Process for the preparation of standardized composition of arjunoglucoside from the bark of Terminalia arjuna

Patent metadata

Field	Value
Publication number	US-10479749-B2
Application number	US-201816014401-A
Country	US
Kind code	B2
Filing date	Jun 21, 2018
Priority date	Jun 21, 2017
Publication date	Nov 19, 2019
Grant date	Nov 19, 2019

Abstract

Disclosed is a novel process for the isolation of bioactive compounds from Terminalia arjuna. More specifically, the invention discloses a process for isolation and enrichment of bioactive compounds Arjunic acid, Arjunolic acid, Arjungenin, Arjunetin, Arjunoglucoside-I, Arjunoglucoside-II, and Catechin from the bark of Terminalia arjuna. The invention also discloses a composition standardized to contain 3% arjunoglucosides isolated from the bark of Terminalia arjuna.

First claim

We claim:

1. A process for the isolation of standardized composition comprising of arjunoglucoside from bark of Terminalia arjuna , said process comprising steps of:
(a) Charging Terminalia arjuna bark powder into an extractor,
(b) Adding 3 volumes of ethanol or methanol to Terminalia arjuna bark powder and refluxing for 3 hours at 65 to 70° C.,
(c) Filtering the ethanol or methanol extract of step b) and concentrating under vacuum to get a brown coloured powder,
(d) Dissolving the powder obtained from step c) into 5 volumes of de-mineralize water and stirring thoroughly for 1 hr at 50-55° C. to obtain a solution,
(e) Transferring the solution from step d) to separating funnel and extracting with 2 volumes of ethyl acetate, 6 times, and separating the aqueous and organic layer,
(f) Collecting and combining the ethyl acetate fractions 1-6 from step e and concentrating under vacuum to obtain brown coloured powder,
(g) Loading the powder of step 1) into a silica gel and eluting with chloroform:methanol,
(h) Identifying the compounds from step g) as Arjunic acid corresponding to STR#1, Arjunolic acid corresponding to STR#2, Arjungenin corresponding to STR#3, Arjunoglucoside-I corresponding to STR#4, Arjunoglucoside-II corresponding to STR#5, Arjunetin corresponding to STR#6, and catechin corresponding to STR#7

2. A process for enriching arjunoglucoside II, said process comprising steps of:
(a) Charging Terminalia arjuna bark powder into an extractor,
(b) Adding 3 volumes of ethanol or methanol to Terminalia arjuna bark powder and refluxing for 3 hours at 65 to 70° C.,
(c) Filtering the ethanol or methanol extract of step b) and concentrating under vacuum to get a brown coloured powder, Assay of arjunoglucoside-II by HPLC=0.55% w/w
(d) Dissolving the powder obtained from step c) into 5 volumes of de-mineralize water and stirring thoroughly for 1 hr at 50-55° C. to obtain a solution,
(e) Transferring the solution from step d) to separating funnel and extracting with 2 volumes of ethyl acetate, 6 times, and separating the aqueous and organic layer,
(f) Collecting and combining the ethyl acetate fractions 1-6 from step e and concentrating under vacuum to obtain brown coloured powder, Assay of arjunoglucoside-II by HPLC=20-21% w/w.

3. A composition comprising at-least 3% arjunoglucosides wherein said composition comprises Arjunic acid corresponding to STR#1, Arjunolic acid corresponding to STR#2, Arjungenin corresponding to STR#3, Arjunoglucoside-I corresponding to STR#4, Arjunoglucoside-I corresponding to STR#5, Arjunetin corresponding to STR#6, and catechin corresponding to STR#7

Assignees

• Majeed Muhammed
• Nagabhushanam Kalyanam
• Bhat Beena
• Sami Labs Ltd

Inventors

• Majeed Muhammed
• Nagabhushanam Kalyanam
• Bhat Beena

Classifications

• A61P31/12

  Antivirals · CPC title

• A61P35/00

  Antineoplastic agents · CPC title

• C07C62/06

  polycyclic · CPC title

• A61K2236/00

  Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine · CPC title

• A61K36/61

  Myrtaceae (Myrtle family), e.g. teatree or eucalyptus · CPC title