Fused pentacyclic polyethers

• US 7,202,271 B2
• Filed: 09/20/2004
• Issued: 04/10/2007
• Est. Priority Date: 09/19/2003
• Status: Active Grant

• Current Assignee: University of North Carolina At Wilmington (University of North Carolina System)
• Original Assignee: University of South Carolina
• Inventors: Baden, Daniel G., Bourdelais, Andrea J., Abraham, William M.
• Primary Examiner(s): Seaman; D. Margaret
• Assistant Examiner(s): Rahmani; Niloofar
• Application Number:
  US10/945,471
• Publication Number:
  US 20050148539A1
• Time in Patent Office: 932 Days
• Field of Search: 514/450, 549/297, 549/354
• US Class Current: 514/450
• CPC Class Codes: A61P 11/00 Drugs for disorders of the respiratory system
• CPC Class Codes: A61P 11/06 Antiasthmatics
• CPC Class Codes: A61P 11/12 Mucolytics
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: A61P 39/02 Antidotes
• CPC Class Codes: C07D 493/22 in which the condensed system contains four or more hetero rings
• CPC Class Codes: C07H 19/10 with the saccharide radical esterified by phosphoric or polyphosphoric acids
• CPC Class Codes: C07H 19/207 the phosphoric or polyphosphoric acids being esterified by a further hydroxylic compound, e.g. flavine adenine dinucleotide or nicotinamide-adenine dinucleotide

Abstract

Disclosed are polycyclic polyether compounds of formula I and pharmaceutical compositions comprising such compounds.

• • wherein R, OR₁, and R₂ are as defined herein.

Also disclosed are methods of regulating mucus clearance in a cell, and methods of treating decreased mucus clearance or mucociliary dysfunction.

Claims

1. A compound of the Formula:

2. The compound according to claim 1, wherein

R is

3. The compound according to claim 1, wherein the compound is selected from the group consisting of:

4. A pharmaceutical composition comprising a therapeutically effective amount of at least one compound, pharmaceutically acceptable salt, solvate, ester, amide, or isomer of claim 1, and at least one pharmaceutically acceptable carrier, excipient, solvent, adjuvant, diluent, or mixtures thereof.

5. A pharmaceutical composition of claim 4, wherein the pharmaceutical composition is in unit dosage form.

6. The pharmaceutical composition in unit dosage form according to claim 5, wherein the compound is present in an amount of about 1 pg to about 100 mg.

7. A compound of claim 1, wherein

8. A compound according to claim 7, wherein R₁ is H.

9. A compound according to claim 2, wherein R₂ is —

CH═

CHCH═

CH₂.