CA2510300C - A process for the preparation of antioxidant conserve from indian curry leaves (murraya koenigii spreng.) - Google Patents

A process for the preparation of antioxidant conserve from indian curry leaves (murraya koenigii spreng.) Download PDF

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CA2510300C
CA2510300C CA2510300A CA2510300A CA2510300C CA 2510300 C CA2510300 C CA 2510300C CA 2510300 A CA2510300 A CA 2510300A CA 2510300 A CA2510300 A CA 2510300A CA 2510300 C CA2510300 C CA 2510300C
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leaves
ranging
antioxidant
conserve
oleoresin
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CA2510300A1 (en
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Lingamallu Jagan Mohan Rao
Kulathooran Ramalakshmi
Babasaheb Bhaskarrao Borse
Bashyam Raghavan
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Council of Scientific and Industrial Research CSIR
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18Magnoliophyta (angiosperms)
    • A61K36/185Magnoliopsida (dicotyledons)
    • A61K36/75Rutaceae (Rue family)
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23BPRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
    • A23B2/00Preservation of foods or foodstuffs, in general
    • A23B2/70Preservation of foods or foodstuffs, in general by treatment with chemicals
    • A23B2/725Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
    • A23B2/729Organic compounds; Microorganisms; Enzymes
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23BPRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
    • A23B2/00Preservation of foods or foodstuffs, in general
    • A23B2/70Preservation of foods or foodstuffs, in general by treatment with chemicals
    • A23B2/725Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
    • A23B2/729Organic compounds; Microorganisms; Enzymes
    • A23B2/733Compounds of undetermined constitution obtained from animals or plants
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23BPRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
    • A23B7/00Preservation of fruit or vegetables; Chemical ripening of fruit or vegetables
    • A23B7/14Preserving or ripening with chemicals not covered by group A23B7/08 or A23B7/10
    • A23B7/153Preserving or ripening with chemicals not covered by group A23B7/08 or A23B7/10 in the form of liquids or solids
    • A23B7/154Organic compounds; Microorganisms; Enzymes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/22Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Microbiology (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Biotechnology (AREA)
  • Botany (AREA)
  • Medical Informatics (AREA)
  • Mycology (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Medicinal Preparation (AREA)
  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Cosmetics (AREA)

Abstract

The present invention relates to a simple process for the preparation of safe, environmental friendly, and natural antioxidant conserve of activity ranging between 80-85%, comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.), said process-comprising steps of drying the washed curry leaves at temperature ranging between 30-800C, for time duration ranging between 2-10 hours, powdering the dried leaves into coarse powder form, extracting the powder with polar solvent preferably ketone with alkyl group, and obtaining antioxidant conserve comprising oleoresin from the extract by removing the solvent; also, use of antioxidant conserve at concentration ranging between ranging between 0.2 to 3.0%, comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.) as an anti-oxidant in food and pharmaceutical substances and additives.

Description

A PROCESS FOR THE PREPARATION OF ANTIOXIDANT CONSERVE FROM
INDIAN CURRY LEAVES (MURRA YA KOENIGII SPRENG.) Technical Field The present invention relates to a simple process for the preparation of safe, environmental friendly, and natural antioxidant conserve of activity ranging between 80-85%, and use of antioxidant conserve at concentration ranging between ranging between 0.2 to 3.0%, comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.) as an anti-oxidant in food and pharmaceutical substances and additives.

Background Art Antioxidants play a crucial role in preventing or delaying autoxidation and have attracted a lot of attention as food additives. The deterioration of food with time, results largely from its biological nature and is inevitable. During the production, processing, distribution and storage prior to actual consumption, food undergoes various modes of deterioration that involve biological changes by microbes as well as chemical changes. The latter is ascribed to enzymatic and non-enzymatic oxidation of lipids and phenolics, which cause undesirable changes in flavour, appearance, physical character, nutritional value and toxicity. Deoxygenation, airtight packing, and other techniques have solved some of these problems to a certain extent, but the role of antioxidants as either food constitutents or as additives cannot be overlooked. Both synthetic and natural antioxidants are widely used in many food products.

