Fluorine anticancer agents

I. Ojima, Use of fluorine in the medicinal chemistry and chemical biology of bioactive compounds—A case study on fluorinated taxane anticancer agents, Chembiochem 5 (2004) 628-635. 

Prior to 1975, discussions of fluonnatcd pharmaceuticals focused mainly on anti-inflammatory steroids, antipsychotic phenothiazines, and 5-fluorouracil and its derivatives as anticancer agents [/ 2] During the past 25 years, and especially in the last decade, fluonnated dmgs have been marketed for the treatment of a wide variety of diseases This section wdl focus on those presently marketed drugs where the presence of fluorine has produced significant therapeutic advantages... 

In this chapter, we describe an account of our research on the chemistry and biology of paclitaxel and taxoid anticancer agents (taxoid = taxol-like compound). The topics covered in this chapter include (i) the development of a practical and efficient method for the semisynthesis of paclitaxel and docetaxel using chiral 3-hydroxy-P-lactams as synthetic intermediates, (ii) structure-activity relationship (SAR) studies of various taxoids that led to the discovery of the extremely potent second-generation taxoids, and (iii) biological and conformational studies with the use of fluorine-containing taxoids as probes. ... 

Ojima, L Inoue, T. Chadravarty, S. Enantiopure fluorine-containing taxoids potent anticancer agents and versatile prohes for biomedical problems. J. Fluorine Chem., 1999, 97 3-10. 

This chapter gives an account of our research on the use of fluorine, exploiting the unique nature of this element, in the medicinal chemistry and chemical biology of taxoid anticancer agents (i.e., Taxol-like compounds). 

Fluorinated Purines and Benzimidazoles The importance of fluorinated purine and pyrimidine derivatives as antiviral and anticancer agents has increased the need for efficient methods for introduction of fluorine into these heterocyclic systems. This discussion will be confined to examples wherein the fluorine functionality is on the imidazole ring of purines and related compounds. A review of the substantial literature dealing with 2-fluoro-substituted purines, for example, will not be included. 

The rationale for designing fluorinated analogs of cell surface carbohydrates as anticancer agents is described. Using diethyl ami nosulfur tri fluoride, a general and a convenient method for synthesis of... 

Ojima I, Inoue T, Chakravarty S (1999) Enantiopure Fluorine-containing Taxoids Potent Anticancer Agents and Versatile Probes for Biomedical Problems. J Fluorine... 

Inoue S, Nagano H, Nodiff EA, Saggiomo AJ (1964) Fluorine-containing potential anticancer agents. III. Syntheses of some trifluoromethylpyrazolo[3,4-d]pyrimidines. J Med Chem 7 816-818... 

Nagano H, Inoue S, Saggiomo AJ, Nodiff EA (1967) Fluorine-conttiining potential anticancer agents. II. Synthesis of some trifluoromethylpurines and trifluoromethylthiazolopyrimi-... 

J. Seitz, J. G. Vineberg, E. S. Zuniga and I. Ojima, Fluorine-Containing Taxoid Anticancer Agents and Their Tumor-Targeted Drug Delivery, / Fluorine Chem., 2013, 152, 157. 

Synthesis of Enatiopure Fluorine-Containing Taxoids and Their Use as Anticancer Agents as well as Probes for Biomedical Problems... 

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