AU2002348821B2 - A process for the preparation of antioxidants from Dillenia indica - Google Patents
A process for the preparation of antioxidants from Dillenia indica Download PDFInfo
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- AU2002348821B2 AU2002348821B2 AU2002348821A AU2002348821A AU2002348821B2 AU 2002348821 B2 AU2002348821 B2 AU 2002348821B2 AU 2002348821 A AU2002348821 A AU 2002348821A AU 2002348821 A AU2002348821 A AU 2002348821A AU 2002348821 B2 AU2002348821 B2 AU 2002348821B2
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- 240000003604 Dillenia indica Species 0.000 title claims description 42
- 238000000034 method Methods 0.000 title claims description 38
- 239000003963 antioxidant agent Substances 0.000 title claims description 31
- 235000006528 Dillenia indica Nutrition 0.000 title claims description 15
- 238000002360 preparation method Methods 0.000 title claims description 12
- 239000000284 extract Substances 0.000 claims description 48
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 42
- 230000003078 antioxidant effect Effects 0.000 claims description 40
- 235000013305 food Nutrition 0.000 claims description 38
- 239000000401 methanolic extract Substances 0.000 claims description 33
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 33
- 235000006708 antioxidants Nutrition 0.000 claims description 30
- 239000000126 substance Substances 0.000 claims description 15
- 235000013399 edible fruits Nutrition 0.000 claims description 13
- 239000000654 additive Substances 0.000 claims description 10
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 7
- 229910052753 mercury Inorganic materials 0.000 claims description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 7
- 230000002829 reductive effect Effects 0.000 claims description 6
- 241000283690 Bos taurus Species 0.000 claims description 5
- 239000012141 concentrate Substances 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 4
- 229940049918 linoleate Drugs 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 3
- 238000000227 grinding Methods 0.000 claims description 3
- 231100000956 nontoxicity Toxicity 0.000 claims description 3
- 239000012254 powdered material Substances 0.000 claims description 3
- HHEAADYXPMHMCT-UHFFFAOYSA-N dpph Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1[N]N(C=1C=CC=CC=1)C1=CC=CC=C1 HHEAADYXPMHMCT-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 description 13
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 8
- 239000004255 Butylated hydroxyanisole Substances 0.000 description 7
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 7
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 7
- 235000013824 polyphenols Nutrition 0.000 description 7
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 description 4
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 3
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 3
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 3
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 3
- 150000002632 lipids Chemical class 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000004250 tert-Butylhydroquinone Substances 0.000 description 3
- 235000019281 tert-butylhydroquinone Nutrition 0.000 description 3
- WCBPJVKVIMMEQC-UHFFFAOYSA-N 1,1-diphenyl-2-(2,4,6-trinitrophenyl)hydrazine Chemical group [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1NN(C=1C=CC=CC=1)C1=CC=CC=C1 WCBPJVKVIMMEQC-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 235000005911 diet Nutrition 0.000 description 2
- -1 diphenyl-2-picrylhydrazyl Chemical group 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 229940068517 fruit extracts Drugs 0.000 description 2
- 235000013376 functional food Nutrition 0.000 description 2
- 235000021472 generally recognized as safe Nutrition 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 239000000825 pharmaceutical preparation Substances 0.000 description 2
- 229940127557 pharmaceutical product Drugs 0.000 description 2
- 235000010388 propyl gallate Nutrition 0.000 description 2
- 239000000473 propyl gallate Substances 0.000 description 2
- 229940075579 propyl gallate Drugs 0.000 description 2
- QBWKPGNFQQJGFY-QLFBSQMISA-N 3-[(1r)-1-[(2r,6s)-2,6-dimethylmorpholin-4-yl]ethyl]-n-[6-methyl-3-(1h-pyrazol-4-yl)imidazo[1,2-a]pyrazin-8-yl]-1,2-thiazol-5-amine Chemical compound N1([C@H](C)C2=NSC(NC=3C4=NC=C(N4C=C(C)N=3)C3=CNN=C3)=C2)C[C@H](C)O[C@H](C)C1 QBWKPGNFQQJGFY-QLFBSQMISA-N 0.000 description 1
