KR102216605B1 - Method for increasing production of luteolin and luteolin-7-glucoside using microbial fermentation - Google Patents
Method for increasing production of luteolin and luteolin-7-glucoside using microbial fermentation Download PDFInfo
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Description
본 발명은 미생물 발효를 통한 루테올린 및 루테올린-7-글루코사이드의 생산 증가 방법에 관한 것으로, 더 상세하게는 락토바실러스 플란타럼(Lactobacillus plantarum) K8 (KCTC 10887BP) 발효를 통한 루테올린 및 루테올린-7-글루코사이드의 생산 방법에 관한 것이다.The present invention relates to a method for increasing the production of luteolin and luteolin-7-glucoside through microbial fermentation, and in more detail, Lactobacillus plantarum K8 (KCTC 10887BP) luteolin and luteolin through fermentation It relates to a method of producing -7-glucoside.
식물체는 다양한 기능성을 가지는 여러 파이토케이컬을 생산할 수 있으며, 그 중에서도 플라보노이드(flavonoid)계 물질은 다양한 기능성 이점을 발휘하는 것으로 알려져 있다. 플라보노이드계열의 물질은 뛰어난 항산화 효과와 더불어 항염증, 항당뇨, 항암 등의 효과를 발휘할 수 있어 여러 산업 분야에서 각광받고 있다.Plants can produce several phytochemicals having various functions, and among them, flavonoid-based substances are known to exhibit various functional advantages. Flavonoid-based substances are in the spotlight in various industrial fields because they can exert anti-inflammatory, anti-diabetic, and anti-cancer effects as well as excellent antioxidant effects.
한편, 플라보노이드의 일종인 루테올린(luteolin)은 식물성 영양물질인 플라보노이드의 일종으로 황색 침상정 물질이며, 인체 내에서 항산화 작용, 활성산소 제거, 탄수화물의 신진대사 조절, 면역 체계 조절, 에탄올 아세트아미토펜과 같은 독성물질로부터의 간 보호 효능 등의 다양한 생리학적 효능이 있는 것으로 알려져 있다. 이러한 루테올린을 대량으로 생산하기 위한 연구가 아직까지는 부족한 실정이다.On the other hand, luteolin, a kind of flavonoid, is a kind of flavonoid, a plant nutrient, and is a yellow needle-like substance.It has antioxidant activity in the human body, removal of free radicals, regulation of carbohydrate metabolism, regulation of the immune system, ethanol acetamitophene. It is known to have various physiological effects such as liver protection from toxic substances such as. Research to mass-produce such luteolin is still insufficient.
한편, 생물전환(bioconversion)이란 미생물 발효 또는 효소 처리 등의 생물학적 방법을 통해 물질의 구조적 변화를 유도하는 것을 말한다. 이러한 생물 전환 기술은 항생제, 스테로이드를 포함한 의약 물질의 생산뿐만 아니라 다양한 유용 물질의 생산에 널리 이용되고 있어 각광받는 방법이다. 이에 새로운 생물전환 방법을 사용하여 유용한 플라보노이드계 물질을 대량으로 생산하는 방법을 개발하는 것이 필요한 실정이다.Meanwhile, bioconversion refers to inducing structural changes of a substance through biological methods such as microbial fermentation or enzyme treatment. This biotransformation technology is widely used not only for the production of pharmaceutical substances including antibiotics and steroids, but also for the production of various useful substances. Accordingly, it is necessary to develop a method for mass-producing useful flavonoid-based substances using a new biotransformation method.
본 발명은 락토바실러스 플란타럼(Lactobacillus plantarum) K8(KCTC 10887BP) 발효를 통해 감국 내 루테올린의 생산을 증가시키는 방법을 제공하고자 한다.The present invention is to provide a method of increasing the production of luteolin in Gamguk through fermentation of Lactobacillus plantarum K8 (KCTC 10887BP).
