KR20090045964A - Purification method of vitexin extracted from seed coats of mungbean - Google Patents
Purification method of vitexin extracted from seed coats of mungbean Download PDFInfo
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Abstract
본 발명은 깐녹두 부산물을 이용한 녹두 유래 비텍신의 저비용 순수분리 방법에 관한 것으로, 보다 상세하게는 농작물(녹두)을 상업적으로 이용하기 위해 가공한 후의 부산물을 이용하여 순수 비텍신을 저가로 신속하게 대량 분리 정제하여 미백제품, 기능성식품, 신경안정제 등의 원료로서 산업적 응용이 가능하도록 하기 위한 기술에 관한 것이다.The present invention relates to a low-cost pure separation method of mung bean-derived bitexins using cannung bean by-products, and more particularly, to rapidly separate large quantities of pure bitexins at low cost using by-products processed for commercial use of crops (mung beans). The present invention relates to a technology for enabling industrial application as a raw material of a whitening product, a functional food, a neuro stabilizer, and the like by refining.
본 발명에 따른 깐녹두 부산물을 이용한 녹두 유래 비텍신의 저비용 순수분리 방법은 녹두 깐녹두 부산물을 80% 메틸알콜 또는 80% 주정으로 추출 단계; 염화메틸렌으로 탈지 단계; 아세트산에틸로 용매분획 단계; 고농도로 농축하는 단계; 농축물을 일정기간 정치하여 비텍신 침전물을 얻는 단계; 및 메틸알콜 또는 주정을 이용하여 비텍신 이외의 불순물 제거하는 단계를 포함하는 것을 특징으로 한다.Low-cost pure separation method of mung bean-derived bitexin using canned bean by-product according to the present invention comprises: extracting mung canned bean by-product with 80% methyl alcohol or 80% alcohol; Degreasing with methylene chloride; Solvent fractionation with ethyl acetate; Concentrating at a high concentration; Allowing the concentrate to settle for a period of time to obtain a vitexin precipitate; And removing impurities other than the non-texin using methyl alcohol or alcohol.
비텍신, 깐녹두 Bitexin, canned bean
Description
본 발명은 녹두(Vigna radiata (L.) Wilczek)에 함유되어있는 비텍신이 종피에만 존재한다는 연구결과를 바탕으로 깐녹두 부산물(대부분 종피)을 이용하여 고가의 기기나 시약을 이용하지 않고 단지 용매(계속 회수하여 사용)와 단순 초자기구 및 농축기만으로 간편하면서도 신속하게 순수한 비텍신을 대량 분리 정제하는 깐녹두 부산물을 이용한 녹두 유래 비텍신의 저비용 순수분리 방법에 관한 것이다.The present invention mung bean ( Vigna Based on the results of research showing that the vitexin contained in radiata (L.) Wilczek) exists only in the seedlings, it is possible to use cannodite by-products (mostly seedlings), instead of using expensive equipment or reagents, The present invention relates to a low-cost pure separation method of mung bean-derived bitexin by using canno-bean by-products, which simply and quickly carry out large-scale separation and purification of pure bitexin using only a simple apparatus and a concentrator.
녹두는 예로부터 피부불순물제거, 기미억제, 땀띠제거, 부스럼과 종기억제 및 해열제, 해독제 등의 목적으로 민간에서 피부미백, 농약 및 납중독의 치료, 이하선염, 화상의 치료 등에 사용되어 왔다.Mung beans have been used for skin whitening, pesticides and lead poisoning, mumps, and burns in the private sector for the purpose of removing skin impurities, suppressing blemishes, removing sweat bands, suppressing boils and boils, antipyretics, and antidote.