- 208000004998 Abdominal Pain Diseases 0.000 description 1
- 241001139606 Daviesia scabrella Species 0.000 description 1
- 244000028301 Derris andamanica Species 0.000 description 1
- 235000006526 Dillenia Nutrition 0.000 description 1
- 244000087067 Dillenia aurea Species 0.000 description 1
- 240000005182 Dillenia pentagyna Species 0.000 description 1
- 101100478173 Drosophila melanogaster spen gene Proteins 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 244000141359 Malus pumila Species 0.000 description 1
- 101100513476 Mus musculus Spen gene Proteins 0.000 description 1
- 241000652631 Parmotrema stuppeum Species 0.000 description 1
- 231100000766 Possible carcinogen Toxicity 0.000 description 1
- 230000002292 Radical scavenging effect Effects 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000001668 ameliorated effect Effects 0.000 description 1
- 229940035676 analgesics Drugs 0.000 description 1
- 239000000730 antalgic agent Substances 0.000 description 1
- 230000001754 anti-pyretic effect Effects 0.000 description 1
- 239000008047 antioxidant nutrient Substances 0.000 description 1
- 239000002221 antipyretic Substances 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
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- 239000000306 component Substances 0.000 description 1
- 229940125846 compound 25 Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
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- 230000006378 damage Effects 0.000 description 1
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- 230000006866 deterioration Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 230000000378 dietary effect Effects 0.000 description 1
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- 235000019261 food antioxidant Nutrition 0.000 description 1
- 235000012041 food component Nutrition 0.000 description 1
- 239000005428 food component Substances 0.000 description 1
- 238000009920 food preservation Methods 0.000 description 1
- 239000005452 food preservative Substances 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 210000004209 hair Anatomy 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 235000008960 ketchup Nutrition 0.000 description 1
- 230000002475 laxative effect Effects 0.000 description 1
- 230000003859 lipid peroxidation Effects 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000002417 nutraceutical Substances 0.000 description 1
- 235000021436 nutraceutical agent Nutrition 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000004792 oxidative damage Effects 0.000 description 1
- 230000004783 oxidative metabolism Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008020 pharmaceutical preservative Substances 0.000 description 1
- 235000021110 pickles Nutrition 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 235000014214 soft drink Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3472—Compounds of undetermined constitution obtained from animals or plants
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
-
- 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)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Botany (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Polymers & Plastics (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Veterinary Medicine (AREA)
- Mycology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Alternative & Traditional Medicine (AREA)
- Epidemiology (AREA)
- Medical Informatics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Toxicology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
Description
WO 2004/050109 PCT/IB2002/005424 1 A PROCESS FOR THE PREPARATION OF ANTIOXIDANTS FROM DILLENIA INDICA Technical Field 5 The present invention relates to a simple and efficient one-step process for the preparation of methanolic extract of yield ranging between 15-35% from plant Dillenia indica showing anti-oxidant activity ranging between 55 to 85%, whereby solvents are regenerated, and also, use of methanolic extract of plant Dillenia indica as an anti-oxidant in food and pharmaceutical substances and additives, wherein the concentration of the extract in food 10 and pharmaceutical is ranging between 0.2 to 3.0%. Background Art The notion that deleterious effects of oxidative metabolism can be ameliorated through a diet rich in antioxidants has gained credibility and the term " functional foods" (Strain, J.J.; 15 Benzie, I.F.F. Antioxidant nutrients. In: Sadler, M.J. and Saltmarsh, M. Eds. Functional Foods: The Consumer, the Products and the Evidence. Cambridge, U.K., Royal Society of Chemistry, p. 74) has been applied to foods with these nutrients. It is important to note that most of the investigations regarding the inhibiting effects of food components on the oxidative damages of biological materials have been devoted to the foods of plant origin. 