KR100433262B1 - A method for preparation of oryzanol powder, oryzanol powder prepared thereby and a method for preventing oxidization of meat and meat products by addition of oryzanol powder thereto - Google Patents

A method for preparation of oryzanol powder, oryzanol powder prepared thereby and a method for preventing oxidization of meat and meat products by addition of oryzanol powder thereto Download PDF

Info

Publication number
KR100433262B1
KR100433262B1 KR10-2001-0054420A KR20010054420A KR100433262B1 KR 100433262 B1 KR100433262 B1 KR 100433262B1 KR 20010054420 A KR20010054420 A KR 20010054420A KR 100433262 B1 KR100433262 B1 KR 100433262B1
Authority
KR
South Korea
Prior art keywords
meat
oryzanol
powder
weight
iii
Prior art date
Application number
KR10-2001-0054420A
Other languages
Korean (ko)
Other versions
KR20030021002A (en
Inventor
조수현
박범영
유영모
김진형
이종문
김용곤
윤상기
Original Assignee
대한민국
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 대한민국 filed Critical 대한민국
Priority to KR10-2001-0054420A priority Critical patent/KR100433262B1/en
Publication of KR20030021002A publication Critical patent/KR20030021002A/en
Application granted granted Critical
Publication of KR100433262B1 publication Critical patent/KR100433262B1/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23BPRESERVING, e.g. BY CANNING, MEAT, FISH, EGGS, FRUIT, VEGETABLES, EDIBLE SEEDS; CHEMICAL RIPENING OF FRUIT OR VEGETABLES; THE PRESERVED, RIPENED, OR CANNED PRODUCTS
    • A23B4/00General methods for preserving meat, sausages, fish or fish products
    • A23B4/14Preserving with chemicals not covered by groups A23B4/02 or A23B4/12
    • A23B4/18Preserving with chemicals not covered by groups A23B4/02 or A23B4/12 in the form of liquids or solids
    • A23B4/20Organic compounds; Microorganisms; Enzymes

Abstract

본 발명은 미강으로부터 오리자놀 분말을 제조하는 방법, 이 방법에 의해 제조된 오리자놀 분말 및 이 분말을 첨가하여 식육 및 육가공 제품의 산화를 방지하는 방법에 관한 것이다. 본 발명에 의해 제조된 천연 항산화 물질인 오리자놀 분말을 식육 및 육가공 제품에 첨가함으로써, 조직감 및 전단력 등 육질 특성에는 크게 영향을 미치지 않으면서, 우수한 항산화 효과를 나타낼 수 있다.The present invention relates to a process for preparing oryzanol powder from rice bran, a process for adding oryzanol powder produced by this method and preventing oxidation of meat and meat products. By adding oryzanol powder, which is a natural antioxidant material produced by the present invention, to meat and meat products, excellent antioxidant effects can be exhibited without significantly affecting meaty properties such as texture and shearing force.

Description

오리자놀 분말의 제조방법, 이 방법에 의해 제조된 오리자놀 분말 및 이 분말을 식육 및 육가공 제품에 첨가하여 산화를 방지하는 방법{A method for preparation of oryzanol powder, oryzanol powder prepared thereby and a method for preventing oxidization of meat and meat products by addition of oryzanol powder thereto}A method for preparation of oryzanol powder, oryzanol powder prepared thus and a method for preventing oxidization of oryzanol powder prepared by this method and adding the powder to meat and meat products meat and meat products by addition of oryzanol powder Ren}

본 발명은 미강으로부터 오리자놀 분말을 제조하는 방법, 이 방법에 의해 제조된 오리자놀 분말 및 이 분말을 첨가하여 식육 및 육가공 제품의 산화를 방지하는 방법에 관한 것이다.The present invention relates to a process for preparing oryzanol powder from rice bran, a process for adding oryzanol powder produced by this method and preventing oxidation of meat and meat products.

식품의 가공, 유통 조리 중에 발생하는 주요 변화 중의 하나가 산화로서, 지질의 산화는 식품에 있어서 안전성, 색, 향 및 조직감에 영향을 주는데, 식육 또는 육가공 제품도 예외는 아니다. 따라서, 식육 또는 육가공 제품의 변질, 산패 또는 변색을 억제하여 저장기간(shelf-life)을 연장시키고, 경제적 손실 및 영양적 손실을 줄일 수 있는 항산화제의 사용이 불가피하다.One of the major changes that occur during food processing and distribution cooking is oxidation, and oxidation of lipids affects safety, color, aroma and texture in foods, although meat and meat products are no exception. Therefore, it is inevitable to use antioxidants which can inhibit the deterioration, rancidity or discoloration of meat or meat products to prolong shelf-life and reduce economic and nutritional losses.

이에, 수많은 합성 또는 천연 항산화 물질이 개발되어 왔으나, 그 효과와 경제성 및 안전성 때문에 실제로 많이 사용되고 있지는 않은 실정이며, 특히, 불포화지방산의 자동산화만 억제하면 되는 일반적인 유지 또는 유지 함유 식품의 항산화제와는 달리, 식육 및 육가공 제품에 있어서는, 이들 제품내에 지방, 수분 및 단백질을 함께 함유하고 있고, 식육 색소 단백질에 속하는 미오글로빈과 결합되어 있는 헴(heme; Fe)기 또한 강력하게 산화를 촉진하고 있어, 항산화제가 자동산화 억제, 금속 물질에 대한 킬레이트제(chelator) 및 산소의 제거제(scavenger) 역할을 모두 해야 하므로, 실제 사용 가능한 것은 일부의 합성 항산화제로 제한된다. 현재 식육 및 육가공 제품에 이용되고 있는 합성 항산화제는 부틸레이티드 하이드록시애니솔(butylated hydroxyanisole; BHA), 부틸레이티드 하이드록시톨루엔(butylated hydroxytoluene; BHT), 프로필 갈레이트(propyl gallate; PG), 도데실 갈레이트(dodecyl gallate; DG), t-부틸하이드로퀴논(tertiary-butylhydroquinone; TBHQ) 등이지만, 이러한 항산화제 함유 식품을 사람이 다량 섭취할 경우, 생체 효소 및 지방의 변화로 질병 또는 암 등의 성인병이 유발된다는 보고에 따라, 소비자들이 기피하고 있고, 미국 FDA에서는 제품에 성분표시와 그들의 사용목적에 대한 사용설명을 표기하는 등 규제를 강화하고 있다.Therefore, many synthetic or natural antioxidants have been developed, but due to its effects, economics, and safety, they are not actually used in many cases. In particular, the antioxidants of general oils or fats and oils containing foods that need only inhibit the automatic oxidation of unsaturated fatty acids are required. In meat and meat products, on the other hand, heme (Fe) groups, which contain fat, water, and protein in these products, and are combined with myoglobin belonging to meat pigment proteins, also strongly promote oxidation. Since I have to act as an autooxidant inhibitor, a chelator for metals and a scavenger for oxygen, the practical use is limited to some synthetic antioxidants. Synthetic antioxidants currently used in meat and meat products include butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), propyl gallate (PG), Dodecyl gallate (DG), tertiary-butylhydroquinone (TBHQ), etc., but when a person ingests a large amount of these antioxidant-containing foods, such as disease or cancer due to changes in biological enzymes and fat In response to reports of adult illness, consumers are evading and the US FDA is tightening regulations, including labeling ingredients and instructions for their intended use.

이로 인해, 천연물로부터 항산화제를 추출하여 사용하고자 하였으나, 추출비용이 과다하게 드는 문제점이 있어, 현재에는 천연 항산화제를 인공적으로 합성한 토코페롤이 주로 사용되고 있다. 그러나, 토코페롤의 경우 대부분 수입에 의존하고 있으며, 더구나 고가이기 때문에 이를 대체할 수 있는 천연 항산화제의 개발이 절실히 요구되고 있다.For this reason, an antioxidant is extracted and used from natural products, but there is a problem in that the extraction cost is excessive. Tocopherol artificially synthesized natural antioxidants is currently used mainly. However, in the case of tocopherol, most of them depend on imports, and since they are expensive, there is an urgent need for the development of natural antioxidants that can replace them.

한편, 국내에서는 왕겨, 참깨, 오미자, 고구마, 더덕, 해조류, 탈지미강, 감초 등의 항산화력을 확인한 정도에 그치고 있을 뿐 실제 제품에 이용할 수 있도록 제조해 내지는 못하고 있는 실정이다. 특히, 미강에서 항산화물을 추출하고자 하는 연구가 있었으나 유지를 이용한 가공제품 제조시 다른원료와 배합하여 첨가하거나 별도의 유화제로 처리한 후에 첨가해야 하는 제한점이 있어 상용화되지는 못하였고, 일반적으로 기능성 또는 의약품 소재로써 알려져 있는 미강을 육제품에 항산화제로 사용한 연구는 아직까지 없었다.On the other hand, domestically, only the degree of antioxidant capacity of chaff, sesame seeds, Schisandra chinensis, sweet potatoes, deodeok, algae, skim stew, licorice, etc. is confirmed, but is not manufactured for use in actual products. In particular, there have been studies to extract antioxidants from rice bran, but there are limitations that must be added after mixing with other raw materials or after processing with a separate emulsifier when manufacturing processed products using fats and oils. The use of rice bran, known as a pharmaceutical ingredient, as an antioxidant in meat products has not been studied.

이에, 본 발명자들은 식육 또는 육가공 제품에 사용할 수 있는 천연 항산화제를 개발하기 위해 연구를 거듭한 결과, 미강으로부터 추출한 오리자놀 성분이 식육 및 육가공 제품에 대하여 우수한 항산화 효과를 갖는다는 것을 발견하고 본 발명을 완성하게 되었다.Accordingly, the present inventors conducted a study to develop a natural antioxidant that can be used in meat products or meat products, found that the oranol component extracted from rice bran has an excellent antioxidant effect on meat and meat products. It was completed.

