Oryzanol - e 2 0 PDF
Oryzanol - e 2 0 PDF
Oryzanol - e 2 0 PDF
GAMMA ORYZANOL
■ GAMMA ORYZANOL
(For Food and Cosmetics)
GAMMA ORYZANOL
1. Introduction
Rice has been widely cultivated as one of the major food resources and remains as
staple food. With the advancement in refining technology, by-products of rice such as
rice oil have been produced as edible vegetable oil as well as cosmetic ingredient.
Rice play an important role as the only domestically produced resources of oil and
fats.
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GAMMA ORYZANOL ver.2.0 HS
2. -oryzanol
-oryzanol is a naturally occurring component in rice bran and rice germ which
consists of a mixture of ferulic acid esters of sterols and triterpene alcohols (Figure 1).
In 1954, Kaneko and Tsuchiya et al. 1-5) reported that isolated oryzanol
demonstrated nutritional effects on animals. There are increasing numbers of reports
indicating the benefits, efficacy and safety of -oryzanol.
Literature
1) Kaneko R., Tsuchiya T., Proceedings of Industrial Research Institute of Tokyo, 49,
142 (1954).
2) Kaneko R., Tsuchiya T., Journal of Industrial Chemistry, 57, 526 (1954).
3) Tsuchiya T., Kato A., Endo T., Proceedings of Industrial Research Institute of
Tokyo, 51, 359 (1956).
4) Endo T., Ueno K., Inaba Y., Oleoscience, 17, 344 (1968).
5) Endo T., Misu M., Inaba Y., Oleoscience, 18, 255 (1969).
21
25 26
18
17
27
19 13
1
O O
10
H3CO 3 30 H3CO
O O
HO 28 29 HO
シクロアルテノールフェルラ酸エステル
cycloartenol ferulate 24-メチレンシクロアルタノールフェルラ酸エステル
24-methylenecycloartenol ferulate
O O
H3CO H3CO
O O
HO HO
β-シトステロールフェルラ酸エステル
カンペステロールフェルラ酸エステル
campesterol ferulate -sitosterol ferulate
O
H3CO
O
HO
cyclobranol ferulate
シクロブラノールフェルラ酸エステル
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GAMMA ORYZANOL ver.2.0 HS
In addition, combination of -oryzanol and plant sterol has been used in the
treatment of senile dementia, arteriosclerosis and cerebromalacia. The mechanism of
action of -oryzanol is believed to be involved in the metabolism of catecholamine in
the hypothalamus 6).
Other studies demonstrated the anti-ulcer effect of -oryzanol in rat with gastric
mucosal damage in water immersion restraint stress model 7) and in mice gastric
mucosal injury model with conditioned emotional stimuli 8), the anti-ulcer effect is
believed to be involved in the metabolism of catecholamine.
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GAMMA ORYZANOL ver.2.0 HS
Table 2: The effect of -oryzanol on the duration of illness of dysautonomia & post
trauma from head injury.
Dysautonomia
Duration of illness Number of cases Effectiveness Ineffectiveness
(years)
0-1 12 7 (22.6%) 5 (16.1%)
1-4 14 11 (35.5%) 3 (9.6%)
4-8 2 2 (6.5%) 0 (0%)
8-12 2 2 (6.5%) 0 (0%)
12-20 1 1 (3.2%) 0 (0%)
Total 31 23 (74.3) 8 (25.7%)
Post Trauma from Head Injury
Duration of illness Number of cases Effectiveness Ineffectiveness
(year)
0-1 5 3 (27.3%) 2 (18.2%)
1-4 5 3 (36.3%) 1 (9.1%)
21 1 1 (9.1%) 0 (0%)
Total 11 8 (72.7%) 3 (27.3%)
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GAMMA ORYZANOL ver.2.0 HS
Figure 2: The Antioxidant Effect of -oryzanol and in combination with amino acids.
