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Microbial production of anti-microbial 2H-pyran-2-ones

Assignee: GD Searle LLC
•
Filing: 1974-05-28
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Granted: 1975-09-30
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Expires: 1994-05-28
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Abstract

Abstract This invention is concerned with a method of producing compounds of the formulae (a), (b) and (c). These compounds are prepared by extracting a growth and growth medium of Aspergillis sp. NRRL 5769 or NRRL 5770 with an organic solvent and isolating the respective structures. Compounds (a), (b) and (c) have anti-Candida albicans activity.

Inventors

  • 👤 James Jiu
  • 👤 Stephen Kraychy
  • 👤 Seth S Mizuba

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 20:20
CPC Classifications
C; C07; C07D; C07D309/00; C07D309/32; C12; C12N; C12N1/00; C12N1/14; C12N1/145; C12P; C12P17/00; C12P17/02; C12P17/06; C12R; C12R2001/00; C12R2001/645; C12R2001/66; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/911; Y10S435/913

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 37 words
A PROCESS FOR SIMULTANEOUSLY PRODUCING ANTI-MICROBIAL COMPOUNDS 5,6-DIHYDRO-5(S)-ACETOXY-6(S)-(1'',2''-TRANS-EPOXYPROPYL)2H-PYRAN-2-ONE, 5,6-DIHYDRO-5(R)-ACETOXY-6(S)(1'',2''-TRANS-EPOXYPROPYL)2H-PYRAN-2-ONE, AND 5,6-DIHYDRO5(S)-ACETOXY-6(S)-(1'',2''-TRANS-PROPENYL)2H-PYRAN 2-ONE COMPRISING GROWING ASPERGILLUS SP. NRRL 5769 OR ASPERGILLUS SP. NRRL 5770 IN AN AQUEOUS NUTRIENT MEDIUM CONTAINING SITOSEROL OR SITOSTENONE AND ISOLATING SAID ANTI-MICROBIAL COMPOUNDS.
Claim 2
Dependent Claim 37 words
A PROCESS FOR SIMULTANEOUSLY PRODUCING ANTI-MICROBIAL COMPOUNDS 5,6-DIHYDRO-5(S)-ACETOXY-6(S)-(1'',2''-TRANS-EPOXYPROPYL)2H-PYRAN-2-ONE, 5,6-DIHYDRO-5(R)-ACETOXY-6(S)(1'',2''-TRANS-EPOXYPROPYL)2H-PYRAN-2-ONE, AND 5,6-DIHYDRO5(S)-ACETOXY-6(S)-(1'',2''-TRANS-PROPENYL)2H-PYRAN 2-ONE COMPRISING GROWING ASPERGILLUS SP. NRRL 5769 OR ASPERGILLUS SP. NRRL 5770 IN AN AQUEOUS NUTRIENT MEDIUM CONTAINING SITOSEROL OR SITOSTENONE AND ISOLATING SAID ANTI-MICROBIAL COMPOUNDS.
Claim 3
Dependent Claim 31 words
As in claim 1, a process for simultaneously producing anti-microbial compounds 5,6-dihydro-5(C)-acetoxy-6(S)-(1'',2''-trans-epoxypropyl)2H-pyran-2-one, 5,6-dihydro-5(R)-acetoxy-6(S)-(1'',2''-trans-epoxypropyl)2H-pyran-2-one, and 5,6-dihydro-5(S)-acetoxy-6(S)-(1'',2''-trans-propenyl)2H-pyran-2-one comprising growing Aspergillus sp. NRRL 5769 in an aqueous nutrient medium and isolating said anti-microbial compounds.
Claim 4
Dependent Claim 31 words
As in claim 1, a process for simultaneously producing anti-microbial compounds 5,6-dihydro-5(S)-acetoxy-6(S)-(1'',2''-trans-epoxypropyl)2H-pyran-2-one, 5,6-dihydro-5(R)-acetoxy-6(S)-(1'',2''-trans-epoxypropyl)2H-pyran-2-one, and 5,6-dihydro-5(S)-acetoxy-6(S)-(1'',2''-trans-propenyl)2H-pyran-2-one comprising growing Aspergillus sp. NRRL 5770 in an aqueous nutrient medium and isolating said anti-microbial compounds.
Claim 5
Dependent Claim 23 words
As in claim 1, a process wherein the growth medium contains an effective amount of sitostenone to stimulate production of said anti-microbial compounds.
Claim 6
Dependent Claim 66 words
As in claim 1, an anti-Candida albicans product produced by the process of growing Aspergillus sp. NRRL 5769 in an aqueous nutrient medium, extracting said aqueous nutrient medium containing Aspergillus sp. NRRL 5769 or Aspergillus sp. NRRL 5770 with organic solvent to provide an organic solvent extract, separating said organic solvent extract from the aqueous nutrient medium, and evaporating the organic solvent from organic solvent extract.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-09-29 1979-03-31 1979-09-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-09-29 1983-03-31 1983-09-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-09-29 1987-03-31 1987-09-30 $7700.00 Window Closed / Lapsed

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