What's the difference between anthracene and phenanthrene?

Anthracene


Definition:

  • (n.) A solid hydrocarbon, C6H4.C2H2.C6H4, which accompanies naphthalene in the last stages of the distillation of coal tar. Its chief use is in the artificial production of alizarin.

Example Sentences:

  • (1) Female CD-1 mice were initiated with 200 nmol 7,12-dimethylbenz[a] anthracene and topically promoted three times weekly for 20 weeks with doses of 25, 50, 100, or 200 nmol mirex.
  • (2) The inhibitory effect of topical garlic extract on 7,12-dimethylbenz[a]anthracene (DMBA)-induced oral carcinogenesis in Syrian hamsters was studied to define the local anticarcinogenicity of garlic.
  • (3) Mitoxantrone is an anthracene derivative that acts as a cytostatic in a variety of cancers.
  • (4) In another series of experiments, the effects of an anion channel blocker, anthracene-9-carboxylic acid (9-AA), were measured after stimulation of electrogenic HCO3- secretion with cAMP.
  • (5) --In this fashion, six polycyclic aromatic compounds with differing carcinogenic activities were tested:benzo(a)-pyrene, benzo(b)fluoranthene, indeno(1,2,3-c,d)pyrene, benzo(a)anthracene, fluoranthene, and cyclopenteno (c,d)pyrene.
  • (6) A comparison of the relative cytosolic Ah (9S) receptor binding affinities and aryl hydrocarbon hydroxylase (AHH) induction potencies of these hydrocarbons with their 4S protein binding affinities demonstrated the following: five compounds, namely 1,2,5,6-dibenz[a]-anthracene, 1,2,3,4-dibenz[a]anthracene, picene, benzo[a]pyrene and 3-methylcholanthrene exhibited high to moderate binding affinities for the 4S and 9S cytosolic proteins (EC50 values less than 10(-6) M) and induced AHH in rat hepatoma cells; three compounds, namely perylene, benzo[e]pyrene and benzo[g,h,i]perylene exhibited high affinities for the 4S binding protein (1.25 X 10(-7), 4.4 X 10(-8) and 2.9 X 10(-8) M, respectively) and low affinities (EC50 values greater than 10(-5) M) for the Ah receptor protein; moreover these three compounds did not induce AHH in rat hepatoma H-4-II E cells in culture.
  • (7) Anthracene, chrysene, benzo(e)pyrene and perylene did not significantly suppress the antibody-forming cell response compared to the corn oil vehicle controls.
  • (8) Heterotopic tracheal transplants of rats were exposed in vivo to 150 or 640 microng of 7, 12-dimethylbenz(a)anthracene (DMBA) delivered over 2 weeks, and the epithelium was studied in vitro in an attempt to identify changes in growth behavior during early phases of neoplastic development.
  • (9) 5-Methylchrysene, dibenz[a,h]anthracene and benz[a]anthracene, which have relatively high IP, were inactive.
  • (10) The in vitro induction of sister chromatid exchanges (SCEs) in Chinese hamster ovary (CHO) cells by the polycyclic hydrocarbons, 7,12-dimethylbena[a]anthracene and 3-methylcholanthrene and some of the related dihydrodiols was investigated.
  • (11) The results indicate that, in mouse skin microsomes, a cytochrome P-450 induced by benz(a)anthracene is enzymatically and immunochemically similar to rat liver cytochrome P-450MC-1.
  • (12) The PCAH's identified in SRF-carbon black were: anthracene, phenanthrene, fluoranthene, pyrene, benzo(mno)fluoranthene, chrysene, 1,2-benzanthracene, 9,10-dimethyl-1,2-benzanthracene, 1,2-benzopyrene, 3,4-benzopyrene, perylene, o-phenylene pyrene 1,2-benzoperylene, anthanthrene, and coronene.
  • (13) In normal fibres in normal Ringer 3-chloro-2,5,6-trimethylbenzoic acid; 5,6-dihydro-5,5-dimethyl-7-carboxybenz[c]acridine; phenanthrene-9-carboxylic acid; and anthracene-9-carboxylic acid at 10(-5)-10(-4)M decreased membrane conductance without consistently changing diameter or capacitance.
  • (14) An attempt was made to separate estrogen from prolactin dependency of 7,12-dimethylbenz(a)anthracene (DMBA)-induced rat mammary tumors at 2.5 and 5 months after DMBA injection.
  • (15) Inducibility by dcAMP plus aminophylline or by benz (a) anthracene varied in different cell lines.
  • (16) Thus, the 8,9-dihydrodiol-10,11-epoxide of 7,12-dimethylbenz]a[anthracene, analogous to the biologically active 7,8-dihydrodiol-9,10-epoxide of benzo]a[pyrene, a mutagen that is believed to be an active intermediate in carcinogenesis by benzo]a[pyrene, should probably exist preferentially in a conformation bearing the8-hydroxyl group in the axial orientation.
  • (17) Omission of adrenocorticotrophic hormone lowered the oxidation of mitochondrial glutathione induced by 7-hydroxymethyl-12-methylbenz[a]anthracene about twofold.
  • (18) 4,4'-DDT greater than aldrin, 4,4'-DDE and 7,12-dimethylbenz(a)anthracene (DMBA) greater than 3-hydroxybenzo(a)pyrene (3-OH-B(a)P) greater than benzo(a)pyrene (B(a)P).
  • (19) Squamous cell carcinomas (SCC) of the mouse skin were produced by three different protocols of chemical carcinogenesis, i.e., complete carcinogenesis with 7,12-dimethylbenz(a)anthracene (DMBA) two-stage carcinogenesis with DMBA as initiator, 12-O-tetradecanoyl-phorbol-13-acetate (TPA) as promoter and three stage carcinogenesis with DMBA, TPA and N-methyl-N'-nitro-N-nitrosoguanidine (MNNG) as third-stage agent or progressor.
  • (20) Sphingosine (SPH) was studied as an inhibitor of skin tumor promotion in skin cancer initiated by 7,12-dimethylbenz[a]-anthracene (DMBA) and promoted by 12-O-tetradecanoylphorbol-13-acetate (TPA).

