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US4746504A Expired / Lapsed US ⏱️ 0.0 years remaining

Heavy metal salts of hyaluronic acid and their use as antimicrobial agents

Assignee: Savient Pharmaceuticals Inc
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Filing: 1986-03-14
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Granted: 1988-05-24
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Expires: 2006-03-14
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Abstract

Abstract Heavy metal salts of hyaluronic acid have been prepared. In particular, this invention is directed to silver, gold, cerium and tungsten salts of hyaluronic acid. These heavy metal salts of hyaluronic acid are useful as antimicrobial agents. Gold hyaluronate may also be used to treat arthritis. This invention also concerns methods of making the silver salt of hyaluronic acid as well as compositions containing silver hyaluronate or gold hyaluronate. The invention also concerns composition containing heavy metal salts having radioactively labelled hyaluronate moieties.

Inventors

  • 👤 Abraham Nimrod
  • 👤 Benjamin Greenman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 11:59
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/70; A61K31/715; A01; A01N; A01N43/00; A01N43/02; A01N43/04; A01N43/14; A01N43/16; A61P; A61P31/00; A61P31/04; C; C08; C08B; C08B37/00; C08B37/006; C08B37/0063; C08B37/0072; Y; Y10; Y10S; Y10S424/00; Y10S424/13

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 18 words
A heavy metal salt of hyaluronic acid selected from the group consisting of silver, gold, cerium and tungsten.
Claim 2
Dependent Claim 18 words
A heavy metal salt of hyaluronic acid selected from the group consisting of silver, gold, cerium and tungsten.
Claim 3
Dependent Claim 12 words
A salt in accordance with claim 1, wherein the metal is silver.
Claim 4
Dependent Claim 58 words
A method of preparing the compound of claim 2 which comprises: (a) admixing aqueous sodium hyaluronate solution with a molar excess of aqueous silver nitrate solution so as to form aqueous silver hyaluronate solution; (b) treating the aqueous silver hyaluronate (AgHA) solution so formed to effect precipitation of the silver hyaluronate; and (c) recovering the precipitated silver hyaluronate.
Claim 5
Dependent Claim 38 words
The method in accordance with claim 3, wherein recovering the precipitated silver hyaluronate comprises separating the silver hyaluronate precipitate from the aqueous solution by centrifugation, washing the separated precipitate with ethanol and drying the washed precipitate over nitrogen.
Claim 6
Dependent Claim 18 words
A method in accordance with claim 3, wherein the silver hyaluronate is prepared in the absence of light.
Claim 7
Dependent Claim 33 words
A method in accordance with claim 5, wherein after admixing, the aqueous sodium hyaluronate and the aqueous silver nitrate mixture is shaken for a sufficient period of time to form aqueous silver hyaluronate.
Claim 8
Dependent Claim 38 words
A method in accordance with claim 1, wherein recovering the precipitated silver hyaluronate comprises rinsing the silver hyaluronate precipitate with ethanol, drying the rinsed precipitate with nitrogen and further drying the nitrogen dried precipitate by high vacuum drying.
Claim 9
Dependent Claim 11 words
A composition comprising the compound of claim 2 and a carrier.
Claim 10
Dependent Claim 18 words
A pharmaceutical composition comprising an effective amount of the compound of claim 2 and a pharmaceutically acceptable carrier.
Claim 11
Dependent Claim 20 words
A method of inhibiting microbial growth which comprises contacting microbes with an effective amount of the compound of claim 2.
Claim 12
Dependent Claim 23 words
A method of treating a burn victim which comprises topically applying to the burn an effective amount of the compound of claim 2.
Claim 13
Dependent Claim 23 words
A method of treating a wound victim which comprises topically applying to the wound an effective amount of the compound of claim 2.
Claim 14
Dependent Claim 25 words
A method of treating a subject having soft-tissue infection which comprises topically applying to the infection an effective amount of the compound of claim 2.
Claim 15
Dependent Claim 26 words
A method of treating a subject having gonoccocal opthalmalogical infection which comprises topically applying to the infection an effective amount of the compound of claim 2.
Claim 16
Dependent Claim 27 words
A method of treating a subject having sepsis which method comprises topically applying to the infection causing the sepsis an effective amount of compound of claim 2.
Claim 17
Dependent Claim 12 words
A salt in accordance with claim 1, wherein the metal is gold.
Claim 18
Dependent Claim 18 words
A pharmaceutical composition comprising an effective amount of the compound of claim 16 and a pharmaceutically acceptable carrier.
Claim 19
Dependent Claim 12 words
A salt in accordance with claim 1, wherein the metal is cerium.
Claim 20
Dependent Claim 12 words
A salt in accordance with claim 1, wherein the metal is tungsten.
Claim 21
Dependent Claim 14 words
A composition comprising a heavy metal salt of claim 1 which is radioactively labeled.
Claim 22
Dependent Claim 16 words
A composition of claim 20, wherein the heavy metal salt of hyaluronic acid is silver hyaluronate.
Claim 23
Dependent Claim 15 words
A composition of claim 21, wherein the silver hyaluronate is radioactively labelled with 14 C.

References Cited (Backward Citations)

US4172128A Cited
US4211769A Cited
US4487865A Cited
US4605691A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-05-24 1991-11-23 1992-05-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-05-24 1995-11-23 1996-05-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-05-24 1999-11-23 2000-05-24 $7700.00 Window Closed / Lapsed

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