       Document 0415
 DOCN  M9650415
 TI    Correlation of anti-HIV potency with lipophilicity in a series of
       cosalane analogs having normal alkenyl and phosphodiester chains as
       cholestane replacements.
 DT    9605
 AU    Keyes RF; Golebiewski WM; Cushman M; Department of Medicinal Chemistry
       and Pharmacognosy, School of; Pharmacy, Purdue University, West
       Lafayette, Indiana 47907, USA.
 SO    J Med Chem. 1996 Jan 19;39(2):508-14. Unique Identifier : AIDSLINE
       MED/96145185
 AB    In order to define the role of the cholestane moiety in the anti-HIV
       agent cosalane, a series of cosalane analogs was synthesized in which
       the cholestane ring system was replaced by normal alkenyl and
       phosphodiester substituents having varied chain lengths and
       lipophilicities. The compounds containing simple alkenyl substituents
       were found to be more potent as inhibitors of the cytopathic effect of
       HIV-1 in cell culture than the phosphodiesters. In addition, the
       potencies of the alkene congeners correlated positively with chain
       length and lipophilicity of the alkene. The results indicate that the
       cholestane moiety of cosalane functions as a lipophilic accessory
       appendage to escort the dichlorodisalicylmethane pharmacophore to a
       lipid environment.
 DE    Antiviral Agents/CHEMISTRY/METABOLISM/*PHARMACOLOGY  Aurintricarboxylic
       Acid/*ANALOGS & DERIVATIVES/CHEMISTRY/  METABOLISM/PHARMACOLOGY  Cells,
       Cultured  Cytopathogenic Effect, Viral/DRUG EFFECTS  Human  HIV-1/*DRUG
       EFFECTS/PATHOGENICITY  Lipids/*METABOLISM  Spectrum Analysis  Support,
       U.S. Gov't, P.H.S.  JOURNAL ARTICLE

       SOURCE: National Library of Medicine.  NOTICE: This material may be
       protected by Copyright Law (Title 17, U.S.Code).

