Jullian N,Courtois B,Courtois J,Brazier M,Mazière JC,Kamel S

    更新日期:2009-12-15 00:00:00

  • Melatonin protects against methotrexate-induced memory deficit and hippocampal neurogenesis impairment in a rat model.

    abstract::Methotrexate (MTX) is a chemotherapy agent linked to cognitive deficits in cancer patients received chemotherapy treatment. MTX decreases cell proliferation in the hippocampus, which is concomitant with cognitive deficits in animal models. The present study aimed to investigate the disadvantages of MTX on cognition as...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Sirichoat A,Krutsri S,Suwannakot K,Aranarochana A,Chaisawang P,Pannangrong W,Wigmore P,Welbat JU

    更新日期:2019-05-01 00:00:00

  • Genome-wide analysis of human constitutive androstane receptor (CAR) transcriptome in wild-type and CAR-knockout HepaRG cells.

    abstract::The constitutive androstane receptor (CAR) modulates the transcription of numerous genes involving drug metabolism, energy homeostasis, and cell proliferation. Most functions of CAR however were defined from animal studies. Given the known species difference of CAR and the significant cross-talk between CAR and the pr...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Li D,Mackowiak B,Brayman TG,Mitchell M,Zhang L,Huang SM,Wang H

    更新日期:2015-11-01 00:00:00

  • The biochemical basis for the anti-inflammatory and cytoprotective actions of ethyl pyruvate and related compounds.

    abstract::Pyruvate is an important metabolic intermediate, and also is an effective scavenger of hydrogen peroxide and other reactive oxygen species (ROS). Pharmacological administration of pyruvate has been shown to improve organ function in animal models of oxidant-mediated cellular injury. However, pyruvate is relatively uns...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章,评审


    authors: Kao KK,Fink MP

    更新日期:2010-07-15 00:00:00

  • Inhibition of topoisomerase II by 8-chloro-adenosine triphosphate induces DNA double-stranded breaks in 8-chloro-adenosine-exposed human myelocytic leukemia K562 cells.

    abstract::8-Chloro-cAMP and 8-chloro-adenosine (8-Cl-Ado) are known to inhibit proliferation of cancer cells by converting 8-Cl-Ado into an ATP analog, 8-chloro-ATP (8-Cl-ATP). Because type II topoisomerases (Topo II) are ATP-dependent, we infer that 8-Cl-Ado exposure might interfere with Topo II activities and DNA metabolism i...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Yang SY,Jia XZ,Feng LY,Li SY,An GS,Ni JH,Jia HT

    更新日期:2009-02-01 00:00:00

  • Different effects of oxytetracycline and doxycycline on mitochondrial protein synthesis in rat liver after long-term treatment.

    abstract::The tetracyclines inhibit specifically mitochondrial (mt) and bacterial protein synthesis when they are present in low concentrations (2-10 micrograms/ml). There is no difference between the various members of this group of antibiotics in this respect. In the present study, however, it is shown that the inhibitory eff...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: van den Bogert C,Holtrop M,Melis TE,Roefsema PR,Kroon AM

    更新日期:1987-05-01 00:00:00

  • Rapid stimulation of rhodamine 123 efflux from multidrug-resistant KB cells by progesterone.

    abstract::Rhodamine 123 is a mitochondrial dye that is retained for prolonged periods by carcinoma cells. While investigating causes of retention of this dye, we found that 10 microM progesterone caused a rapid stimulation of efflux of rhodamine 123 within 15 min from KB V20C cells, which overexpress the multidrug resistance pu...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Jancis EM,Chen HX,Carbone R,Hochberg RB,Dannies PS

    更新日期:1993-11-02 00:00:00

  • Salinomycin enhances cisplatin-induced cytotoxicity in human lung cancer cells via down-regulation of AKT-dependent thymidylate synthase expression.

    abstract::Salinomycin, a polyether antibiotic, acts as a highly selective potassium ionophore and has anticancer activity on various cancer cell lines. Cisplatin has been proved as chemotherapy drug for advanced human non-small cell lung cancer (NSCLC). Thymidylate synthase (TS) is a key enzyme in the pyrimidine salvage pathway...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Ko JC,Zheng HY,Chen WC,Peng YS,Wu CH,Wei CL,Chen JC,Lin YW

