Reviews and books on beta-lactam antibiotics

gunda tamás

Includes most reviews between 1980-2001, especially chemistry-related ones,
and the most important older onesgunda tamás.

  1. Review articles on various topics: "Recent Advances in the Chemistry of β-Lactam Antibiotics." (Elks, J. ed); The Royal Society of Chemistry, 1977, London
  2. History and discovery of cephalosporins and other β-lactam antibiotics, with many early citations: a) Abraham, E. P.: "Cephalosporins 1945-1986", Drugs 34 (suppl. 2), 1 (1987); b) Hamilton-Miller, J. M. T.: „The Cephalosporins and Sir Edward Abraham: Recollections about a Great Scientist and His Part in the Discovery of These Antibiotics", J. Antibotics 53, 1003 (2000)
  3. The first comprehensive book and first publication of the British and American efforts during the II. World War: "The Chemistry of Penicillin" (Clarke, H. T., Johnson, J. R. és Robinson, R. eds.), Princeton University Press, 1949
  4. The first book on cephalosporins: "Cephalosporins and Penicillins. Chemistry and Biology" (Flynn, E. H. ed.), Academic Press, 1972
  5. Summary of developments made in the 70s, in three volumes: "Chemistry and Biology of β-Lactam Antibiotics" Vol 1-3 (Morin, R. B. and Gorman, M. eds.), Academic Press, 1982
  6. Kirrstetter, R. and Dürckheimer, W.: "Development of New β-Lactam Antibiotics Derived from Natural and Synthetic Sources", Pharmazie 44, 177 (1989)
  7. Chemistry in the early 70s: Sammes, P. G.: Chem. Rev. 76, 113 (1976)
  8. McCombie, S. W. and Ganguly, A. K.: "Synthesis and In Vitro Activity of the Penem Antibiotics" Medicinal Res. Rev. 8 393 (1988)
  9. Chemistry, biological activity and mode of action of penems: Mitsuhashi, S., Franceschi, G.: "Penem Antibiotics", Japan Scientific Societies Press - Springer Verlag, 1991
  10. Beyond chemistry much about biosynthesis, β-lactamase inhibiton and mode of action: "The Chemistry of β-Lactams" (Page, M. I., ed.) Chapman & Hall, London 1992
  11. Reviewed mainly according to functional groups; stereoselective syntheses of the β-lactam ring: "The Organic Chemistry of β-Lactams" (G. I. George, ed.) VCH, 1993
  12. "Biosynthese spezieller Peptidstrukturen: β-Laktame" in "Biochemie der Antibiotika" (Gräfe, W.), pp.178-200. Spektrum Akad. Verlag 1992, Heidelberg
  13. Review in Hungarian, mainly from medicinal point of view: Simon, C., Stille, W., Münnich, D.: "Korszerű antibiotikumterápia", pp.19-108. Springer Hungarica, 1991, Budapest
  14. Review in Hungarian, from pharmaceutical chemical point of view: Sztaricskai, F.: "β-Laktám antibiotikumok" in "Gyógyszerkémia" (Tőke L és Szeghy L. szerk.), vol II, pp. 986-1043. Tankönyvkiadó, 1992, Budapest
  15. Synthesis and mode of action of clavulanic acid and other derivatives with β-lactamase inhibiting properties: Mascaretti, O. A., Roveri, O. A., Danelon, G. O.: "Recent Advances in the Chemistry and Biochemistry of β-Lactams and β-Lactamase inhibitors" in "Recent Progress in the Chemical Synthesis of Antibiotics and Related Microbial Products" (Lukacs, G. ed.), vol II. pp 677-749. Springer, 1993 (Berlin)
  16. Knowles, J. R.: "The Chemistry of β-Lactamase Inhibition", Acc. Chem. Res. 18, 97 (1985)