이와 같은 생리활성은 녹두에 함유된 비텍신과 이소비텍신에 의한 것으로, 이들 생리활성물질은 플라보노이드-C-글리코시드의 일종이다. 그러나 지금까지 녹두 성분에 관한 연구는 단백질, 지방, 탄수화물 등 1차 대사산물에 대한 연구가 대부분이고 2차 대사산물에 대한 연구 또한 조추출물의 조성과 기능 및 이용방법에 대한 연구 정도로 순수물질의 분리 정제에 대한 연구는 없다.Such physiological activity is caused by vitexin and isobitexin contained in mung beans, and these bioactive substances are a kind of flavonoid-C-glycoside. However, until now, most of the studies on mung bean components have been conducted on primary metabolites such as proteins, fats, and carbohydrates. Secondary metabolites are also studied on the composition, function, and usage of crude extracts. There is no research on purification.
과거에는 녹두 조추출물의 조성과 그 기능 또는 고가의 장비를 이용하여 비텍신과 이소비텍신을 분리하는 기술이 사용되였다.In the past, technology has been used to separate vitexin and isobitexin using the composition and function of mung bean crude extract and its expensive equipment.
본 발명은 상기와 같은 점을 인식하여 안출된 것으로, 본 발명은 초자기구와 용매만을 이용하여 고순도의 비텍신을 분리하기 위한 것으로, 녹두 유래 주요 생리활성물질인 비텍신과 이소비텍신이 종피에만 존재한다는 연구결과를 바탕으로 원료비용 부담이 없는 깐녹두 부산물(대부분 종피)을 이용하여 순수한 비텍신을 단순 자재와 과정으로 매우 저렴게 분리 정제하는 깐녹두 부산물을 이용한 녹두 유래 비텍신의 저비용 순수분리 방법을 제공하는 것을 목적으로 한다.The present invention was conceived by recognizing the above points, the present invention is to separate the high-purity bitexin using only a vitreous device and a solvent, the study that the major bioactive substances derived from mung bean, betaxin and isobitexin exist only in the seed skin Based on the results, we provide a low-cost pure separation method of mung bean-derived bitexin using canned bean by-product, which can be separated and purified at a low cost with simple materials and processes using canned bean by-products (mostly seedlings) that are not burdened with raw material costs. The purpose.
상기와 같은 목적을 달성하기 위하여 본 발명에 따른 녹두 유래 비텍신의 저비용 순수분리 방법은 녹두 유래 비텍신과 이소비텍신이 종피에만 존재하고 자엽에는 없으므로 깐녹두 부산물(대부분 종피)을 이용하는 것으로, 깐녹두 부산물을 80% 메틸알콜 또는 80% 주정으로 추출 단계; 염화메틸렌으로 탈지 단계; 아세트산에틸로 용매분획 단계; 고농도로 농축하는 단계; 농축물을 일정기간 정치하여 비텍신 침전물을 얻는 단계; 및 메틸알콜 또는 주정을 이용하여 비텍신 이외의 불순물 제거하는 단계를 포함하여 구성된다.In order to achieve the above object, the low-cost pure separation method of mung bean-derived bitexin according to the present invention uses mung bean by-products (mostly seedlings) because mung bean-derived bitexins and isothexins are present only in seedlings and not in cotyledon. Extraction with 80% methyl alcohol or 80% alcohol; Degreasing with methylene chloride; Solvent fractionation with ethyl acetate; Concentrating at a high concentration; Allowing the concentrate to settle for a period of time to obtain a vitexin precipitate; And removing impurities other than bitexin using methyl alcohol or alcohol.