따라서, 본 발명의 목적은 미강으로부터 오리자놀 분말을 제조하는 방법을 제공하는 것이다.It is therefore an object of the present invention to provide a method for preparing oryzanol powder from rice bran.

본 발명의 다른 목적은 상기 제조방법에 의해 제조된 오리자놀 분말을 제공하는 것이다.Another object of the present invention to provide an oranol powder prepared by the above production method.

본 발명의 또 다른 목적은 상기 오리자놀 분말을 이용하여 식육 및 육가공 제품의 산화를 방지하는 방법을 제공하는 것이다.It is another object of the present invention to provide a method for preventing oxidation of meat and meat products using the oranol powder.

상기한 목적을 달성하기 위해서, 본 발명에 따른 오리자놀 분말의 제조방법은,In order to achieve the above object, the manufacturing method of oryzanol powder according to the present invention,

(i) 미강을 헥산과 약 1:2의 비율로 혼합하고, 교반한 후, 여과하여 얻은 추출물을 가열하여 NaOH 용액을 첨가하고, 이를 실온에서 냉각하는 단계; (ⅱ) 상기 (i)단계 용액을 방치하여 얻은 침전물을 원심분리하여, 고형분 알칼리제를 분리하는 단계; (ⅲ) 분리한 고형분 알칼리제와 증류수를 약 1:10의 비율로 혼합하여 용해시키고, 이 혼합물의 pH를 7~11로 조정하는 단계; (ⅳ) 얻어진 알칼리제 용액과 메탄올 및 디에틸 에테르를 재혼합한 후, 디에틸 에테르층만을 회수하는 단계; (v) 회수한 디에틸 에테르층에 5% KOH를 무색이 될 때까지 첨가하고, KOH층을 따로 분리해 내는 단계; (ⅵ) 남은 에테르 층의 잔여 수분 및 용매를 제거하여 농축액을 얻는 단계; (ⅶ) 농축액으로부터, 컬럼크로마토그래피를 이용하여 오리자놀 농축액을 분리·정제하는 단계; 및 (ⅷ) 상기 정제 물질을 결정화하고, 가온 건조하여 오리자놀 분말을 얻는 단계를 포함함을 특징으로 한다.(i) mixing rice bran with hexane in a ratio of about 1: 2, stirring and heating the extract obtained by filtration to add a NaOH solution, which is cooled at room temperature; (Ii) centrifuging the precipitate obtained by leaving the solution of step (i) to separate the solid alkali agent; (Iii) mixing the separated solid alkali agent and distilled water in a ratio of about 1:10 to dissolve and adjusting the pH of the mixture to 7-11; (Iii) remixing the obtained alkali solution with methanol and diethyl ether, and then recovering only the diethyl ether layer; (v) adding 5% KOH to the recovered diethyl ether layer until colorless, and separating the KOH layer separately; (Iii) removing residual water and solvent from the remaining ether layer to obtain a concentrate; (Iii) separating and purifying the oranol concentrate from the concentrate using column chromatography; And (iii) crystallizing the purified material and warming to obtain an oranol powder.

이하, 본 발명을 보다 구체적으로 설명한다.Hereinafter, the present invention will be described in more detail.

미강은 정미할 때 얻어지는 부산물로써, 섬유질 함량이 높고, 단백질, 지방 및 각종 비타민과 무기질이 풍부하게 들어 있어, 예전에는 미강을 주로 가축사료로 이용하여 왔으나, 현재에는 생리적 기능성이 알려지면서, 미강으로부터 섬유질 또는 토코페롤과 같은 비타민을 추출하여 기능성 식품 소재 또는 의약품으로 이용하려는 연구가 수행되고 있다.Rice bran is a by-product obtained when it is polished. It has a high fiber content, and is rich in protein, fat, various vitamins and minerals. In the past, rice bran was mainly used for livestock feed, but now the physiological function is known. Research has been conducted to extract vitamins such as fiber or tocopherol and use them as functional food ingredients or pharmaceuticals.

미강에 함유되어 있는 지방은 불포화도가 높고, 토코페롤, 토코트리에놀 및 오리자놀의 함유량이 많으며, 특히 미강에만 존재하는 오리자놀은 스테롤과 트리터페노이드 알콜이 페롤산과 에스터 결합을 하고 있는 혼합물질로서, 유지 및 유지함유 식품에 산화방지제로 알려진 바 있다.Fats contained in rice bran are high in unsaturation, high in tocopherols, tocotrienols, and oryzanol, especially oryzanol, which is present only in rice bran, is a mixture of sterols and triterpenoid alcohols with peroleic acid and esters. It is known as an antioxidant in foods.

그러나, 식육 및 육가공 제품에 활용되지는 못하였던 바, 본 발명에서는 미강을 원료로 하여 식육 및 육가공 제품에 천연 항산화제로 사용가능한 오리자놀 분말을 제조하였으며, 그것을 축산가공식품에 첨가하여 항산화 효과를 확인하였을 뿐만 아니라, 제품의 저장 특성 및 이화학적 성질을 조사하여 실제 식육 및 육가공 제품에 사용이 가능함을 확인하였다.However, the present invention was not utilized in meat and meat products. In the present invention, rice bran was used as a raw material to prepare oranol powder which can be used as a natural antioxidant in meat and meat products. In addition, the storage and physicochemical properties of the product were investigated to confirm that it can be used in actual meat and meat products.

본 발명의 각 단계에서는 최적의 추출조건을 찾기 위하여 pH의 조절 및 추출 용매를 변화시켰으며, 이러한 시험을 통해 고수율로 오리자놀 분말을 얻을 수 있었다. 각 단계별 공정을 보다 상세히 설명하면 다음과 같다.In each step of the present invention, the pH was adjusted and the extraction solvent was changed in order to find the optimum extraction conditions. Through this test, oryzanol powder was obtained in high yield. Each step will be described in more detail as follows.

(i)단계에서는 미강을 헥산과 약 1:2의 비율로 혼합하여 55℃에서 3시간 동안 진탕교반한 후, 여과지로 여과하여 얻은 추출물을 65℃까지 가열하고, 고형분 알칼리제를 얻기 위해 NaOH 용액을 첨가한 다음, 실온에서 냉각한다.In step (i), the rice bran is mixed with hexane at a ratio of about 1: 2, shaken and stirred at 55 ° C. for 3 hours, and the extract obtained by filtration with a filter paper is heated to 65 ° C., and NaOH solution is prepared to obtain a solid alkali agent. After addition, it is cooled at room temperature.

(ⅱ)단계에서는 상기 (i)단계 용액을 약 8시간 동안 방치하여, 침전물이 생기면, 상등액을 버리고 이 침전물을 3000rpm으로 20분간 원심분리함으로써, 고형분 알칼리제를 분리한다.In step (ii), the solution of step (i) is left for about 8 hours, and when a precipitate is formed, the supernatant is discarded and the precipitate is centrifuged at 3000 rpm for 20 minutes to separate the solid alkali.

(ⅲ)단계에서는 분리한 고형분 알칼리제를 증류수와 약 1:10의 비율로 혼합하여, 항온수조에서 용해가 이루어지게 한다.In step (iii), the separated solid alkali agent is mixed with distilled water at a ratio of about 1:10 to dissolve in a constant temperature water bath.

(ⅳ)단계에서는 상기 용해시킨 혼합물에 1N HCl 또는 포화 탄산나트륨 용액을 부가하여, pH를 추출에 용이한 알칼리성의 범위로써 7~11로 조정하고, 얻어진 알칼리제 용액을 분액여두에 넣어 메탄올 및 디에틸 에테르와 재혼합한 후, 디에틸에테르층만을 회수한다. 이는 하기 시험예 2에서 설명되지만, 디에틸 에테르로 추출하는 것이 가장 수율이 좋기 때문이다.In step (iii), 1N HCl or saturated sodium carbonate solution is added to the dissolved mixture, and the pH is adjusted to 7-11 with an alkaline range that is easy to extract. After remixing with, only the diethyl ether layer is recovered. This is explained in Test Example 2 below, because extraction with diethyl ether has the best yield.

(v)단계에서는 회수한 디에틸 에테르층을 다른 분액여두에 옮긴 다음, 불순물을 제거하고 고농축액을 제조하기 위하여, 5% KOH를 넣고 무색이 될 때까지 반복 첨가하여 흔들어준 다음, KOH층을 따로 분리해 낸다.In step (v), the recovered diethyl ether layer is transferred to another separatory filter, and then, in order to remove impurities and prepare a highly concentrated solution, 5% KOH is added and shaken repeatedly until colorless, and then the KOH layer is shaken. Separate it out.

(ⅵ)단계에서는 남은 에테르 층에 무수 황산염을 첨가하여 잔여 수분을 제거하고, 감압농축기를 이용하여 용매를 증류시킴으로써 농축화된 오리자놀을 얻는다.In step (iii), anhydrous sulfate is added to the remaining ether layer to remove residual water and the solvent is distilled off using a vacuum condenser to obtain concentrated oranol.

(ⅶ)단계에서는 농축액을 헥산에 녹인 다음, 중성 알루미나를 충진한 컬럼크로마토그래피를 이용하여 오리자놀 농축액을 분리·정제하는데, 일반적으로 당분야에서 사용되는 용매 중 최대 수율을 얻을 수 있는 용매로써, 에틸에테르:아세트산(20:1)의 혼합액을 이용한 것이다.In the step (iii), the concentrated solution is dissolved in hexane, and then the oranol concentrate is separated and purified using column chromatography packed with neutral alumina, which is generally a solvent that can obtain the maximum yield among solvents used in the art. A mixture of ether and acetic acid (20: 1) is used.

