GB555450A - Process for the preparation of active glucosides of senna - Google Patents

Process for the preparation of active glucosides of senna

Info

Publication number
GB555450A
GB555450A GB1599/42A GB159942A GB555450A GB 555450 A GB555450 A GB 555450A GB 1599/42 A GB1599/42 A GB 1599/42A GB 159942 A GB159942 A GB 159942A GB 555450 A GB555450 A GB 555450A
Authority
GB
United Kingdom
Prior art keywords
glucosides
sennoside
methanol
senna
methyl alcohol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB1599/42A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sandoz AG
Original Assignee
Sandoz AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of GB555450A publication Critical patent/GB555450A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/24—Condensed ring systems having three or more rings
    • C07H15/244—Anthraquinone radicals, e.g. sennosides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)

Abstract

555,450. Glucosides of senna. SANDOZ, Ltd. Feb. 6, 1942, No. 1599. Convention date, May 13, 1941. [Class 2 (iii)] Glucosides are extracted from senna leaves and pods by a process which comprises making an alcoholic extract and treating this with an alcohol soluble alkaline-earth metal salt and adding basic substances until neutral or nearly neutral, or treating the extract with an alcoholsoluble basic alkaline earth metal derivative, separating the precipitated alkaline earth salt of the glucoside, and liberating the free glucosides by treatment with an acid. By the above treatment two glucosides which are described as Sennoside A and Sennoside B are obtained. These differ greatly in their solubility in methyl alcohol by means of which they may be separated. The glucosides may be purified by recrystallization from methyl alcohol or a mono-ether of a glycol. Both the above glucosides are acidic in nature and form salts. In examples (1) Senna leaves are extracted with benzene containing a little methyl alcohol to remove resins etc., and then with methyl alcohol. To the alcoholic extract an alcohol solution of calcium chloride is added followed by methyl alcoholic ammonia. The precipitated salts are. filtered, suspended in methanol and mixed with gluconic acid, heated to 40‹C. and filtered, the insoluble part containing Sennoside A remaining behind. Sennoside B crystallizes from the filtrate. Sennoside A is isolated from the.insoluble portion by treatment of a methanol suspension with ammonia, filtration of the calcium gluconate and isolation of Sennoside A by pouring into a hydrobromic acid solution of methanol. (2) Senna leaves or pods are extracted with aqueous acetone containing sodium carbonate, the extract neutralized with acetic acid and evaporated to dryness. A methanol solution of the product is treated with hydrobromic acid, and the liberated glucosides are precipitated in the form of their salts with barium bromide which precipitate is then worked up as in example (1).
GB1599/42A 1941-05-13 1942-02-06 Process for the preparation of active glucosides of senna Expired GB555450A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH555450X 1941-05-13

Publications (1)

Publication Number Publication Date
GB555450A true GB555450A (en) 1943-08-24

Family

ID=4519956

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1599/42A Expired GB555450A (en) 1941-05-13 1942-02-06 Process for the preparation of active glucosides of senna

Country Status (1)

Country Link
GB (1) GB555450A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0544886B1 (en) * 1991-06-25 1997-09-10 MADAUS Aktiengesellschaft METHOD OF EXTRACTING SENNOSIDES A, B and A1
US5710260A (en) * 1991-06-25 1998-01-20 Madaus Ag Method of extracting sennosides A, B and A1
CN113069785A (en) * 2021-03-03 2021-07-06 山东海根生物技术有限公司 Crystallization system and method for stevioside processing

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0544886B1 (en) * 1991-06-25 1997-09-10 MADAUS Aktiengesellschaft METHOD OF EXTRACTING SENNOSIDES A, B and A1
US5710260A (en) * 1991-06-25 1998-01-20 Madaus Ag Method of extracting sennosides A, B and A1
CN113069785A (en) * 2021-03-03 2021-07-06 山东海根生物技术有限公司 Crystallization system and method for stevioside processing

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