본 발명은 감국에 락토바실러스 플란타럼(Lactobacillus plantarum) K8 (KCTC 10887BP)을 접종하여 발효시키는 것을 특징으로 하는 루테올린-7-글루코사이드(luteolin-7-glucoside)의 생산 방법을 제공한다.The present invention provides a method for producing luteolin-7-glucoside, characterized by inoculating and fermenting Lactobacillus plantarum K8 (KCTC 10887BP) in Gamguk.
한편, 본 발명의 루테올린-7-글루코사이드의 생산 방법에 있어서, 상기 발효는, 바람직하게 고상발효인 것일 수 있다.On the other hand, in the production method of luteolin-7-glucoside of the present invention, the fermentation may be preferably solid-phase fermentation.
또한, 본 발명은 감국에 락토바실러스 플란타럼(Lactobacillus plantarum) K8 (KCTC 10887BP)을 접종하여 발효시키는 것을 특징으로 하는 루테올린(luteolin)의 생산 방법을 제공한다.In addition, the present invention provides a method for producing luteolin, characterized in that inoculation and fermentation of Lactobacillus plantarum K8 (KCTC 10887BP) in Gamguk.
한편, 본 발명의 루테올린의 생산 방법에 있어서, 상기 발효는, 바람직하게 고상발효인 것일 수 있다.Meanwhile, in the method for producing luteolin of the present invention, the fermentation may be preferably solid-phase fermentation.
본 발명은 락토바실러스 플란타럼(Lactobacillus plantarum) K8 (KCTC 10887BP) 발효를 통해 루테올린 및 루테올린-7-글루코사이드의 생산을 효과적으로 증가시킬 수 있다.The present invention can effectively increase the production of luteolin and luteolin-7-glucoside through Lactobacillus plantarum K8 (KCTC 10887BP) fermentation.
도 1은 본 발명의 감국 발효 열수 추출물을 제조하는 공정에 대한 모식도이다.
도 2는 루테올린과 루테올린-7-글루코사이드의 화학 구조식이다.
도 3은 HLPC를 사용하여 루테올린 및 루테올린-7-글루코사이드 standard의Calibration curve를 나타낸 그래프이다.
도 4는 본 발명의 감국 발효 열수 추출물에 의해 생산된 루테올린 및 루테올린-7-글루코사이드 HPLC 크로마토그램을 분석한 결과 그래프이다.1 is a schematic diagram of a process for preparing a hot water extract fermented from Gamguk according to the present invention.
Figure 2 is a chemical structural formula of luteolin and luteolin-7-glucoside.
3 is a graph showing the calibration curve of luteolin and luteolin-7-glucoside standard using HLPC.
4 is a graph showing the results of analyzing luteolin and luteolin-7-glucoside HPLC chromatograms produced by the hot water extract of fermentation of Gamguk of the present invention.
본 발명은 감국에 락토바실러스 플란타럼(Lactobacillus plantarum) K8 (KCTC 10887BP)을 접종하여 발효시키는 것을 특징으로 하는 루테올린-7-글루코사이드(luteolin-7-glucoside)의 생산 방법을 제공한다. 또한, 본 발명은 감국에 락토바실러스 플란타럼(Lactobacillus plantarum) K8 (KCTC 10887BP)을 접종하여 발효시키는 것을 특징으로 하는 루테올린의 생산 방법을 제공한다.The present invention provides a method for producing luteolin-7-glucoside, characterized by inoculating and fermenting Lactobacillus plantarum K8 (KCTC 10887BP) in Gamguk. In addition, the present invention provides a method for producing luteolin, characterized in that inoculation and fermentation of Lactobacillus plantarum K8 (KCTC 10887BP) in Gamguk.