끝으로, (ⅷ)단계에서는 상기 정제 물질에 일정량의 메탄올을 가하고, 격렬하게 흔들어 오리자놀 결정을 석출하며, 석출된 분말을 50℃ 건조 오븐에서 약 8~12시간 정도 건조하여 연한 아이보리색의 오리자놀 분말을 얻는다.Finally, in the step (iii), a predetermined amount of methanol is added to the purified material, and the solution is shaken vigorously to precipitate oryanol crystals, and the precipitated powder is dried in a 50 ° C. drying oven for about 8 to 12 hours to give a light ivory-colored oryzanol powder. Get

상기한 방법에 의해 제조된 오리자놀 분말은 천연 항산화제로서, 항산화력이 높고, 단지 가축사료 원료로 이용되던 미강을 이용하여 생산되므로 경제성도 우수하여, 고가로 수입되고 있는 천연 항산화제, 특히 토코페롤을 대체할 수 있으리라 판단되며, 이로 인해, 외화 절감 효과를 가져다 줄 뿐만 아니라, 천연물질을 이용한다는 점에서 합성 항산화제가 갖는 부작용 없이 국민 건강에도 기여할 것으로 보인다.Oryzanol powder prepared by the above method is a natural antioxidant, has a high antioxidant power, and is produced using rice bran, which was used as a raw material for livestock feed, so it is economically superior, and natural antioxidants, especially tocopherols, which are imported at a high price, It is expected to be able to replace, which will not only reduce foreign currency, but also contribute to national health without the side effects of synthetic antioxidants in terms of using natural materials.

또한, 본 발명의 방법은 미강 추출물에 알칼리제 처리후 컬럼크로마토그래피를 통과시킴으로서 항산화력이 우수한 오리자놀 분말을 추출하는 것으로, 식품, 특히 식육 또는 육가공 제품의 첨가제로 사용하기 위해서는 용매추출물의 형태보다는 분말화된 결정형태이어야 실용적 가치가 있는데, 본 발명의 제조방법에 의해 제조된 항산화물질인 오리자놀은 분말형태이기 때문에 실용적이다.In addition, the method of the present invention is to extract the oryzanol powder with excellent antioxidant power by passing column chromatography after treatment with alkaline agent to rice bran extract, powdered rather than in the form of solvent extract for use as an additive in food, especially meat or meat products It is of practical value to be in the form of crystals, which is an antioxidant, prepared by the process of the present invention, orrizanol, which is practical because it is in powder form.

본 발명의 방법에 의해 제조된 오리자놀 분말을 0.02~0.20중량%의 양으로 사용함으로써, 항산화 효과를 나타낼 수 있다. 특히, 분쇄 생돈육의 경우에 0.15~0.20중량%의 비율로, 분쇄 가열돈육의 경우에 0.05~0.20중량%의 비율로 첨가하고, 소시지의 경우 0.20중량%의 비율로 첨가함으로서, 식육 및 육가공 제품의 산화를 방지할 수 있다. 이는 적어도 상기한 범위 이상의 양으로 첨가해야만 일반적으로 알려진 항산화제들보다 저장기간 동안 우수한 효과를 나타낼 수 있으며, 0.20중량% 이하로 첨가한 것은 경제성을 고려한 것이다.By using the oranol powder prepared by the method of the present invention in an amount of 0.02 to 0.20% by weight, the antioxidant effect can be exhibited. In particular, by adding 0.15 to 0.20% by weight of ground pork, 0.05 to 0.20% by weight of ground pork, and 0.20% by weight of sausage, meat and meat products Oxidation can be prevented. It should be added in an amount of at least the above-mentioned range to have an excellent effect during the storage period than the commonly known antioxidants, the addition of 0.20% by weight or less is considered economical.

이하, 실시예와 시험예를 통해 본 발명의 구성 및 작용을 보다 구체적으로 설명하지만, 본 발명이 이들 예로만 한정되는 것은 아님을 밝혀둔다.Hereinafter, the configuration and operation of the present invention will be described in more detail with reference to Examples and Test Examples, but it should be understood that the present invention is not limited only to these examples.

[시험예 1] 오리자놀 함량 측정Test Example 1 Oryzanol Content Measurement

기존에 미강 추출물로 알려져 있는 미강유 및 헥산 추출물과 본 발명에 의한 제조방법을 통해 얻어진 고형분 알칼리제(비누화 농축액)의 오리자놀 함량을 비교하기 위하여, 각각에 대해 오리자놀 함량을 측정한 결과를 하기 표 1에 나타내었다. 참고로, 미강유는 시판되고 있는 상품의 현미유(신양유지 제조 상품)이며, 헥산 추출물은 미강과 헥산을 1:2로 혼합한 후, 55℃에서 3시간 동안 진탕 교반하고여과지로 여과하여 얻은 추출물을 의미하고, 비누화 농축액은 상기 헥산 추출물을 65℃까지 가열하고, NaOH 용액을 첨가한 다음 실온에서 냉각하고, 이를 약 8시간 동안 방치하여, 침전물이 생기면, 상등액을 버리고 이 침전물을 3000rpm으로 20분간 원심분리하여 얻은 고형분 알칼리제를 의미한다. 상기한 세가지 물질 각각을 40~60℃ 정도의 석유 에테르(petroleum ether)에 용해시킨 후, 315㎚에서 광학 밀도(optical density)를 측정하였으며, 이 때 흡광계수(extinction coefficient;)는 358.9에서 측정하였다.In order to compare the oryzanol content of the solid alkalescent agent (soap concentrate) obtained through the preparation method according to the present invention with rice bran oil and hexane extract, which are known as rice bran extracts, the results of the oryzanol content for each are shown in Table 1 below. It was. For reference, rice bran oil is commercially available brown rice oil (Shinyang oil and fat product), hexane extract is a mixture of rice bran and hexane 1: 2, shaken and stirred at 55 ℃ for 3 hours and filtered through a filter paper Meaning, the saponified concentrate was heated to 65 ° C., the hexane extract was added, NaOH solution was added and then cooled at room temperature, and left to stand for about 8 hours. When a precipitate formed, the supernatant was discarded and the precipitate was centrifuged at 3000 rpm for 20 minutes. It means the solid alkali obtained by separating. After dissolving each of the three materials in petroleum ether (about 40 ~ 60 ℃), the optical density (optical density) was measured at 315nm, when the extinction coefficient (extinction coefficient; ) Was measured at 358.9.

미강유Rice Bran Oil 헥산추출물Hexane Extract 고형분 알칼리제(비누화농축액)Solid Alkaline (Soap Concentrate) 오리자놀 함량(%)Orizanol content (%) 1.641.64 1.401.40 2.872.87

상기 표 1로부터, 기존에 알려져 있는 미강 유래 물질인 미강유 또는 헥산 추출물에 비해 비누화 농축액이 훨씬 많은 오리자놀을 함유하고 있음을 알 수 있다.From Table 1, it can be seen that the saponified concentrate contains much more oranol as compared to rice bran oil or hexane extracts, which are known from rice bran.

[참고예 1] 오리자놀 농축액의 제조Reference Example 1 Preparation of Orizanol Concentrate

미강 300g과 헥산 600㎖를 혼합하여 55℃에서 3시간 동안 교반한 후, 여과지로 여과하여 얻은 추출물을 65℃까지 가열하고, 5M NaOH 용액을 추출물의 약 20% 정도량만큼 첨가한 다음, 실온에서 하룻밤 동안 방치하였다. 침전물이 생기면, 상등액을 버리고 이 침전물을 3000rpm으로 20분간 원심분리하여 고형분 알칼리제를 분리하였다. 분리한 고형분 알칼리제 10g에 증류수 100㎖를 넣고, 항온수조(60℃)에 넣어 용해시켰다. 용해시킨 혼합물에 1N HCl 또는 포화 탄산 나트륨 용액을 부가하여, pH를 10으로 맞추고, 얻어진 알칼리제 용액을 분액여두에 넣어 메탄올 및 디에틸 에테르와 재혼합한 후, 디에틸 에테르층만을 회수하였다. 회수한 디에틸 에테르 층을 다른 분액 여두에 넣어 5% KOH를 용액이 무색이 될 때까지 첨가하고, 이를 분리해냈다. 남은 에테르 층에 무수 황산나트륨(anhydrous sodium sulfate)을 첨가하여 잔여수분을 제거하고, 감압농축기로 농축하였다.300 g of rice bran and 600 ml of hexane were mixed and stirred at 55 ° C. for 3 hours, and the extract obtained by filtration with a filter paper was heated to 65 ° C., 5M NaOH solution was added by about 20% of the extract, and then at room temperature. It was left overnight. When a precipitate formed, the supernatant was discarded and the precipitate was centrifuged at 3000 rpm for 20 minutes to separate the solid alkali. 100 ml of distilled water was put into 10 g of the separated solid alkali chemicals, and the mixture was dissolved in a constant temperature water bath (60 ° C). 1N HCl or saturated sodium carbonate solution was added to the dissolved mixture, the pH was adjusted to 10, and the obtained alkali solution was added to a separatory filter and remixed with methanol and diethyl ether to recover only the diethyl ether layer. The recovered diethyl ether layer was placed in another separatory filter and 5% KOH was added until the solution was colorless and separated. Anhydrous sodium sulfate was added to the remaining ether layer to remove residual water, and concentrated under reduced pressure.

[참고예 2] 오리자놀 농축액의 제조Reference Example 2 Preparation of Oryzanol Concentrate

pH를 8로 맞추는 것을 제외하고, 상기 참고예 1과 동일한 방법으로 오리자놀 농축액을 제조하였다.An oranol concentrate was prepared in the same manner as in Reference Example 1 except that the pH was adjusted to 8.

[참고예 3] 오리자놀 농축액의 제조Reference Example 3 Preparation of Oryzanol Concentrate

pH를 9로 맞추는 것을 제외하고, 상기 참고예 1과 동일한 방법으로 오리자놀 농축액을 제조하였다.An oranol concentrate was prepared in the same manner as in Reference Example 1, except that pH was adjusted to 9.