The subject of natural antioxidants has been developing since past decade, mainly because of the increasing limitations on the use of synthetic antioxidants and enhanced public awareness of health issues. In general, consumer prefers natural antioxidants because these are considered safe and environmental friendly. Commercial antioxidants are generally synthetic compounds. There has been a growing interest in replacing them with natural ingredients due to possible toxicity of synthetic antioxidants (Chang et al J.Food Sci. 42, 1102, 1977) as shown by clinical studies (Toxicological aspects of antioxidants used as food additives, In Food antioxidants; Hudson,B.J.F., Ed.; Elsevier; London, 1990; p253).
Further, the use of some common synthetic antioxidants such as butylated hydroxy anisole (BHA) and butylated hydroxy toluene (BHT) has become controversial issue because of adverse toxicological data (Food antioxidants, edited by Madhavi, Despande and Salunke, Marcel Dekker, Inc. Newyork 1995, p.267) and the use CONFIRMATION COPY
of BHT is already banned in India. The use of natural antioxidants in food is limited due to the lack of knowledge about their molecular compositions, the content of active compounds in the raw materials and the availability of relevant toxicological data. Hence, evaluation of the antioxidative activity of naturally occurring substances has been of interest in recent years (Nahrung, 40, 261, 1996). Currently, the use of some naturally occurring antioxidants in preventive and therapeutic medicine is gaining importance.
Literature survey revealed that there is no process for the isolation antioxidant conserve from Indian Curry leaves (Murraya koenigii Spreng.) Curry leaf (Murraya koenigii Spreng) is an aromatic small tree belonging to citrus family Rutaceae and occurs widely in East Asia. Its leaves have slightly pungent, bitter and feebly acidulous taste and these characterstics are retained after drying. The chemical composition of volatile oil and the changes during dehydration were studied by Pralcash and Natarajan (J.Fd.Sci.Technol., 11, 284-286, 1974). Curry leaf, at 1% level gave better protection to ghee than when BHA or BHT at 0.02% as specified by PFA. Ghee with peroxide value of 0.4 gave after storage of 5 months, 1.56 with 0.02% BHA or BHT and 1.50 with 0.5% curry leaf. (Patel and Rajorhia, J.Fd.Sci.Technol., 16, 158, 1979). The shelf life of tomato juice was extended by incorporating aqueous extract of curry leaf at 0.5%.
(Vijay Sethi, Indian Food Packer, 45, 17-18, 1991).
Objects of the present invention The main object of the present invention is to develop a simple process for the preparation of safe, environmental friendly, and natural antioxidant conserve comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.) Another main object of the present invention is to develop a process for obtaining antioxidant conserve comprising oleoresin.
Yet another object of the present invention to develop a process for obtaining high yield antioxidant of range between 7-10% of the weight of the leaves.
Still another object of the present invention is to obtain the anti-oxidant activity of the extract is ranging between 80 to 85% from Indian curry leaves.
Another main object of the present invention is to develop a use of antioxidant conserve comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.) as an anti-oxidant in food and pharmaceutical substances and additives.
Summary of the present invention The present invention relates to a simple process for the preparation of safe, environmental friendly, and natural antioxidant conserve of activity ranging between 80-85%, comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.), said process-comprising steps of drying the washed curry leaves at temperature ranging between 30-80 C, for time duration ranging between 2-10 hours, powdering the dried leaves into coarse powder form, extracting the powder with polar solvent preferably ketone with alkyl group, and obtaining antioxidant conserve comprising oleoresin from the extract by removing the solvent; also, use of antioxidant conserve at concentration ranging between ranging between 0.2 to 3.0%, comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.) as an anti-oxidant in food and pharmaceutical substances and additives.
A process for the preparation of an antioxidant conserve comprising oleoresin from unwashed Indian curry leaves (Murraya Koenigii Spreng.), said process comprising steps of:
a. drying the washed curry leaves using cross-flow drying at temperature in the range of 30-80 C, for time duration ranging between 2-10 hours, b. powdering the dried leaves into coarse powder form, c. extracting the powder with ethyl-methyl ketone/acetone using a glass column, wherein the ratio of leaves to solvent is in the range of 1:5-1:7, d.
obtaining antioxidant conserve comprising oleoresin from the extract by removing the solvent at a temperature in the range of 30-40 C.
A process as claimed in claim 1, wherein the anti-oxidant activity of the extract is in the range of 80 to 85% at 100 ppm concentration.
Detailed description of the present invention Accordingly, the present invention relates to a simple process for the preparation of safe, environmental friendly, and natural antioxidant conserve of activity ranging between 80-85%, comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.), said process-comprising steps of drying the washed curry leaves at temperature ranging between 30-80 C, for time duration ranging between 2-10 hours, powdering the dried leaves into coarse powder form, extracting the powder with polar solvent preferably ketone with alkyl group, and obtaining antioxidant conserve comprising oleoresin from the extract by removing the solvent; also, use of antioxidant conserve at concentration ranging between ranging between 0.2 to 3.0%, comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.) as an anti-oxidant in food and pharmaceutical substances and additives.