감국(Chrysanthemum indicum L.)은 쌍떡잎식물 초롱꽃목 국화과의 여러해살이풀로 주로 한국, 중국, 일본의 산과 들, 해안가에서 자란다. 감국은 특유의 향기가 있고 눈과 머리를 시원하게 하며, 눈물이 나는 것을 멎게 하고 열을 내리는 효능이 있다. 또한, 폐렴, 기관지염, 두통, 어깨결림, 고혈압에 효능이 있다. Chrysanthemum indicum L. is a perennial plant of the asteraceae family of dicotyledons and grows mainly in the mountains, fields, and coastal areas of Korea, China, and Japan. Gamguk has a unique scent, cools eyes and hair, stops tears, and has the effect of lowering heat. In addition, it is effective against pneumonia, bronchitis, headache, stiff shoulder, and high blood pressure.
루테올린(luteolin)은 과일, 올리브, 허브 등 자연에 존재하는 천연 플라보노이드의 일종으로 항염증, 항산화, 항알러지 및 에탄올, 아세트아미노펜과 같은 독성물질로부터 간보호 효과가 있는 것으로 알려져 있다.Luteolin is a kind of natural flavonoid that exists in nature, such as fruits, olives, and herbs, and is known to have anti-inflammatory, antioxidant, anti-allergic, and hepatoprotective effects from toxic substances such as ethanol and acetaminophen.
루테올린-7-글루코사이드(luteolin-7-glucoside)는 루테올린의 배당체로서, 피부상처 치유를 촉진하고 항염증 및 항산화 활성이 보고된 바 있으며, CCl4 간독성 물질로부터 간보호 효과가 있는 것으로 알려져 있다.Luteolin-7-glucoside is a glycoside of luteolin, which promotes skin wound healing, has been reported to have anti-inflammatory and antioxidant activities, and is known to have a hepatoprotective effect from CCl 4 hepatotoxic substances. .
한편, 본 발명의 생산 방법에 있어서, 상기 발효는 락토바실러스 플란타럼(Lactobacillus plantarum)을 이용하는 당업계의 발효기술을 사용할 수 있는데, 바람직하게 고상발효로 수행하는 것이 좋다. 본 발명에서는 감국을 수세하고 건조한 후, 락토바실러스 플란타럼(L. plantarum) K8 (KCTC 10887BP)을 5%로 접종한 후 배양함으로써 감국 고상 발효물을 제조하였다.On the other hand, in the production method of the present invention, the fermentation may be performed using a fermentation technique in the art using Lactobacillus plantarum , preferably by solid phase fermentation. In the present invention, after washing and drying the Gamguk, L. plantarum ( L. plantarum ) K8 (KCTC 10887BP) was inoculated with 5% and cultured to prepare a solid fermented product of Gamguk.
본 발명에서, 상기 "고상 발효"는 "고체 발효" 또는 "고체 배양"이라고 기재될 수 있으며, 고상의 기질에 발효 균주를 접종하여 배양하는 방법을 의미한다. In the present invention, the "solid-phase fermentation" may be described as "solid fermentation" or "solid culture", and means a method of inoculating and culturing a fermentation strain on a solid substrate.
한편, 하기 실험에 의하면, 본 발명의 감국 발효 열수 추출물은 비발효 감국 열수 추출물에 비해 루테올린의 함량뿐만 아니라, 루테올린의 배당체인 루테올린-7-글루코사이드(Luteolin-7-glucoside)의 함량을 크게 증가시켰다. On the other hand, according to the following experiment, the extract of hot water fermented Gamguk of the present invention has not only the content of luteolin, but also the content of luteolin-7-glucoside, which is a glycoside of luteolin, compared to the non-fermented Gamguk hot-water extract. Greatly increased.
이하, 본 발명의 내용을 하기 실시예를 통해 더욱 상세히 설명하고자 한다. 다만, 본 발명의 권리범위가 하기 실시예에만 한정되는 것은 아니고, 이와 등가의 기술적 사상의 변형까지를 포함한다.Hereinafter, the content of the present invention will be described in more detail through the following examples. However, the scope of the present invention is not limited only to the following examples, and includes modifications of equivalent technical ideas.
