Antifungal properties of various forms of sophorolipids

a technology of sophorolipids and antifungal properties, which is applied in the field of use, can solve problems such as not leading to well-defined pure compounds

Inactive Publication Date: 2005-07-28
POLYTECHNIC INST OF NEW YORK +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0011] Various organisms were treated with the sophorolipids and the ability of the sophorolipids to inhibit growth of the organisms was measured. The ability of various for

Problems solved by technology

However, while physiological variables during fermentation have provided routes to the

Method used

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  • Antifungal properties of various forms of sophorolipids

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Embodiment Construction

1. Sophorolipid Fermentation

[0015] Sophorolipids were synthesized by fermentation of Candida bombicola. The fermentation media was composed of 100 g glucose, 10 g yeast extract, 1 g urea and 40 g oleic acid in 1000 ml of water. After 7 days of fermentation, sophorolipid was extracted thrice using ethyl acetate. The extracts were pooled and the solvent then was removed. The obtained product then was washed with hexane to remove the residual fatty acids. This was “natural” sophorolipid. The sophorolipid was dried in a vacuum desiccator.

2. Preparation of Lactonic Sophorolipid

[0016] Column chromatographic separations were performed over silica gel 70 (Aldrich Chemical Co.) to separate lactonic sophorolipid from the natural mixture. 50 g of silica gel was used to pack a glass column (5 cm×50 cm) in the eluent (CHCl3 / MeOH mixture). 200 ml of eluent was run through the column before the crude mixture (dissolved in a minimal volume of eluent) was loaded onto the top of the column matrix....

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Abstract

The preparation and use of 17-L-[(2′-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-oxy]-cis-9-octadecenoate, 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 as antifungal agents.

Description

STATEMENT OF RELATED APPLICATIONS [0001] This patent application claims priority on and is a continuation-in-part under 37 CFR 1.53(b)(2) of Patent Cooperation Treaty (PCT) Patent Application No. PCT / US2003 / 035871 filed on 6 Nov. 2003.BACKGROUND OF THE INVENTION [0002] 1. Technical Field [0003] The present invention in general relates to the field of uses for sophorolipids and more specifically to the field of uses of sophorolipids as anti-fungal agents. [0004] 2. Prior Art [0005] First described in 1961, sophorolipids occurs as a mixture of macrolactone and free acid structures that are acetylated to various extents at the primary hydroxyl position of the sophorose ring. Gorin, P. A. et al., Can. J. Chem., vol. 39, p. 846 (1961). Careful examinations have revealed that at least eight structurally different sophorolipids are produced. Davila, A. M. et al., J. Chromatogr., vol. 648, p. 139 (1993). The main component of sophorolipids is 17-hydroxyoctadecanoic acid and its correspondin...

Claims

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Application Information

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IPC IPC(8): A61K31/7024C12N1/18C12P7/62C12P19/06C12P19/44C12P19/62
CPCA61K31/7024C12P19/62C12P19/44C12P7/62
Inventor GROSS, RICHARD A.SHAH, VISHAL
Owner POLYTECHNIC INST OF NEW YORK
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