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

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-?B. 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.

SUBMITTER: Bryant VC

PROVIDER: S-EPMC3248982 | biostudies-literature | 2012 Jan

REPOSITORIES: biostudies-literature

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

Bryant Vashti C VC Kishore Kumar G D GD Nyong Abijah M AM Natarajan Amarnath A

Bioorganic & medicinal chemistry letters 20111111 1

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 i ...[more]

PMID: 22137846

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