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GAMMA ORYZANOL ver.2.0 HS
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GAMMA ORYZANOL ver.2.0 HS
On the other hand, study showed that -oryzanol was stimulatory on sebaceous
gland 18). Topical application of -oryzanol 1% ointment alleviated the symptoms of
dryness in atopic dermatitis and dry skin 19). As illustrated in Figure 3 in page 8,
topical application of -oryzanol aqueous cream 3 times daily for 12 weeks on
inflammatory dry skin conditions reduced sebaceous gland secretion while regulating
the function of sebaceous gland over long period of time. Hence, -oryzanol was
potentially beneficial for dry skin condition (Figure 3). Research conducted by
Kakuma et al. 20) on the effect of topical application on regulation of sebaceous gland
reported that slow-acting -oryzanol promoted film formation on sebaceous gland and
thus preventing dry skin and skin irritations.
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GAMMA ORYZANOL ver.2.0 HS
Pityriasis
Table 6 The effect of -oryzanol (500 mg/day) on plasma cholesterol and triglycerides
(Ref. literature no. 26)
Treatment Duration Initial concentration of cholesterol (mg/dL)
(week) >260 220-260 <220
0 282±16 239±11 200±19
4 258±33 229±19* 198±23
8 259±24* 231±25 199±17
12 256±39 229±17* 196±32
16 251±24* 227±21* 191±32
Mean±S.D., n=7-21
Treatment Initial concentration of cholesterol (mg/dL)
Duration (week) >300 300-150 <150
0 396±97 197±44 106±24
4 308±30 214±80 123±42
8 291±64* 203±80 122±72
12 262±82* 210±99 131±34*
16 281±75* 197±75 123±68
Mean±S.D., n=4-20
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GAMMA ORYZANOL ver.2.0 HS
3-5. Others
-oryzanol has been advocated as treatment for relieving menopausal symptoms 28).
Besides, Oka T. et al. reported that cycloartenyl ferulate, a component of rice bran
oil-derived -oryzanol inhibit mass cells degranulation 29). Islam M.S. et al. indicated
the anti-inflammatory effects of -oryzanol in colitis induced by dextran sulphate
sodium in ulcerative colitis in mice, NF B has been shown to be involved in the
mechanism of action 30).
Brain
Post-menopausal
syndrome,
Autonomic nerve
disturbance,
Anti-stress
Whole body
Skin
Anti-allergy,
Elevation of surface
Anti-inflammation,
temperature,
Anti-oxidation,
Activation of
Vitamin E-like
sebaceous glands,
effects
Inhibition of melanin
formation
Stomach
Anti-ulcer,
Centrally acting
stomach
movement
Metabolism,
Digestion
Lowering of cholesterol,
Accumulation of glycogen,
Centrally acting intestinal
movement
Anti-colon cancer
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GAMMA ORYZANOL ver.2.0 HS
Literature
1) Murase Y. et al., Sanfujinka no Jissai, 12, 147-9 (1963).
2) Okawa T. et al., Sanfujinka no Sekai, 17, 179-83 (1965).
3) Okuda N. et al., Sanka to Fujinka, 37 (11), 1488-94.
4) Ishihara M., Nihon Sanka Fujinka Gakkai Shi, 34, 243-51 (1982).
5) Sasak M. et al., Rinsho to Kenkyu, 41, 347-351 (1964).
6) Ashida ka Y. et al., Sanka to Fujinka, 43.11 1572-8
7) Itay K. et al., Nichi Yakuri Shi, 72, 475-81 (1976), Itaya K. et al, ibid, 72, 1001-11
(1976).
8) Ichimaru Y. et al., Nichi Yakuri Shi, 84, 537-42 (1984).
9) Sugano H. et al., Nihon Shokuhin Kogyo Gakkai Shi, 32, 170 (1985).
10) Okada T. et al., Nihon Shokuhin Kogyo Gakkai Shi, 29, 305 (1982).
11) Kamimura M. et al., Rinsho Hihitsu, 17, 369-72 (1963).
12) Kamimura M. et al., Rinsho Hihitsu, 17, 373-4 (1963).
13) Kamimura M. et al., Vitamin, 30, 341-4 (1964).
14) Ibata Y., Fragrance Journal, 8 (6), 92-7 (1980).