    更新日期:2016-12-15 00:00:00

  • Verapamil decreases glucuronidase activity in the gut.

    abstract::The present investigation addressed the role of verapamil for oral pharmacokinetics of morphine-6-beta-glucuronide (M6G). Male Sprague-Dawley rats received 62.5 mg kg(-1) M6G-dihydrate orally w/wo pre-treatment with 70 mg kg(-1) verapamil. Intravenous M6G (3.9 mg kg(-1) ) and oral morphine (52.7 mg kg(-1) morphine-hyd...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Lötsch J,Sperker B,Kroemer HK,Geisslinger G

    更新日期:2002-04-15 00:00:00

  • Structure-activity relationships of alkylamines that inhibit rat liver hydroxysteroid sulfotransferase activities in vitro.

    abstract::Tetraalkylammonium salts having n-propyl to n-amyl side chains inhibited rat liver sulfotransferase (ST) activities toward dehydroepiandrosterone and cortisol, but not ST activity toward 2-naphthol, whereas trialkylamines having ethyl to n-amyl side chains inhibited ST activity toward dehydroepiandrosterone, but not S...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Matsui M,Takahashi M,Miwa Y,Motoyoshi Y,Homma H

    更新日期:1995-03-01 00:00:00

  • 13-cis retinoic acid and isomerisation in paediatric oncology--is changing shape the key to success?

    abstract::Retinoic acid isomers have been used with some success as chemotherapeutic agents, most recently with 13-cis retinoic acid showing impressive clinical efficacy in the paediatric malignancy neuroblastoma. The aim of this commentary is to review the evidence that 13-cis retinoic acid is a pro-drug, and consider the impl...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章,评审


    authors: Armstrong JL,Redfern CP,Veal GJ

    更新日期:2005-05-01 00:00:00

  • Reduction of the indoloquinone anticancer drug EO9 by purified DT-diaphorase: a detailed kinetic study and analysis of metabolites.

    abstract::DT-diaphorase has been implicated in the activation and mechanism of cytotoxicity of the investigational indoloquinone anticancer drug EO9. Here, we have used a highly purified DT-diaphorase isolated from rat Walker tumour cells to provide unambiguous evidence for the ability of this enzyme to catalyze reduction of EO...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Bailey SM,Lewis AD,Knox RJ,Patterson LH,Fisher GR,Workman P

    更新日期:1998-09-01 00:00:00

  • Selectivity of the molecular chaperone-specific immunosuppressive agent 15-deoxyspergualin: modulation of Hsc70 ATPase activity without compromising DnaJ chaperone interactions.

    abstract::The immunosuppressive and cytostatic agent 15-deoxyspergualin (DSG) binds to the Hsc70 class of molecular chaperones with a K(D) = 4 microM. Because Hsc70s represent a diverse group of cellular effectors and because Hsc70 function frequently requires a DnaJ molecular chaperone, the specificity of DSG for different Hsc...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Brodsky JL

    更新日期:1999-04-15 00:00:00

  • PARP inhibitors: new tools to protect from inflammation.

    abstract::Poly(ADP-ribosylation) consists in the conversion of β-NAD(+) into ADP-ribose, which is then bound to acceptor proteins and further used to form polymers of variable length and structure. The correct turnover of poly(ADP-ribose) is ensured by the concerted action of poly(ADP-ribose) polymerase (PARP) and poly(ADP-ribo...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章,评审


    authors: Giansanti V,Donà F,Tillhon M,Scovassi AI

    更新日期:2010-12-15 00:00:00

  • Characterization of alpha 1- and alpha 2-adrenoceptors directly associated with basolateral membranes from rat kidney proximal tubules.

    abstract::We have used 2-(beta-(3-125iodo-4-hydroxyphenyl)-ethylaminoethyl)-tetr alo ne ([125I]HEAT or BE2254), an alpha 1-selective antagonist, and [3H]yohimbine, an alpha 2-selective antagonist, to demonstrate and characterize binding sites in basolateral membranes from rat kidney cortex. Parathyroid hormone (PTH) stimulated ...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Matsushima Y,Akabane S,Ito K

