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Synthesis and biological evaluation of (+)-neopeltolide analogues: Importance of the oxazole-containing side chain |
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| Affiliation: | 1. National Institute for Materials Science, 2-1-1 Sengen, Tsukuba, Ibaraki 305-0047, Japan;2. International Advanced Research Centre for Powder Metallurgy & New Materials, Balapur PO, Hyderabad 500-005, India;3. Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, 2-1-1 Katahira, Aoba-ku, Sendai, Miyagi 980-8577, Japan;4. Joining and Welding Research Institute, Osaka University, 11-1 Mihogaoka, Ibaraki, Osaka 567-0047, Japan;5. WPI, Advanced Institute for Materials Research, Tohoku University, 2-1-1 Katahira, Aoba-ku, Sendai, Miyagi 980-8577, Japan |
| Abstract: | 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. |
| Keywords: | Marine natural products Macrolides Antiproliferative activity Structure–activity relationships Suzuki–Miyaura coupling |
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