3a A simple process for the preparation of safe, environmental friendly, and natural antioxidant conserve comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.), said process comprising steps of = drying the washed curry leaves at temperature ranging between 30-80 C, for time duration ranging between 2-10 hours.
= powdering the dried leaves into coarse powder form, = extracting the powder with polar solvent preferably ketone with alkyl group, = obtaining antioxidant conserve comprising oleoresin from the extract by removing the solvent.
In an embodiment of the present invention, wherein the solvent is acetone and ethyl-methyl ketone.
In another embodiment of the present invention, wherein removal of the solvent is at the temperature ranging between 10-40 C.
In yet another embodiment of the present invention, wherein yield of the antioxidant is ranging between 7-10% of the weight of the leaves.
In still another embodiment of the present invention, wherein ratio of leaves to solvent is ranging between 1:5 to 1:7.
In still another embodiment of the present invention, wherein the anti-oxidant activity of the extract is ranging between 80 to 85%.
In another main embodiment of the present invention, wherein use of antioxidant conserve comprising oleoresin from Indian curry leaves (Murraya Koenigii Spreng.) as an anti-oxidant in food and pharmaceutical substances and additives.
In still another embodiment of the present invention, wherein the anti-oxidant activity of the extract is ranging between 80 to 85%.
In still another embodiment of the present invention, wherein the concentration of the extract in food and pharmaceutical is ranging between 0.2 to 3.0%.
In still another embodiment of the present invention, wherein the said use shows no toxicity.

In still another embodiment of the present invention, wherein the said use does not affect the taste of the food and pharmaceutical substances.
In still another embodiment of the present invention, wherein the said use is environmental friendly.
In still another embodiment of the present invention, the yield of the antioxidant conserve in step (v) is 8.5% by chromatography method with respect to the weight of dehydrated curry leaves.
In still another embodiment of the present invention the antioxidant activity of the conserve is comparable to the standard compound BHA.
The process for the preparation of antioxidant conserves from the Indian Curry leaves was carried out according to the following flow diagram.

SCHEME
Indian curry leaves (Fresh) -4-- Cleaning and washing in running water t-- Drying Dried curry leaves Powdering Curry leaves powder Extraction using medium polar solvent CJ:-f extract 4 Removal of solvent Curry leaf oleoresin / antioxidant conserve Antioxidant assay by carotene-linoleate model system The antioxidant activity of curry leaves extract was evaluated by the (3-carotene-linoleate model (Jayaprakasha and Jaganmohan Rao, Z.Naturforsch. 55C, 1018-1022, 2000).
0.2 mg of the (3-carotene in 0.5 ml of chloroform, 20 mg of linoleic acid and 200 mg of Tween-40 (polyoxyethylene sorbitan monopalmitate) were mixed together. The chloroform was removed at 40 C under vacuum using a rotary evaporator. The resulting solution was immediately diluted with 10 ml of triple-distilled water and the emulsion was mixed well for 1 min. The emulsion was further diluted with 40 ml of oxygenated water before use. 4 ml aliquots of this mixture were transferred into different tubes containing 0.2 ml of samples at 100 ppm concentrations in ethanol, butylated hydroxyanisole (BHA) was used for comparative purposes. A control containing 0.2 ml of ethanol and 4 ml of the above mixture was prepared. Optical density (OD) at 470 nm were taken for the all extracts and pure compounds immediately (t = 0) at 15 min intervals for 1.5 h (t = 90). The tubes were incubated at 50 C in a water bath. All determinations were performed in triplicate.
Measurement of OD was continued until the colour of 0-carotene disappeared in the control. The antioxidant activities (AA) of the samples were evaluated in terms of bleaching the (3-carotene using the following formula. AA = 100[1-(Ao At)/(A
- A t)]
where A and A are the OD measured at zero time of incubation for test sample and control, respectively. At and A t are the OD measured in the test sample and control, respectively, after incubation for 90 min.

The advantages of the process are:
This is the first report of a process for the isolation of antioxidant conserves from the Indian curry leaves.
The acetone extract of curry leaves could be used as natural antioxidant conserve in food systems. Indian curry leaves are a source of natural antioxidant. This process will help in the proper utilisation of Indian curry leaves. This process will add to the economics of cultivator of Indian curry leaves.
The novelty of the process:
1. Isolation of antioxidant conserve from Indian curry leaves.
2. Separation of antioxidant conserves using simple extraction techniques.

