Iodophenyl tagged sphingosine derivatives: Synthesis and preliminary biological evaluation
…, K Ploessl, H Truong, MP Kung, HF Kung
Index: Qu, Wenchao; Ploessl, Karl; Truong, Hong; Kung, Mei-Ping; Kung, Hank F. Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 13 p. 3382 - 3385
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Abstract
A facile synthesis of six 4-iodophenyl tagged sphingosine (SP) derivatives bearing alkyl chain lengths from 6 to 13 is described. The key steps for the assembly of these molecules, 5a–f, are Suzuki–Miyaura cross-coupling and cross-metathesis reactions. The feasibility of radiolabeling was demonstrated by synthesizing two 125I labeled compounds,[125I] 5c and [125I] 5e. In vitro enzyme assays indicated that the molecules, 5c–e, are potent inhibitors. ...
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