Skip to main content

Anthralin — Facts, Trends and unresolved Problems

  • Conference paper

Zusammenfassung

In diesem Übersichtsartikel sind die naturwissenschaftlichen und klinischen Ergebnisse über Anthralin zusammengefaßt worden, um einen Überblick über dieses altbewährte antipsoriatische Lokaltherapeuticum zu gewähren. Neben der Chemie und Biochemie wird auf Untersuchungen zur Galenik, zur Pharmakokinetik und zum Metabolismus dieses Medikaments eingegangen. Ausführlich werden auch die Wirkungsweise des Anthralins auf cellulärer und molekularer Ebene erläutert und neue Behandlungsweisen beschrieben, die auf neuen Erkenntnissen bezüglich der Penetrationskinetiken beruhen.

Summary

In this review, data from fundamental and clinical literature on anthralin have been brought together to provide an overview of this well studied antipsoriatic drug. In addition to chemistry and biochemistry, attention is focused on formulation studies, pharmacokinetics and metabolism of the drug. Details of the action of anthralin at the cellular and molecular levels are highlighted, and novel treatment modalities are described which are based on some new basic considerations of the penetration kinetics in normal and diseased skin.

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

Buying options

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   54.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   69.99
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

Learn about institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Auerbach, M E.: J. Amer, pharm. Ass. 34, 310–311 (1954).

    Article  Google Scholar 

  2. Auterhoff, H, Kinsky, G.: Arch. Pharm. 299, 783–788 (1966).

    Article  CAS  Google Scholar 

  3. Baxter, D L, Stoughton, R B.: J. invest. Derm. 54, 410 (1970).

    Article  PubMed  CAS  Google Scholar 

  4. Beyrich, Th.: Pharmazie 17, 280–282 (1962).

    CAS  Google Scholar 

  5. Biersack, H J, Rodermund, D E, Winkler, C.: Z. Hautkr. 54, 637–640 (1979).

    PubMed  CAS  Google Scholar 

  6. Biles, J A.: J. Amer, pharm. Ass. 44, 74–76 (1955).

    Article  CAS  Google Scholar 

  7. Bock, F G, Bums, R.: J. nat. Cancer Inst. 30, 393–397 (1963).

    CAS  Google Scholar 

  8. Bohlen, P, Grove, J, Beya, M F, Koch-Weser, J, Henry, M H, Grosshans, E.: Europ. J. clin. Invest. 8, 215–218 (1978).

    Article  PubMed  CAS  Google Scholar 

  9. Born, W.: Hautarzt 20, 178–181 (1969).

    PubMed  CAS  Google Scholar 

  10. Bouas-Laurent, H, Lapouyade, R.: C. R. Acad. Sci. (Paris) t. 264, 1061–1064 (1967).

    CAS  Google Scholar 

  11. Brody, I, Johannson, A.: Cutan. Path. 4, 233–243 (1977).

    Article  CAS  Google Scholar 

  12. Brown, C.: Private Communication.

    Google Scholar 

  13. Caron, J C, Shroot, B.: J. pharm. Sci. (in press).

    Google Scholar 

  14. Cavey, D, Caron, J C, Shroot, B.: Brit. J. Pharmacol. (Suppl.) in press (1981).

    Google Scholar 

  15. Champion, R H.: Brit. Med. J. 1966, I, 993–995.

    Article  Google Scholar 

  16. Chapman, O L, Lee, K.: J. org. Chem. 34, 4166–4168 (1969).

    Article  CAS  Google Scholar 

  17. Clark, J M, Hanawalt, P C.: Brit. J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  18. Cohen, S R, Carter, D M, Nagy, L E, Shih, M C, Wayne, S J.: J. invest. Derm. 76, 305 (1981).

    Article  Google Scholar 

  19. Comaish, S, Smith, J, Seville, R H.: Brit. J. Derm. 84, 282 (1971).

    Article  PubMed  CAS  Google Scholar 

  20. Cotton, D W K, Rossum, E van.: Arch. derm. Forsch. 252, 147–149 (1975).

    CAS  Google Scholar 

  21. Coulson, C A, Orgel, L E, Taylor, W, Weiss, J.: J. Amer. chem. Soc. 77, 2961–2962 (1955).

    Article  Google Scholar 

  22. Cox, A J, Watson, W: In: Färber, E M, Cox, A J. (eds.) Psoriasis — Proc. Internat. Symp., pp. 151–159, Stanford University Press. Stanford 1971.