The following examples are given by way of illustrations of the present invention and therefore should not be construed to limit the scope of the present invention.
Example-1 Indian curry leaves were cleaned and washed with running water. These were dried in a cross flow dryer at 55 5 C for 6 lhr. Dried leaves are powdered to obtain coarse powder. Dry powder (500g) extracted with ethylmethylketone / acetone in a glass column.
The ratio of leaves to eluting solvent is 1: 6Q1. Solvent is removed from the eluate at 35 5 C. The yield of the conserve 1 is 7.25%.
Example-2 Indian curry leaves were cleaned and washed with running water. These were dried in a cross flow dryer at 55 5 C for 6 lhr. Dried leaves are powdered to obtain coarse powder. Dry powder (250g) extracted with ethylmethylketone / acetone in a glass column.
The ratio of leaves to eluting solvent is 1: 6 1. Solvent is removed from the elute at 35 5 C. The yield of the conserve 2 is 8.5%.
The antioxidant activities of conserves 1 and 2 are 83.1% and 83.2% at 100 ppm concentration and comparable to the antioxidant activity of BHA (90.2%) at the same concentration.
Example 3 The said conserve of Indian curry leaves was tried as an anti-oxidant in food and pharmaceutical substances and additives. Some of the food systems used tomato, apples, potato, pickles, fruit jams, soft drinks, ketchups, etc. Further, the pharmaceutical product comprises analgesics, anti-pyretic, etc.

Here, concentration of the conserve in food and pharmaceutical is ranging between 0.2 to 3.0%. Further, the anti-oxidant activity of the extract is found to be ranging between 80 to 85%.
In addition, the food and pharmaceutical items with said conserve as anti-oxidant with food preservation activity was found to be non-toxic. Also, the taste of the food and pharmaceutical products was not affected by adding this extract.

Claims (2)

Claims:
1. A process for the preparation of an antioxidant conserve comprising oleoresin from unwashed Indian curry leaves (Murraya Koenigii Spreng.), said process comprising steps of:
a. drying the washed curry leaves using cross-flow drying at temperature in the range of 30-80°C, for time duration ranging between 2-10 hours, b. powdering the dried leaves into coarse powder form, c. extracting the powder with ethyl-methyl ketone/acetone using a glass column, wherein the ratio of leaves to solvent is in the range of 1:5-1:7, d. obtaining antioxidant conserve comprising oleoresin from the extract by removing the solvent at a temperature in the range of 30-40°C.
2. A process as claimed in claim 1, wherein the anti-oxidant activity of the extract is in the range of 80 to 85% at 100 ppm concentration.
CA2510300A 2002-12-18 2002-12-18 A process for the preparation of antioxidant conserve from indian curry leaves (murraya koenigii spreng.) Expired - Fee Related CA2510300C (en)

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EP (1) EP1571929B1 (en)
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AT (1) ATE401801T1 (en)
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WO2009066303A2 (en) 2007-11-22 2009-05-28 Ganga Raju Gokaraju New synergistic phytochemical composition for the treatment of obesity
EP3470046B1 (en) * 2010-06-28 2021-04-21 Société des Produits Nestlé S.A. Tube feed formulations and methods for using same
JP5941021B2 (en) * 2013-07-30 2016-06-29 三栄源エフ・エフ・アイ株式会社 Salty taste enhancer and method for enhancing salty taste of food and drink
CN106138145A (en) * 2015-04-09 2016-11-23 苏州瑞美科生物技术有限公司 Curry Plantrd extract and preparation thereof and application in preparing medicine
JP6793651B2 (en) * 2015-08-28 2020-12-02 日本化薬株式会社 Pharmaceutical composition containing rapamycin or a derivative thereof

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JP3492806B2 (en) * 1995-03-06 2004-02-03 稲畑香料株式会社 Food and confectionery compositions and antimicrobial agents
US20020061339A1 (en) * 2000-09-28 2002-05-23 Martin Stogniew Compositions and methods for use of extracts of rutaceae plants
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CN100553500C (en) 2009-10-28
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AU2002348721A1 (en) 2004-07-09
JP2006510753A (en) 2006-03-30
CA2510300A1 (en) 2004-07-01
US20090081322A1 (en) 2009-03-26
CN1735355A (en) 2006-02-15
WO2004054391A1 (en) 2004-07-01
EP1571929A1 (en) 2005-09-14
ATE401801T1 (en) 2008-08-15
US20060165826A1 (en) 2006-07-27
EP1571929B1 (en) 2008-07-23

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