[실시예 1: 락토바실러스 플란타럼([Example 1: Lactobacillus plantarum ( Lactobacillus plantarumLactobacillus plantarum ) 발효에 의한 감국으로부터 루테올린-7-글루코사이드(luteolin-7-glucoside) 및 루테올린의 생산]) Production of luteolin-7-glucoside and luteolin from Gamguk by fermentation]
본 실시예에서는 감국에 락토바실러스 플란타럼(Lactobacillus plantarum)를 접종하여 루테올린-7-글루코사이드(luteolin-7-glucoside) 및 루테올린을 생산하는 방법에 관한 것이다. In this example, it relates to a method for producing luteolin-7-glucoside and luteolin by inoculating Lactobacillus plantarum in Gamguk.
1) 락토바실러스 플란타럼(1) Lactobacillus plantarum ( Lactobacillus plantarumLactobacillus plantarum )에 의한 감국 발효 ) To enter into force
감국 20g을 수세하고 건조한 후 알루미늄 트레이에 넣고 121℃에서 15분간 멸균하고, 멸균된 트레이를 37℃까지 냉각한 후, MRS broth에서 2회 이상 계대배양한 락토바실러스 플란타럼(L. plantarum) K8 (KCTC 10887BP)을 5%로 접종하였다. 접종한 후, 37℃ 인큐베이터(incubator)에서 48시간 배양하여 감국 고상발효물을 제조하였다. After washing and drying 20 g of Gamguk, it is put in an aluminum tray and sterilized at 121°C for 15 minutes. After cooling the sterilized tray to 37°C, L. plantarum K8 subcultured at least twice in MRS broth. (KCTC 10887BP) was inoculated at 5%. After inoculation, cultured for 48 hours in a 37°C incubator was performed to prepare a solid fermentation of Gamguk.
2) 락토바실러스 플란타럼(2) Lactobacillus plantarum ( Lactobacillus plantarumLactobacillus plantarum )에 의한 루테올린 및 루테올린-7-글루코사이드 증가 확인) Confirmation of increase in luteolin and luteolin-7-glucoside
상기에서 48시간 배양한 감국 고상발효물 20g을 용매플라스크에 넣고 1,000mL의 증류수를 첨가한 후 Soxhlet hot plat를 이용하여 100℃에서 6시간 추출하였다. 추출물을 4,500 rpm에서 30분간 원심분리한 후 상등액을 Whatman No.1 filter paper를 이용하여 필터링하였다. 여과 후 은박도시락에 200mL씩 분주하고 deep freezer에서 동결한 후 동결건조기를 이용하여 추출물을 건조하여 본 발명에 따른 감국 고상발효 열수 추출물(이하 '감국 발효 열수 추출물'이라고 함)을 완성하였다. 전체 과정에 대해서는 도 1에 나타내었다. 비교를 위해 상기 과정과 동일하게 진행하되, 락토바실러스 플란타럼(L. plantarum) K8 (KCTC 10887BP)으로 발효하는 과정을 생략한 비발효 감국 열수 추출물을 제작하였다(비교예, 도 4에 'CBF19-N-013'로 표시함)20 g of the solid state fermentation of Gamguk cultured for 48 hours was added to a solvent flask, and 1,000 mL of distilled water was added thereto, followed by extraction at 100° C. for 6 hours using a Soxhlet hot plat. After centrifuging the extract at 4,500 rpm for 30 minutes, the supernatant was filtered using Whatman No. 1 filter paper. After filtration, 200 mL was dispensed into silver leaf lunchboxes, frozen in a deep freezer, and dried using a freeze dryer to complete the solid state fermented hot water extract of Gamguk (hereinafter referred to as'fermented hot water fermented Gamguk') according to the present invention. The entire process is shown in FIG. 1. For comparison, a non-fermented Gamguk hot water extract was prepared in which the process of fermentation with L. plantarum K8 (KCTC 10887BP) was omitted (Comparative Example, FIG. 4 shows'CBF19 -N-013')
상기에서 제조한 본 발명에 따른 '감국 발효 열수 추출물' 및 '비발효 감국 열수 추출물' 내 루테올린 및 루테올린-7-글루코사이드의 함량을 분석하기 위해 HLPC 분석을 수행하였다. HLPC analysis was performed to analyze the content of luteolin and luteolin-7-glucoside in the'Gamguk fermented hot water extract' and'Non-fermented Gamguk hot water extract' according to the present invention.