20 Phenolics are the dominant antioxidants found in the natural products of plant sources (Prior, R.L. and Cao, G. Variability in Dietary antioxidant related natural product supplements: The need for methods of standardization, Journal of the American Nutraceutical Association, 2, 46-56, 1999). 25 Antioxidants are the compounds which when added to food products, specially to lipids and lipid containing foods, can increase the shelf life by retarding the process of lipid peroxidation, which is one of the major reasons for deterioration of food products during the processing and storage. Synthetic antioxidants such as butylated hydroxyanisole (BHA) and butylatedhydroxy toluene (BHT), propylgallate (PG) and tert-butylhydroquinone 30 (TBHQ) are commonly used in foods to inhibit free radical damage to lipids. However, a concern has now been expressed about the safety of certain synthetic antioxidants such as BHA and BHT, which are suspected as possible carcinogens. As a result, BHA has been removed from the GRAS (Generally Recognized As Safe) list and the use of TBHQ remains prohibited in some countries. Therefore, there has been a considerable interest by 35 the industry and a growing trend in consumer preferences for natural antioxidants over 2 synthetic compounds (Madhavi, D. L.; Salunkhe, D. K. Toxicological Aspects of Food Antioxidants, In-Food Antioxidants, Eds.; Madavi, D. L. , Deshpande, S. S. Salunkhe, D.K., Marcel Dekker Inc, New York, 1995, p.267). Therefore, the importance of search and exploitation of natural antioxidants, especially of plant origin has greatly increased in recent 5 years (Jayaprakasha, G. K.; Jaganmohan Rao, L. Phenolic constituents from lichen Parmotrema stuppeum (Nyl.) Hale and their antioxidant activity. Zeitschrft fur Naturforschung 2000, 55c, 1018-1022). Dillenia a small genus of trees found in Indo-Malaysian region extending to Tropical Australia. About six species are found in India i.e. D. indica, D. aurea, D. pentagyna, D. andamanica, D. [0 bractea and D. scabrella. Most of the species bear showy flowers and edible fruits and yield timbers of secondary importance (The Wealth of India, 1952). For the present investigation we have used the fruits of D. indica. D. indica occurs in the moist and evergreen forests of sub Himalayan tract, from Kumaon and Garhwal eastwards to Assam, Bengal and Orissa. A handsome evergreen tree, 30-50 ft. in height and 6 ft. in girth, with a rounded crown. Leaf 15 oblong-lanceolate, 8-14 in. long and 2-4 in. broad, with pointed apex and toothed margin; the upper part of the leaf as well as the veins beneath are covered with hairs. Flowers are large, 5-8 in. diameter, white, fragrant and solitary. Fruits are large 3-5 in. diameter, hard, consisting of five closely fitting imbricate sepals enclosing numerous seeds embedded in a gelatinous pulp (Figure 1 and 2). Seeds are small, compressed reniform with hairy margins. The tree flowers Z0 during May-August and fruits ripen during September-February. The sepals are sour and used in curries or made into jams and jellies. The acid juice is sweetened with sugar and used as cooling drink. The fruit is said to possess tonic and laxative properties and is used in abdominal pains. Literature survey revealed that, there is no report on the isolation of antioxidants from Dillenia indica. 25 Objects of the present Invention The main object of the present invention is to develop a simple and efficient one-step process for the preparation of methanolic extract from plant Dillenia indica showing anti-oxidant property whereby solvents are regenerated. An aspect of the present invention seeks to obtain a yield of the methanolic extract ranging 30 between 15-35%. Another aspect of the present invention seeks to obtain the said extract showing phenolic content ranging between 25 to 35%.
