BACTERIAL MUTAGENICITY OF DICYCLOPENTA-FUSED PYRENE CONGENERS IN FVT-PYROLYSATES: PARTIAL COMBUSTION EXHAUST MIMICS

REFERENCES

• Wiersum , U. E. and Jenneskens , L. W. 1997 . “ The Formation of Polyaromatic Hydrocarbons, Fullerenes and Soot in Combustion: Pyrolytic Mechanisms and the Industrial and Environmental Connection ” . In Gas Phase Reactions in Organic Synthesis , Edited by: Vallée , Y. 143 – 194 . New York : Gordon and Breach Science . in
   Google Scholar
• Mastral , A. M. , Callen , M. S. and García , T. 2000 . Toxic Organic Emissions from Coal Combustion . Fuel Processing Technology , 67 : 1 – 10 .
   Web of Science ®Google Scholar
• Jacob , J. 1996 . The significance of PAH as Environmental Carcinogens . Pure and Applied Chemistry , 68 : 301 – 308 .
   Web of Science ®Google Scholar
• Eisenstadt , E. and Gold , A. 1978 . Cyclopenta[cd]pyrene: A Highly Mutagenic PAH . Proceedings of the National Academy of Sciences of the USA , 75 : 1667 – 1669 .
   PubMed Web of Science ®Google Scholar
• Kohan , M. J. , Sangaiah , R. , Ball , L. M. and Gold , A. 1985 . Bacterial Mutagenicity of Aceanthrylene: A Novel CP-PAH of Low Molecular Weight . Mutation Research , 155 : 95 – 98 . http://dx.doi.org/10.1016/0165-1218%2885%2990124-7
   PubMed Web of Science ®Google Scholar
• Ball , L. M. , Warren , S. H. , Sangaiah , R. and Gold , A. 1991 . Bacterial Mutagenicity of Two Cyclopentafused Isomers of Benzpyrene . Mutation Research , 260 : 271 – 279 . http://dx.doi.org/10.1016/0165-1218%2891%2990036-L
   PubMedGoogle Scholar
• Fu , P. P. , Beland , F. A. and Yang , S. K. 1980 . CP-PAH: Potential Carcinogens and Mutagens . Carcinogenesis , 1 : 725 – 727 .
   PubMed Web of Science ®Google Scholar
• Lafleur , A. L. , Longwell , J. P. , Shirname-More , L. , Monchamp , P. A. , Peters , W. A. and Plummer , E. F. 1990 . Chemical Characterization and Bacterial Mutagenicity Testing of Ethylene Combustion Products from a Jet-Stirred/Plug-Flow Reactor . Energy and Fuels , 4 : 307 – 319 .
   Google Scholar
• Sarobe , M. , Flink , S. , Jenneskens , L. W. , van Poecke , B. L. A. and Zwikker , J. W. 1995 . Cyclopent[fg]acepyrylene, Cyclopent[jk]acepyrylene and Cyclopent[mn]acepyrylene: Novel C20H10 Cyclopenta-Fused PAH . Journal of the Chemical Society, Chemical Communications , : 2415 – 2416 .
   Google Scholar
• Scott , L. T. and Necula , A. 1996 . Synthesis and Characterization of the Three Dicyclopentapyrenes . Journal of Organic Chemistry , 61 : 386 – 388 .
   Web of Science ®Google Scholar
• Lafleur , A. L. , Howard , J. B. , Taghizadeh , K. , Plummer , E. F. , Scott , L. T. , Necula , A. and Swallow , K. C. 1996 . Identification of C20H10 Dicyclopentapyrenes in Flames: Correlation with Corannulene and Fullerene Formation . Journal of Physical Chemistry , 100 : 17421 – 17428 .
   Web of Science ®Google Scholar
• Lafleur , A. L. , Howard , J. B. , Plummer , E. F. , Taghizadeh , K. , Necula , A. , Scott , L. T. and Swallow , K. C. 1998 . Identification of Some Novel Cyclopenta-Fused PAH in Ethylene Flames . Polycyclic Aromatic Compounds , 12 : 223 – 237 .