15) Takagi C., Fragrance Journal, No.43, 43-51 (1980).
17) Ando Y., Fragrance Journal, No. 53, 125-6 (1982).
18) Kobayashi M., Nishinihon Hifuka, 35, 566-70 (1973).
19) Kobayashi T. et al., Hifu, 21, 463-70 (1979).
20) Shikakuma T. et al., Kosho Kaishi, 8 (1), 31-36 (1984).
21) Tsuchiya T. et al., Fragrance Journal,No.42, 91-93(1980)
22) Wilson T. A., et al., J. Nutr. Biochem. 18, 105-12 (2007).
23) Hiramatsu K., et al., Tokai J. Exp. Clin. Med., 15, 299-305 (1990).
24) Berger A., et al., Eur. J. Nutr. 44, 163-73, (2005).
25) Osawa A. et al., Shin-yaku to Rinsho, 30, 785-798 (1981).
26) Saito Y. et al., Yakuri to Tiryo, 8, 2839-2842 (1980).
27) Nakamura K. et al., Shin-yaku to Rinsho, 32, 487-90 (1983).
28) Watanabe S. et al., Sanfujinka no Jissai, 14, 959-62
29) Oka T. et al., Phytomedicine. 17, 152-6 (2010).
30) Islam M.S. et al., Br. J. Pharmacol. 154, 812-24 (2008).
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GAMMA ORYZANOL ver.2.0 HS
Literature
1) Fujiwara H. et al., Yakubutsu Ryoho, 5 (11), 123-30 (1972).
2) Fujiwara S. et al., Yakushi, 100, 1011-8 (1980).
3) Kondo H. et al., Oyo Yakuri, 2 (1), 29-32 (1968).
4) Noda H. et al., Kiso to Rinsho, 8, 35-42 (1974).
5) Noda H. et al., Kiso to Rinsho, 9, 1767-76(1975)
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GAMMA ORYZANOL ver.2.0 HS
5. Nutritional Profile
Description Value Range Remark Analytical Method
Water 0.2g/100g Heat-drying at
atmospheric pressure
Protein <0.1g 1 Kjeldahl method
Fat 99.8g/100g Ethanol extraction
method
Ash 0g/100g Direct Incineration
Sugar 0g/100g 2
Energy 898kcal/100g 3
Fiber Not detected 0.5g/100g 4 Enzymatic
Sodium Not detected 0.1mg/100g Atomic absorption
spectrophotometry
Remarks:
1. Nitrogen-Protein conversion factor 6.25
2. Labelling Standard of Nutrition (Ministry of Health and Welfare Notification No. 146, 1996)
according to conversion formula :
100 - (moisture + protein + lipid + ash + dietary fiber)
3. Standard of Energy Expression (Ministry of Health and Welfare Notification No. 146,
1996) according to the conversion factor:
Protein 4, Fat 9, Sugar 4
4. AOAC method.
6. Safety Profile
6-1. Acute Toxicity
Yahara et al. 1) in a study using mouse and rats model reported that oral and
intraperitoneal administration of -oryzanol 10,000 mg/kg showed no abnormality
generally and upon autopsy. Similarly, no abnormalities observed on subcutaneous
administration of -oryzanol 500 mg/kg.
6-3. Teratogenicty
No fetal teratogenicity observed in mouse with the administration of -oryzanol (6 –
600 mg/kg) during pregnancy. 3)
6-4. Carcinogenicity
Oral administration of -oryzanol (2000 mg/kg) was given to mouse for 72 weeks and
rat for 2 years respectively. No carcinogenicity observed at the above dosage. 4, 5)
Literature:
1) Yahara M. et al., Kiso to Rinsho, 7, 2781-85 (1973)
2) Hasato H. et al., Kiho to Rinsho, 8, 3417-35 (1974).
3) Maruoka H. et al., Kiso to Rinsho, 6, 1717-31 (1972).
4) Tamagawa M. et al., Food Chem. Toxicol., 30, 49-56 (1992).
5) Tamagawa M. et al., Food Chem. Toxicol., 30, 41-8 (1992).
