Antineoplastic Agents. 565. Synthesis of Combretastatin D-2 Phosphate and Dihydro-combretastatin D-2 (1)

…, JA Fry, DL Herald, E Hamel, JC Chapuis

Index: Pettit, George R.; Quistorf, Peter D.; Fry, Jeremy A.; Herald, Delbert L.; Hamel, Ernest; Chapuis, Jean-Charles Journal of Natural Products, 2009 , vol. 72, # 5 p. 876 - 883

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Citation Number: 17

Abstract

A modified synthetic route to combretastatin D-2 (5) was devised in order to further evaluate its biological activity, for its conversion to phosphate prodrugs (25− 28), and as a route to obtaining dihydro-combretastatin D-2 (42). A parallel first total synthesis of dihydro- combretastatin D-2 was completed, proceeding from a saturated 3-phenylpropionic ester intermediate via the Ullmann biaryl ether reaction (39− 41). In contrast to the cancer cell ...