WO2004060267A2 - Procede de production de fractions enrichies contenant jusqu'a 100 % de bacoside a et de bacoside b a partir de substances vegetales de l'espece bacopa - Google Patents

Procede de production de fractions enrichies contenant jusqu'a 100 % de bacoside a et de bacoside b a partir de substances vegetales de l'espece bacopa Download PDF

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Publication number
WO2004060267A2
WO2004060267A2 PCT/IN2003/000002 IN0300002W WO2004060267A2 WO 2004060267 A2 WO2004060267 A2 WO 2004060267A2 IN 0300002 W IN0300002 W IN 0300002W WO 2004060267 A2 WO2004060267 A2 WO 2004060267A2
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Prior art keywords
bacoside
bacosides
water
solvent
dried
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PCT/IN2003/000002
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English (en)
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WO2004060267A3 (fr
Inventor
Ganga Raju Gokaraju
Rama Raju Gokaraju
Venkata Subbaraju Gottumukkala
Sridhar Pratha
Original Assignee
Ganga Raju Gokaraju
Rama Raju Gokaraju
Venkata Subbaraju Gottumukkala
Sridhar Pratha
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Application filed by Ganga Raju Gokaraju, Rama Raju Gokaraju, Venkata Subbaraju Gottumukkala, Sridhar Pratha filed Critical Ganga Raju Gokaraju
Priority to AU2003201756A priority Critical patent/AU2003201756A1/en
Priority to PCT/IN2003/000002 priority patent/WO2004060267A2/fr
Publication of WO2004060267A2 publication Critical patent/WO2004060267A2/fr
Publication of WO2004060267A3 publication Critical patent/WO2004060267A3/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/80—Scrophulariaceae (Figwort family)