[참고예 4] 오리자놀 농축액의 제조Reference Example 4 Preparation of Oryzanol Concentrate

pH를 10으로 맞추는 것을 제외하고, 상기 참고예 1과 동일한 방법으로 오리자놀 농축액을 제조하였다.An oranol concentrate was prepared in the same manner as in Reference Example 1 except that the pH was adjusted to 10.

[참고예 5] 오리자놀 농축액의 제조Reference Example 5 Preparation of Oryzanol Concentrate

pH를 11로 맞추는 것을 제외하고, 상기 참고예 1과 동일한 방법으로 오리자놀 농축액을 제조하였다.An oranol concentrate was prepared in the same manner as in Reference Example 1 except that the pH was adjusted to 11.

[참고예 6] 오리자놀 농축액의 제조Reference Example 6 Preparation of Oryzanol Concentrate

추출액을 디에틸 에테르 대신 아세톤으로 사용하는 것을 제외하고, 상기 참고예 1과 동일한 방법으로 오리자놀 농축액을 제조하였다.An oranol concentrate was prepared in the same manner as in Reference Example 1, except that the extract was used as acetone instead of diethyl ether.

[참고예 7] 오리자놀 농축액의 제조Reference Example 7 Preparation of Orizanol Concentrate

추출액을 디에틸 에테르 대신 아세톤으로 사용하고, pH를 8로 맞추는 것을 제외하고, 상기 참고예 1과 동일한 방법으로 오리자놀 농축액을 제조하였다.An oranol concentrate was prepared in the same manner as in Reference Example 1, except that the extract was used as acetone instead of diethyl ether and the pH was adjusted to 8.

[참고예 8] 오리자놀 농축액의 제조Reference Example 8 Preparation of Oryzanol Concentrate

추출액을 디에틸 에테르 대신 아세톤으로 사용하고, pH를 9로 맞추는 것을 제외하고, 상기 참고예 1과 동일한 방법으로 오리자놀 농축액을 제조하였다.An oranol concentrate was prepared in the same manner as in Reference Example 1, except that the extract was used as acetone instead of diethyl ether and the pH was adjusted to 9.

[참고예 9] 오리자놀 농축액의 제조Reference Example 9 Preparation of Oryzanol Concentrate

추출액을 디에틸 에테르 대신 아세톤으로 사용하고, pH를 10으로 맞추는 것을 제외하고, 상기 참고예 1과 동일한 방법으로 오리자놀 농축액을 제조하였다.An oranol concentrate was prepared in the same manner as in Reference Example 1, except that the extract was used as acetone instead of diethyl ether and the pH was adjusted to 10.

[참고예 10] 오리자놀 농축액의 제조Reference Example 10 Preparation of Oryzanol Concentrate

추출액을 디에틸 에테르 대신 아세톤으로 사용하고, pH를 11로 맞추는 것을 제외하고, 상기 참고예 1과 동일한 방법으로 오리자놀 농축액을 제조하였다.An oranol concentrate was prepared in the same manner as in Reference Example 1, except that the extract was used as acetone instead of diethyl ether and the pH was adjusted to 11.

[시험예 2] 추출용매 및 pH 조건에 따른 농축액상의 오리자놀 회수율 측정Test Example 2 Determination of Orizanol Recovery in Concentrated Liquid by Extraction Solvent and pH Conditions

농축액에 함유된 오리자놀 함량은 상기 시험예 1과 마찬가지로, 석유 에테르(petroleum ether)에 오리자놀 농축액을 녹인 다음 315㎚에서 광학 밀도(optical density)를 측정한 값으로부터 구한 것이며, 상기와 같이 pH 및 추출용매를 변화시킨 참고예 1~10에 대한 오리자놀 추출 수율을 하기 표 2에 나타내었다.The content of oryzanol contained in the concentrate was calculated from the value obtained by measuring the optical density at 315 nm after dissolving the oryzanol concentrate in petroleum ether as in Test Example 1, as described above. Oryzanol extraction yield for the Reference Examples 1 to 10 was shown in Table 2 below.

참고예Reference Example 1One 22 33 44 55 66 77 88 99 1010 농축액 중량(g)Concentrate Weight (g) 2.662.66 1.531.53 0.770.77 0.400.40 0.200.20 2.122.12 1.951.95 1.521.52 0.960.96 0.400.40 오리자놀 함량(%)* Orizanol content (%) * 3.663.66 7.007.00 16.4016.40 31.9531.95 38.6638.66 4.724.72 5.555.55 7.087.08 10.2310.23 16.5616.56 회수율(%)** % Recovery ** 67.1467.14 73.8673.86 87.0987.09 88.1488.14 53.3053.30 69.0069.00 74.6474.64 74.2274.22 67.7367.73 45.6845.68 *1.45% 오리자놀을 함유하는 농축액(10g) 기준**회수율=농축액중량(g)×오리자놀함량(%)/0.145 * Based on concentrate (10 g) containing 1.45% oryzanol ** Recovery rate = concentrate weight (g) x content of oryzanol (%) / 0.145

상기 표 2로부터, 본 발명에 따른 농축액 상의 오리자놀은 추출용매로써 디에틸 에테르를 사용한 경우가 아세톤에 비해 회수율이 높음을 알 수 있으며, 특히 pH를 10으로 한 참고예 4의 경우, 오리자놀을 가장 높은 수율로 얻을 수 있음을 알 수 있다.From Table 2, it can be seen that the concentration of oryzanol in the concentrate according to the present invention is higher recovery rate than acetone when using diethyl ether as the extraction solvent, especially in the case of Reference Example 4 with a pH of 10, the highest It can be seen that the yield can be obtained.

[시험예 3] 컬럼크로마토그래피의 추출용매에 따른 오리자놀의 회수율 측정[Test Example 3] Measurement of recovery rate of oryzanol according to the extraction solvent of the column chromatography

알루미나를 충진한 컬럼크로마토그래피를 통해 오리자놀을 추출 및 정제하는 데 있어서 추출 용매에 따른 오리자놀의 회수율을 측정하였다. 시험에 사용한 추출 용매는 당분야에서 일반적으로 사용되는 용매 또는 혼합 용매로써, 헥산 50㎖, 석유에테르:메탄올(9:1)의 혼합액 30㎖ 및 에틸에테르:아세트산(20:1)의 혼합액 50㎖를 사용하였다. 그 결과는 하기 표 3에 나타내었다.In the extraction and purification of oryzanol by column chromatography packed with alumina, the recovery rate of oryzanol according to the extraction solvent was measured. The extraction solvent used for the test is a solvent or mixed solvent generally used in the art, and 50 ml of hexane, 30 ml of a mixture of petroleum ether: methanol (9: 1) and 50 ml of a mixture of ethyl ether: acetic acid (20: 1) Was used. The results are shown in Table 3 below.

농축액 중량(g)Concentrate Weight (g) 오리자놀함량(%)* Orizanol content (%) * 회수율(%)** % Recovery ** 헥산Hexane 0.180.18 0.30.3 0.330.33 석유에테르:메탄올(9:1)Petroleum ether: methanol (9: 1) 0.640.64 6.86.8 26.5326.53 에틸에테르:아세트산(20:1)Ethyl ether: acetic acid (20: 1) 0.230.23 52.352.3 73.3473.34 *1.45% 오리자놀을 함유하는 농축액(10g) 기준**회수율=농축액중량(g)×오리자놀함량(%)/0.145 * Based on concentrate (10 g) containing 1.45% oryzanol ** Recovery rate = concentrate weight (g) x content of oryzanol (%) / 0.145

상기 표 3으로부터, 상기한 세 종류의 용매 중, 컬럼 크로마토그래피를 통해 용출시키는 경우 오리자놀을 가장 고수율로 얻을 수 있는 것은 에틸에테르:아세트산(20:1)의 혼합액임을 알 수 있었다.From Table 3, it can be seen that among the three solvents described above, when eluting with elutanol in the highest yield, the mixture was ethyl ether: acetic acid (20: 1).

[실시예 1]Example 1

참고예 1을 통해 얻은 오리자놀 농축액 1g을 헥산에 녹인 다음, 중성 알루미나를 충진한 컬럼크로마토그래피를 이용하여, 에틸에테르:아세트산(20:1)의 혼합액 50㎖로 용출시켜 정제하였다. 그 후, 메탄올 150㎖를 가하고 격렬하게 흔들어 오리자놀 결정을 석출하였다. 석출된 분말을 50℃ 건조 오븐에서 약 8~12시간 정도 건조하여 연한 아이보리색의 오리자놀 분말을 얻었다.1 g of oryzanol concentrate obtained in Reference Example 1 was dissolved in hexane, and then purified by column chromatography packed with neutral alumina, eluted with 50 ml of a mixture of ethyl ether: acetic acid (20: 1). Thereafter, 150 ml of methanol was added and the mixture was shaken vigorously to precipitate orrizol crystals. The precipitated powder was dried in a 50 ° C. drying oven for about 8 to 12 hours to obtain a light ivory-colored oranol powder.

[시험예 4] 오리자놀 성분 확인Test Example 4 Identification of Orizanol Components

(1) 식품첨가물 공전(p.1240, 1997)에 명시된 오리자놀 확인시험에 의거, 상기 실시예 1로부터 제조된 오리자놀 분말을 클로로포름에 녹이고, 황산 4방울을 가하여 흔들어 섞을 때, 용액이 황색을 나타내고, 또한 이 액에 무수 초산 10방울 정도를 가하였을 때, 용액이 적자색을 지나 서서히 녹색을 나타내었으므로, 오리자놀임을 확인할 수 있었다.(1) Dissolve the oryzanol powder prepared in Example 1 in chloroform according to the oryzanol identification test specified in the Food Additives Code (p.1240, 1997), shake with 4 drops of sulfuric acid, and the solution is yellow. Also, when about 10 drops of acetic anhydride were added to the solution, the solution gradually became green after passing through the reddish purple color.

