IP Library Granted Patent US 8,796,228
Granted Patent B2
US 8,796,228 · App. 12/360,486 · Granted Aug 5, 2014

Method for neutralizing fungi using sophorolipids and antifungal sophorolipids for use therein

Inventors: Richard A. Gross (New York, NY); Vishal Shah (Oakdale, NY)
Assignee: Synthezyme, LLC
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Quick Facts
Patent No.
US 8,796,228
App. No.
12/360,486
Granted
Aug 5, 2014
Kind
B2
Abstract

17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octa-decenoate, lactonic and open ring 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate, methyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate, ethyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate, hexyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate, ethyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate-6″-acetate and ethyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate-6′,6″-diacetate sophorolipids and uses thereof as antifungal agents.

Claims (8)

1. A method for treating a fungal infection of the genus Candida located in or on an animal body comprising administering to a subject in need thereof a composition comprising 15 mg/ml of ethyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate-6′,6″-diacetate sophorolipid.

2. A method for treating a fungal infection of the genus Candida located in or on an animal body comprising administering to a subject in need thereof a composition comprising 5 mg/ml of ethyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate-6′,6″-diacetate sophorolipid.

3. The method for treating a fungal infection of the genus Candida as claimed in claim 1 or 2 , wherein the ethyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate-6′,6″-diacetate sophorolipid is produced by:

a) fermenting Candida bombicola in a fermentation media to form a mixture comprising lactonic 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate that has a variable degree of acetylation;

b) ring-opening the lactonic 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate with a variable degree of acetylation by reaction with ethanol under alkaline conditions;

c) diacetylating the ring-opened lactonic 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate to form open ring ethyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate-6′,6″-diacetate sophorolipid;

d) separating the open ring ethyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate-6′,6″-diacetate sophorolipid from the mixture to form an open ring fraction; and

e) preparing the open ring ethyl 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate-6′,6″-diacetate sophorolipid in the 15 mg/ml sophorolipid solution by adding 15 mg of the sophorolipid to 1 ml sucrose solution having a pH of about 8.5.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 7, 2014
From: POLYTECHNIC INSTITUTE OF NEW YORK UNIVERSITY
To: SYNTHEZYME, LLC
Reel/Frame 032621/0149 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2009
From: GROSS, RICHARD A.; SHAH, VISHAL
To: POLYTECHNIC INSTITUTE OF NYU
Reel/Frame 022501/0228 →
Continuity (2)
Continuation 11020683 · Dec 22, 2004
Related Publication 20090186836A1 · Jul 23, 2009