Definitions

  • Bacopa monniera Linn Infusion or extract of the plant Bacopa monniera Linn has been used for centuries in traditional Ayurvedic medicines as a memory enhancing and rejuvenating agent.
  • Bacopa monniera is known in Hindi and other local Indian lanugages as Brahmi and has been prescribed as a cure for mental disorders, weak intellect, anxiety and lack of concentration.
  • Anti-inflammatory, analgesic, antipyretic and antiepileptic properties of an extract of Brahmi have also been recorded.
  • Bacopa monniera Linn is from the family Scrophulariaceae and is a common creeping perennial herb that grows luxuriantly in moist, damp and marshy areas throughtout India and is commonly known as Brahmi or Jal Brahmi.
  • An alcoholic extract of Bacopa monniera has shown improved acquisition, consolidation and retention of newly acquired behavioral responses in albino rats.
  • Major chemical constituents of the alcoholic extracts are Saponins, Bacoside A and Bacoside B. These saponins have been established as the components reponsible for memory enhancing and the like properties (Singh and Dhawan, Indian Journal of Pharmacology, 29, S 359 - S 365, 1997; Singh, et al, Phytotherapy Research, 2, 70-75, 1988, published from the USA).
  • a double-blind placebo controlled study carried out on 110 school children in the age group of 10-13 years to assess the effect of the extract of Bacopa monniera revealed significant enhancement in their arithmetic skills and memory ( R. Abhang, Journal of Research inAyurveda andSidda, 14, 10-24, 1993).
  • Alcoholic extract obtained by extracting a dried plant material is found to contain two f actions designated as Bacoside A and Bacoside B. Both the fractions have same aglycone moities and sugar residues. Haemolytic activity of Bacoside B is found to be much higher than that of Bacoside A.
  • Bacosides A and B are crystalline mixtures of hiteipeniod glycosides of the general formula I and II shown herein below. Bacoside A has been isolated in the pure state though Bacoside B has not yet been isolated in the pure state.
  • These compounds have either jujobogenm or pseudojujobogenin skeleton and contains one or more arabinose or glucose units.
  • R Sugar Unit
  • R 1 H or Sugar Unit
  • the sugar portion may contain one or more arabinose or glucose units.
  • Fig. 1 Gross structures of Bacosides A and B
  • Fig. 2 Acid hydrolysis product of Bacosides A and B Disclosure of the Invention:
  • the present invention is aimed at eniiching the Bacoside A and B concentration in the plant extract and further separation of the individual saponins therefrom. This objective is achieved by using a combination of solvents for preliminary extraction from the plant source and thereafter by chromatographic separation process.
  • Ethanolic or hydroethanolic extract obtained from dried plant material is dried preferably in vacuum. Fats and other contaminants are removed from the dry solid mass by treating the same from petroleum ether or hexane. The mass obtained after removal of fatty materials therefrom is extracted with a polar organic solvent selected from ethyl acetate, n-butyl acetate, ethyl propionate, isopropanol, n-butanol, n-pentanol or mixtures thereof.
  • a polar organic solvent selected from ethyl acetate, n-butyl acetate, ethyl propionate, isopropanol, n-butanol, n-pentanol or mixtures thereof.
  • Organic layer containing Bacoisdes is separated, washed with water to remove undesired water soluble impurities such as sugars and salts, and then concentrated and dried under vacuum to obtain an enriched fraction containing Bacosides A and B in the range of 30 to 80%.
  • This enriched fraction is subjected to silica gel chromatography using as eluants, chlorof orm, methanol or water or a mixture of them to obtain a fraction containing 80% -100 % of the Bacosides. Rechromatography of this enriched fraction results in the separation of individual Bacoside A and B. It is possible to carry out this chromatographic separation on a reversed phase silica gel.
  • This invention relates to a process for producing enriched fractions containing up to 100 % of Bacoside A and Bacoside B from plant materials of Bacopa species which comprises the steps of subjecting plant materials of Bacopa species to organic solvent extraction, drying said extract, washing said dried mass with non-polar organic solvents to remove f tty materials therefrom, extracting the residue with at least one organic polar solvent washing said extract with water, and concentrating the solvent fraction under vacuum to obtain a concentrate containing 30 to 80% of Bacosides A and B, subjecting said concentrate to chromatographic separation and purification using organic solvents and water or mixtures thereof to obtain a faction containing 80 to 100% of Bacosides A and B and subjecting said enriched fraction to rechromatography to separate Bacoside A from Bacoside B therefrom.
  • the last two chromatographic steps could also be combined into a single chromatograpliic separation.
  • This invention also includes Bacoside A and Bacoside B prepared and separated by the process described herein above.
  • An alcoholic or hydroalcoholic extract is prepared in the conventional manner from dried plant materials of Bacopa monniera. After removing the solvents by evaporation preferably under vacuum a solid which contains a mixture of Bacoside A and Bacoside B is obtained. This mixture containing 20 to 30% of the saponins is then extracted with petroleum ether three times to remove fatty materials therefrom. The solid obtained after petroleum ether extraction is refluxed with ethyl acetate at least twice. The combined solvent extract is washed with water and then dried over sodium sulphate initially and then concentrated and dried under vacuum to give a fraction containing 60 to 65% Bacosides A and B.
  • the saponin content may vary from species to species and will also depend on various other factors such as the state of growth of the plants.
  • Enriched fractions of Bacosides or the pure Bacosides separated by this method could be used in lower dosage for therapeutic use.

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  • Health & Medical Sciences (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Biotechnology (AREA)
  • Botany (AREA)
  • Medical Informatics (AREA)
  • Medicinal Chemistry (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Steroid Compounds (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Saccharide Compounds (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)

