Synthesis of a novel tricyclic 1, 2, 3, 4, 4a, 5, 6, 10b-octahydro-1, 10-phenanthroline ring system and CXCR4 antagonists with potent activity against HIV-1

…, P Wheelan, DJ Minick, DP Phelps, S Jenkinson

Index: Catalano, John G.; Gudmundsson, Kristjan S.; Svolto, Angilique; Boggs, Sharon D.; Miller, John F.; Spaltenstein, Andrew; Thomson, Michael; Wheelan, Pat; Minick, Doug J.; Phelps, Dean P.; Jenkinson, Stephen Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 7 p. 2186 - 2190

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Citation Number: 19

Abstract

Stereorandom and diastereoselective syntheses of a novel 1, 2, 3, 4, 4a, 5, 6, 10b-octahydro- 1, 10-phenanthroline ring system are described. Derivatives of all four diastereomers were prepared and isolated in> 98% ee. The pure enantiomers were compared in order to determine the preferred absolute and relative configuration required for optimal anti-HIV activity. Anti-HIV potency and pharmacokinetic properties of the newly synthesized tricyclic ...

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