본 발명에 따른 녹두 유래 비텍신의 저비용 순수분리 방법은 ①깐녹두 부산물 500g + 80% 메틸알콜 또는 80% 주정 0.5ℓ(상온/72시간 또는 80/90분)로 3회 추 출, ②농축(1/2), ③탈지(염화메틸렌) 3회, ④아세트산에틸 분획, ⑤농축(약 15㎖), ⑥정치(상온/1~2일), ⑦황색 침전물 수거 및 농축, ⑧정제-메틸알콜 또는 주정(약 10㎖)에 24시간 정치 후 용액(메틸알콜 또는 주정)만 제거(3회 반복), ⑨농축(순도 99% 이상 비텍신 획득), ⑩ ⑥~⑨ 과정 3~4회 추가실시하는 것을 특징으로 한다.Low-cost pure separation method of mung bean-derived bitexin according to the present invention is ① extracts three times with 500 g + 80% methyl alcohol or 0.5 L (room temperature / 72 hours or 80/90 minutes) by-product mung bean, ② concentrated (1 / 2), ③ Degreasing (methylene chloride) three times, ④ ethyl acetate fraction, ⑤ concentrated (about 15 ml), ⑥ political (room temperature / 1 ~ 2 days), ⑦ yellow precipitate collection and concentration, ⑧ tablet-methyl alcohol or After standing for 24 hours in alcohol (approximately 10ml), remove only solution (methyl alcohol or alcohol) (repeat 3 times), ⑨concentration (acquired more than 99% of vitexin), ⑩ ⑥ ~ ⑨ 3-4 times It is characterized by.
상기와 같은 구성에 의하여 본 발명에 따른 녹두 유래 비텍신의 저비용 순수분리 방법은 녹두(Vigna radiata (L.) Wilczek)에 함유되어있는 비텍신이 녹두 종실의 종피에만 존재한다는 연구결과를 바탕으로 깐녹두 부산물(대부분 종피)에서 저가로 순수 비텍신을 대량 분리 정제하는 기술을 확립함으로서 깐녹두 부산물뿐만 아니라 비텍신을 함유하는 식물에서 소재의 공급원으로 발전되기를 기대하며 동시에 농업 신작물 창출 효과를 갖는다.The low-cost pure separation method of mung bean-derived bitexin according to the present invention by the above configuration is mung bean ( Vigna Based on the results of research showing that the vitexin contained in radiata (L.) Wilczek) exists only in the seed of mung bean seeds, we established a technique for mass separation and purification of pure vitexin from low-cost mung bean by-products (mostly seed). It is also expected to develop as a source of material from plants containing bitexin and at the same time have the effect of creating new agricultural crops.
즉, 본 발명은 획기적으로 비용이 절감되고 고순도의 물질을 획득함으로써 분석용 표준물질뿐만 아니라 고가의 미백화장품 또는 식의약품 원료로써 비텍신의 대량생산시스템 구축을 통한 고부가가치 지역산업으로 육성할 수 있게 한다.In other words, the present invention significantly reduces the cost and obtains a high-purity substance, thereby enabling the development of a high value-added regional industry through the establishment of a mass production system of Vitexin as an expensive whitening cosmetic or food ingredient as well as an analytical standard. .
이하에서는 도면 및 실시예를 참조하여 본 발명에 따른 녹두 유래 비텍신의 저비용 순수분리 방법을 보다 상세하게 설명하기로 한다.Hereinafter, a low cost pure separation method of mung bean-derived bitexins according to the present invention will be described in detail with reference to the drawings and examples.
실시예 1)Example 1
① 상온에서 72시간 동안 깐녹두 부산물 500g에 80% 메틸알콜 2l를 가하여 조추출물을 얻었다. 2, 3회 추출은 각 1l을 가하여 1회 같은 방법으로 조추출물을 얻었다. 얻어진 조추출물 모두를 희석하였다.① Crude extract was obtained by adding 80 g of methyl alcohol 2l to 500 g of canned bean byproduct at room temperature for 72 hours. 2, 3 times extraction was added 1l each to obtain crude extract in the same way once. All of the obtained crude extracts were diluted.
② 농축기를 이용하여 약 1/2가량 농축 하였다.② concentrated to about 1/2 using the concentrator.
③ 농축된 추출물을 염화메틸렌으로 12시간 간격으로 3회 탈지시켰다.③ The concentrated extract was degreased three times with methylene chloride every 12 hours.
④ 탈지된 추출물을 아세트산에틸으로 용매분획하였다④ The degreased extract was subjected to solvent fractionation with ethyl acetate.