(2) 실시예 1로부터 제조된 오리자놀 분말을 클로로포름에 녹인 다음, 250마이크로의 두꺼운(thick) 실리카겔 G 플레이트에 스팟팅하고, 헥산:디에틸에테르(9:1) 용출액으로 1차 전개시키고, 벤젠:디에틸에테르(4:1) 용출액으로 1차와 같은 방향으로 2차 전개시킨 다음, UV광 하에서 푸른 형광색을 나타내는 스팟을 긁어내어η-헵탄 용액에 녹였을 때, 파장 313~317㎚에서 극대 흡수부를 확인하였다.(2) The oranol powder prepared in Example 1 was dissolved in chloroform, then spotted on 250 micron thick silica gel G plate, and firstly developed with hexane: diethyl ether (9: 1) eluent, and benzene : Second development with diethyl ether (4: 1) eluent in the same direction as the first, and then scrape off the blue fluorescent spot under UV light and dissolve in η- heptane solution to a maximum at wavelength 313-317 nm. The absorption part was confirmed.

[시험예 5] 오리자놀 물질의 항산화력 측정Test Example 5 Antioxidant Activity of Oryzanol Substance

상기 실시예 1에서 제조한 오리자놀 분말을 각각 0.02중량%, 0.05중량%, 0.1중량% 및 0.20중량%의 비율로 CHCl3200㎕에 녹인 후, 0.13㎖의 리놀레산(linoleic acid)을 함유한 99% 에탄올 10㎖를 가하고, 0.2M 인산염 완충액(phosphate buffer; 0.2M Na2HPO4+ KH2PO4, pH 7.0) 10㎖를 넣고 증류수로 최종 부피가 25㎖가 되도록 맞추었다. 상기액을 캡 시험관(cap test tube)에 넣고 40℃에서 배양하면서(0일∼10일) 경시적으로 항산화 활성을 측정하였다. 이 때 활성의 비교를 위해 무첨가구를 대조구로 하였으며, 합성 항산화제인 BHA와 BHT 0.02중량%씩을 첨가한 것을 비교예로써 설정하였다. 저장 후 0, 1, 2, 4, 7 및 10일에 각각의 시료 0.1㎖를 취하여, 여기에 75% 에탄올 4.7㎖를 넣고, 30% 티오시아네이트(thiocyanate)액 0.1㎖에 0.02M 염화 제 1철의 3.5% 염산 용액 0.1㎖를 가한 다음, 이를 혼합시켜 3분간 반응시키고, 그 후 500㎚에서 흡광도를 측정하였다. 결과는 하기 표 4에 나타내었다.The oranol powder prepared in Example 1 was dissolved in 200 μl of CHCl 3 at a ratio of 0.02 wt%, 0.05 wt%, 0.1 wt%, and 0.20 wt%, respectively, and then 99% containing 0.13 ml of linoleic acid. 10 ml of ethanol was added, 10 ml of 0.2 M phosphate buffer (0.2 M Na 2 HPO 4 + KH 2 PO 4 , pH 7.0) was added, and the final volume was adjusted to 25 ml with distilled water. The solution was placed in a cap test tube and cultured at 40 ° C. (0-10 days) to measure antioxidant activity over time. At this time, a comparison was made with no additives as a control, and 0.02% by weight of BHA and BHT, which are synthetic antioxidants, were added as comparative examples. Take 0.1 ml of each sample on day 0, 1, 2, 4, 7 and 10 after storage, add 4.7 ml of 75% ethanol, and add 0.02 M chloride to 0.1 ml of 30% thiocyanate solution. 0.1 ml of a 3.5% hydrochloric acid solution of iron was added, and the mixture was reacted for 3 minutes, and then absorbance was measured at 500 nm. The results are shown in Table 4 below.

참고로, 본 시험예들에서 얻어진 데이터들은 SAS(1998) 프로그램 중 General Linear Models(GLM) 방법(SAS. 1990년. SAS User's Guide: Statistics, 5th Ed., SAS Institute Inc., Cary, NC)을 이용하여 분석하였다. 평균값 간의 차이를 보기 위하여 p≤0.05 범위에서 Student-Newman-Keuls(SNK) 방법을 이용하였다. 또한, 하기 시험예 <7-6>의 소시지의 관능 특성 평가의 경우를 제외하고는(관능 요원들간은 블록(block)으로 처리), 다른 시험예의 데이터들에서는 반복을 블록(block)으로 처리하였다. 한편, 하기 결과에 위첨자로 나타난 a, b, c는 수치의 통계적 유의성에 대한 표시로서, 동일한 열 또는 행안에서 서로 다른 알파벳은 통계적으로 p값이0.05보다 작은 수준에서 유의성이 있다는 것을 의미하고, 반면에 동일한 알파벳은 통계적으로 유의성이 없다는 것을 의미한다. 또한, 본 결과들에서 시험 처리구 간에 통계적으로 유의성이 있다는 것은 서로 다른 조건의 처리구 간에 뚜렷한 효과가 있다는 것이고, 시험처리구 간에 통계적으로 유의성이 없다는 것은 서로 다른 조건의 처리구 간에 뚜렷한 효과가 없다는 것을 의미하는 것이다.For reference, the data obtained in these test examples are based on the General Linear Models (GLM) method (SAS. 1990. SAS User's Guide: Statistics, 5th Ed., SAS Institute Inc., Cary, NC). The analysis was carried out. The Student-Newman-Keuls (SNK) method was used in the range of p≤0.05 to see the difference between the mean values. In addition, except in the case of the evaluation of the sensory characteristics of the sausage of the test example <7-6> (processed by a block (block) between the sensory personnel), the data of the other test example was treated as a block (block). . On the other hand, a, b, c shown in superscript in the following results is an indication of the statistical significance of the numbers, different alphabets in the same column or row is statistically p is greater than 0.05 It means that there is significance at a small level, while the same alphabet means that it is not statistically significant. In addition, the statistical significance between the treatment groups in these results indicates that there is a distinct effect between treatments of different conditions, the statistically significant difference between the treatment treatment means that there is no distinct effect between treatments of different conditions. .

Peroxide 값 (Fukuda등, 1985)Peroxide value (Fukuda et al., 1985) 저장일수Storage days 총평균Total average 00 1One 22 44 77 1010 대조구(항산화제 무첨가구)Control (antioxidant free) 0.05a(0.05)0.05 a (0.05) 0.24a(0.01)0.24 a (0.01) 0.31a(0.02)0.31 a (0.02) 0.33a(0.03)0.33 a (0.03) 0.38a(0.02)0.38 a (0.02) 0.78a(0.01)0.78 a (0.01) 0.35a(0.23)0.35 a (0.23) 오리자놀 0.02중량%Orizanol 0.02 wt% 0.05a(0.01)0.05 a (0.01) 0.20b(0.01)0.20 b (0.01) 0.27b(0.01)0.27 b (0.01) 0.27b(0.03)0.27 b (0.03) 0.33ab(0.03)0.33 ab (0.03) 0.67b(0.00)0.67 b (0.00) 0.30b(0.19)0.30 b (0.19) 오리자놀 0.05중량%Orizanol 0.05% by weight 0.06a(0.00)0.06 a (0.00) 0.11c(0.00)0.11 c (0.00) 0.14c(0.01)0.14 c (0.01) 0.21c(0.02)0.21 c (0.02) 0.29b(0.02)0.29 b (0.02) 0.49c(0.02)0.49 c (0.02) 0.22c(0.15)0.22 c (0.15) 오리자놀 0.10중량%Orizanol 0.10 wt% 0.06a(0.00)0.06 a (0.00) 0.12c(0.01)0.12 c (0.01) 0.15c(0.01)0.15 c (0.01) 0.23bc(0.01)0.23 bc (0.01) 0.30b(0.02)0.30 b (0.02) 0.41d(0.02)0.41 d (0.02) 0.21cd(0.12)0.21 cd (0.12) 오리자놀 0.20중량%Orizanol 0.20% by weight 0.05a(0.00)0.05 a (0.00) 0.09d(0.00)0.09 d (0.00) 0.11d(0.01)0.11 d (0.01) 0.14d(0.00)0.14 d (0.00) 0.20c(0.02)0.20 c (0.02) 0.35e(0.02)0.35 e (0.02) 0.16e(0.10)0.16 e (0.10) BHA 0.02중량%BHA 0.02% by weight 0.05a(0.01)0.05 a (0.01) 0.05e(0.00)0.05 e (0.00) 0.05e(0.01)0.05 e (0.01) 0.16d(0.05)0.16 d (0.05) 0.18c(0.02)0.18 c (0.02) 0.28f(0.02)0.28 f (0.02) 0.14e(0.09)0.14 e (0.09) BHT 0.02중량%BHT 0.02% by weight 0.07a(0.07)0.07 a (0.07) 0.09d(0.01)0.09 d (0.01) 0.31d(0.02)0.31 d (0.02) 0.22c(0.00)0.22 c (0.00) 0.30b(0.02)0.30 b (0.02) 0.41d(0.03)0.41 d (0.03) 0.20d(0.13)0.20 d (0.13)

상기 표 4로부터, 본 발명의 오리자놀 분말은 대조구와 비교시 0.02중량% 이상의 첨가비율에서 항산화 효과가 있음을 확인하였으며, 오리자놀 분말을 0.10중량% 이상 함유한 경우, 항산화 효과는 기존의 합성 항산화제인 BHA나 BHT와 유의할 만한 수준이거나, 더 우수한 것으로 나타났다.From Table 4, it was confirmed that the oryzanol powder of the present invention has an antioxidant effect at an addition ratio of 0.02% by weight or more compared with the control, and when the oranol powder contains 0.10% by weight or more, the antioxidant effect is the conventional synthetic antioxidant BHA Or BHT, which is significant or better.