Abstract

L'invention concerne un procédé de production de fractions contenant Bacosides A et B à partir de substances végétales de l'espèce Bacopa, par extraction, concentration et séparation. Selon ce procédé, lesdites substances végétales séchées sont soumises à une extraction alcoolique, hydroalcoolique ou aqueuse, et un concentré est produit à partir de l'extrait obtenu. La masse solide ainsi produite est lavée au moyen d'un solvant organique non polaire pour supprimer les matières grasses qu'elle renferme, puis soumise à une extraction à l'aide d'un solvant polaire organique. L'extrait obtenu au moyen dudit solvant est lavé pour supprimer les impuretés hydrosolubles qu'il contient, puis séché sous vide. La fraction obtenue, qui est enrichie en Bacosides A et B, est soumise de manière répétée à une séparation chromatographique et à une purification pour obtenir Bacoside A et Bacoside B.
PCT/IN2003/000002 2003-01-03 2003-01-03 Procede de production de fractions enrichies contenant jusqu'a 100 % de bacoside a et de bacoside b a partir de substances vegetales de l'espece bacopa WO2004060267A2 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2003201756A AU2003201756A1 (en) 2003-01-03 2003-01-03 A process for producing enriched fractions containing up to 100% of bacoside a and bacoside b
PCT/IN2003/000002 WO2004060267A2 (fr) 2003-01-03 2003-01-03 Procede de production de fractions enrichies contenant jusqu'a 100 % de bacoside a et de bacoside b a partir de substances vegetales de l'espece bacopa

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/IN2003/000002 WO2004060267A2 (fr) 2003-01-03 2003-01-03 Procede de production de fractions enrichies contenant jusqu'a 100 % de bacoside a et de bacoside b a partir de substances vegetales de l'espece bacopa

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WO2004060267A2 true WO2004060267A2 (fr) 2004-07-22
WO2004060267A3 WO2004060267A3 (fr) 2004-11-04

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PCT/IN2003/000002 WO2004060267A2 (fr) 2003-01-03 2003-01-03 Procede de production de fractions enrichies contenant jusqu'a 100 % de bacoside a et de bacoside b a partir de substances vegetales de l'espece bacopa

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AU (1) AU2003201756A1 (fr)
WO (1) WO2004060267A2 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006097043A1 (fr) * 2005-03-15 2006-09-21 Chengdu Wagott Pharmaceutical Co., Ltd. Extrait de bacopa monnieri et son procede de preparation et d'utilisation
US8541381B2 (en) 2005-05-03 2013-09-24 Laila Impex Process for producing enriched fractions containing up to 100% of bacopasaponins from the plant materials of bacopa species
CN111067965A (zh) * 2019-12-29 2020-04-28 三原润禾生物科技有限公司 一种假马齿苋皂甙的制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999040897A1 (fr) * 1998-02-12 1999-08-19 Sederma S.A. Compositions a usage cosmetiques ou dermopharmaceutique contenant un extrait vegetal obtenu a partir de bacopa monnieri (l.)
US6361804B2 (en) * 1996-12-28 2002-03-26 Shyam B. Singh-Verma Cosmetic formulations containing extracts from Phyllanthus emblica and Centella asiatica and/or Bacopa monnieri

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6361804B2 (en) * 1996-12-28 2002-03-26 Shyam B. Singh-Verma Cosmetic formulations containing extracts from Phyllanthus emblica and Centella asiatica and/or Bacopa monnieri
WO1999040897A1 (fr) * 1998-02-12 1999-08-19 Sederma S.A. Compositions a usage cosmetiques ou dermopharmaceutique contenant un extrait vegetal obtenu a partir de bacopa monnieri (l.)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006097043A1 (fr) * 2005-03-15 2006-09-21 Chengdu Wagott Pharmaceutical Co., Ltd. Extrait de bacopa monnieri et son procede de preparation et d'utilisation
CN1833692B (zh) * 2005-03-15 2010-08-11 成都华高药业有限公司 一种假马齿苋提取物及其制备方法和用途
US8541381B2 (en) 2005-05-03 2013-09-24 Laila Impex Process for producing enriched fractions containing up to 100% of bacopasaponins from the plant materials of bacopa species
CN111067965A (zh) * 2019-12-29 2020-04-28 三原润禾生物科技有限公司 一种假马齿苋皂甙的制备方法

Also Published As

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WO2004060267A3 (fr) 2004-11-04
AU2003201756A1 (en) 2004-07-29
AU2003201756A8 (en) 2004-07-29

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