⑤ 용매분획된 시료를 15 정도 농축하였다.⑤ Solvent fractionated sample was concentrated to about 15.
⑥ 농축된 시료를 1일간 정치하면 선황색의 침전물이 생긴다. 이 침전물을 수득하여 메틸알콜 10 정도 가하여 12시간 정치한 후 선황색 침전물을 제외한 상등액은 선황색 침전물 이외의 시료에 합친다. 이 과정을 3회 반복하여 얻어진 침전물을 농축하여 비텍신을 얻었다. 그리고 침전물 이외의 상등액 전체를 모아 15 정도 농축하였다.⑥ When the concentrated sample is left to stand for 1 day, a yellowish yellow precipitate is formed. After obtaining this precipitate and adding it to about 10 methyl alcohol and leaving it to stand for 12 hours, the supernatant except the light yellow precipitate is combined with samples other than the light yellow precipitate. The precipitate obtained by repeating this process three times was concentrated to obtain vitexin. And the whole supernatant except the precipitate was collected and concentrated about 15.
⑦ ⑥의 과정을 4회 반복한다.⑦ Repeat the process of ⑥ four times.
⑧ 총 순수 비텍신 분리량은 460(1회 389, 2회 33, 3회 23, 4회 15)이었다.⑧ Total pure vitexin separation amount was 460 (389 times, 33 times twice, 23 times three times, 15 times four times).
⑨ 얻어진 비텍신은 액체크로마토그라피를 이용하여 순도를 확인하였다.⑨ Check the purity of the obtained bitexin using liquid chromatography.
실시예 2) Example 2
① 실시예 1에서 ①,⑥,⑦의 과정에서 이용된 메틸알콜 대신 주정을 이용하여 실시예 1과 동일한 방법으로 비텍신을 얻었다.① Example 1 In the same manner as in Example 1 was obtained by using alcohol instead of methyl alcohol used in the process of ①, ⑥, ⑦.
② 그 결과 총 순수 비텍신 분리량은 447(1회 369, 2회 43, 3회 25, 4회 10) 이었다.② As a result, the total amount of pure vitexin was 447 (once for 369, twice for 43, three times for 25, four times for 10).
1. 녹두 종피와 자엽의 비텍신과 이소비텍신의 함량조사1. Contents of Vitexin and Isobitexin in Mung Bean Seeds and Cotyledons
가. 정량 및 정성분석end. Quantitative and Qualitative Analysis
녹두 종실에서 자엽과 종피에 비텍신과 이소비텍신 함량 차이를 구명하고자 시험품종으로 남평녹두, 금성녹두, 어울녹두, 삼강녹두, 소선녹두, 장안녹두, 선화녹두를 2005년 재배하여 1차 수확한 종실을 이용하였다. 건조된 시험품종의 종실과 종피제거기(grain polisher, Kett)를 이용하여 순수한 종피와 순수한 자엽을 완전히 분리하여 분말(100mesh 이하) 1.0g을 70% ethanol 15과 섞어서 80 수조에서 90분 동안 추출한 후 마이크로실린저(0.45 )에 통과시켜 HPLC 정량용 시료로 사용하였다. 크로마토그라피의 조건은 표 1과 같으며 그림 1에서와 같은 표준물질의 크로마토그램을 얻었다. 각 피크의 정성분석은 LC/MS/MS를 사용하여 질량을 확인하여 화합물을 동정한 하였다. 표 1은 녹두에서 vitexin과 isovitexin 함량조사를 위한 HPLC 조건을 정리한 것이다.In order to investigate the difference of vitexin and isobitexin contents in cotyledons and seedlings from mung bean seeds, the first harvested seeds of Nampyeong mung bean, Venus mung bean, Oul mung bean, Samgang mung bean, Sosun mung bean, Jangan mung bean, and line mung bean in 2005 Was used. Pure seeds and cotyledons were completely separated using seeds and grain polisher (Kett) of dried test varieties. 1.0 g of powder (less than 100 mesh) was mixed with 70% ethanol 15 and extracted in 80 tanks for 90 minutes. Passed through the syringe (0.45) was used as a sample for HPLC quantification. Chromatography conditions are shown in Table 1, and chromatograms of standard materials were obtained as shown in FIG. Qualitative analysis of each peak was performed by LC / MS / MS to check the mass to identify the compound. Table 1 summarizes the HPLC conditions for investigation of vitexin and isovitexin contents in mung beans.