    Google Scholar 

  23. Cripps, D J, Lowe, N J.: Clin. exp. Derm. 4, 477–483 (1979).

    Article  PubMed  CAS  Google Scholar 

  24. Crombag, N, Bauer, F.: Brit. J. Derm. 100, 602–603 (1979).

    Google Scholar 

  25. Diezel, W, Meffert, H, Sonnichsen, N.: Dermatologica 150, 154–162 (1975).

    Article  PubMed  CAS  Google Scholar 

  26. Doering-Petersen, H.: Untersuchungen zur Pharmakologie und Toxikologie des Antiacanthoticums Anthralin (Bayer), Med. Diss. Düsseldorf (1958).

    Google Scholar 

  27. van Duuren, B L, Segal, A, Tseng, Rusch, G M, Loewengart, G, Mate, U, Roth, D, Smith, A, Melchionne, S.: J. med. Chem. 21, 26–31 (1978).

    Article  PubMed  Google Scholar 

  28. Eichholz, E.: Derm. Wschr. 88, 161–170 (1929).

    Google Scholar 

  29. Elsabbagh, H M, Whitworth, C W, Schramm, L C.: J. pharm. Sci. 68, 388–390 (1979).

    Article  PubMed  CAS  Google Scholar 

  30. Farber, E M, Harris, D R.: Arch. Derm. 101, 189–381 (1970).

    Article  Google Scholar 

  31. Fisher, L B.: Clin. Res. 20, 212 (1972).

    Google Scholar 

  32. Fisher, L B, Maibach, H I.: In: Färber, E M, Cox, A J. (eds.) Psoriasis — Proc. Internatl. Symp., pp. 335–345, Stanford University Press, Stanford 1971.

    Google Scholar 

  33. Fisher, L B, Maibach, H I.: Arch. Derm. 108, 374–377 (1973).

    Article  PubMed  CAS  Google Scholar 

  34. Fisher, L B, Maibach, H I.: J. invest. Derm. 54, 338–341 (1975).

    Article  Google Scholar 

  35. Fischer, T, Juhlin, L.: Arch. Derm. 113, 852 (1977).

    Article  PubMed  CAS  Google Scholar 

  36. Fox, H W, Bock, F G.: J. nat. Cancer Inst. 38, 789–795 (1967).

    PubMed  CAS  Google Scholar 

  37. Franz, E.: Arch. derm. Forsch. 258, 103 (1977).

    Google Scholar 

  38. Franz, E, Ippen, H.: Arch. derm. Forsch. 255, 102 (1976).

    Google Scholar 

  39. Frosch, P, Duncan, S, Kligman, A M.: Brit. J. Derm. 102, 263–274 (1980).

    Article  Google Scholar 

  40. Frosch, P, Wendt, H, Kligman, A M.: Arch. derm. Res. 261, 108 (1978).

    Google Scholar 

  41. Frosch, P, Wendt, H.: Arch. derm. Res. 270, 252 (1981).

    Google Scholar 

  42. Fry, L, McMinn, R M H.: Brit. J. Derm. 80, 113–115 (1968).

    Google Scholar 

  43. Galewsky: Derm. Wschr. 62, 113–115 (1916).

    Google Scholar 

  44. Gay, M W, Moore, W J, Morgan, J M, Montes, L F.: Arch. Derm. 105, 213-215.

    Google Scholar 

  45. Gelfant, C.: Brit. J. Derm. 95, 577–590 (1976).

    Article  PubMed  CAS  Google Scholar 

  46. Gerny, H, Storck, H.: Praxis 65, 641–645 (1976).

    PubMed  CAS  Google Scholar 

  47. Grosshans, E, Bohlen, P, Henry, M, Grove, J, Beya, M F, Koch-Weser, J.: J. invest. Derm. 70, 227 (1978).

    Google Scholar 

  48. Hammar, H.: J. invest. Derm. 54, 121–125 (1970).

    Article  PubMed  CAS  Google Scholar 

  49. Hammar, H.: J. invest. Derm. 65, 315–319 (1975).

    Article  PubMed  CAS  Google Scholar 

  50. Hammar, H.: Arch. derm. Forsch. 252, 217–236 (1975).

    CAS  Google Scholar 

  51. Harris, D R, Ferrington, R A.: Färber, E M, Cox, A J. (eds.) Psoriasis — Proc. Internatl. Symp., pp. 357–365 Stanford University Pess. Stanford 1971.