  17. Review articles on various topics: "Recent Advances in the Chemistry of β-Lactam Antibiotics" (Bentley, P. H., Southgate, R. eds.); The Royal Society of Chemistry, 1988, London
  18. Total syntheses of penicillins and cephalosporins, derivatizations of the basic ring systems, substitution reactions: "Topics in Antibiotic Chemistry. The Chemistry and Antimicrobial Activity of New Synthetic β-Lactam Antibiotics", vol 4 (Sammes, P. G. ed.) Ellis Horwood Ltd, 1980
  19. Fourth generation cephalosporins: Uri, J. V., Burdash, N. and Bendas, C. M.: "The Aminothiazol-oxyimino Cephalosporin Antibiotics with Quaternary Ammonium Substituents at the 3-Position", Acta Microbiol. Hungarica, 35, 327 (1988)
  20. Pitlik, J.: "Cycloaddition and Related Reactions of Cephalosporin Antibiotics" Bioorg. Med. Chem. 3, 1157 (1995)
  21. Dürckheimer, W., Adam, F., Fischer, G. and Kirrstetter, R.:"Recent Developments in the Field of Cephem Antibiotics' in Adv. Drug Research, 7, 62 (1988)
  22. Berks, A. H.: "Preparation of Two Pivotal Intermediates for the Synthesis of 1-β-Methyl Carbapenem Antibiotics", Tetrahedron, 52, 331 (1996)
  23. Nagahara, T. and Kametani, T.: "Enantioselective Synthesis of Carbapenem Antibiotics", Heterocycles, 25, 729 (1987)
  24. Synthesis of 7a-methoxy-cephalosporins (cephamycins): Hiraoka, T., Sugimura, Y., Saitto, T. and Kobayashi, T.: Heterocycles 8, 719 (1977)
  25. 1-oxacephems and penems: Nagata, W.: "Contribution to the Synthesis of β-Lactam Antibiotics: 1-Oxa Nuclear Analogs of Naturally Occuring β-Lactam Antibiotics", Pure & Appl. Chem. 61, 325 (1989)
  26. Review articles on various topics: "Recent Advances in the Chemistry of β-Lactam Antibiotics" (Gregory, G. I. ed.); The Royal Society of Chemistry, 1980, London
  27. Backer, J.: "2-Oxo-azetidine (β-Lactame)" in: Methoden der Organischen Chemie ("Houben-Weyl"), (Backer, J., ed.), vol 16b, pp 31-906 (Georg Thime, Stuttgart, 1991)
  28. Thomas, R. C.: "Synthetic Aspects of Monocyclic β-Lactam Antibiotics" in: Recent Progress in the Synthesis of Antibiotics, (ed. Lukacs, G.), pp.534-564, Springer Verl., Berlin, 1993
  29. Labia, R., and Morin, C.: "Stereospecific Construction of Chiral β-Lactams", J. Antibiotics 37, 1103 (1984)
  30. Miller, M. J.: "Hydroxamate Approach to the Synthesis of β-Lactam Antibiotics", Acc. Chem. Res. 19, 49 (1986)
  31. van der Steen, F. H., and van Koten, G.: "Synthesis of 3-Amino-2-azetidinones: A Literature Survey", Tetrahedron, 47, 7503 (1991)
  32. Barrett, A. G. M. and Sturgess, M. A.: "Applications of Organometallic Reagents in β-Lactam Chemistry", Tetrahedron 44, 5615 (1988)
  33. Manhas, M.G., Wagle, D. R., Chiang, J. and Bose, A. K.: "Conversion of Beta-Lactams to Versatile Synthons via Molecular Rearrangements and Lactam Cleavage", Heterocycles 27, 1755 (1988)
  34. Hart, D. J. and Ha, D.-C.: "The Ester Enolate-Imine Condensation Route to β-Lactams", Chem. Rev. 89, 1447 (1989)
  35. Wilson, K. E. "Isolation of Carbapenems" in "Natural Products Isolation - Separation Methods for Antimicrobial, AntiViral and Enzyme Inhibitors" (Wagman, G. H. and Cooper, R. eds.), ch 8., Elsevier Science Pub., 1989
  36. Waxman, D. J. and Strominger, J. L.: "Penicillin-binding Proteins and the Mechanism of Action of β-Lactam Antibiotics", Ann. Rev. Biochem. 52, 825 (1983)