감국 발효 열수 추출물 및 비발효 감국 열수 추출물을 Phosphate buffer saline (PBS)을 이용하여 1 mg/mL 농도로 용해한 후 10분간 소니케이팅(sonication)하고 4,000 rpm에서 20분간 원심분리하였다. 원심분리한 후, 상등액을 0.45 ㎛ 시린지 필터(syringe filter)로 여과 후 분석시료로 사용하였다.The hot-water extract of fermented Gamguk and the hot-water extract of non-fermented Gamguk were dissolved in a concentration of 1 mg/mL using Phosphate buffer saline (PBS), sonicated for 10 minutes, and centrifuged at 4,000 rpm for 20 minutes. After centrifugation, the supernatant was filtered through a 0.45 μm syringe filter and used as an analysis sample.
HPLC 분석조건은 표 1과 같이 시행하였으며, 분석에 사용한 HPLC는 LC-20AD (Shimadzu, Japan)를 사용하였고 검출기는 UV/VIS SPD-20A를 이용하여 감국 발효 열수 추출물 및 비발효 감국 열수 추출물 내 루테올린 및 루테올린-7-글루코사이드 함량을 분석하였다. 루테올린과 루테올린-7-글루코사이드의 화학 구조식은 도 2에 나타내었다. HPLC analysis conditions were carried out as shown in Table 1, and LC-20AD (Shimadzu, Japan) was used for the analysis, and the detector was used as a UV/VIS SPD-20A. Olin and luteolin-7-glucoside contents were analyzed. The chemical structural formulas of luteolin and luteolin-7-glucoside are shown in FIG. 2.
정량을 위한 검량선 작성을 위해 루테올린 표준물질이 100 ㎍/mL이 되도록 혼합 후 희석하여 100 ㎍/mL, 250 ㎍/mL, 1,000 ㎍/mL 농도로 제작하여 이용하였고, 루테올린-7-글루코사이드 표준물질이 100 ㎍/mL이 되도록 혼합 후 희석하여 250 ㎍/mL, 5,000 ㎍/mL, 1,000 ㎍/mL 농도로 제작하여 이용하였다. 루테올린 및 루테올린-7-글루코사이드 표준품은 Sigma-Aldrich (St. Louis, MO, USA) 社의 것을 구매하여 사용하였다. To prepare a calibration curve for quantification, the luteolin standard was mixed to 100 µg/mL, diluted to 100 µg/mL, 250 µg/mL, and 1,000 µg/mL, and used. Luteolin-7-glucoside standard After mixing so that the material was 100 µg/mL, it was diluted and prepared at concentrations of 250 µg/mL, 5,000 µg/mL, and 1,000 µg/mL. Luteolin and luteolin-7-glucoside standards were purchased and used from Sigma-Aldrich (St. Louis, MO, USA).
