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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 45, 2015 - Issue 5
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Original Articles

Microwave-Assisted Claisen Rearrangement: Synthesis of Naturally Occurring TRAIL-Resistance-Overcoming Tyrosine Derivative

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Pages 599-604 | Received 10 Aug 2014, Published online: 06 Jan 2015
 

Abstract

Tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) is a tumor necrosis factor (TNF) family ligand that binds on the death receptors, DR4 and DR5, activating apoptotic pathways selectively in cancer cells and thus has become a promising cancer therapeutic agent. Compound 1, isolated from Streptomyces sp. IFM 10937, has shown activity in overcoming TRAIL resistance in AGS cells. Synthesis of 1 has been accomplished from L-tyrosine in an overall high-yielding reaction sequence.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENT

Research facilities provided by KFUPM are gratefully acknowledged.

SUPPORTING INFORMATION

Supplemental data for this article can be accessed on the publisher’s website.

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