  37. Boyd, D. B.: "Computer-assisted Molecular Design Studies of β-Lactam Antibiotics" in "Frontiers of Antibiotics Research" (Umezawa, H. ed.), Academic Press, Tokyo, 1986
  38. General reviews on the chemistry of β-lactams can be found in many volumes of "Amino Acids and Peptides", The Royal Society of Chemistry, Cambridge
  39. General review: Dürckheimer, W., Blumbach, J., Lattrell, R. und Scheunemann, KK. H.: "Neue Entwicklungen auf dem Gebiet der β-Lactam Antibiotica", Angew. Chem. 97, 183 (1985)
  40. Cooper, R. D. G.: "The Enzymes Involved in the Biosynthesis of Penicillin and Cephalosporin; Their Structure and Function", Bioorg. Med. Chem. 1, 1 (1993)
  41. Southgate, R., Branch, C., Coulton, S. and Hunt, E.: "Chemistry and Synthesis of Some Novel β-Lactam Antibiotics and β-lactamase Inhibitors" in Recent Progress in the Synthesis of Antibiotics, (ed. Lukacs, G.), pp.621-675, Springer Verl., Berlin, 1993
  42. Walsh, C. T.: "Suicide Substrates, Mechanism-based Enzyme Inactivators: Recent Develoment", Ann. Rev. Biochem. 53, 493-535 (1984)
  43. Waley, S. G.: "β-Lactamases: a Major Cause of Antibiotic Resistance", Sci. Prog. Oxford 72, 579 (1988)
  44. General reviews on chemical properties and biosynthesis: Southgate, R. and Elson, S.: "Naturally Occuringβ-Lactams" in "Progress in the Chemistry of Organic Natural Products" (Herz W. et al., eds), vol 47, Springer (1985)
  45. Edwards, P. B. and Bernstein, P. R.: "Synthetic Inhibitors of Elastase", Medicinal Res. Rev. 14, 127 (1994)
  46. Massova, I. and Mobashery, S.: "Molecular Bases for Interactions between β-Lactam Antibiotics and β-Lactamases", Acc. Chem. Res. 30, 162 (1997)
  47. Baggaley, K. H., Brown, A. G. and Schoefield, C. J.: "Chemistry and Biosynthesis of clavulanic acid and other clavams", Nat. Prod. Rep. 14, 309 (1997)
  48. Sasaki, A. and Sunagawa, M.: „Recent Advances in Carbapenem Chemistry", Khim. Het. Soedin. 1475 (1998)
  49. Mainly pharmacology, pharmacokinetics, mode of action, resistency etc.: "Beta-Lactam Antibiotics", Mitsuhashi, S. (ed); Japan Scientific Societies Press – Springer (1981)
  50. Benaglia, M., Cinquini, M. and Cozzi, F.: "The S-Thioester Enolate/Imine Condensation: A Shortcut to β-Lactams", Eur. J. Org. Chem. 563 (2000)
  51. Gomez-Gallego, M., Mancheno, M. J. and Sierra, M. A.: "Non-Classical Polycyclic β-Lactams", Tetrahedron 56 5743 (2000)
  52. Biosynthesis with some historical background: Demain, A. L.: "Edward P. Abraham, Cell-free Systems and the Fungal Biosynthesis of Beta-Lactams", J. Antibiotics 53, 995 (2000)
  53. Biosynthesis of ACV tripeptide: Marti, J. F.: "α-Aminoadipyl-cysteinyl-valine Synthetases in β-Lactam Producing Organisms. From Abraham's Discoveries to Novel Concepts of Non-Ribosomal Peptide Synthesis", J. Antibiotics 53, 1008 (2000)
  54. Semisynthetic cephalosporins: Bryskier, A.: "Cephems: Fifty Years of Continuous Research", J. Antibiotics 53, 1028 (2000)
  55. Mata, E. G.: "Solid-phase and Combinatorial Synthesis in β-Lactam Chemistry", Curr. Pharm. Design 5, 955-964 (1999)
  56. Alcaide, B., Almendros, P.: "4-oxoazetidine-2-carbaldehydes as useful building blocks in stereo­controlled syntheses"; Chem. Soc. Reviews 30, 226 (2001)


by Dr T. E. Gunda, University of Debrecen, Hungary