3 Still another aspect of the present invention seeks to have the anti-oxidant activity of the extract ranging between 55 to 85%. Still another aspect of the present invention seeks to use a methanolic extract of plant Dillenia indica as an anti-oxidant in food and pharmaceutical substances and additives. 5 Still another aspect of the present invention seeks to obtain a concentration of the extract in food and pharmaceutical ranging between 0.2 to 3.0%. Still another aspect of the present invention seeks to obtain a food and pharmaceutical preservative with no toxicity. Still another aspect of the present invention seeks to obtain a food and pharmaceutical 10 preservative with no adverse effect on the taste of the said substances. Reference to any prior art in the specification is not, and should not be taken as, an acknowledgment, or any form of suggestion, that this prior art forms part of the common general knowledge in Australia or any other jurisdiction or that this prior art could reasonably be expected to be ascertained, understood and regarded as relevant by a person skilled in the art. 15 Summary of the Present invention The present invention relates to a simple and efficient one-step process for the preparation of methanolic extract of yield ranging between 15-35% from plant Dillenia indica showing anti oxidant activity ranging between 55 to 85%, whereby solvents are regenerated, and also, use of methanolic extract of plant Dillenia indica as an anti-oxidant in food and pharmaceutical 20 substances and additives, wherein the concentration of the extract in food and pharmaceutical is ranging between 0.2 to 3.0%. Accordingly, in one aspect of the present invention there is provided a process for the preparation of a methanolic extract from the plant Dillenia indica for use as an anti-oxidant in food and pharmaceutical substances, whereby in the process methanol is regenerated, said 25 process comprising the steps of: i). powdering the fruit rinds of Dillenia indica in a mixer grinder to a mesh size of 40-80, ii). extracting the powdered material with hexane in a Soxhlet extractor at a temperature ranging between 55-60 'C for a time period ranging between 6-10 h to obtain 30 an extract and spent, 3a iii). extracting the spent of step (ii) with methanol in a Soxhlet extractor at a temperature ranging between 55-60 *C for a time period ranging between 6-10 h, iv). filtering the extract of step (iii), v). distilling the filtered extract at a temperature ranging between 55-60 'C to recover 5 90% methanol and obtain a concentrate, vi). drying the concentrate of step v at a temperature ranging between 40-50"C under a reduced pressure ranging between 10-25 mm of mercury, and vii). obtaining the methanolic extract having an anti-oxidant property. In another aspect of the present invention, there is provided use of a methanolic extract of the [0 fruit of Dillenia indica as an anti-oxidant in food and pharmaceutical substances and additives. As used herein, except where the context requires otherwise, the term "comprise" and variations of the term, such as "comprising", "comprises" and "comprised", are not intended to exclude other additives, components, integers or steps. Detailed description of the present invention 15 Accordingly, the present invention relates to a simple and efficient one-step process for the preparation of methanolic extract of yield ranging between 15-35% from plant Dillenia indica showing anti-oxidant activity ranging between 55 to 85%, whereby solvents are regenerated, and also, use of methanolic extract of plant Dillenia indica as an anti-oxidant in food and pharmaceutical substances and additives, wherein the concentration of the extract in food and 20 pharmaceutical is ranging between 0.2 to 3.0%. In an embodiment of the present invention, wherein a simple and efficient one-step process for the preparation of methanolic extract from plant Dillenia indica showing anti-oxidant property, whereby solvents are regenerated, said method comprises, i). powdering the fruit rinds of Dillenia indica in a mixer grinder to mesh size of 40-80, 25 ii). extracting the powdered material with hexane in a Soxhlet extractor at temperature ranging between 5 5-60 'C for the time period ranging between 6-10 h to obtain an extract and spent, WO 2004/050109 PCT/IB2002/005424 4 iii). distilling the extract to recover the hexane up to 90%, iv). extracting the spent of step (ii) with methanol in a Soxhlet extractor at temperature ranging between 55-60 'C for time period ranging between 6-10 h, 5 v). filtering the above extract using Whatman filter paper No.1 to obtain particle free extract, vi). Distilling the filtered extract at temperature ranging between 55 - 60 'C to recover 10 90% methanol, vii). drying the distilled extract of step iv at temperature ranging between of 40-50 'C in vacuum under reduced pressure ranging between 10-25 mm of mercury and, 15 viii). obtaining the said extract having anti-oxidant property. In another embodiment of the present invention, wherein the yield of the methanolic extract is ranging between 15-35%. 20 In yet another embodiment of the present invention, wherein said extract shows phenolic content ranging between 25 to 35%. In still another embodiment of the present invention, wherein the anti-oxidant activity of the extract is ranging between 55 to 85%. 25 In still another embodiment of the present invention, wherein the anti-oxidant property of the extract is determined using bet-carotene-linoleate and DPPH method. In another main embodiment of the present invention, wherein use of methanolic extract of 30 plant Dillenia indica 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 55 to 85%. 35 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%.