    Google Scholar 

  52. Heite, H.-J, Kleinhans, D.: Arch. klin. exp. Derm. 212, 431–437 (1961).

    Article  PubMed  CAS  Google Scholar 

  53. Hindson, C.: Clin. Trials J. 17, 131–136 (1980).

    Google Scholar 

  54. Hooper, G, Ayres, P J.: Clin. exp. Derm. 4, 315–323 (1979).

    Article  PubMed  CAS  Google Scholar 

  55. Ingram, J T.: Brit. Med. J. 1953, II, 591–594.

    Article  Google Scholar 

  56. Ionescu-Solomon, I, Constantinescu, T, St. Gamenti, U.: Rev. Chim. 17, 490–493 (1966).

    Google Scholar 

  57. Ippen, H.: Planta med. 7, 423–426 (1959).

    Article  CAS  Google Scholar 

  58. Ippen, H.: Dermatologica 119, 211–220 (1959).

    Article  PubMed  CAS  Google Scholar 

  59. Ippen, H.: Arch. klin. exp. Derm. 227, 202–216 (1966).

    PubMed  CAS  Google Scholar 

  60. Ippen, H.: Arzneimittel-Forsch. 24, 814–815 (1974).

    Google Scholar 

  61. Ippen, H, Montag, T.: Arzneimittel-Forsch. 8, 778–779 (1958).

    CAS  Google Scholar 

  62. Jacques, Y, Reichert, U.: Brit. J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  63. Juhlin, L.: Brit. J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  64. Kammerau, B, Zesch, A, Schaefer, H.: J. invest. Derm. 64, 145–149 (1975).

    Article  PubMed  CAS  Google Scholar 

  65. Kido, H, Fernelius, W C, Haas, C G.: Anal. chim. Acta 23, 116–123 (1960).

    CAS  Google Scholar 

  66. Klem, E B.: J. invest. Derm. 70, 27–32 (1978).

    Article  PubMed  CAS  Google Scholar 

  67. Korting, G W.: Therapie der Hautkrankheiten, 2. Aufl., p. 14., Schattauer Stuttgart-New York 1970.

    Google Scholar 

  68. Krebs, A.: Habilitationsscrift Universität Bern (1965).

    Google Scholar 

  69. Krebs, A, Schaltegger, H.: Dermatologica 131, 1–27 (1965).

    Article  PubMed  CAS  Google Scholar 

  70. Krebs, A, Schaltegger, H.: Experientia XXI/3, 128–129 (1965).

    Article  Google Scholar 

  71. Krebs, A, Schaltegger, H.: Hautarzt 20, 204–209 (1969).

    PubMed  CAS  Google Scholar 

  72. Kulkarni, M S, Yielding, K L.: Biochem. biophy. Res. Commun. 83, 1531–1537 (1978).

    Article  CAS  Google Scholar 

  73. Kunze, J, Munk, A, Muller, R.: Arch. derm. Res. 270, 224 (1980).

    Google Scholar 

  74. Liden, S, Michaelsson, G.: Brit. J. Derm. 91, 447–456 (1974).

    Article  PubMed  CAS  Google Scholar 

  75. Mackey, J P.: Clin. Trials J. 17, 137–143 (1980).

    Google Scholar 

  76. Marriott, P J, Munro, D D.: Brit. J. Derm. 94 (Suppl. 12), 101–104 (1976).

    Article  PubMed  Google Scholar 

  77. Martinmaa, J, Mustakallio, K K, Vanhala, L.: J. invest. Derm. 70, 229 (1978).

    Google Scholar 

  78. Meffert, H, Reich, P.: Derm. Mschr. 155, 157–161 (1969).

    CAS  Google Scholar 

  79. Meiers, H G, Kuhling, K, Ippen, H.: Dermatologica 136, 497–503 (1968).

    Article  PubMed  CAS  Google Scholar 

  80. Misch, K, Davies, M, Greaves, M, Couts, A.: Brit. J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  81. Montes, L F, Wilborn, W H, Brody, I.: J. cutan. Path. 6, 445–456 (1979).

    Article  PubMed  CAS  Google Scholar 

  82. Morison, W L, Parrish, J A, Fitzpatrick, T B.: Brit. J. Derm. 98, 125–132 (1978).

    Article  PubMed  CAS  Google Scholar 

  83. Moss, C, Friedmann, P, Shuster, S.: Lancet 1980, II, 922.

    Article  Google Scholar 

  84. Mustakallio, K K.: Acta derm, vener. 59, 125–132 (1979).

    CAS  Google Scholar 

  85. Mustakallio, K K: Acta derm, vener. 60, 169–171 (1979).

    Google Scholar 

  86. Mustakallio, K K.: Brit. J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  87. Mustakallio, K K, Brandt, H.: Brit._J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  88. Orfanos, C E, Steigleder, G K.: Z. Hautkr. 51, 473–480 (1976).