6) Kobayashi T. et al., Hifu, 21, 123-34 (1979).
7. Applications
Category Examples
8. Packing
GAMMA ORYZANOL (Food Additives and Cosmetics): 5kg
Interior packing: plastic bag, cans
Exterior packing: carton
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GAMMA ORYZANOL ver.2.0 HS
9. Storage
Store under room temperature in dark place in sealed condition. Avoid places with
high temperature and high humidity.
10. Expression
Food
GAMMA ORYZANOL: -oryzanol, oryzanol
ORYZA GAMMA MILKY: Vegetable oil, glycerin, glycerin fatty acid ester,
γ-oryzanol, lecithin
Note: Please follow the regulations of the countries of sales. In some countries, the
usage of gamma-oryzanol is restricted as food additive or medicine.
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GAMMA ORYZANOL ver.2.0 HS
PRODUCT STANDARD
PRODUCT NAME
GAMMA ORYZANOL
(FOOD & COSMETIC)
This product is extracted and refined from the rice bran of Oryza sativa Linne (Gramineae).
Dried product contains minimum of 98.0 % γ-oryzanol (C40H58O4).
2.Certification Test
(1) The maximum absorbance wavelength of this product in n-heptane solution (1 100,000) is at 231nm,
291nm and 315nm.
(2) To 0.01 g of this product, add 10 ml of Potassium hydroxide-ethanol. After heating, a yellow color
develops.
(3) Dissolve 0.01 g of this product with 2 ml of acetone, add 0.1 ml of ferric chloride/ethanol solution (150).
A green to yellow-green color develops.
(QUANTITATIVE ANALYSIS)
Dry this product at 105°C for 1 hour , collect 0.01g of this product follow by addition of 80ml of n-heptane to
100ml, dissolve the mixture at room temperature with supersonic wave. Collect 10ml of the solution follow by
addition of n-heptane to 100ml. At length layer of 10mm, absorbance is measured at wavelength 315nm.
E x 100
Quantity of γ- oryzanol (%) =
W x 359
E: Absorbance
W: γ- oryzanol weight (g) in 100 ml of sample solution used for measurement.
359: extinction coefficient of γ- oryzanol E (1%, 1cm)
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GAMMA ORYZANOL ver.2.0 HS
6.Purity Test
(1) Heavy Metals Max. 10 ppm (The Japanese Standards for Food
Additives)
(2) Arsenic Max. 1 ppm (Standard Methods of Analysis
in Food Safety Regulation)
2
7.Standard Plate Counts Max. 1x10 cfu/g (Analysis for Hygienic Chemists)
8.Moulds and Yeasts Max. 1x102 cfu/g (Analysis for Hygienic Chemists)
9.Coliforms Negative (Analysis for Hygienic Chemists)
10.Composition
Ingredient Content
-oryzanol 100%
Note: Please follow the regulations of the countries of sales. In some countries, the usage of
gamma-oryzanol is restricted as food additive or medicine.
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GAMMA ORYZANOL ver.2.0 HS
PRODUCT STANDARD
PRODUCT NAME
ORYZA GAMMA MILKY
(FOOD)
This product is white milky emulsion which contains a minimum of 5% -oryzanol (C40H58O4:602.90) emulsified
with high quality of emulsifying agents.
(QUANTITATIVE ANALYSIS)
Dissolving 0.03 g of this product to ethanolic solution until it becomes 100 ml. If this solvent is
cloudy, filtrate with filter paper. Putting this solvent into a quartz cell which layer length is 10 mm,
measuring its absorbance on 325 nm wavelength. Calculate the contents of γ- oryzanol using the
following formula with the measured absorbance (E).
E x 100
Quantity of γ- oryzanol (%) =
W x 359
E: Absorbance
W: γ- oryzanol weight (g) in 100 ml of sample solution used for measurement.