WO 2004/050109 PCT/IB2002/005424 5 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 5 the taste of the food and pharmaceutical substances. Brief description of the accompanying drawings: Fig 1 shows fruit of D. indica and its longitudinal section. Fig. 2 shows fruiting branch of D. indica. 10 The preparation of antioxidants from Dillenia indica was done according to following flow diagram Rinds of Dillenia indica 15 Powdered using mixer Irinder to get a mesh size of 40-80 Extraction with hexane using Skhlet extractor for 6-10 h at 55-60 'C 20 Hexane ext act Spent 25 Distillation to cover hexane Extraction with Methanol (6-10 h U 55-60 -C) 30 Methanol'extract Spen, Distillation t 55-60 0 C 354,4 Concentrate Solvent 40 Dried under vacuum at 40-50 0 C Under 10-25 mm of mercury 45 Yield of antioxidants (24-33%) WO 2004/050109 PCT/IB2002/005424 6 The novelty of the process is: 1. This is the first report of preparation of antioxidants from D. indica. 2. The invention is a one step process to obtain the antioxidants from D. indica. 5 The advantages of the process: 1. The process is simple and the solvents used in this process can be regenerated for further use. 10 The following examples are given by way of illustration of the present invention and therefore should not be constructed to limit the scope of the present invention. Example 1 50 g of rinds of Dillenia indica was powdered using mixer grinder to get a 60 mesh size. 15 The powder was extracted with hexane for 6 h in a Soxhlet extractor at 60 'C. The extract was filtered and distilled to recover the solvent. The spent was dried and further extracted with 200 ml of methanol at 60 'C for 8 h in a Soxhlet extractor. The extract was filtered using Whatman filter paper No.l. The methanol extract was distilled under vacuum to recover the solvent. The extract was dried at a temperature of 50 'C and under reduced 20 pressure at 10 mm of mercury. The yield of methanol extract was 15.05 (w/w). The phenolic content of the above extract was 34.2%. The extract obtained above method was screened for antioxidant activity using p-carotene linoleate model system [Singh et al., J. Agricultural and Food Chemistry, 50, 81-86, 2002]. It showed 80.2% antioxidant activity at 100 ppm. 25 Example -2 100 g of Dillenia indica was powdered using mixer grinder to get a 40 mesh size. The powder was extracted with hexane for 8 h in a Soxhlet extractor at 60 'C. The extract was filtered and distilled to recover the solvent. The spent was dried and further extracted with 30 400 ml of methanol at 60 'C for 6 h in a Soxhlet extractor. The extract was filtered using Whatman filter paper No.1. The methanol extract was distilled under vacuum to recover the solvent. The extract was dried at a temperature of 40 'C and under reduced pressure at 25 mm of mercury. The yield of methanol extract was 24.3 g. The phenolic content of the above extract was 27.34%.
