Penicillins and Cephalosporins

Penicillins and Cephalosporins

1st Edition - September 28, 1982

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  • Editors: Robert B. Morin, Marvin Gorman
  • eBook ISBN: 9781483277196

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Chemistry and Biology of ?-Lactam Antibiotics, Volume 1: Penicillins and Cephalosporins provides information pertinent to the study of antibiotics containing the ?-lactam moiety. This book discusses the occurrence of a group of ?-lactam antibiotics structurally related to cephalosporin C. Organized into five chapters, this volume begins with an overview of the mechanism of action of ?-lactam antibiotics that caused many microbiologists to develop screening tools for the detection of the ?-lactam moiety. This text then discusses the discovery of the nocardicins, the thienamycins, and olivanic acids. Other chapters provide a summary of the essential penicillin sulfoxide chemistry that gave rise to many compounds. This book discusses as well the ability of chemists to predict the level of biological activity of a compound from knowledge of its structure through theoretical and physicochemical studies. The final chapter deals with quantitative structure–activity relationships. This book is a valuable resource for microbiologists, chemists, and scientists.

Table of Contents

  • Contributors



    Contents of Other Volumes

    1. The Chemistry of Penicillin Sulfoxide

    I. Introduction

    II. Penicillin Sulfoxide

    III. Reactions of Azetidinone Sulfenic Acids withHalogenating Reagents

    IV. Conjugate Addition Reactions of Azetidinone Sulfenic Acids

    V. Reactions of Azetidinone Sulfenic Acids with Enol Ethers

    VI. Reactions of Azetidinone Sulfenic Acids with Phosphorus Reagents

    VII. Reactions of Thiazoline Azetidinones

    VIII. Miscellaneous Reactions of Penicillin Sulfoxide

    IX. Cephalosporin Chemistry


    2. Cephalosporin Antibiotics Prepared by Modifications at the C-3 Position

    I. Introduction

    II. 3-Heteroatom-Substituted Cephalosporins (CI, 0, S, N)

    III. Other Cephalosporins Modified at the C-3 Position


    3. Cephamycin Antibiotics

    I. Introduction

    II. Natural Products

    III. Chemical Procedures for the Introduction of Functionality into C-7 of Cephalosporins and C-6 of Penicillins

    IV. Effect of the 7-Methoxy Group on the Chemistry of Cephamycins

    V. Structure-Activity Relationships of 6-Substituted Penicillins and 7-Substituted Cephalosporins


    4. Antimicrobial and Pharmacokinetic Properties of Newer Penicillins and Cephalosporins

    I. Microbiological Activity: The Quest for an Expanded Gram-Negative Spectrum

    II. Pharmacokinetics: The Quest for Better Absorption and Longer Half-Life

    III. Summary and Conclusions


    5. Theoretical and Physicochemical Studies on ß-Lactam Antibiotics

    I. Traditional Views of Structure-Activity Relationships

    II. Applicable Theoretical Methods

    III. Computational Studies on the Mode of Action of Cephalosporins

    IV. Other Computational Investigations

    V. Other Physiochemical Studies of ß-Lactams and Relevant Structures

    VI. Conclusions



Product details

  • No. of pages: 594
  • Language: English
  • Copyright: © Academic Press 1982
  • Published: September 28, 1982
  • Imprint: Academic Press
  • eBook ISBN: 9781483277196

About the Editors

Robert B. Morin

Marvin Gorman

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