   Web of Science ®Google Scholar
• Ledesma , E. B. , Kalish , M. A. , Wornat , M. J. , Nelson , P. F. and Mackie , J. C. 1999 . Observation of Cyclopenta-Fused and Ethynyl-Substituted PAH During the Fuel-Rich Combustion of Primary Tar from a Bituminous Coal . Energy and Fuels , 13 : 1167 – 1172 .
   Web of Science ®Google Scholar
• Lobato , M. J. Otero. , Jenneskens , L. W. and Seinen , W. 2004 . Bacterial Mutagenicity of the Three Isomeric Dicyclopenta-Fused Pyrenes: The Effects of Dicyclopenta Topology . Mutation Research , 559 : 105 – 119 .
   PubMedGoogle Scholar
• Wang , H. and Freklach , M. 1997 . A Detailed Kinetic Modeling Study of Aromatics Formation in Laminar Premixed Acetylene and Ethylene Flames . Combustion and Flame , 110 : 173 – 221 . http://dx.doi.org/10.1016/S0010-2180%2897%2900068-0
   Web of Science ®Google Scholar
• Necula , A. and Scott , L. T. 2000 . High Temperature Behavior of Alternant and Non-Alternant PAH . Journal of Analytical and Applied Pyrolysis , 54 : 65 – 87 . http://dx.doi.org/10.1016/S0165-2370%2899%2900085-6
   Web of Science ®Google Scholar
• Bauschlicher , C. W. Jr. and Ricca , A. 2000 . Mechanism for PAH Growth . Chemical Physics Letters , 326 : 283 – 287 .
   Web of Science ®Google Scholar
• Jenneskens , L. W. , Vlietstra , E. J. , Sarobe , M. and Ponzano , S. N. R. 1999 . High Temperature Chemistry of (Non)-Alternant PAH: The Flash Vacuum Thermolysis Approach . International Society of Polycyclic Aromatic Compounds Newsletter , 10 For a popular treatise
   Google Scholar
• Jenneskens , L. W. and Sarobe , M. 1999 . Prevalent CP-PAH Combustion Effluents. Build-Up and Conversion Under High Temperature Conditions in the Gas Phase . Polycyclic Aromatic Compounds , 14–15 : 169 – 178 .
   Google Scholar
• Lafleur , A. L. , Gagel , J. J. , Longwell , J. P. and Monchamp , P. A. 1988 . Identification of Aromatic Alkynes and Acyclic Polyunsaturated Hydrocarbons in the Output of a Jet-Stirred Combustor . Energy and Fuels , 2 : 709 – 716 .
   Google Scholar
• U.S. Environmental Protection Service (U.S. Environmental Protection Agency . 1993 . Selecting Exposure Routes and Contaminants of Concern by Risk-Based Screening Philadelphia, PA, , USA EPA/903/R-93–001 http://www.epa.gov
   Google Scholar
• Donnelly , K. C. , Claxton , L. D. , Huebner , H. J. and Capizzi , J. L. 1998 . Mutagenic Interactions of Model Chemical Mixtures . Chemosphere , 37 : 1253 – 1261 .
   PubMedGoogle Scholar
• Hermann , M. 1981 . Synergistic Effects of Individual PAH on the Mutagenicity of Their Mixtures . Mutation Research , 90 : 399 – 409 .
   PubMed Web of Science ®Google Scholar
• Ortiz de Montellano , P. R. and Reich , N. O. 1986 . “ Inhibition of Cytochrome P-450 Enzymes ” . In Cytochrome P-450: Structure, Mechanism, and Biochemistry , Edited by: Ortiz de Montellano , P. R. 273 – 314 . New York : Plenum Press . in
   Google Scholar
• Gan , L.-S. L. , Acebo , A. L. and Alworth , W. L. 1984 . 1-Ethynylpyrene, a Suicide Inhibitor of Cytochrome P-450 Dependent Benzo[a]pyrene Hydroxylase Activity in Liver Microsomes . Biochemistry , 23 : 3827 – 3836 .