    PubMed  CAS  Google Scholar 

  89. Parikh, P M, Vadoria, D J, Mukherji, S P.: J. Pharm. Pharmacol. 11, 314–317 (1959).

    Article  PubMed  CAS  Google Scholar 

  90. Patzscke, W.: Arch. Derm. Syph. (Berlin) 141, 123–151 (1922).

    Article  Google Scholar 

  91. Proctor, M S, Fletcher, H V, Shukla, J B, Rennert, O M.: J invest. Derm. 65, 409–411 (1975).

    Article  PubMed  CAS  Google Scholar 

  92. Proctor, S, Orenberg, E K, Farber, E M.: J. invest. Derm. 71, 279 (1978).

    Google Scholar 

  93. Pullmann, H, Zingsheim, M, Steigleder, G K, Orfanos, C F.: Z. Hautkr. 51, 861–871 (1976).

    PubMed  CAS  Google Scholar 

  94. Raab, W.: Ann. ital. Derm. clin. sper. 22, 322–339 (1968).

    CAS  Google Scholar 

  95. Raab, W.: Arch. klin. exp. Derm. 234, 44–51 (1969).

    Article  PubMed  CAS  Google Scholar 

  96. Raab, W.: Hautarzt 26, 452–455 (1975).

    PubMed  CAS  Google Scholar 

  97. Raab, W.: Hautarzt 26, 456–459 (1975).

    PubMed  CAS  Google Scholar 

  98. Raab, W.: Brit. J. Derm. 95, 193–196 (1976).

    Article  PubMed  CAS  Google Scholar 

  99. Raab, W, Gmeiner, B M.: Arch. derm. Forsch. 251, 87–94 (1974).

    CAS  Google Scholar 

  100. Raab, W, Gmeiner, B M.: Dermatologica 150, 267–276 (1975).

    Article  PubMed  CAS  Google Scholar 

  101. Raab, W, Patermann, F.: Naturwissenschaften 53, 614–615 (1966).

    Article  PubMed  CAS  Google Scholar 

  102. Raab, W, Patermann, F.: Arch. klin. exp. Derm. 226, 144–152 (1966).

    Article  PubMed  CAS  Google Scholar 

  103. Raab, W, Siber, H.: Arch. derm. Forsch. 249, 179–189 (1974).

    Article  CAS  Google Scholar 

  104. Rassner, G.: Arch. derm. Forsch. 241, 237–244 (1971).

    Article  CAS  Google Scholar 

  105. Rassner, G.: Arch. derm. Forsch. 243, 47–51 (1972).

    Article  CAS  Google Scholar 

  106. Retzow, A, Schaublin, J, Wiegrebe, W.: Pharm. Ztg. 123, 1808–1810 (1978).

    CAS  Google Scholar 

  107. Rogers, S, Marks, J, Shuster, S, Briffa, D V, Warin, A, Greaves, M W.: Lancet 1979, I, 455–458.

    Article  Google Scholar 

  108. Runne, U.: Hautarzt 25, 199–200 (1974).

    PubMed  CAS  Google Scholar 

  109. Runne, U, Schopf U, Schöpf R, Kelm, F.: Arch. derm. Res. 270, 223–224 (1981).

    Article  Google Scholar 

  110. Russell, D H, Stawiski, M A, Duell, E A, Vorhees, J J.: Pharmacologist 18, 157 (1976).

    Google Scholar 

  111. Saihan, E, Albano, J, Burton, J L.: Brit. J. Derm. 101, 102–103 (1979).

    Google Scholar 

  112. Salim, E F, Manni, P E, Sinsheimer, J E.: J. pharm. Sci. 53, 391–394 (1964).

    Article  PubMed  CAS  Google Scholar 

  113. Schaefer, H.: Arch. klin. exp. Derm. 237, 240–245 (1970).

    Article  PubMed  CAS  Google Scholar 

  114. Schaefer, H, Färber, E M, Goldberg, L, Schalk, W.: Brit. J. Derm. 101, 571–573 (1980).

    Article  Google Scholar 

  115. Schalla, W, Bauer, E, Wesendahl, C, Goldberg, L, Färber, E M, Schaefer, H.: Arch. derm. Res. 267, 203 (1980).

    Google Scholar 

  116. Schalla, W, Bauer, E, Schaefer, H.: Acta derm. 6, 3–11 (1980).

    Google Scholar 

  117. Schalla, W, Bauer, E, Schaefer, H.: Brit. J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  118. Schalla, W et al.: unpublished results.

