Skip to main content

Recent state of lindane metabolism. Part II.

  • Conference paper
Residue Reviews

Abstract

After completing the manuscript of our first review published in “Residue Reviews” 68, pp. 59ff. (1977) newer fundamental papers dealing with lindane and polychlorobenzene and -phenol metabolism came to our attention. The results derived from them and a few other papers published in 1972–1977 will be discussed in this present review.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  • Ahlborg, U. G. Metabolism of chlorophenols. Studies on dechlorination in mammals. Rapport fran statens naturvardsverk. Swedish Environmental Protection Board, Report 895 (1977)

    Google Scholar 

  • Ahlborg, U. G.: Dechlorination of pentachlorophenol in vivo and vitro. K. R. Rao (ed.): Pentachlorophenol. New York: Plenum Publishing Co. (1978).

    Google Scholar 

  • Ahlborg, U. G., and K. Larsson: Metabolism of tetrachlorophenols in the rat. Arch. Toxicol. 40, 63 (1978).

    Article  PubMed  CAS  Google Scholar 

  • Ahlborg, U. G., and T. Tsrunberg: Metabolism of pentachlorophenol in vivo and in vitro. Arch. Toxicol. 40, 45 (1978).

    Article  PubMed  CAS  Google Scholar 

  • Ahlborg, U. G., and T. Thunberc: Effects of 2,3,7,8-Tetrachlorodibenzo-p-dioxin on the in vivo and in vitro dechlorination of pentachlorophenol. Arch. Toxicol. 40, 55 (1978).

    Article  PubMed  CAS  Google Scholar 

  • Axrraxo, H., and K. Kobayashi: Studies on the metabolism of chlorophenols in fish. III. Isolation and identification of a conjugated PCP excreted by goldfish. Bull. Japan. Soc. Sci. Fish 41, 1595 (1975).

    Google Scholar 

  • Anonymous: Dehydrogenation of lindane. Drug Metabolism and Disposition 4, 176 (1976).

    Google Scholar 

  • Balba, M. H., and J. G. Saha: Metabolism of lindane-14-C by wheat plants grown from treated seed. Environ. Letters 7, 181 (1974).

    Article  CAS  Google Scholar 

  • Ballschmiter, K., C. Unglert, and P. Heizmann: Bildung von Chlorpeenolen durch mikrobielle Umwandlung von Chlorbenzolen. Angew. Chemie 89, 680 (1977).

    Article  CAS  Google Scholar 

  • Beland, F. A., S. O. Farwell, A. E. Robocker, and R. Geer: Electrochemical reduc- tion and anaerobic degradation of lindane J Ag. Food Chem. 24, 753 (1976).

    Article  CAS  Google Scholar 

  • Braun, W. H., E. Y. Suns, D. G. Keyes, and R. J. Kociba: Pharmacokinetics and toxicological evaluation of dogs fed 1,2,4,5-tetrachlorobenzene in the diet for two years. 16th Ann. Meeting Soc. Toxicol. Toronto, 27–30 March 1977. Toxicol. Applied Pharmacol. 41 (1977 a).

    Google Scholar 

  • Braun, W. H., E. Y. Suns, D. G. Keyes, and R. J. Kociba: The pharmacokinetics and metabolism of PCP in rats. Toxicol. Applied Pharmacol. 41, 395 (1977 b).

    Google Scholar 

  • Chadwick, R. W., J. J. Freal, G. W. Sovocool, CH. C. Bryden, and M. F. Cope-Land: The identification of three previously unreported lindane metabolites from mammals. In press (1978).

    Google Scholar 

  • Chadwick, R. W., L. T. Chung, and K. Williams, Dehydrogenation: A previously unreported pathway of lindane metabolism in mammals. Pest. Biochem. Physiol. 5, 575 (1975).

    Article  CAS  Google Scholar 

  • Chadwick, R. W., W. S. Simmons, C. C. Bryden, L. T. Chuang, L. M. Key, and C. J. Chadwick: Effect of dietary lipid and dimethylsulfoxid on lindane metabolism. Toxicol. Applied Pharmacol. 39, 391 (1977 a).

    Article  Google Scholar 

  • Chadwick, R. W., C. J. Chadwick, J. J. Freal, and C. C. Bryden: Comparative enzyme induction and lindane metabolism in rats pretreated with various organochlorine pesticides. Xenobiotica 7, 235 (1977 b).

    Article  PubMed  CAS  Google Scholar 

  • Chadwick, R. W., M. F. Copeland, and C. J. Chadwick: Effect of dietary fiber on lindane metabolism. Abstr. 16th Ann. Meeting Soc. Toxicol. Toronto, 27–30 March 1977. Toxicol. Applied Pharmacol. 41, 00 (1977 c).