[시험예 6] 고기를 이용한 오리자놀 물질의 항산화력 측정Test Example 6 Antioxidant Activity of Oryzanol Substances Using Meat

돈육을 7㎜ 플레이트로 분쇄시킨 후, 동일한 양을 7개의 조(batch)로 나누었다. 분쇄한 고기내에 상기 실시예 1에서 제조한 오리자놀 분말을 각각 0.05중량%, 0.10중량%, 0.15중량% 및 0.20중량%의 비율로 첨가하고, 또한 비교예로써 합성 항산화제인 BHA를 0.02중량% 첨가한 후, 믹서(Mixer; Kitchen art)를 이용하여 균일하게 혼합하였으며, 아무 첨가제도 처리하지 않은 처리구를 대조구로 하였다. 생육처리구를 제외한 각 처리구들은 100℃ 수조(waterbath)에서 최종 내부온도가 80℃가 될 때까지 가열 처리하였다. 실온에서 약 30분간 식힌 후 동일한 양을 페트리디쉬(petri-dish)에 나누어 담아 4℃ 냉장고에 저장하였다. 생육은 6일, 가열육은 4일간 저장하였으며, TBA 방법(Witt 등, 1970)을 이용하여 산화도를 측정, 비교하였다. 즉, 원료 분쇄육 10g에 20% 트리클로로아세트산(trichloroacetic acid; dissolved in 2M phosphoric acid) 용액 25㎖를 첨가하여, 최고속도 14,000rpm으로 2분간 균질화하였다. 균질화된 슬러리를 용량 플라스크(volumetric flask)에 넣어 증류수로 50㎖가 되도록 채웠다. 다시 이 슬러리를 와트만(whatman) No. 1 여과지로 여과한 후, 이 여과액을 5㎖씩 취하여 시험관에 넣었다. 이 시험관에 0.005M TBA 시약 5㎖를 넣고 혼합한 후, 실온 암소에서 15시간 동안 두었다가 분광광도계(spectrophotometer)로 530㎚에서 흡광도를 측정하였다. 생육에 대해 시험한 결과를 하기 표 5에, 가열육에 대해 시험한 결과를 하기 표 6에 각각 나타내었다.After the pork was ground into 7 mm plates, the same amount was divided into seven batches. In the ground meat, the oranol powder prepared in Example 1 was added at a ratio of 0.05% by weight, 0.10% by weight, 0.15% by weight and 0.20% by weight, respectively, and 0.02% by weight of BHA, a synthetic antioxidant, was added as a comparative example. After that, the mixture was uniformly mixed using a mixer (Mixer; Kitchen art), and treated as a control without any additives. Each treatment except the growth treatment was heated in a 100 ℃ waterbath until the final internal temperature of 80 ℃. After cooling at room temperature for about 30 minutes, the same amount was divided into petri dishes and stored in a 4 ° C. refrigerator. Growth was stored for 6 days and heated meat for 4 days, and oxidation levels were measured and compared using the TBA method (Witt et al., 1970). That is, 25 ml of 20% trichloroacetic acid (dissolved in 2M phosphoric acid) solution was added to 10 g of the ground ground meat, and homogenized at a maximum speed of 14,000 rpm for 2 minutes. The homogenized slurry was placed in a volumetric flask to 50 ml with distilled water. Again this slurry is whatman No. After filtering with one filter paper, 5 ml of this filtrate was put in the test tube. 5 ml of 0.005 M TBA reagent was added to the test tube, followed by mixing for 15 hours at room temperature, and then absorbance at 530 nm was measured with a spectrophotometer. The results tested for growth are shown in Table 5 below, and the results tested for heated meat are shown in Table 6 below.

TBA 값(단위: mg malonaldehyde/kg 시료)TBA value in mg malonaldehyde / kg sample 저장일수Storage days 총평균Total average 00 33 66 대조구Control 0.50(0.02)0.50 (0.02) 0.59a(0.04)0.59 a (0.04) 0.76a(0.03)0.76 a (0.03) 0.62a(0.12)0.62 a (0.12) 오리자놀 0.05중량%Orizanol 0.05% by weight 0.50(0.02)0.50 (0.02) 0.60a(0.03)0.60 a (0.03) 0.72a(0.06)0.72 a (0.06) 0.61a(0.10)0.61 a (0.10) 오리자놀 0.10중량%Orizanol 0.10 wt% 0.48(0.04)0.48 (0.04) 0.59a(0.02)0.59 a (0.02) 0.73a(0.02)0.73 a (0.02) 0.60a(0.11)0.60 a (0.11) 오리자놀 0.15중량%Orizanol 0.15% by weight 0.51(0.16)0.51 (0.16) 0.56ab(0.06)0.56 ab (0.06) 0.68ab(0.03)0.68 ab (0.03) 0.59a(0.11)0.59 a (0.11) 오리자놀 0.20중량%Orizanol 0.20% by weight 0.48(0.03)0.48 (0.03) 0.53b(0.04)0.53 b (0.04) 0.61b(0.03)0.61 b (0.03) 0.54b(0.09)0.54 b (0.09) BHA 0.02중량%BHA 0.02% by weight 0.49(0.08)0.49 (0.08) 0.51b(0.02)0.51 b (0.02) 0.58b(0.01)0.58 b (0.01) 0.53b(0.08)0.53 b (0.08)

상기 표 5로부터, 분쇄 생돈육의 경우 0.15중량% 이상의 비율로 첨가시에 항산화 효과가 나타나며, 기존의 합성 항산화제인 BHA와 유의할만한 수준임을 알 수 있었다.Table 5 shows that the antioxidant effect is obtained when added at a ratio of 0.15% by weight or more in the case of ground raw pork, and it can be seen that it is a significant level with the existing synthetic antioxidant BHA.

TBA 값(단위: mg malonaldehyde/kg 시료)TBA value in mg malonaldehyde / kg sample 저장일수Storage days 총평균Total average 00 22 44 대조구Control 2.08a(0.05)2.08 a (0.05) 4.08(0.06)4.08 (0.06) 5.08a(0.08)5.08 a (0.08) 3.72a(1.52)3.72 a (1.52) 오리자놀 0.05중량%Orizanol 0.05% by weight 1.83b(0.01)1.83 b (0.01) 3.93ab(0.06)3.93 ab (0.06) 4.78b(0.03)4.78 b (0.03) 3.51b(1.32)3.51 b (1.32) 오리자놀 0.10중량%Orizanol 0.10 wt% 1.82b(0.02)1.82 b (0.02) 3.58c(0.03)3.58 c (0.03) 4.84b(0.05)4.84 b (0.05) 3.59b(1.27)3.59 b (1.27) 오리자놀 0.15중량%Orizanol 0.15% by weight 1.93ab(0.03)1.93 ab (0.03) 3.90ab(0.05)3.90 ab (0.05) 4.74b(0.06)4.74 b (0.06) 3.45bc(1.25)3.45 bc (1.25) 오리자놀 0.20중량%Orizanol 0.20% by weight 1.98ab(0.18)1.98 ab (0.18) 3.69bc(0.27)3.69 bc (0.27) 4.48c(0.08)4.48 c (0.08) 3.16c(1.12)3.16 c (1.12) BHA 0.02중량%BHA 0.02% by weight 1.43c(0.03)1.43 c (0.03) 3.43c(0.07)3.43 c (0.07) 4.47c(0.03)4.47 c (0.03) 3.11c(1.09)3.11 c (1.09)

상기 표 6으로부터, 본 발명의 오리자놀 분말을 0.05중량% 이상 함유한 가열 분쇄 돈육은 대조구에 비해 항산화 효능이 우수하게 나타남을 알 수 있으며, 기존의 합성 항산화제인 BHA와 견줄만한 우수한 항산화 효능을 나타냄을 확인하였다.From Table 6, it can be seen that the heat-pulverized pork containing 0.05% by weight of the oranol powder of the present invention is excellent in antioxidant efficacy, compared to the control, and showed an excellent antioxidant effect comparable to the conventional synthetic antioxidant BHA. Confirmed.

[시험예 7] 오리자놀을 첨가한 육가공 제품의 품질 특성Test Example 7 Quality Characteristics of Meat Products Addition of Oryzanol

하기 각각의 시험예 <7-1> ~ <7-5>는 다음과 같은 방법에 의해 제조된 소시지에 대하여 시험을 시행한 것이다. 돼지 후지 50kg을 구입하여 살코기와 지방을 정형한 후, 최종 지방 함량이 15%가 되도록 혼합하고, 상기 실시예 1에서 제조한오리자놀 분말을 각각 0.05중량%, 0.10중량% 및 0.20중량%의 비율로 첨가하고 오리자놀 분말을 넣지 않은 처리구를 대조구로 하여 동일한 조건으로 가열하였다.Each test example <7-1> to <7-5> below is a test on the sausage produced by the following method. After purchasing 50 kg of pig Fuji and shaping lean meat and fat, the final fat content is mixed to 15%, and the oryzanol powder prepared in Example 1 is 0.05%, 0.10% and 0.20% by weight, respectively. It was heated under the same conditions, using a treatment group which had been added and did not contain oranol powder as a control.

<시험예 7-1> 일반 성분 분석<Test Example 7-1> General Component Analysis

단백질, 수분, 지방, 회분 분석은 AOAC(1990)에 준하여 실시하였고, 그 결과를 하기 표 7에 나타내었다.Protein, moisture, fat, ash analysis was performed according to AOAC (1990), the results are shown in Table 7 below.

