✍ Scribed by Jian Qiu; Scott H. Stevenseon; Michael J. O'Beirne; Richard B. Silverman
No coin nor oath required. For personal study only.
2,6-Difluorophenol as a Bioisostere of a Carboxylic Acid: Bioisosteric Analogues of γ-Aminobutyric Acid.
-Compounds (VII) and (X) are synthesized in 9 and 5 steps., resp., starting from difluorophenol (I). Iodination of aniline (II) gives only one product (III) in contrast to bromination, which gives mono-and dibromo reaction products. Compounds (VII) and (XI) are poor substrates but competitive inhibitors for GABA (γ-aminobutyric acid) aminotransferase, indicating that the 2,6-difluorophenol moiety mimics the carboxylic acid functionality of GABA in this case and acts as lipophilic bioisostere. Whether it also mimics GABA in other biological systems has to be determined in further studies.
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Synthesis and Antibacterial Properties of β-Diketone Acrylate Bioisosteres of Pseudomonic Acid A. -Fourteen bioisosteres like (V) and (IX) are synthesized and evaluated for their antibacterial activities. The first synthesis of the diketone system (V) uses a base-catalyzed deconjugation process. The
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