WO 2004/050109 PCT/IB2002/005424 7 The extract obtained above method was screened for antioxidant activity using 1,1 diphenyl-2-picrylhydrazyl (DPPH) [Singh et al., J. Agricultural and Food Chemistry, 50, 81-86, 2002]. It showed 68% antioxidant activity at 100 ppm using Diphenyl picrylhydrazyl (DPPH) method. 5 Example -3 150 g of Dillenia indica was powdered using mixer grinder to get 80 mesh size. The powder was extracted with hexane for 10 h in a Soxhlet extractor at 55 'C. The extract was filtered and distilled to recover the solvent. The spent was dried and further extracted with 10 200 ml of methanol at 55 'C for 10 h in a Soxhlet extractor. The extract was filtered using Whatman filter paper No.1. The methanol extract was distilled under vacuum to recover the solvent. The extract was dried at a temperature of 40 'C and under reduced pressure at 25 mm of mercury. The yield of methanol extract was 37.05 (w/w). The phenolic content of the above extract was 29.2%. 15 The extract obtained above method was screened for antioxidant activity using 1,1 diphenyl-2-picrylhydrazyl (DPPH) [Singh et al., J. Agricultural and Food Chemistry, 50, 81-86, 2002]. It showed 62.5% antioxidant activity at 50 ppm using Diphenyl picrylhydrazyl (DPPH) method. 20 The antioxidant activities of the antioxidants from D. indica in comparison with BHA as been presented in Table 1 and 2. Table 1 25 Antioxidant activity of fruit extracts of D. indica and BHA by p-carotene-linoleate model system (% inhibition of bleaching of P-carotene). [Singh et al., J. Agricultural and Food Chemistry, 50, 81-86, 2002]; [G. K.Jayaprakasha, R.P. Singh, K.K. Sakariah: Food Chemistry 73 (2001) 285-290]. Compond 50 ppm 100 ppm BHA 93.3 ± 0.02 96.0 ± 0.40 Methanol Extract of 64.2 ± 0.40 80.2± 0.75 D. Indica 30 WO 2004/050109 PCT/IB2002/005424 8 Table 2 Radical scavenging activity of fruit extracts of D. indica and BHA by DPPH method. [Andres Moure et al. Food Chemistry 72 (2001) 145-171]. Compound 25 ppm 50 ppm 100 ppm BHA 58.58±0.460 64.26±1.268 72.291±0.809 Methanol of 56.61±3.483 62.58±2.375 68.16±0.355 D. Indica 5 Example 4 The said methanolic extract of plant Dillenia indica is tried as an anti-oxidant in food and 10 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 extract in food and pharmaceutical is ranging between 0.2 to 15 3.0%. Further, the anti-oxidant activity of the extract is found to be ranging between 55 to 85%. In addition, the food and pharmaceutical items with said extract as anti-oxidant with food preservation activity was found to be non-toxic. Also, the taste of the food and 20 pharmaceutical products was not affected by adding this extract.