    Google Scholar 

  • Chadwick, R. W., A. Peoples, and M. Cranmer: The effect of protein quality and ascorbic acid deficiency on stimulation of hepatic microsomal enzymes in guinea pigs. Toxicol. Applied Pharmacol. 24, 603 (1973).

    Article  CAS  Google Scholar 

  • C.I.E.L. (Centre international d’etudes du lindanes, Bruxelles): European symposium on lindane. Lyon-Chazay (29 April 1976 ).

    Google Scholar 

  • Cliath, M. M., and W. F. Spencer: Dissipation of pesticides from soil by volatilization of degradation products. I. Lindane and DDT. Environ. Sci. Technol. 6, 910 (1972).

    Article  CAS  Google Scholar 

  • Christensen, H. E., E. J. Fairchild, B. S. Carroll, and R. J. Lewis: Registry of toxic effects of chemical substances. 1976 ed. Rockville, Md. (1976).

    Google Scholar 

  • Dale, J. W., D. M. Jeruna, and B. Witgop: Arene oxides and the NIH-shift: The metabolism, toxicity and carcinogenicity of aromatic compounds Experientia 28, 1129 (1972).

    Google Scholar 

  • Eichler, D.: Lindan-Riickstände und Metabolismus. Pflanze und Tier. European symposium on lindane, Lyon-Chazay (29 April 1976 ).

    Google Scholar 

  • Engst, R., R. M. Macholz, M. Kujawa, H. J. Lewerenz, and R. Plass: The metabolism of lindane and its metabolites gamma-2,3,4,5,6-pentachlorocyclohexene, pentachlorobenzene and pentachlorophenol in rats and the pathways of lindane metabolism. J. Environ. Sci. Health B 11, 95 (1976).

    Article  PubMed  CAS  Google Scholar 

  • Engst, R., R. M. Macholz, M. Kujawa, The metabolism of lindane in a culture of mould and the general degradation scheme of lindane. Chemosphere 6, 401 (1977 a).

    Article  CAS  Google Scholar 

  • Engst, R., R. M. Macholz, M. Kujawa, Recent state of lindane metabolism Residue Reviews 68, 59 (1977 b).

    CAS  Google Scholar 

  • Engst, R., R. M. Macholz, M. Kujawa, Zur Kontamination der Umwelt mit Hexachlorbenzol. Nahrung 21, 231 (1977 c).

    Article  PubMed  CAS  Google Scholar 

  • Engst, R., R. M. Macholz, M. Kujawa, Metabolite von Hexachlorcyclohexanisomeren (HCH) im menschlichen Blut. Pharmazie 33, 109 (1978 a).

    PubMed  CAS  Google Scholar 

  • Engst, R., R. M. Macholz, M. Kujawa, Confirmations of the degradation scheme of gamma-hexachlorocyclohexane. Nahrung 22, K29 (1978 b).

    Article  Google Scholar 

  • Engst, R., R. M. Macholz, M. Kujawa, Metabolism of gamma-hexachlorocyclohexane (HCH) in vivo. Metabolism of orally administered gamma-2,3,4,5,6-pentachlorocyclohexene (PCCH). (Short communication.) In press (1978 c).

    Google Scholar 

  • Engst, R., R. M. Macholz, M. Kujawa, Interim results of studies of isomerization of gamma-hexachlorocyclohexane. In press (1979).

    Google Scholar 

  • Engst, R., R. M. Macholz, M. Kujawa, Interim results of studies of isomerization of gamma-hexachlorocyclohexane. In press (1979).

    Google Scholar 

  • Francis, A. J., R. J. Spanggord, and G. I. Oucm: Degradation of lindane by Escherichia coli. Applied Microbiol. 29, 567 (1975).

    CAS  Google Scholar 

  • Gliceman, A. H., C. N. Statham, A. Wu, and J. J. Lech: Studies on the up take metabolism and disposition of pentachlorophenol and pentachloroanisole in the rainbow trout. Toxicol. Applied Pharmacol. 41, 649 (1977).

    Article  Google Scholar 

  • Gopalaswamy, U. V., and A. S. Aiyar: Mammalian toxicity and metabolism of lindane. Ann. Meeting Soc. Biol. Chem. (India), Hyderabad (1976). Indian J. Biochem. Biophys. 14, 36 (1977).

    Google Scholar 

  • Harder, K., and G. Jagnow: Abbau von 14-C-, 3-H-, und 36-C1-markiertem gammaHexachlorcyclohexan durch anaerobe Bodenmikroorganismen. Arch. Microbiol. 104, 113 (1975).

