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Anxioytic marcgraviaceae compositions containing betulinic acid, betulinic acid derivatives, and methods

a marcgraviaceae and composition technology, applied in the field of betulinicacid containing extracts, to achieve the effect of potent anxiolytic activity

Inactive Publication Date: 2013-03-14
UNIVERSITY OF OTTAWA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The patent text is about a new discovery that certain plants in the family Marcgraviaceae, specifically Souroubea and Schwartzia, have powerful anxiolytic properties. The active ingredient in these plants is betulinic acid. This information can be used to develop new treatments for anxiety and related disorders.

Problems solved by technology

These feelings can lead the person to behavioural responses as coping mechanisms, such as avoidance of the feared situation, impaired speech and motor functioning, and impaired performance on complex cognitive tasks.

Method used

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  • Anxioytic marcgraviaceae compositions containing betulinic acid, betulinic acid derivatives, and methods
  • Anxioytic marcgraviaceae compositions containing betulinic acid, betulinic acid derivatives, and methods
  • Anxioytic marcgraviaceae compositions containing betulinic acid, betulinic acid derivatives, and methods

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0111]This example illustrates the preparation of a Souroubea extract from leaves.

[0112]Souroubea sympetala leaves were collected at Bioforesta, Costa Rica. The leaves were immediately preserved in 95% ethanol and stored either at room temperature or in a refrigerator.

[0113]The leaves and the 95% ethanol were blended. Additional 95% ethanol was added to facilitate the blending process. The blended material was kept for 2 days at room temperature, then filtered. The dried filter cake, which is leaf fiber, weighed 178 g.

[0114]The filtrate was evaporated under reduced pressure to afford 40.1 g of a dark powder. This powder was extracted 3 times by stirring rapidly with 150 ml of ethyl acetate. The ethyl acetate extracts were combined and the solvent was evaporated to afford 8.0 g of a dark viscous oil. This oil was used in rat anti-anxiety bio-assays.

example 2

[0115]This example illustrates the preparation of a Souroubea extract from fruit.

[0116]Souroubea sympetala fruit was collected at Bioforesta, Costa Rica, and preserved in 95% ethanol, and was processed similarly to the S. sympetala leaves. The results were as follows: Dried, insoluble in 95% ethanol, 68.5 g fiber; ethanol soluble material 8.5 g; dried ethyl acetate soluble extracts 0.37 g.

example 3

[0117]This example illustrates the chromatographic separation of components from leaves of Souroubea.

[0118]The ethyl acetate soluble extracts [5.70 g] were chromatographed on 250 g of silica gel using a solvent gradient from 100:0 hexane: ethyl acetate to 0:100 hexane: ethyl acetate. One hundred fractions, each containing approximately 20 ml of eluent, were collected.

[0119]The major components were found in fractions 15-25 (1.2 g). This material was shown by spectroscopics methods to be a mixture of β-amyrin, and germanicol.

[0120]Fractions 32-50 yielded 560 mg of a solid that was rechromatographed. Two pure substances were subsequently isolated. The less polar product, 26 mg, was identified as chondrillasterol and the more polar material as betulinic acid by comparison of melting points and spectroscopic data (MS and 1H NMR) with known literature data. The betulinic acid content in the ethyl acetate soluble extracts of S. sympetala is at least 0.44%.

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PUM

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Abstract

Pharmaceutical compositions for preventing or treating anxiety, comprising betulinic acid or derivatives thereof are provided. Methods for preventing or treating anxiety with betulinic acid or derivatives thereof are also provided. The invention further provides betulinic-acid containing preparations of plants of the family Marcgraviaceae having anxiolytic activity and methods for making such extracts and using them to prevent or treat anxiety in a subject.

Description

CROSS REFERENCE TO RELATED APPLICATIONS[0001]This application is a continuation application of U.S. application Ser. No. 12 / 366,837, filed Feb. 6, 2009, now pending, which is a divisional application of U.S. application Ser. No. 10 / 476,716 filed May 17, 2004, now issued as U.S. Pat. No. 7,488,722; which is a 35 USC §371 National Stage application of International Application No. PCT / CA02 / 00695 filed May 10, 2002; which claims the benefit under 35 USC §119(e) to U.S. Application Ser. No. 60 / 290,035, filed May 11, 2001, now expired and to U.S. Application Ser. No. 60 / 290,022, filed May 11, 2001, now expired. The disclosure of each of the prior applications is considered part of and is incorporated by reference in the disclosure of this application.BACKGROUND OF THE INVENTION[0002]1. Field of the Invention[0003]The invention relates to betulinic-acid containing extracts of the plant family Marcgraviaceae, compositions containing betulinic acid or betulinic acid derivatives, and methods...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A61K31/565A61P25/22C07J53/00A61K31/16A61K31/19A61K31/215A61K31/40A61K31/56A61K31/58A61K36/185A61K36/45
CPCA61K31/16A61K31/19A61K31/215A61K31/40A61K31/56C07J53/002A61K36/185A61K36/45A61K31/58A61K31/565A61K2300/00A61P25/22
Inventor DURST, TONYMERALI, ZULFIQUARARNASON, JOHN T.SANCHEZ-VINDAS, E. PABLOPOVEDA-ALVAREZ, LUIS J.
Owner UNIVERSITY OF OTTAWA
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