359: extinction coefficient of γ- oryzanol E (1%, 1cm)
4.Purity Test
(1) Heavy Metals Max. 10 ppm (The Japanese Standards for Food
Additives)
(2) Arsenic Max. 1 ppm (Standard Methods of Analysis
in Food Safety Regulation)
5.Standard Plate Counts Max. 1x103 cfu/g (Analysis for Hygienic Chemists)
2
6.Moulds and Yeasts Max. 1x10 cfu/g (Analysis for Hygienic Chemists)
7.Coliforms Negative (Analysis for Hygienic Chemists)
8.Composition
Ingredients Contents
Glycerin 40%
Purified water 25%
Caprylic/capric acid triglyceride 15%
Glycerin ester of fatty acid 12%
-oryzanol 5%
Lecithin 3%
Total 100%
Note: Please follow the regulations of the countries of sales. In some countries, the usage of
gamma-oryzanol is restricted as food additive or medicine.
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GAMMA ORYZANOL ver.2.0 HS
PRODUCT STANDARD
PRODUCT NAME
ORYZA GAMMA MILKY
(COSMETIC)
This product is milky white liquid which contains a minimum of 4.0 – 6.0 % γ- oryzanol (C40H58O4)
emulsified with high quality of emulsifying agents.
(2) Triglyceride
When analysis is performed by gas chromatography (Column temperature:
120oC), peaks of standard solution (caprylic acid, capric acid) and sample
solution show same retention time.
(4) Glycerin
10 g of this product is dissolved in 50 ml of ethanol in separating funnel.
Ethanol layer is evaporated. When 0.5 g of potassium hydrogensulfate is
added in residue and heated, it occurs irritating smell.
(5) Lecithin
1 g of this product, 5 g of potassium sulfate, 0.5 g copper sulfate and 20 ml
of sulfuric acid are heated in kjeldahl flask. After solution changes transparent
blue, heat for 2 hours. After cool, 20 ml of water is added. 10 ml of
ammonium molybdate solution is added in 5 ml of this solution, then it occurs
yellow precipitate.
3.Content of γ-Oryzanol Min. 4.0 – 6.0%
(QUANTITATIVE ANALYSIS)
Dissolve 0.03 g of this product to ethanolic solution until it becomes 100 ml. If this solvent is
cloudy, filtrate with filter paper. Putting this solvent into a quartz cell which layer length is 10 mm,
measuring its absorbance on 325nm wavelength. Calculate the contents of γ- oryzanol using the follo
wing formula with the measured absorbance (E).
E × 100
Quantity of γ- oryzanol (%) =
W × 359
E: Absorbance
W: γ- oryzanol weight (g) in 100 ml of sample solution used for measurement.
359: extinction coefficient of γ- oryzanol E (1%, 1cm)
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GAMMA ORYZANOL ver.2.0 HS
4.Purity Test
(1) Heavy Metals Max. 10 ppm (The Japanese Standards for Food
Additives)
(2) Arsenic Max. 1 ppm (Standard Methods of Analysis
in Food Safety Regulation)
2
5.Standard Plate Counts Max. 1x10 cfu/g (Analysis for Hygienic Chemists)
6.Moulds and Yeasts Negative (Analysis for Hygienic Chemists)
7.Coliforms Negative (Analysis for Hygienic Chemists)
8.Composition
Ingredients Contents
GLYCEROL 40%
WATER 25%
CAPRYLIC/CAPRIC TRIGLYCERIDE 15%
POLYGLYCERYL-10 OLEATE 12%
ORYZANOL 5%
LECITHIN 3%
Total 100%
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GAMMA ORYZANOL ver.2.0 HS
ORYZA OIL & FAT CHEMICAL CO., LTD. striving for the development of the
new functional food materials to promote health and general well-being.
Tokyo Office
Daitokyo Build. 5F, 1-24-10, Suda-cho, Kanda, Chiyoda-ku, Tokyo, 101-0041 JAPAN
TEL: +81 (0) 3 5209 9150
FAX: +81 (0) 3 5209 9151
E-mail: tokyo@oryza.co.jp
*The unapproved copy of this catalogue and appropriation are forbidden except for the
exception on the Copyright Act.
*The contents of this catalogue may be changed without prior notice.
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