The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Sep. 29, 2020

Filed:

Mar. 08, 2019
Applicant:

Auburn University, Auburn, AL (US);

Inventors:

Stewart W. Schneller, Auburn, AL (US);

Chong Liu, Auburn, AL (US);

Qi Chen, Ames, IA (US);

Wei Ye, Houston, TX (US);

Assignee:

Auburn University, Auburn, AL (US);

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
A61K 31/437 (2006.01); C07H 19/16 (2006.01); C07D 471/04 (2006.01); C07D 473/30 (2006.01); C07D 473/34 (2006.01);
U.S. Cl.
CPC ...
C07H 19/16 (2013.01); C07D 471/04 (2013.01); C07D 473/30 (2013.01); C07D 473/34 (2013.01);
Abstract

Enantiomers of 1',6′-isoneplanocin, including derivatives of the enantiomers of 1′,6′-isoneplanocin, are disclosed along with novel synthetic methods. In particular, a substituted cyclopentane epoxide is synthesized into the enantiomers of 1′,6′-isoneplanocin. Enantiomers of carbocyclic nucleoside analogs of 3-deazaneplanocin to provide D- and L-like 1′,6′-iso-3-deazaneplanocin are also disclosed. The small molecule chemotherapeutic compounds beneficially provide DNA and RNA antiviral activity, demonstrating activity towards, for example, human cytomegalovirus, measles, Ebola, norovirus, dengue, vaccinia and HBV. Compounds exhibiting reduced S-adenosylhomocysteine hydrolase inhibitory effects are disclosed and provide improved toxicity profiles in comparison to neplanocin. The invention provides improved prophylactic and/or therapeutic antiviral efficacy.


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