    Article  Google Scholar 

  • Haque, A., I. Scheunert, and F. Korte: Contributions to ecological chemistry. CXL. Isolation and identification of a metabolite of pentachlorophenol-14-C in rice plants. Chemosphere 7, 65 (1978).

    Article  CAS  Google Scholar 

  • Heritage, A. D., and I. C. Macrae: Identification of intermediates formed during the degradation of hexachlorocyclohexanes by Clostridium sphenoides. Applied Environ. Microbiol. 33, 1295 (1975 a).

    Google Scholar 

  • Heritage, A. D., and I. C. Macrae: Degradation of lindane by cell-free preparation of Clostridium sphenoides. Applied Environ. Microbiol. 34, 222 (1977 b).

    Google Scholar 

  • Jagnow, G., K. Haider, and P.-Csm. Ellwardt: Anaerobic dechlorination and degradation of hexachlorocyclobexane isomers by anaerobic and facultative anaerobic bacteria. Arch. Microbiol. 115, 285 (1977).

    Article  PubMed  CAS  Google Scholar 

  • Jagnow, G., K. Haider, and P.-Csm. Ellwardt: Anaerobic dechlorination and degradation of hexachlorocyclobexane isomers by anaerobic and facultative anaerobic bacteria. Arch. Microbiol. 115, 285 (1977).

    Article  PubMed  CAS  Google Scholar 

  • Jagnow, G., K. Haider, and P.-Csm. Ellwardt: Anaerobic dechlorination and degradation of hexachlorocyclobexane isomers by anaerobic and facultative anaerobic bacteria. Arch. Microbiol. 115, 285 (1977).

    Article  PubMed  CAS  Google Scholar 

  • Jansson, B., and A. Bergman: Sulphur-containing derivatives of hexachlorobenzene (HCB)—metabolites in the rat. Chemosphere 7, 257 (1978).

    Article  CAS  Google Scholar 

  • Kobayashi, K., and H. Axitaxe: Studies on the metabolism of chlorophenols in fish. 1. Turnover of absorbed PCP in goldfish. Bull. Japan. Soc. Sci. Fish 41, 93 (1975).

    CAS  Google Scholar 

  • Koss, G., and Koransky: Pentachlorophenol in different species of vertebrates after administration of hexachlorobenzene and pentachlorobenzene. In K. R. RAO (ed.): Pentachlorophenol. New York: Plenum Publishing Co. (1978).

    Google Scholar 

  • Koszo, F., C. Slxlosi, and N. Simon: Hexachlorobenzene porphyria and hexachlorobenzene catabolism in rats. Biochem. Biophys. Res. Commun. 80, 781 (1978).

    Article  PubMed  CAS  Google Scholar 

  • Kraus, P.: Partikelgebundene Glutathion-S-Transferasen. Hoppe-Seyler’s Z. Physiol. Chem. 359, 289 (1978).

    Google Scholar 

  • Kurihara, U.: Urinary metabolites from gamma-and beta-BHC in the mouse: Chlorophenol conjugates. 3rd Internat. Symp. Chem. Toxicol. Aspects of Environ. Qual., Tokyo, Japan (19–22 Nov. 1973 ).

    Google Scholar 

  • Kurihara, U., and M. Nakajima: Studies on BHC isomers and related compounds. VIII. Urinary metabolites produced from gamma-and beta-BHC in the mouse: Chlorophenol conjugates. Pesticide Biochem. Physiol. 4, 220 (1974).

    CAS  Google Scholar 

  • Kurihara, U., M. Nohta, K. Tanaka, M. Kiso, T. Fujita, and M. Nakajima: Metabolic detoxication and synergistic ratio of lindane analogs in house flies. Pest. Biochem. Physiol. 7, 332 (1977 a).

    Google Scholar 

  • Kurihara, U., K. Tanaka, and M. Nakajima: Pathways of chlorophenylmercapturic acids formation in biodegradation of lindane. Agr. Biol. Chem. 41, 1317 (1977 b).

    Google Scholar 

  • Martens, R.: Reaktionstypen beim mikrobiellen Abbau von Pestiziden. Landbau-forsch. Voelkenrode, Sonderheft 14, 93 (1972).

    CAS  Google Scholar 

  • Mathur, S. P., and J. G. Saha: Microbiol. degradation of lindane-C14 in a flooded sandy loam soil. Soil. Sci. 120, 301 (1975).

    Article  CAS  Google Scholar 

  • Mathur, S. P., and J. G. Saha: Degradation of lindane-14C in a mineral soil and in an organic soil. Bull. Environ. Contam. Toxicol. 17, 424 (1977).

    Article  PubMed  CAS  Google Scholar 

  • Matsumura, F.: Toxicology of insecticides, p. 331. New York, London: Plenum Press (1975).