    Google Scholar 

  119. Schalla, W.: unpublished observations.

    Google Scholar 

  120. Schmid, E H, Meisel, C.: Therapiewoche 19, 1655–1662 (1973).

    Google Scholar 

  121. Schmoeckel, Ch.: Hautarzt 31, 556 (1980).

    Google Scholar 

  122. Schultz, O E, Schultze-Mosgau, H H.: Arch. Pharm. 298, 273–281 (1965).

    Article  CAS  Google Scholar 

  123. Segal, A, Katz, Ch, van Duuren, B L.: J. med. Chem. 14, 1152–1154 (1971).

    Article  PubMed  CAS  Google Scholar 

  124. Selim, M, Goldberg, L H, Schaefer, H, Bishop, S C, Färber, E M.: Brit. J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  125. Seville, R H.: Brit. J. Derm. 93, 205–208 (1975).

    Article  PubMed  CAS  Google Scholar 

  126. Seville, R H.: Brit. J. Derm. 95, 643–646 (1976).

    Article  PubMed  CAS  Google Scholar 

  127. Skerrow, D, Hunter, I.: Biochim. biophys. Acta 537, 474–484 (1978).

    PubMed  CAS  Google Scholar 

  128. Squire, B.: Brit. Med. J. 1877, I, 546.

    Google Scholar 

  129. Squire, B.: Brit. Med. J. 1877, I, 199.

    Article  Google Scholar 

  130. Steigleder, G K, Schumann, H, Lennartz, K J.: Arch. derm. Forsch. 246, 231–235 (1973).

    Article  CAS  Google Scholar 

  131. Stuttgen, G, Flesch, U, Siebel, T.: Brit. J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  132. Suurmond, D.: Dermatologica 131, 357–366 (1965).

    Article  PubMed  CAS  Google Scholar 

  133. Swanbeck, G.: Biochim. biophys. Acta 123, 630–633 (1966).

    PubMed  CAS  Google Scholar 

  134. Swanbeck, G.: Acta derm, vener. 51, 107–111 (1971).

    CAS  Google Scholar 

  135. Swanbeck, G, Zetterberg, G.: Acta derm, vener. 51, 41–44 (1971).

    CAS  Google Scholar 

  136. Thielemann, H.: Sci. Pharm. 42, 55–57 (1971).

    Google Scholar 

  137. Tsukida, K.: J. pharm. Soc. Jap. 74, 1069–1092 (1954).

    Google Scholar 

  138. Unna, P G.: Derm. Wschr. 8, 116–137, 150-163, 175-183 (1916).

    Google Scholar 

  139. Unna, P G.: Derm. Wschr. 8, 811–819 (1919).

    Google Scholar 

  140. Walter, J F, DeQuoy, P R.: Arch. Derm. 114, 1463–1465 (1978).

    Article  PubMed  CAS  Google Scholar 

  141. Walter, J F, Stoughton, R B, DeQuoy, P R.: Clin. Res. 26, 211A (1978).

    Google Scholar 

  142. Whitefield, M.: Arzneimittel-Forsch. 20, 137–139 (1970).

    CAS  Google Scholar 

  143. Wiegrebe, W.: Arzneimittel-Forsch. 29, 8 (1979).

    Google Scholar 

  144. Wiegrebe, W, Retzow, A, Plumier, E.: Brit. J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  145. Willis, I, Harris, D R.: Arch. Derm. 107, 358–362 (1973).

    Article  PubMed  CAS  Google Scholar 

  146. Wilson, P D, Ive, F A.: Brit. J. Derm. 103, 105–106 (1980).

    Article  PubMed  CAS  Google Scholar 

  147. Young, E.: Brit. J. Derm. 82, 516–520 (1970).

    Article  PubMed  CAS  Google Scholar 

  148. Young, L M, de, Sun, V.: Vlin. Res. 27, 524A (1979).

    Google Scholar 

  149. Zetterberg, G.: Brit. J. Derm. (Suppl.) in press (1981).

    Google Scholar 

  150. Zetterberg, G, Swanbeck, G.: Acta derm.-vener. 51, 45–49 (1971).

    CAS  Google Scholar 

  151. Zwaving, J H.: Pharmacol. 20, 65–75 (1980).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1984 Springer-Verlag Berlin Heidelberg

About this paper

Cite this paper

Schaefer, H., Schalla, W., Shroot, B. (1984). Anthralin — Facts, Trends and unresolved Problems. In: Hornstein, O.P., Schnyder, U.W., Schönfeld, J. (eds) Neue Entwicklungen in der Dermatologie. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-69831-6_9

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-69831-6_9

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-13553-1

  • Online ISBN: 978-3-642-69831-6

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics