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US4335113A Expired / Lapsed US ⏱️ 0.0 years remaining

Triterpenic saponin having pharmacological potency

Assignee: Asta Medica GmbH
•
Filing: 1980-05-12
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Granted: 1982-06-15
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Expires: 2000-05-12
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Abstract

Abstract The present invention concerns a new triterpenic saponin derived from caulophyllogenin, the process for extracting it from varieties of Chrysanthellum, and its therapeutic use. This saponin is characterized as being the ester of O-β-D-glucosyl-3β-caulophyllogenin and an oligosaccharide comprising two units of L-rhamnose and two units of D-xylose. It is extracted from vegetable matter and purified using pressurized liquid preparative chromatographic techniques. This saponin is useful in human and veterinary therapeutics in phlebology, rheumatology, and traumatology.

Inventors

  • 👤 Henri Combier
  • 👤 Gisele Prat
  • 👤 Henri Pontagnier

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 14:59
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/20; C07H15/24; C07H15/256

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 42 words
A substantially pure saponin which is the ester of O-β-D-glycosyl-3β-caulophyllogenin and an oligosaccharide comprising two units of L-rhamnose and two units of D-xylose having the formula ##STR2## wherein S is the oligosaccharide comprising two units of L-rhamnose and two units of D-xylose.
Claim 2
Dependent Claim 42 words
A substantially pure saponin which is the ester of O-β-D-glycosyl-3β-caulophyllogenin and an oligosaccharide comprising two units of L-rhamnose and two units of D-xylose having the formula ##STR2## wherein S is the oligosaccharide comprising two units of L-rhamnose and two units of D-xylose.
Claim 3
Dependent Claim 71 words
Process for obtaining the saponin according to claim 1, which comprises: extracting vegetable matter of the genus Chrysanthellum with an organic solvent; concentrating the organic solvent phase of said extraction; admixing water with said organic phase; removing fats from the admixture of water and organic phase; removing the organic solvent from said admixture; and recovering the saponin from the precipitate and aqueous phase resulting from the removal of the organic solvent.
Claim 4
Dependent Claim 69 words
Process according to claim 2, wherein the saponin is recovered from the aqueous phase by extraction of the aqueous phase with ethyl acetate followed by a mixture of n-butanol and benzene, and the butylic phases are recovered with methanol, following concentration, and treated with activated charcoal; thereafter, the methanol-recovered butylic phases are filtered and dried; and the saponin is separated from the resulting precipitate by pressurized liquid preparative chromatography.
Claim 5
Dependent Claim 11 words
Process according to claim 2, wherein the organic solvent is methanol.
Claim 6
Dependent Claim 18 words
Process according to claim 2, wherein the saponin is recovered from the precipitate by pressurized liquid preparative chromatography.
Claim 7
Dependent Claim 150 words
Process for obtaining the saponin according to claim 1, which comprises: extracting vegetable matter of the genus Chrysanthellum with an organic solvent; concentrating the organic solvent phase of said extraction; admixing water with said organic phase; removing fats from the admixture of water and organic phase; removing the organic solvent from the admixture of water and organic phase; recovering a first precipitate after removal of the organic solvent, and washing and drying said first precipitate; recovering the aqueous phase after removal of the organic solvent; extracting the aqueous phase with ethyl acetate followed by a mixture of n-butanol and benzene, and the butylic phases are recovered with methanol, following concentration, and treated with activated charcoal; thereafter the methanol-recovered butylic phases are filtered and dried yielding a second precipitate; said first precipitate and said second precipitate are combined and the saponin is separated from the mixture by pressurized liquid preparative chromatography.
Claim 8
Dependent Claim 28 words
A pharmacological composition comprising an amount of the saponin according to claim 1 effective to increase capillary resistance while simultaneously reducing capillary permeability and a pharmaceutically acceptable diluent.

References Cited (Backward Citations)

US3163636A Cited
US3238190A Cited
US3713980A Cited
US3723410A Cited
US4148928A Cited
US4171430A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-06-14 1985-12-14 1986-06-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-06-14 1989-12-14 1990-06-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-06-14 1993-12-14 1994-06-15 $7700.00 Window Closed / Lapsed

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