    更新日期:1986-08-01 00:00:00

  • Induction of G(2)/M phase arrest and apoptosis by a new synthetic anti-cancer agent, DW2282, in promyelocytic leukemia (HL-60) cells.

    abstract::We studied the effect of DW2282-,[(S)-(+)-4-phenyl-1-[N-(4-aminobenzoyl)-indoline-5-sulfonyl-4,5-dihydro-2-imidazolone].hydrochloride], a newly developed anti-cancer agent, on cell proliferation, cell cycle progression, and induction of apoptosis in human promyelocytic leukemia (HL-60) cells. DW2282, a diarylsulfonylu...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Piao W,Yoo J,Lee DK,Hwang HJ,Kim JH

    更新日期:2001-12-01 00:00:00

  • Explanation of the non-hyperbolic kinetics of the glutathione S-transferases by the simplest steady-state random sequential Bi Bi mechanism.

    abstract::We have demonstrated that the simplest steady-state random sequential Bi Bi mechanism is sufficient to explain the previously reported non-hyperbolic kinetics of glutathione S-transferase 3-3 [Pabst MJ et al., J Biol Chem 249: 7140-7150, 1974; Jakobson I et al., Biochem J 177: 861-868, 1979]. The metabolism of 1-chlor...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Ivanetich KM,Goold RD,Sikakana CN

    更新日期:1990-06-15 00:00:00

  • Effect of manganese on tyrosylprotein sulfotransferase activity in PC12 cells.

    abstract::Recent studies in our laboratory have revealed that Mn2+ is capable of promoting cell spreading and neurite outgrowth in PC12 cells, a process which is dependent on Mn2+ stimulation of the interaction between extracellular matrix (ECM) components and their corresponding integrin receptors. Since the major ECM proteins...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Lin WH,Marcucci K,Roth JA

    更新日期:1994-04-29 00:00:00

  • Prostaglandin D2 induces the production of human beta-defensin-3 in human keratinocytes.

    abstract::The antimicrobial peptide human beta-defensin-3 (hBD-3) is produced by epidermal keratinocytes and protects the skin from infections. This peptide induces the release of a lipid mediator, prostaglandin D(2) from dermal mast cells. Prostaglandin D(2) binds to cell-surface G protein-coupled receptors, D prostanoid recep...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Kanda N,Ishikawa T,Watanabe S

    更新日期:2010-04-01 00:00:00

  • Activation of human leukemia protein kinase C by tumor promoters and its inhibition by N-trifluoroacetyladriamycin-14-valerate (AD 32).

    abstract::N-Trifluoroacetyladriamycin-14-valerate (AD 32), a lipophilic, DNA non-binding analog of Adriamycin (ADR), was found to be a potent inhibitor of the membrane-bound enzyme, protein kinase C (PKC). PKC was isolated and purified from human leukemia ML-1 cells, and the enzyme activity was shown to be activated by the tumo...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Chuang LF,Kung HF,Israel M,Chuang RY

    更新日期:1992-02-18 00:00:00

  • A possible action of nicardipine on the cardiac sarcolemmal Na+-Ca2+ exchange.

    abstract::The effects of nicardipine on sodium-calcium exchange activity of cardiac sarcolemma-enriched vesicles isolated from the rat heart were examined. Sodium-loaded, sarcolemma-enriched vesicles, when exposed to a medium containing 40 microM CaCl2, exhibited about 5 nmoles Ca2+/mg protein of the maximal calcium uptake; the...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Takeo S,Adachi K,Sakanashi M

    更新日期:1985-07-01 00:00:00

  • The novel TLR9 antagonist COV08-0064 protects from ischemia/reperfusion injury in non-steatotic and steatotic mice livers.

    abstract::Ischemia/reperfusion (I/R) injury constitutes a major reason for failure of liver surgeries and transplantation. I/R injury is more severe in steatotic livers and limits their use in transplantation. Here, we present a novel and selective Toll-like receptor 9 (TLR9) antagonist COV08-0064 and test its potential to prot...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Shaker ME,Trawick BN,Mehal WZ

    更新日期:2016-07-15 00:00:00

  • On the role of thiol groups in the inhibition of liver microsomal Ca2+ sequestration by toxic agents.

