Synthesis and evaluation of macrocyclic diarylether heptanoid natural products and their analogs

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Abstract

The macrocyclic diarylether heptanoid (MDEH) natural products have been used in folk medicine for centuries. MDEHs are reported to exert anti-tumor properties by inhibiting the activation of NF-κB. Here we report the synthesis of a small MDEH library (first reported synthesis of racemic platycarynol) using a Grubbs cross metathesis/Ullmann cyclization strategy. Evaluation of the library led to the identification of MDEH 9b which sensitizes pancreatic cancer cells to gemcitabine mediated growth inhibition and apoptosis. © 2011 Elsevier Ltd. All rights reserved.

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Bryant, V. C., Kishore Kumar, G. D., Nyong, A. M., & Natarajan, A. (2012). Synthesis and evaluation of macrocyclic diarylether heptanoid natural products and their analogs. Bioorganic and Medicinal Chemistry Letters, 22(1), 245–248. https://doi.org/10.1016/j.bmcl.2011.11.025

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