4.5 Article

Synthesis and biological evaluation of (+)-neopeltolide analogues: Importance of the oxazole-containing side chain

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 24, Issue 11, Pages 2415-2419

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2014.04.031

Keywords

Marine natural products; Macrolides; Antiproliferative activity; Structure-activity relationships; Suzuki-Miyaura coupling

Funding

  1. [23681045]
  2. [24102517]
  3. [26102708]
  4. Grants-in-Aid for Scientific Research [26102708] Funding Source: KAKEN

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We describe the synthesis and biological evaluation of (+)-neopeltolide analogues with structural modifications in the oxazole-containing side chain. Evaluation of the antiproliferative activity of newly synthesized analogues against A549 human lung adenocarcinoma cells and PANC-1 human pancreatic carcinoma cells have shown that the C19-C20 and C26-C27 double bonds within the oxazole-containing side chain and the terminal methyl carbamate group are essential for potent activity. (C) 2014 Elsevier Ltd. All rights reserved.

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