단백질(%)protein(%) 수분(%)moisture(%) 지방(%)Fat(%) 회분(%)Ash content (%) 대조구Control 16.8916.89 69.5869.58 12.4012.40 1.021.02 오리자놀 0.05중량%Orizanol 0.05% by weight 16.9916.99 69.6969.69 11.9111.91 1.011.01 오리자놀 0.10중량%Orizanol 0.10 wt% 17.0217.02 69.3369.33 12.5512.55 1.021.02 오리자놀 0.15중량%Orizanol 0.15% by weight 17.1317.13 69.8469.84 11.7911.79 1.081.08

<시험예 7-2> 조직 특성Test Example 7-2 Structure Characteristics

상기의 방법으로 제조한 소시지를 두께 1.5cm로 절단하고, 인스트론 유니버셜 시험기(Instron Universal Testing Machine: Model 4465)를 이용하여, 1.5㎏의 로드 셀(load cell), 8㎜의 구멍직경(puncture diameter) 및 120㎜/min의 크로스 헤드 속도(cross head speed)의 조건에서 경도(hardness), 탄력성(springness), 응집성(cohesiveness) 및 씹힘성(chewiness)을 측정하고, 그 결과를 하기 표 8에 나타내었다.Sausage prepared by the above method was cut to a thickness of 1.5cm, using a Instron Universal Testing Machine (Model 4465), 1.5kg load cell, 8mm hole diameter (puncture diameter) ) And hardness, springness, cohesiveness and chewiness at the conditions of 120 mm / min cross head speed and the results are shown in Table 8 below. .

경 도Hardness 응집성Cohesive 탄력성Elasticity 씹힙성Chewability 대조구Control 1.68a(0.12)1.68 a (0.12) 0.64ab(0.09)0.64 ab (0.09) 4.13a(0.87)4.13 a (0.87) 1.06a(0.12)1.06 a (0.12) 오리자놀 0.05중량%Orizanol 0.05% by weight 1.52b(0.10)1.52 b (0.10) 0.67a(0.10)0.67 a (0.10) 3.33b(0.79)3.33 b (0.79) 1.02ab(0.14)1.02 ab (0.14) 오리자놀 0.10중량%Orizanol 0.10 wt% 1.59b(0.09)1.59 b (0.09) 0.59b(0.09)0.59 b (0.09) 4.41a(0.66)4.41 a (0.66) 0.97b(0.03)0.97 b (0.03) 오리자놀 0.20중량%Orizanol 0.20% by weight 1.51b(0.23)1.51 b (0.23) 0.67a(0.14)0.67 a (0.14) 4.17a(0.76)4.17 a (0.76) 0.98b(0.11)0.98 b (0.11)

<시험예 7-3> 소시지의 지방 산화도 측정 시험<Test Example 7-3> Fat oxidation test of sausage

소시지의 지방 산화도는 Rhee 등의 방법(1977)에 준하여 측정하였다. 소시지 시료 30g, 증류수 42㎖, 프로필 gallat-EDTA(ethylenediaminetetra acatic acid) 용액 15㎖ 및 엄지육임을 감안하여 지방 추출시 설파닐아미드(sulfanilamide) 3㎖를 부가하고, 균질화기로 균질화하였다. 킬달 플라스크에 균질액 78.5㎖와 1.5㎖ 4N 염산을 넣고 증류하였다. 증류액 50㎖에서 5㎖를 취하여 TBA(thiobarbituric acid) 용액 5㎖와 혼합한 다음, 100℃의 물에 넣고 35분간 가열하였다. 가열이 끝난 후, 530㎚에서 흡광도 값을 측정하여 하기 수학식 1에 의하여 TBA 값을 환산하고, 그 결과를 하기 표 9에 나타내었다.The fat oxidation degree of sausage was measured according to the method of Rhee et al. (1977). Considering that 30g of sausage samples, 42ml of distilled water, 15ml of propyl gallat-EDTA (ethylenediaminetetra acatic acid) solution, and thumb meat were added 3ml of sulfanilamide during fat extraction, and homogenized with a homogenizer. 78.5 mL of the homogenate and 1.5 mL 4N hydrochloric acid were added to a Kjeldahl flask and distilled. 5 mL of 50 mL of distillate was taken and mixed with 5 mL of a solution of thiobarbituric acid (TBA). After the heating, the absorbance value was measured at 530 nm to convert the TBA value by the following equation (1), and the results are shown in Table 9 below.

TBA 값= 흡광도 ×7.8TBA value = absorbance × 7.8

(단위: mg malonaldehyde/kg 시료)(Unit: mg malonaldehyde / kg sample) 저장일수Storage days 총평균Total average 00 33 66 99 1212 1515 대조구Control 0.0870.087 0.0890.089 0.0920.092 0.091a 0.091 a 0.093a 0.093 a 0.095a 0.095 a 0.09(0.003)0.09 (0.003) 오리자놀 0.05중량%Orizanol 0.05% by weight 0.0880.088 0.0890.089 0.0900.090 0.091a 0.091 a 0.093a 0.093 a 0.094a 0.094 a 0.09(0.003)0.09 (0.003) 오리자놀 0.10중량%Orizanol 0.10 wt% 0.0890.089 0.0900.090 0.0900.090 0.091a 0.091 a 0.092a 0.092 a 0.093a 0.093 a 0.09(0.002)0.09 (0.002) 오리자놀 0.20중량%Orizanol 0.20% by weight 0.0880.088 0.0890.089 0.0870.087 0.087b 0.087 b 0.088b 0.088 b 0.088b 0.088 b 0.08(0.003)0.08 (0.003)

<시험예 7-4> 소시지의 육색 및 전단력 특성<Test Example 7-4> Meat color and shear strength characteristics of sausage

각각의 소시지 시료를 2㎝ 두께로 절단하여 공기중에 30분간 노출시킨 후, Chroma meter(Minolta사, CR 301)로 명도(L), 적색도(a) 및 황색도(b)를 CIE(Commision Internationale de Leclairage) 값으로 측정하였으며, Warner-Bratzler shear force meter(G-G Elec. Mfg. Co., USA)로 2㎝ 두께로 절단한 각각의 시료에 대한 전단력(shear force; ㎏/㎠)을 측정하였다. 그 결과를 하기 표 10에 나타내었다.Each sausage sample was cut to 2cm thickness and exposed to air for 30 minutes, and then the brightness (L), redness (a) and yellowness (b) were measured using a Chroma meter (Minolta, CR 301) and CIE (Commision Internationale). de Leclairage) and shear force (kg / cm 2) for each sample cut to 2 cm thickness with a Warner-Bratzler shear force meter (GG Elec. Mfg. Co., USA). The results are shown in Table 10 below.

육색(CIE)CIE 전단력(WBS)(kg/cm2)Shear Force (WBS) (kg / cm 2 ) LL aa bb 대조구Control 75.69a(0.73)75.69 a (0.73) 10.19(0.28)10.19 (0.28) 7.27(0.18)7.27 (0.18) 0.270.27 오리자놀 0.05중량%Orizanol 0.05% by weight 75.17ab(0.30)75.17 ab (0.30) 10.43(0.19)10.43 (0.19) 6.90(0.14)6.90 (0.14) 0.280.28 오리자놀 0.10중량%Orizanol 0.10 wt% 74.47b(0.49)74.47 b (0.49) 10.19(0.56)10.19 (0.56) 7.44(0.66)7.44 (0.66) 0.280.28 오리자놀 0.20중량%Orizanol 0.20% by weight 73.75b(1.09)73.75 b (1.09) 10.67(0.11)10.67 (0.11) 7.28(0.17)7.28 (0.17) 0.260.26

<시험예 7-5> 관능 시험Test Example 7-5 Sensory Test

각 시료에 대한 관능 검사는 8명의 훈련된 관능 요원들에 의하여 7점 평가법에 준하여 다음과 같이 평가하였다.Sensory evaluation of each sample was performed by eight trained sensory personnel according to the seven-point evaluation method as follows.

- 향미(1=대단히 약하다, 7=대단히 강하다),-Flavor (1 = very weak, 7 = very strong),

- 다즙성(1=대단히 건조하다, 7=대단히 다즙하다),-Juicy (1 = very dry, 7 = very juicy),

- 탄력성(1=탄력성이 매우 약하다, 7=탄력성이 매우 강하다),Elasticity (1 = elasticity is very weak, 7 = elasticity is very strong),

- 전반적인 기호도(1=대단히 싫다, 7=대단히 좋다).-Overall preference (1 = very bad, 7 = very good).

이로써 얻어진 데이터의 관능요원들간에는 블록(block)으로 처리하였으며, 그 결과를 하기 표 11에 나타내었다.The sensory agents of the data thus obtained were treated as blocks, and the results are shown in Table 11 below.

향 미Flavor 다즙성Succulent 탄력성Elasticity 이 취This odor 전반적인 기호도Overall preference 대조구Control 4.77(0.87)4.77 (0.87) 4.50ab(1.01)4.50 ab (1.01) 4.27(0.94)4.27 (0.94) 1.27(0.55)1.27 (0.55) 5.14(0.89)5.14 (0.89) 오리자놀 0.05중량%Orizanol 0.05% by weight 4.63(0.79)4.63 (0.79) 4.09b(0.97)4.09 b (0.97) 4.27(1.03)4.27 (1.03) 1.40(0.59)1.40 (0.59) 4.86(0.94)4.86 (0.94) 오리자놀 0.10중량%Orizanol 0.10 wt% 4.05(0.79)4.05 (0.79) 4.86a(0.77)4.86 a (0.77) 3.95(0.99)3.95 (0.99) 1.28(0.63)1.28 (0.63) 4.59(0.67)4.59 (0.67) 오리자놀 0.20중량%Orizanol 0.20% by weight 4.22(1.15)4.22 (1.15) 4.54a(0.86)4.54 a (0.86) 4.46(1.01)4.46 (1.01) 1.23(0.53)1.23 (0.53) 4.82(0.66)4.82 (0.66)

상기 표 7~11로부터, 미강으로부터 추출한 본 발명의 오리자놀 분말을 0.10중량%이상 첨가한 소시지 제품은, 무첨가구와 비교하였을 때 조직, 육색, 전단력 및 관능 특성에 크게 차이가 없음을 알 수 있다. 한편, 지방 산화도 측정 시험, 즉, 항산화 효과에 있어서는 오리자놀 분말을 0.20중량% 첨가한 소시지의 경우, 대조구에 비해 우수한 항산화 효과를 나타냄을 알 수 있었다.From Tables 7 to 11, sausage products added 0.10% by weight or more of the oranol powder of the present invention extracted from rice bran, it can be seen that there is no significant difference in tissue, color, shear force and sensory properties when compared with no addition. On the other hand, in the fat oxidation measurement test, that is, the antioxidant effect, the sausage with 0.20% by weight of oryzanol powder was found to exhibit an excellent antioxidant effect compared to the control.

