Navelbine and Taxotere : histories of sciences / Muriel Le Roux, Françoise Guéritte.

Author
Le Roux, Muriel [Browse]
Format
Book
Language
English
Published/​Created
  • London : ISTE Press ; Oxford, UK : Elsevier, [2017]
  • ©2017
Description
xiii, 246 pages : illustrations ; 24 cm

Availability

Copies in the Library

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Firestone Library - Stacks RS431.A64 L4 2017 Browse related items Request

    Details

    Subject(s)
    Author
    Series
    Molecular, green, medicinal, and pharmacological chemistry series [More in this series]
    Bibliographic references
    Includes bibliographical references and index.
    Contents
    • Machine generated contents note: ch. 1 Co-constructing the Past for a History of the Chemistry of Natural Substances
    • 1.1. A convergence
    • 1.2. "A small world"
    • 1.3. Incomplete sources on the history of the chemistry of natural substances?
    • 1.4. An original way of telling the history of chemistry: "a compagnonnage"
    • ch. 2 The Institut de chimie des substances naturelles of the CNRS (1955
    • 2000): Emblematic of an Evolving Area of Research?
    • 2.1. Research in France and the CNRS: ambivalent sentiments?
    • 2.1.1. From the creation of the CNRS in 1939 to its first reorganization in 1959
    • 2.1.2. From pragmatism to 1979 reform
    • 2.1.3. From the "Assises de la recherche" of 1981
    • 1982 to the 2000s
    • 2.2. Chemistry at the CNRS
    • 2.3. The ICSN: a place for discovery (from 1955 to the 2000s)
    • 2.4. "Science is a social and political act": Pierre Potier (1934
    • 2006)
    • 2.4.1. Learning from research
    • 2.4.2. Research is a resource
    • 2.4.3. Intuition and daring in service of a cause: the discoveries of Navelbine® and Taxotere®
    • ch. 3 From Catharanthus roseus Alkaloids to the Discovery of Vinorelbine (Navelbine®)
    • 3.1. Catharanthus roseus: botany, herbaria, empirical medicine
    • 3.1.1. Creation of the genus Catharanthus
    • 3.1.2. The earliest samples and herbaria of C. roseus
    • 3.1.3. From the use of C. roseus in popular medicine for its antidiabetic properties to the discovery of cytotoxic properties
    • 3.2. Bisindolic alkaloids of Catharanthus roseus (1950s
    • 60s)
    • 3.2.1. From the first chemical studies to the structural characterization of vinblastine and vincristine
    • 3.2.2. Vinblastine and vincristine: the first plant-based anti-cancer medications
    • 3.3. Studies conducted at the ICSN: modified Polonovski reaction and chemical studies of Catharanthus (1960s
    • 1970s)
    • 3.3.1. The modified Polonovski reaction or Polonovski-Potier reaction
    • 3.3.2. First chemical studies of Catharanthus species at the ICSN
    • 3.4. Studies conducted at the ICSN: semisynthesis of alkaloids such as vinblastine
    • biological activity and biosynthesis (1970s
    • 1980s)
    • 3.4.1. State of the art: first semisynthesis leading to analogs of vinblastine with "unnatural" 18'r configuration
    • 3.4.2. First semisynthesis of anhydrovinblastine
    • an analog of vinblastine with the natural configuration (18's)
    • 3.4.3. Mechanism of anhydrovinblastine formation
    • 3.4.4. Determination of the configuration at C-18 (18's versus 18'r): electronic circular dichroism
    • 3.4.5. Antitumoral activity and evaluation with the tubulin test
    • 3.4.6. Biosynthesis of bisindolic alkaloids: anhydrovinblastine is a natural product
    • 3.5. From anhydrovinblastine to leurosine, leurosidine, vinblastine and the discovery of vinorelbine
    • 3.5.1. Transformation of anhydrovinblastine into leurosine, leurosidine and vinblastine
    • 3.5.2. Discovery of 7'-nor-anhydrovinblastine or navelbine and first pharmacological and clinical results
    • 3.5.3. The search for a new process to synthesize 7'-nor-anhydrovinblastine (vinorelbine)
    • ch. 4 From the Pacific Yew (Taxus brevifolia) to the English Yew (Taxus baccata): Steps Towards the Discovery of Docetaxel (Taxotere®)
    • 4.1. The common yew, Taxus baccata
    • 4.1.1. Yews, botanies and toxicity
    • 4.1.2. First phytochemical studies of the common yew (T. baccata) and other species of Taxus
    • 4.2. From the Pacific yew, Taxus brevifolia, to Taxol®, an anti-cancer molecule with a new mechanism of action
    • 4.2.1. Discovery of taxol, cytotoxic diterpene isolated from the Pacific yew
    • 4.2.2. Taxol: a new mechanism of action and difficulties encountered during its development
    • 4.3. Phytochemical studies carried out at the ICSN: discovery of 10-deacetylbaccatin III in the natural state (1980s)
    • 4.3.1. Extraction and purification of T. baccata, monitoring the activity on tubulin
    • 4.3.2. Isolation of 10-deacetylbaccatin III
    • 4.3.3. Isolation of other taxanes and biological activity on tubulin
    • 4.3.4. Study of the pharmacological properties of taxol at the ICSN and at the Faculte de Pharmacie in Grenoble
    • 4.4. Steps toward the first semisynthesis of 10-deacetyltaxol, of taxol and discovery of a highly active analog by the aminohydroxylation reaction
    • 4.4.1. Chemical studies of 10-deacetylbaccatin III
    • 4.4.2. Studies on the esterification of 7, 10-ditroc-10-deacetylbaccatin III. Semisynthesis of cinnamic ester of 10-deacetylbaccatin III
    • 4.4.3. Functionalization of the cinnamic ester double bond: discovery of a compound (Oxy 1) more active than taxol
    • 4.4.4. First semisynthesis of 10-deacetyltaxol and taxol
    • 4.4.5. Earliest pharmacological studies of Oxy 1 (56 976 R.P.)
    • 4.5. Second semisynthesis of taxol by a convergent process
    • 4.5.1. First convergent semisynthesis of taxol
    • 4.5.2. Other convergent semisynthesis and semisynthetic version of taxol approved by the FDA
    • 4.6. A step toward the development of 56 976 R.P., which was to become Taxotere®
    • 4.6.1. Large-scale extraction and purification of 10-deacetylbaccatin III
    • 4.6.2. Steps toward the convergent synthesis of 56 976 R.P.
    • 4.6.3. From pharmacological and clinical properties to market authorization for Taxotere® (56 976 R.P.).
    ISBN
    • 9781785481451 ((hardcover))
    • 1785481452 ((hardcover))
    OCLC
    955541151
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