Can I read Studies on Propafenone‐type Modulators of Multidrug‐Resistance IV: Synthesis and Pharmacological Activity of 5‐Hydroxy and 5‐Benzyloxy Derivatives on EtoBox?

Studies on Propafenone‐type Modulators of Multidrug‐Resistance IV: Synthesis and Pharmacological Activity of 5‐Hydroxy and 5‐Benzyloxy Derivatives by Peter Chiba; Barbara Tell; Walter Jäger; Elisabeth Richter; Manuela Hitzlera; Gerhard Ecker is a Chemistry article available to read on EtoBox.

What is Studies on Propafenone‐type Modulators of Multidrug‐Resistance IV: Synthesis and Pharmacological Activity of 5‐Hydroxy and 5‐Benzyloxy Derivatives about?

A series of 5-hydroxy and 5-benzyloxy analogs of the antiarrhythmic and multidrug resistance (MDR) modulating drug propafenone was synthesized and the MDR-modulating activity of the compounds was evaluated using a daunomycin efflux assay system. The key step of the synthesis is the selective reduction of the double bond in 1 without cleavage of the benzyl group thus leading to the phenol 3. Alkylation with epichlorohydrine followed by nucleophilic epoxide ring opening gave the benzylated target compounds 5a-d. Subsequent cleavage of the benzyl group gave the 5-hydroxy analogs 6a-d. Structure activity relationship studies showed, that the 5-hydroxy derivates 6a-d fit the log Pllog potency correlation line previously established for a series of propafenone analogs. In contrast, all four 5-benzyloxy analogs 5a-d showed almost identical EC5o values, independent of their log P value.

Who reads Studies on Propafenone‐type Modulators of Multidrug‐Resistance IV: Synthesis and Pharmacological Activity of 5‐Hydroxy and 5‐Benzyloxy Derivatives?

Author

Peter Chiba; Barbara Tell; Walter Jäger; Elisabeth Richter; Manuela Hitzlera; Gerhard Ecker

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Ltd.; Wiley (ISSN 0365-6233)

Published

1997

Language

EN

Field

Chemistry (Physical Sciences)