이상에서 살펴본 바와 같이, 본 발명의 방법에 의해 미강으로부터 제조된 오리자놀 분말은 식육 및 육가공 제품에 첨가시 우수한 항산화 효과를 나타내므로, 기존의 합성 항산화제를 대체할 만한 천연 항산화제로써 효과적으로 사용될 수 있다.As described above, oryzanol powder prepared from rice bran by the method of the present invention shows an excellent antioxidant effect when added to meat and meat products, it can be effectively used as a natural antioxidant to replace the existing synthetic antioxidants .

Claims (8)

(i) 미강을 헥산과 약 1:2의 비율로 혼합하고, 교반한 후, 여과하여 얻은 추출물을 가열하여 NaOH 용액을 첨가하고, 이를 실온에서 냉각하는 단계;(i) mixing rice bran with hexane in a ratio of about 1: 2, stirring and heating the extract obtained by filtration to add a NaOH solution, which is cooled at room temperature; (ⅱ) 상기 (i)단계 용액을 방치하여 얻은 침전물을 원심분리하여, 고형분 알칼리제를 분리하는 단계;(Ii) centrifuging the precipitate obtained by leaving the solution of step (i) to separate the solid alkali agent; (ⅲ) 분리한 고형분 알칼리제와 증류수를 약 1:10의 비율로 혼합하여 용해시키고, 이 혼합물의 pH를 7~11로 조정하는 단계;(Iii) mixing the separated solid alkali agent and distilled water in a ratio of about 1:10 to dissolve and adjusting the pH of the mixture to 7-11; (ⅳ) 얻어진 알칼리제 용액과 메탄올 및 디에틸 에테르를 재혼합한 후, 디에틸 에테르층만을 회수하는 단계;(Iii) remixing the obtained alkali solution with methanol and diethyl ether, and then recovering only the diethyl ether layer; (v) 회수한 디에틸 에테르층에 5% KOH를 무색이 될 때까지 첨가하고, KOH층을 따로 분리해 내는 단계;(v) adding 5% KOH to the recovered diethyl ether layer until colorless, and separating the KOH layer separately; (ⅵ) 남은 에테르 층의 잔여 수분 및 용매를 제거하여 농축액을 얻는 단계;(Iii) removing residual water and solvent from the remaining ether layer to obtain a concentrate; (ⅶ) 농축액으로부터, 컬럼크로마토그래피를 이용하여 오리자놀 농축액을 분리·정제하는 단계; 및(Iii) separating and purifying the oranol concentrate from the concentrate using column chromatography; And (ⅷ) 상기 정제 물질을 결정화하고, 가온 건조하여 오리자놀 분말을 얻는 단계를 포함함을 특징으로 하는 오리자놀 분말의 제조방법.(Iii) crystallizing the purified material and warming and drying to obtain the oranol powder. 제 1항에 있어서, 상기 (ⅲ) 단계의 혼합물의 pH를 10으로 함을 특징으로 하는 오리자놀 분말의 제조방법.The method of claim 1, wherein the pH of the mixture of step (iii) is set to 10. 제 1항에 있어서, 상기 (ⅶ) 단계의 컬럼크로마토그래피의 용출용매로써, 에틸에테르:아세트산(20:1)의 혼합액을 사용함을 특징으로 하는 오리자놀 분말의 제조방법.The method of claim 1, wherein a mixed solution of ethyl ether: acetic acid (20: 1) is used as the elution solvent of the column chromatography of step (iii). 삭제delete 상기 제 1항의 방법으로 제조된 오리자놀 분말을 0.02~0.20중량%의 양으로 사용함으로써, 식육 및 육가공 제품의 산화를 방지하는 방법.A method for preventing oxidation of meat and meat products by using the oranol powder prepared by the method of claim 1 in an amount of 0.02 to 0.20% by weight. 제 5항에 있어서, 식육이 분쇄 생돈육인 경우, 오리자놀 분말을 제품 총 중량의 0.15~0.20중량%의 비율로 첨가함을 특징으로 하는 방법.6. The method according to claim 5, wherein when the meat is ground raw pork, oryzanol powder is added at a ratio of 0.15 to 0.20% by weight of the total weight of the product. 제 5항에 있어서, 식육이 분쇄 가열돈육인 경우, 오리자놀 분말을 제품 총 중량의 0.05~0.20중량%의 비율로 첨가함을 특징으로 하는 방법.6. The method according to claim 5, wherein when the meat is ground heated pork, oryzanol powder is added at a ratio of 0.05 to 0.20% by weight of the total weight of the product. 제 5항에 있어서, 육가공 제품이 소시지인 경우, 오리자놀 분말을 제품 총 중량의 0.20중량%의 비율로 첨가함을 특징으로 하는 방법.6. A method according to claim 5, wherein when the meat product is a sausage, oryzanol powder is added at a rate of 0.20% by weight of the total weight of the product.
KR10-2001-0054420A 2001-09-05 2001-09-05 A method for preparation of oryzanol powder, oryzanol powder prepared thereby and a method for preventing oxidization of meat and meat products by addition of oryzanol powder thereto KR100433262B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR10-2001-0054420A KR100433262B1 (en) 2001-09-05 2001-09-05 A method for preparation of oryzanol powder, oryzanol powder prepared thereby and a method for preventing oxidization of meat and meat products by addition of oryzanol powder thereto

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR10-2001-0054420A KR100433262B1 (en) 2001-09-05 2001-09-05 A method for preparation of oryzanol powder, oryzanol powder prepared thereby and a method for preventing oxidization of meat and meat products by addition of oryzanol powder thereto

Publications (2)

Publication Number Publication Date
KR20030021002A KR20030021002A (en) 2003-03-12
KR100433262B1 true KR100433262B1 (en) 2004-05-31

Family

ID=27722581

Family Applications (1)

Application Number Title Priority Date Filing Date
KR10-2001-0054420A KR100433262B1 (en) 2001-09-05 2001-09-05 A method for preparation of oryzanol powder, oryzanol powder prepared thereby and a method for preventing oxidization of meat and meat products by addition of oryzanol powder thereto

Country Status (1)

Country Link
KR (1) KR100433262B1 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100816723B1 (en) * 2007-01-29 2008-03-27 건국대학교 산학협력단 Method for manufacturing of sausage using dietary fiber
KR101406912B1 (en) * 2014-02-04 2014-06-13 최정자 Korean native cattle hotdog enhancing antioxidant

Also Published As

Publication number Publication date
KR20030021002A (en) 2003-03-12

Similar Documents

Publication Publication Date Title
Haq et al. Quality properties and bio-potentiality of edible oils from Atlantic salmon by-products extracted by supercritial carbon dioxide and conventional methods
Siddhuraju The antioxidant activity and free radical-scavenging capacity of phenolics of raw and dry heated moth bean (Vigna aconitifolia)(Jacq.) Marechal seed extracts
Shyamala et al. Nutritional content and antioxidant properties of pulp waste from Daucus carota and Beta vulgaris.
DE3630376A1 (en) METHOD FOR PRODUCING A SOY PROTEIN ISOLATE WITH LOW PHYTATE CONTENT
KR930001378B1 (en) Method for producing antioxydant from nonfat rice bran
CZ20012326A3 (en) Vegetable oil
CA1085674A (en) Method for extracting mycotoxins from vegetable flours
KR100433262B1 (en) A method for preparation of oryzanol powder, oryzanol powder prepared thereby and a method for preventing oxidization of meat and meat products by addition of oryzanol powder thereto
JPH09157687A (en) Vegetable oil composition having radial-catching ability and radial-catching agent containing the composition as active ingredient
US4279811A (en) Treatment of cottonseed meals followed by extraction with certain solvents to remove gossypol
JP3267868B2 (en) Egg yolk phospholipid composition
KR100414185B1 (en) A method for preparing lignan powder, lignan powder prepared thereby and a method for preventing oxidization of meat and meat products by adding the lignan powder thereto
Abzhanova et al. Research of the impact of a vegetable protein composition on the functional and technological properties of national meat products
JPS594469B2 (en) Lipid-soluble antioxidant composition and method for producing the same
KR102304414B1 (en) Onion extract and composition for suppressing the benzo(a)pyrene production
Stillings et al. Fish protein concentrate: A new source of dietary protein
Baraniak et al. Antioxidative properties of chloroplast concentrates obtained by various methods from lucerne juice
EP0743355A1 (en) Co-pressing of oilseeds
Dib et al. Phytochemical screening and antioxidant activity of Salvia hispanica
Premović et al. Influence of impurities and hull content in material for pressing on sensory quality cold-pressed sunflower oil
EP0513354A1 (en) Antioxidizing composition and composition containing the same
Lantemona A Comparative Analysis of Phenolic Compound Quality in Virgin Coconut Oil
Oyeyinka et al. Nutritional, phytochemical composition, and antioxidant activity of Moringa oleifera leaf powder decolorized under optimized conditions
Pasichniy et al. Use of bioactive properties of plant extracts to increase the storage stability of mechanically separated turkey meat.
Hensarling et al. Acidic hexane extraction of oilseeds: product quality

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E701 Decision to grant or registration of patent right
GRNT Written decision to grant