Claims (2)
1. A process for the preparation of a methanolic extract from the plant Dillenia indica for use as an anti-oxidant in food and pharmaceutical substances, whereby in the process 5 methanol is regenerated, said process comprising the steps of i). powdering the fruit rinds of Dillenia indica in a mixer grinder to a mesh size of
40-80, ii). extracting the powdered material with hexane in a Soxhlet extractor at a temperature ranging between 55-60 *C for a time period ranging between 6-10 h to obtain 10 an extract and spent, iii). extracting the spent of step (ii) with methanol in a Soxhlet extractor at a temperature ranging between 55-60 *C for a time period ranging between 6-10 h, iv). filtering the extract of step (iii), v). distilling the filtered extract at a temperature ranging between 55-60 *C to recover 15 90% methanol and obtain a concentrate, vi). drying the concentrate of step v at a temperature ranging between 40-501C under a reduced pressure ranging between 10-25 mm of mercury, and vii). obtaining the methanolic extract having an anti-oxidant property. 2. The process as claimed in claim 1, wherein the yield of the methanolic extract is between 20 15-35%. 3. The process as claimed in claim 1 or 2, wherein said the methanolic extract has a phenolic content ranging between 25 to 35%. 4. The process as claimed any one of the preceding claims, wherein the anti-oxidant activity of the methanolic extract is between 55 to 85%. 25 5. The process as claimed in any one of the preceding claims, wherein the anti-oxidant property of the extract is determined using j-carotene-linoleate and DPPH method. 6. Use of a methanolic extract of the fruit of Dillenia indica prepared according to the process of any one of the preceding claims as an anti-oxidant in food and pharmaceutical substances and additives. 300318891 10 7. Use of a methanolic extract of the fruit of Dillenia indica as an anti-oxidant in consumable food. 8. Use as claimed in claim 6 or 7, wherein the anti-oxidant activity of the methanolic extract is between 55 to 85%. 5 9. Use as claimed in any one of claims 6 to 8, wherein the concentration of the extract in the food or pharmaceutical is between 0.2 to 3.0%. 10. Use as claimed in any one of claims 6 to 9, wherein the use shows no toxicity. 11. Use as claimed in any one of claims 6 to 10, wherein the use does not substantially affect the taste of the food or pharmaceutical substances. 10 12. The process for the preparation of a methanolic extract from the plant Dillenia indica for use as an anti-oxidant in food and pharmaceutical substances according to claim I and substantially as described herein with reference to the accompanying examples. 13. Use of a methanolic extract of plant Dillenia indica prepared according to the process of claim 12 as an anti-oxidant in food and pharmaceutical substances and additives 15 substantially as described herein with reference to the accompanying examples. 14. The process of any one of claims I to 5, wherein the extract of step (ii) is distilled to recover up to 90% hexane. 15. The process of any one of claims 1 to 5, wherein Whatman filter paper No. 1 is used for filtering the extract in step (iv).
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CN104450350A (en) * | 2014-12-04 | 2015-03-25 | 梁亨 | Antioxidant for beer |
CN107969610A (en) * | 2017-11-22 | 2018-05-01 | 云南农业大学 | The extraction process of flavones pigment in a kind of dilleniad |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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JPH10316966A (en) * | 1997-05-21 | 1998-12-02 | Shiseido Co Ltd | Composition containing dillenia indica |
US6124362A (en) * | 1998-07-17 | 2000-09-26 | The Procter & Gamble Company | Method for regulating hair growth |
WO2002069992A1 (en) * | 2001-03-02 | 2002-09-12 | Biopharmacopae Design International Inc. | Plant extracts and compositions comprising extracellular protease inhibitors |
-
2002
- 2002-12-17 AU AU2002348821A patent/AU2002348821B2/en not_active Ceased
- 2002-12-17 CN CNB028301080A patent/CN100438883C/en not_active Expired - Fee Related
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JPH10316966A (en) * | 1997-05-21 | 1998-12-02 | Shiseido Co Ltd | Composition containing dillenia indica |
US6124362A (en) * | 1998-07-17 | 2000-09-26 | The Procter & Gamble Company | Method for regulating hair growth |
WO2002069992A1 (en) * | 2001-03-02 | 2002-09-12 | Biopharmacopae Design International Inc. | Plant extracts and compositions comprising extracellular protease inhibitors |
Non-Patent Citations (3)
Title |
---|
Database WPI, AN 1999-076695 XP002243358 & JP 10 316966 A (Shiseido Co. Ltd) 2 December 1998 * |
Saikia, L. & Saikia, J. (2002) Journal of Food Science and Technology 39(2): 149-151 * |
Shome, U. et al. (1980) Proceedings of the Indian Academy of Sciences (Plant Sciences) 89(2): 91-104 * |
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WO2004050109A1 (en) | 2004-06-17 |
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