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Thiazoles

ChemFiles Volume 11 Article 1

Thiazoles have been frequently discovered as a vital component of novel and structurally diverse natural products that exhibit a wide variety of biological activities. Their presence in peptides, their ability to bind to proteins, DNA, and RNA, as well as the exceptional range of antitumor, antiviral, and antibiotic activities of thiazole-containing compounds have directed numerous synthetic studies and new applications. The thiazole ring has been identifi ed as a central feature of myriad natural products, and synthetic variants have been pursued by pharmaceutical companies due to their signifi cant activity.1

Additionally, thiazoles are important features of various peptides and pseudopeptides that function as potent antineoplastic agents,2 or have demonstrated signifi cant cytotoxicity or antibiotic properties.3 Thiazoles can also serve as a protected formyl group that can be liberated in the late stages of a complex natural product synthesis.4

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Materials

     

References

  1. Jin, Z. Nat. Prod. Rep., 2005, 22, 196.
  2. Pettit, G. R. et al. J. Am. Chem. Soc. 1987, 109, 6883.
  3. (a) Davidson, B. S. Chem. Rev. 1993, 93, 1771. (b) Fusetani, N.; Matsunaga, S. Chem. Rev. 1993, 93, 1793. (c) Wipf, P. Chem. Rev. 1995, 95, 2115. (d) Aulakh, V. S.; Ciufolini, M. A. J. Org. Chem. 2009, 74, 5750.
  4. Dondoni, A.; Marra, A. Chem. Rev. 2004, 104, 2557.

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