-. Used equipment : Chromatography used a Waters 2695 Alliance system, Waters 2996 photodiode array detector, and Empower software.-. Used equipment: Chromatography used a Waters 2695 Alliance system, Waters 2996 photodiode array detector, and Empower software.
도 1은 비텍신과 이소비텍신의 그래마토그래피(High-performance liquid chromatography of vitexin and isovitexin.)을 도시한 것이다.Figure 1 shows the high-performance liquid chromatography of vitexin and isovitexin.
나. 분석결과I. Analysis
표 2와 같이 7개 시험품종 종실에서 종피의 구성비율은 17.8%이었고, 비텍신과 이소비텍신 함량은 종피에 각각 52.1, 51.7/g, 종실전체에 각각 8.6, 9.0/g이었고, 자엽에는 존재하지 않았다. 표 2는 종피와 자엽의 비텍신과 이소비텍신 함량을 정리한 것이다.As shown in Table 2, the composition ratios of the seedlings in the seven test varieties were 17.8%, and the contents of vitexin and isobitexin were 52.1 and 51.7 / g in the seed and 8.6 and 9.0 / g in the whole seed, respectively. Did. Table 2 summarizes the vitexin and isobitexin contents of seed and cotyledons.
다. 비텍신 저비용 순수 분리정제All. Vitexin low cost pure separation tablet
위에서 밝혀진 녹두 유래 비텍신과 이소비텍신은 종피에만 존재한다는 사실을 바탕으로 깐녹두를 생산하고 버려지거나 퇴비 등으로 이용되는 부산물(대부분 종피이고 일부 자엽 함유)을 이용하여 비텍신을 매우 적은 비용으로 많은 양을 순수 분리정제 하였다.Based on the fact that mung bean-derived bitexins and isobitexins are found only in the seedlings, the amount of bitexins can be obtained at very low cost by using by-products (mostly seedlings and some cotyledons) which are produced and discarded or used as compost. Pure separation and purification.
본 순수 분리정제 방법은 간단한 초자기구와 용매만을 이용하여 고순도의 비텍신을 분리하는 기술로 그 내용은 다음과 같다.The pure water separation and purification method is a technique for separating high purity bitexin using only a simple porcelain instrument and a solvent. The contents are as follows.
주요 단계 : ①깐녹두 부산물 500g + 80% 메틸알콜 또는 80% 주정 0.5ℓ(상온/72시간 또는 80/90분)로 3회 추출, ②농축(1/2), ③탈지(염화메틸렌) 3회, ④아세트산에틸 분획, ⑤농축(약 15㎖), ⑥정치(상온/1~2일), ⑦황색 침전물 수거 및 농축, ⑧정제-메틸알콜 또는 주정(약 10㎖)에 24시간 정치 후 용액(메틸알콜 또는 주정)만 제거(3회 반복), ⑨농축(순도 99% 이상 비텍신 획득), ⑩ ⑥~⑨ 과정 3~4회 추가실시하는 것을 특징으로 한다.Main steps: ① Extracted three times with 500g of canned bean by-product + 80% methyl alcohol or 0.5ℓ (80/90 minutes) at room temperature, ② concentrated (1/2), ③ degreasing (methylene chloride) 3 Ash, ④ ethyl acetate fraction, ⑤ concentration (about 15 ml), ⑥ politics (room temperature / 1 ~ 2 days), ⑦ yellow precipitate collection and concentration, ⑧ tablet-methyl alcohol or alcohol (about 10 ml) Remove only solution (methyl alcohol or alcohol) (repeat 3 times), ⑨ concentration (99% purity obtained more than Vitexin), ⑩ ⑥ ~ ⑨ characterized in that the addition of the process 3-4 times.
