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Title:
MACROLIDES WITH MODIFIED DESOSAMINE SUGARS AND USES THEREOF
Document Type and Number:
WIPO Patent Application WO/2018/201076
Kind Code:
A3
Abstract:
Provided are macrolide compounds for the treatment of infectious diseases. The macrolides disclosed herein include 14-membered ketolides and 14-15-membered azaketolides, and may comprise modified sugars which are desosamine analogues. The disclosed macrolides may have a bicyclic structure. Also provided are pharmaceutical compositions and methods of treating infectious diseases, and in particular, disease which results from Gram negative bacteria using the disclosed macrolides. This disclosure additionally provides methods of preparing the macrolides by a strategy that enables late- stage modification of the 6'-position of the sugar moiety, thereby allowing facile access to previously difficult-to-make macrolide compounds.

Inventors:
MYERS ANDREW (US)
ZHANG ZIYANG (US)
FUKUZAKI TAKEHIRO (JP)
ILANDARI DEWAGE UDARA ANULAL (US)
ALLU SENKARA (US)
CLARK ROGER (US)
LAWRENCE JONATHAN (US)
AUSTIN WESLEY (US)
LI XIBEN (US)
WANG WENYING (US)
LAHIRI SUSHMITA (US)
ICHIKAWA YOSHITAKA (US)
Application Number:
PCT/US2018/030002
Publication Date:
February 14, 2019
Filing Date:
April 27, 2018
Export Citation:
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Assignee:
MACROLIDE PHARMACEUTICALS INC (US)
HARVARD COLLEGE (US)
International Classes:
C07H17/08; A61K31/7048; A61P31/04; C07H15/18
Domestic Patent References:
WO2016154591A12016-09-29
WO2008014221A22008-01-31
WO2006119313A22006-11-09
WO2005072204A22005-08-11
WO2005067564A22005-07-28
WO2004011477A22004-02-05
WO1999021864A11999-05-06
Foreign References:
US20090264380A12009-10-22
US6764998B12004-07-20
US6645941B12003-11-11
US6046171A2000-04-04
Other References:
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ROMERO A ET AL: "An efficient entry to new sugar modified ketolide antibiotics", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 46, no. 9, 28 February 2005 (2005-02-28), pages 1483 - 1487, XP027862363, ISSN: 0040-4039, [retrieved on 20050228]
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L.-J. JIANG ET AL: "Pharmacokinetics of EDP-420 after Multiple Oral Doses in Healthy Adult Volunteers and in a Bioequivalence Study", ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, vol. 53, no. 8, 1 August 2009 (2009-08-01), US, pages 3218 - 3225, XP055524554, ISSN: 0066-4804, DOI: 10.1128/AAC.00022-09
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Attorney, Agent or Firm:
BERVEN, Heidi, M. (US)
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