    Google Scholar 

  • Matsumura, F., H. J. Benezet, and K. C. Patil: Factors affecting microbial metabolism of gamma-BHC. J. Pest. Sci. 1, 3 (1976).

    Article  CAS  Google Scholar 

  • Moza, P., I. Mostafa, and W. Klein’ Beitraege zur oekologischen Chemie. LXXXIX. Orientierende Versuche zum Metabolismus von gamma-Pentachlorocyclohex-1-en in hoeheren Pflanzen in Hydrokultur. Chemosphere 4, 255 (1974).

    Article  Google Scholar 

  • Nakajima, E, H. Ssunno, and N. Kurmara: Whole body autoradiographic studies on the distribution of alpha-, beta-and gamma-BHC-14C in mice (in Japanese). Radioisotopes 19, 538 (1970).

    Google Scholar 

  • Pierce, R. H., and D. M. Victor: The fate of pentachlorophenol in an aquatic ecosystem. In: K. R. RAO (ed.): Pentachlorophenol. New York: Plenum Publishing Co. (1978).

    Google Scholar 

  • Portig, J.: Personal communication (1978).

    Google Scholar 

  • Renner, G., and K. P. Scauster. 2,4,5-Trichlorophenol, a new urinary metabolite of hexachlorobenzene. Toxicol. Applied Pharmacol. 39, 355 (1977).

    Article  CAS  Google Scholar 

  • Rozman, K., W. Mueller, F. Coulston, and F. Korte: Long-term feeding study of hexachlorobenzene in rhesus monkeys. Chemosphere 6, 81 (1977).

    Article  CAS  Google Scholar 

  • Saha, J. G., and Y. W. Lee: Degradation of lindane-14C by wheat grain. Environ. Letters 7, 359 (1974).

    Article  CAS  Google Scholar 

  • Sanborn, J. R., W. F. Childers, and L. G. Hansen: Uptake and elimination of 14-C-hexachlorobenzene (HCB) by the green sunfish, Lepomis xyanellus Raf., after feeding contaminated food. J. Agr. Food Chem. 25, 551 (1977).

    Article  CAS  Google Scholar 

  • Stein, K., J. Poetic, and W. Koransky: Oxidative transformation of hexachlorocyclohexane in rats and with rat liver microsomes. Naunyn-Schmiedeberg’s Arch. Pharmacol. 298, 115 (1977).

    CAS  Google Scholar 

  • Stienwandter, H.: Zum Lindanmetabolismus in Pflanzen. II. Bildung von alphaHCH. Chemosphere 5, 221 (1976).

    Article  Google Scholar 

  • Stienwandter, H.: Zum Lindanmetabolismus in Pflanzen. II. Bildung von alphaHCH. Chemosphere 5, 221 (1976).

    Article  Google Scholar 

  • Tanaka, K., N. Kurihara, and M. Nakajima: Unpublished results (1976).

    Google Scholar 

  • Tanaka, K., N. Kurihara, and M. Nakajima: Metabolism of lindane in house flies: Metabolic desaturation, dehydrogenation and dehydrochlorination, and conjugation with glutathione. Pest. Biochem. Physiol. 6, 392 (1976).

    Article  CAS  Google Scholar 

  • Tanaka, K., N. Kurihara, and M. Nakajima: Pathways of chlorophenol formation in oxidative biodegradation of BHC. Agr. Biol. Chem. 41, 723 (1977).

    Article  CAS  Google Scholar 

  • Tu, C. M.: Utilization and degradation of lindane by soil microorganisms. Arch. Microbiol. 108, 259 (1976).

    Article  PubMed  CAS  Google Scholar 

  • Ulmann, E.: Monograph of an insecticide. Supplement II. Freiburg im Breisgau: K. Schillinger (1976).

    Google Scholar 

  • Yang, R. S. H., F. Coulston, and L. Goldberg: Chromatographic methods for the analysis of hexachlorobenzene and possible metabolites in monkey fecal samples. J. Assoc. Official Anal. Chemists 58, 1197 (1976).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1979 Springer-Verlag New York Inc.

About this paper

Cite this paper

Engst, R., Macholz, R.M., Kujawa, M. (1979). Recent state of lindane metabolism. Part II.. In: Gunther, F.A., Gunther, J.D. (eds) Residue Reviews. Residues of Pesticides and Other Contaminants in the Total Environment, vol 72. Springer, New York, NY. https://doi.org/10.1007/978-1-4612-6214-5_3

Download citation

  • DOI: https://doi.org/10.1007/978-1-4612-6214-5_3

  • Publisher Name: Springer, New York, NY

  • Print ISBN: 978-1-4612-6216-9

  • Online ISBN: 978-1-4612-6214-5

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics