A new class of potential anti-tuberculosis agents: Synthesis and preliminary evaluation of novel acrylic acid ethyl ester derivatives

作者：Kabir M Shahjahan; Namjoshi Ojas A; Verma Ranjit; Polanowski Rebecca; Krueger Sarah M; Sherman David; Rott Marc A^*; Schwan William R; Monte Aaron; Cook James M

来源：Bioorganic & Medicinal Chemistry, 2010, 18(12): 4178-4186.

DOI：10.1016/j.bmc.2010.05.016

• Anti-tuberculosis
• Mycobacterium smegmatis
• Mycobacterium tuberculosis
• Vinylthioether of acrylic acid ethyl ester
• Vinylether of acrylic acid ethyl ester
• Vinylamines of acrylic acid ethyl ester

Novel acrylic acid ethyl ester derivatives were synthesized and evaluated as potential agents against Mycobacterium species. A versatile and efficient copper-catalyzed coupling process was developed and used to prepare a library of substituted acrylic acid ethyl ester analogs. Minimum inhibitory concentration assays indicated that two of these compounds 3 and 4 have greater in vitro activity against Mycobacterium smegmatis than rifampin, one of the current, first-line anti-mycobacterial chemotherapeutic agents. Moreover, members of this new class of compounds appear to exhibit a specific anti-mycobacterial effect and do not inhibit the growth of the other Gram-positive or Gram-negative species tested.

• 出版日期2010-6-15