    abstract::ATP-dependent Ca2+ sequestration by rat liver microsomes was assayed using three different methods, and characterized with regard to the effect of various inhibitors. When glucose and hexokinase were added in combination to deplete ATP in the incubation, Ca2+ uptake was followed by rapid release of Ca2+ from the micro...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Thor H,Hartzell P,Svensson SA,Orrenius S,Mirabelli F,Marinoni V,Bellomo G

    更新日期:1985-10-15 00:00:00

  • Differential inhibition of human neutrophil functions. Role of cyclic AMP-specific, cyclic GMP-insensitive phosphodiesterase.

    abstract::Multiple molecular forms of cyclic nucleotide phosphodiesterase have been characterized in various tissues and cells according to their substrate specificity, intracellular location, and calmodulin dependence. The purpose of this study was to evaluate the possible involvement of different molecular forms of phosphodie...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Wright CD,Kuipers PJ,Kobylarz-Singer D,Devall LJ,Klinkefus BA,Weishaar RE

    更新日期:1990-08-15 00:00:00

  • Emodin enhances sensitivity of gallbladder cancer cells to platinum drugs via glutathion depletion and MRP1 downregulation.

    abstract::Glutathione conjugation and transportation of glutathione conjugates of anticancer drugs out of cells are important for detoxification of many anticancer drugs. Inhibition of this detoxification system has recently been proposed as a strategy to treat drug-resistant solid tumors. Gallbladder carcinoma is resistant to ...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Wang W,Sun YP,Huang XZ,He M,Chen YY,Shi GY,Li H,Yi J,Wang J

    更新日期:2010-04-15 00:00:00

  • Divergent effects of protein kinase C (PKC) inhibitors staurosporine and bisindolylmaleimide I (GF109203X) on bone resorption.

    abstract::Activation of protein kinase C (PKC) has been suggested to play a role in bone resorption. However, phorbol esters, which activate PKC, have been reported to have both stimulatory and inhibitory effects on bone resorption. To study the role of PKC in bone resorption further, we have measured calcium release elicited b...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Lee SK,Stern PH

    更新日期:2000-10-01 00:00:00

  • Genetic expression of aflatoxin metabolism. Effects of 3-methylcholanthrene and beta-naphthoflavone on hepatic microsomal metabolism and mutagenic activation of aflatoxins.

    abstract::The effects of pretreatment with 3-methylcholanthrene (MC) and beta-naphthoflavone (beta NF) on the hepatic microsome-mediated mutagenesis of aflatoxin B1 (AFB1) and benzo[a]pyrene, and on the metabolism of aflatoxins B1 and B2, were investigated in inbred mouse strains. The inbred strains of mice studied included Ah ...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Raina V,Williams CJ,Gurtoo HL

    更新日期:1983-12-15 00:00:00

  • Reduced (+/-)-3,4-methylenedioxymethamphetamine ("Ecstasy") metabolism with cytochrome P450 2D6 inhibitors and pharmacogenetic variants in vitro.

    abstract::"Ecstasy" [(+/-)-3,4-methylenedioxymethamphetamine or MDMA] is a CNS stimulant, whose use is increasing despite evidence of long-term neurotoxicity. In vitro, the majority of MDMA is demethylenated to (+/-)-3,4-dihydroxymethamphetamine (DHMA) by the polymorphic cytochrome P450 2D6 (CYP2D6). We investigated the demethy...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Ramamoorthy Y,Yu AM,Suh N,Haining RL,Tyndale RF,Sellers EM

    更新日期:2002-06-15 00:00:00

  • A direct link between LY83583, a selective repressor of cyclic GMP formation, and glutathione metabolism.

    abstract::LY83583 (6-anilino-5,8-quinolinedione), considered to be a relatively specific repressor of cyclic GMP formation, is shown in the present study to inhibit (K(i) = 3 microM) glutathione reductase from bovine intestinal mucosa. As glutathione disulphide has been reported to inhibit guanylate cyclase irreversibly [Braugh...

    journal_title:Biochemical pharmacology

    pub_type: 杂志文章


    authors: Lüönd RM,McKie JH,Douglas KT

    更新日期:1993-06-22 00:00:00