B : 1% Acetic acid in AcetonitrileA: 1% Acetic acid in 3 DW
B: 1% Acetic acid in Acetonitrile
48 min : 100% (B), 51 min : 100% (B), 52 min : 20% (B)0 min: 20% (B), 5 min: 20% (B), 45 min: 60% (B),
48 min: 100% (B), 51 min: 100% (B), 52 min: 20% (B)
standard mix를 농도별 peak 면적값을 구하여 직선성을 확인한 결과, 도 3과 같이 각 CQA의 상관계수(R2)가 0.999 이상 높은 직선성이 있는 것으로 나타났다. 도 3은 HLPC를 사용하여 루테올린 및 루테올린-7-글루코사이드 standard의 Calibration curve를 나타낸 것이다.As a result of checking the linearity by obtaining the peak area value for each concentration of the standard mix, as shown in FIG. 3, the correlation coefficient (R 2 ) of each CQA was found to have a high linearity of 0.999 or more. Figure 3 shows the calibration curve of luteolin and luteolin-7-glucoside standard using HLPC.
한편, 감국 발효 열수 추출물 및 비발효 감국 열수 추출물 내 루테올린 및 루테올린-7-글루코사이드 HPLC 분석 결과, 도 4와 같이 45분 이내에 루테올린 및 루테올린-7-글루코사이드가 완전히 분리되어 나오는 것을 확인하였다. 용리순서는 루테올린-7-글루코사이드, 루테올린 순으로 용리되었으며, 각 peak의 선택성이 좋아 각 표준물질에 대한 분석이 가능한 것으로 나타났다. On the other hand, as a result of HPLC analysis of luteolin and luteolin-7-glucoside in the hot water extract of fermented Gamguk and the hot water extract of non-fermented Gamguk, it was confirmed that luteolin and luteolin-7-glucoside were completely separated within 45 minutes as shown in FIG. . The elution order was eluted in the order of luteolin-7-glucoside and luteolin, and the selectivity of each peak was good, and it was found that analysis of each standard material was possible.
이때, 비발효 감국 열수 추출물과 감국 발효 열수 추출물 사이 검출 성분 패턴은 유사하나, 본 발명에 따른 감국 발효 열수 추출물은 비발효 감국 열수 추출물에 비해 루테올린-7-글루코사이드 및 루테올린의 peak 면적이 증가하는 것을 확인할 수 있었다.At this time, the detection component pattern between the non-fermented Gamguk hot water extract and Gamguk fermented hot water extract is similar, but the Gamguk fermented hot-water extract according to the present invention has an increased peak area of luteolin-7-glucoside and luteolin compared to the non-fermented Gamguk hot water extract I could confirm that.
또한, 하기 표 2와 같이 본 발명에 따른 감국 발효 열수 추출물은 비발효 감국 열수 추출물에 비해 루테올린과 루테올린의 배당체인 루테올린-7-글루코사이드의 함량이 유의적으로 증가하는 것으로 나타났다(p<0.05). 특히, 루테올린-7-글루코사이드의 경우 비발효 감국 열수 추출물과 비교하여 약 2.0배 증가하는 것으로 나타났다(p<0.05).In addition, as shown in Table 2 below, the extract of hot water fermented Gamguk according to the present invention showed a significant increase in the content of luteolin-7-glucoside, which is a glycoside of luteolin and luteolin, compared to the non-fermented Gamguk hot-water extract (p< 0.05). Particularly, in the case of luteolin-7-glucoside, it was found to increase by about 2.0 times compared to the non-fermented Gamguk hot water extract (p<0.05).
1) : Mean±S.D.2) Values with the different superscripts within the same column are significantly different (p<0.05)1): Mean±S.D.2) Values with the different superscripts within the same column are significantly different (p<0.05)
기탁기관명 : 한국생명공학연구원Name of deposit institution: Korea Research Institute of Bioscience and Biotechnology
수탁번호 : KCTC10887BPAccession number: KCTC10887BP
수탁일자 : 20060120Consignment Date: 20060120
Claims (4)
Lactobacillus plantarum ( Lactobacillus plantarum ) K8 (KCTC 10887BP) is inoculated to solid state fermentation, characterized in that the production method of luteolin-7-glucoside (luteolin-7-glucoside).
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