   PubMed Web of Science ®Google Scholar
• Sarobe , M. 1998 . Polycyclic Aromatic Hydrocarbons under High Temperature Conditions. Consequences for Carbon Build up During Combustion and Fullerene Formation Processes , 208 Utrecht, , The Netherlands : Utrecht University . Ph.D. Thesis
   Google Scholar
• Brown , R. F. C. 1980 . Pyrolytic Methods in Organic Chemistry , New York : Academic Press . Organic Chemistry Monographs 41
   Google Scholar
• Sarobe , M. , Zwikker , J. W. , Snoeijer , J. D. , Wiersum , U. E. and Jenneskens , L. W. 1994 . Preparative Flash Vacuum Thermolysis: A Short Synthesis of Cyclopenta[cd]pyrene . Journal of the Chemical Society, Chemical Communications , : 89 – 90 .
   Google Scholar
• Sarobe , M. , Flink , S. , Jenneskens , L. W. , Zwikker , J. W. and Wessseling , J. W. 1996 . Flash Vacuum Thermolysis of 6-(1-Chloroethenyl)acenaphthene: A Short Synthesis of Pyracylene and Its Behavior Under High Temperature Conditions . Journal of the Chemical Society, Perkin Transaction 2 , : 2125 – 2131 .
   Google Scholar
• Sarobe , M. , Snoeijer , J. D. , Jenneskens , L. W. , Slagt , M. Q. and Zwikker , J. W. 1995 . Cyclopenta[cd]fluoranthene: Acefluoranthylene . Tetrahedron Letters , 36 : 8489 – 8492 .
   Google Scholar
• Sarobe , M. , van Heerbeek , R. , Jenneskens , L. W. and Zwikker , J. W. 1997 . Unexpected High Temperature Behavior of 2,2′-Diethynylbiphenyl in the Gas Phase—A Precursor for Acephenanthrylene Instead of Pyrene . Liebigs Annalen/Recueil , : 2499 – 2503 .
   Google Scholar
• Maron , D. M. and Ames , B. N. 1983 . Revised Methods for the Salmonella Mutagenicity Test . Mutation Research , 113 : 173 – 215 . http://dx.doi.org/10.1016/0165-1161%2883%2990010-9
   PubMed Web of Science ®Google Scholar
• Lowry , O. H. , Rosebrough , N. J. , Farr , A. L. and Randall , R. J. 1951 . Protein Measurement with the Folin Phenol Reagent . Journal of Biological Chemistry , 193 : 265 – 275 .
   PubMed Web of Science ®Google Scholar
• Wortelboer , H. M. , de Kruif , C. A. , van Iersel , A. A. J. , Falke , H. E. , Noordhoek , J. and Blaauboer , B. J. 1990 . The Isoenzyme Pattern of Cytochrome P450 in Rat Hepatocytes in Primary Culture, Comparing Different Enzyme Activities in Microsomal Incubations and Intact Monolayers . Biochemical Pharmacology , 40 : 2525 – 2534 .
   PubMed Web of Science ®Google Scholar
• Kim , B. S. and Margolin , B. H. 1999 . Statistical Methods for the Ames Salmonella Assay: A Review . Mutation Research , 436 : 113 – 122 .
   PubMedGoogle Scholar
• Sarobe , M. , Kwint , H. C. , Fleer , T. , Havenith , R. W. A. , Jenneskens , L. W. , Vlietstra , E. J. , van Lenthe , J. H. and Wessseling , J. W. 1999 . Flash Vacuum Thermolysis of Acenaphtho[1,2-a]acenaphthylene, Fluoranthene, Benzo[k]- and Benzo[j]fluoranthene—Homolytic Scission of Carbon-Carbon Single Bonds of Internally Fused Cyclopenta Moieties at T > 1000°C . European Journal of Organic Chemistry , : 1191 – 1200 .
   Google Scholar
• Hall , M. , Parker , D. K. , Grover , P. L. , Lu , J.-Y. L. , Hopkins , N. E. and Alworth , W. L. 1990 . Effects of 1-Ethynylpyrene and Related Inhibitors of P450 Isozymes upon Benzo[a]pyrene Metabolism by Liver Microsomes . Chemico-Biological Interactions , 76 : 181 – 192 .
   PubMed Web of Science ®Google Scholar