비텍신 분리정제량 : 위의 단계에서 그림 2의 3회 정제 후와 같은 매우 순수한 비텍신을 80% 메틸알콜을 이용할 경우 460, 80% 주정을 이용할 경우 447을 얻얻었다. 도 2는 분리정제 후 비텍신 크로마토그램을 도시한 것이다.Vitexin isolated purification amount: In the above step, 460 using 80% methyl alcohol and 447 using 80% methyl alcohol were obtained for very pure vitexin as shown in FIG. Figure 2 shows the vitexine chromatogram after separation purification.
라. 녹두 종피와 자엽의 비텍신과 이소비텍신의 정량분석la. Quantitative Analysis of Vitexin and Isovitex in Mung Bean Seeds and Cotyledons
1) 정량분석 : 시료건조(남평녹두 등 7품종), 종피와 자엽의 분리, 분말조제, 추출(70% 에탄올 15 , 80, 90분), 정제, 기기(고성능액체크로마토그라피)분석에 의한 정량.1) Quantitative analysis: sample drying (7 varieties including Nampyeong mung bean), separation of seed and cotyledon, powder preparation, extraction (70% ethanol 15, 80, 90 minutes), quantification by analysis (purification of high performance liquid chromatography) .
2) 분석결과 : 비텍신과 이소비텍신은 녹두 종피에만 각각 52.1, 51.7/g, 종실전체에 각각 8.6, 9.0/g이었고, 자엽에는 존재하지 않음2) Analysis result: Vitexin and Isobitexin were 52.1 and 51.7 / g only in mungbean seedlings, respectively, and 8.6 and 9.0 / g in whole seedlings, respectively.
도 1은 비텍신과 이소비텍신의 그래마토그래피(High-performance liquid chromatography of vitexin and isovitexin.)을 도시한 그래프1 is a graph showing high-performance liquid chromatography of vitexin and isovitexin.
도 2a 및 도 2b는 분리정제 후 비텍신 크로마토그램(2a:3회 정제 후. 2b:1회 정제 후)Figures 2a and 2b is a bitexin chromatogram after separation purification (2a: after 3 times purification, after 2b: 1 purification)
도 3은 녹두 (Vigna radiata (L.) Wilczek)에 함유되어 있는 비텍신의 구조3 is green beans ( Vigna structure of bitexin in radiata (L.) Wilczek)
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102285975A (en) * | 2011-09-27 | 2011-12-21 | 天津市尖峰天然产物研究开发有限公司 | Method for extracting vitexin from bamboo-leaf flavone |
| CN111454253A (en) * | 2020-05-13 | 2020-07-28 | 合肥七星医药科技有限公司 | Method for purifying and decoloring traditional Chinese medicine monomer vitexin |
| CN114917270A (en) * | 2022-06-06 | 2022-08-19 | 山东农业大学 | Ethyl acetate extract of mung bean hull, active ingredient combination and application of ethyl acetate extract and active ingredient combination in delaying skin aging |
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2007
- 2007-10-30 KR KR1020070109369A patent/KR20090045964A/en not_active Application Discontinuation
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102285975A (en) * | 2011-09-27 | 2011-12-21 | 天津市尖峰天然产物研究开发有限公司 | Method for extracting vitexin from bamboo-leaf flavone |
| CN111454253A (en) * | 2020-05-13 | 2020-07-28 | 合肥七星医药科技有限公司 | Method for purifying and decoloring traditional Chinese medicine monomer vitexin |
| CN114917270A (en) * | 2022-06-06 | 2022-08-19 | 山东农业大学 | Ethyl acetate extract of mung bean hull, active ingredient combination and application of ethyl acetate extract and active ingredient combination in delaying skin aging |
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