Phenanthrene


Definition:

  • (n.) A complex hydrocarbon, C14H10, found in coal tar, and obtained as a white crystalline substance with a bluish fluorescence.

Example Sentences:

  • (1) In the case of adducts with the diol-epoxides of benzo[c]phenanthrene, the energetically most favored structures are isomers with significant biological activity.
  • (2) Enzymatic hydrolysis of glucuronides and sulfates resulted in the formation of free 1,2-, 3,4- and 9,10-dihydrodiols of phenanthrene and 1-, 2-, 3-, and 4-hydroxyphenanthrene in both species.
  • (3) 4H-Cyclopenta[def]chrysen-4-one and 1-methyl-4H-cyclopenta[def]phenanthrene displayed weak tumorigenic activity at a total initiating dose of 1.0 mg.
  • (4) All of the compounds which were active in the receptor-binding and monooxygenase enzyme-induction assays possessed one common structural feature, namely the presence of a phenanthrene structure fused with at least 1 benzo ring.
  • (5) The PCAH's identified in SRF-carbon black were: anthracene, phenanthrene, fluoranthene, pyrene, benzo(mno)fluoranthene, chrysene, 1,2-benzanthracene, 9,10-dimethyl-1,2-benzanthracene, 1,2-benzopyrene, 3,4-benzopyrene, perylene, o-phenylene pyrene 1,2-benzoperylene, anthanthrene, and coronene.
  • (6) In normal fibres in normal Ringer 3-chloro-2,5,6-trimethylbenzoic acid; 5,6-dihydro-5,5-dimethyl-7-carboxybenz[c]acridine; phenanthrene-9-carboxylic acid; and anthracene-9-carboxylic acid at 10(-5)-10(-4)M decreased membrane conductance without consistently changing diameter or capacitance.
  • (7) The unsubstituted phenanthrene-9,10-imine was approximately 70-fold more mutagenic than the corresponding phenanthrene-9,10-oxide.
  • (8) The thioether metabolites of styrene oxide and phenanthrene are described, but the procedures have been applied in studies of several drugs and environmental chemicals in our laboratory.
  • (9) Data analysis indicated no statistically significant PCB or phenanthrene effect on either total glucose uptake velocities or the proportion of 14CO2 evolved, as compared to natural unstressed samples.
  • (10) Although the ozonation products of pyrene were not toxic under the conditions of this study, phenanthrene products were more hepatotoxic than was phenanthrene itself.
  • (11) 16,17-Dihydro-11-hydroxy-15H-cyclopenta[alpha]phenanthrene was also tested for carcinogenicity in the TO strain by repeated application.
  • (12) Sections for morphological examination showed evidence of increased digestive cell deletion in phenanthrene-treated mussels.
  • (13) The phenanthrene-induced aldehyde dehydrogenase is very similar to the normal uninduced aldehyde dehydrogenase, whereas the benzo[a]pyrene-induced aldehyde dehydrogenase has common properties with the TCDD (2,3,7,8-tetrachlorodibenzo-p-dioxin)-induced enzyme and the hepatoma-specific enzyme.
  • (14) Two clinical trials of the phenanthrene methanol compound halofantrine in the treatment of Plasmodium falciparum were conducted in Malawi, in areas where the parasite was known to be chloroquine resistant.
  • (15) The gas-liquid chromatographic (GLC) analysis of benzene extract of fly ash showed the presence of 28 polyaromatic hydrocarbons, of which only phenanthrene, anthracene, pyrene, benz[a]anthracene, chrysene, and benzo[a]pyrene could be identified.
  • (16) The white rot fungus Phanerochaete chrysosporium metabolized phenanthrene when it was grown for 7 days at 37 degrees C in a medium containing malt extract, D-glucose, D-maltose, yeast extract, and Tween 80.
  • (17) These results suggest that the mixed-function oxidase systems specifically induced by BNF have a protective effect against the hepatotoxicity of the oxonized or nitrated products of phenanthrene and pyrene.
  • (18) The enzyme, which is normally stereospecific in the addition of GSH to the oxirane carbon of R absolute configuration in arene oxide substrates, loses its stereospecificity toward phenanthrene 9,10-oxide with the retro peptide analogues, giving a 2:1 mixture of the S,S and R,R stereoisomeric 9,10-dihydro-9-(S-peptidyl)-10-hydroxyphenanthrenes.
  • (19) Besides N-oxidation, the metabolism of BfQ by all the above microsomes was almost exclusively at the benzo-ring (49-69%) while that of phenanthrene was predominantly at the K-region (50-71%).
  • (20) Nitrophenanthrene lactones (nitro-6H-dibenzo[b,d]pyran-6-ones) were found to account for the observed activity of this polar fraction of the phenanthrene reaction products.