• 제목/요약/키워드: flavonoid derivatives

검색결과 70건 처리시간 0.025초

은행나무 수피 추출액에 의한 천연섬유의 염색(Ⅰ) - 색소분석 및 염착성 - (Dyeing of Natural Fibers with Extract of Ginkgo biloba Bark(Ⅰ) - Pigments Analysis and Dyeability -)

  • 최순화;조용석
    • 한국염색가공학회지
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    • 제13권5호
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    • pp.18-18
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    • 2001
  • Natural colorants have attracted much attention all over the world because of their non-hazardous nature. The world is becoming increasingly aware of environmental issues, such as ozone layer depletion, water pollution and waste disposal problems. The use of synthetic dyestuffs for their synthesis and application in the dyeing industries has been criticized due to introduction of contaminants into the environment. This has led to the desire to turn to the traditional, and more natural way of life. In this study, the colorants of extract of Ginkgo biloba bark were analysed and their dyeing properties on silk, wool and cotton were studied. It was found that uv-visible absorption spectra of extract of Ginkgo biloba bark showed two strong absorption peaks in the range of 240∼400 nm. From the result of IR spectra, the major ingredient of extract of Ginkgo biloba bark seems to be the flavon which is one of the flavonoid derivatives. Silk, wool, and cotton dyed with the extract of Ginkgo biloba bark showed a reddish yellow color. Their color differences were increased drastically with repetition of dyeing by three times.

Synthesis of Ochnaflavone and Its Inhibitory Activity on PGE2 Production

  • Kim, Sung Soo;Vo, Van Anh;Park, Haeil
    • Bulletin of the Korean Chemical Society
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    • 제35권11호
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    • pp.3219-3223
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    • 2014
  • Ochnaflavone, a naturally occurring biflavonoid composed of two units of apigenin (5,7,4'-trihydroxyflavone) joined via a C-O-C linkage, was first synthesized and evaluated its inhibitory activity on $PGE_2$ production. Total synthesis was accomplished through modified Ullmann diaryl ether formation as a key step. Coupling reactions of 4'-halogenoflavones and 3'-hydroxy-5,7,4'-trimethoxyflavone were explored in diverse reaction conditions. The reaction of 4'-fluoro-5,7-dimethoxyflavone (2c) and 3'-hydroxy-5,7,4'-trimethoxyflavone (2d) in N,N-dimethylacetamide gave the coupled compound 3 in 58% yield. Synthetic ochnaflavone strongly inhibited PGE2 production ($IC_{50}=1.08{\mu}M$) from LPS-activated RAW 264.7 cells, which was due to reduced expression of COX-2. On the contrary, the inhibition mechanism of wogonin was somewhat different from that of ochnaflavone although wogonin, a natural occurring anti-inflammatory flavonoid, showed strong inhibitory activity of $PGE_2$ production ($IC_{50}=0.52{\mu}M$), and seems to be COX-2 enzyme inhibition. Our concise total synthesis of ochnaflavone enable us to provide sufficient quantities of material for advanced biological studies as well as to efficiently prepare derivatives for structure-activity relationship study.

Roasting and Cryogenic Grinding Enhance the Antioxidant Property of Sword Beans (Canavalia gladiata)

  • Jung, Ju-Yeong;Rhee, Jin-Kyu
    • Journal of Microbiology and Biotechnology
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    • 제30권11호
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    • pp.1706-1719
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    • 2020
  • The objective of this study was to optimize the conditions for enhancing the antioxidant properties of sword bean (Canavalia gladiata) as a coffee substitute in two processing methods, roasting and grinding. The optimum conditions for removing off-flavor of the bean and maximizing functionality and efficiency were light roasting and cryogenic grinding (< 53 ㎛). In these conditions, extraction yield was 16.75%, total phenolic content (TPC) was 69.82 ± 0.35 mg gallic acid equivalents/g, and total flavonoid content (TFC) was 168.81 ± 1.64 mg quercetin equivalents/100 g. The antioxidant properties were 77.58 ± 0.27% for DPPH radical scavenging activity and 58.02 ± 0.76 mg Trolox equivalents/g for ABTS radical scavenging activity. The values for TFC and ABTS radical scavenging activity were significantly higher (p < 0.05) than in other conditions, and TPC and DPPH radical scavenging activity were second highest in lightly roasted beans, following raw beans. HS-SPME/GC-MS analysis confirmed that the amino acids and carbohydrates, which are the main components of sword bean, were condensed into other volatile flavor compounds, such as derivatives of furan, pyrazine, and pyrrole during roasting. Roasted and cryogenically ground (cryo-ground) sword beans showed higher functionality in terms of TFC, DPPH, and ABTS radical scavenging activities compared to those of coffee. Overall results showed that light roasting and cryogenic grinding are the most suitable processing conditions for enhancing the bioactivity of sword beans.

엉겅퀴 뿌리 및 꽃 추출물의 간 성상세포 활성 억제 효과 (Inhibitory Effect of Cirsium japonicum Root or Flower Extract on Hepatic Stellate Cells Activation)

  • 김상준;김선영;김지애;박인선;유강열;정창호;심재석;장선일;정승일
    • 생약학회지
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    • 제43권1호
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    • pp.27-31
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    • 2012
  • This study was designed to elucidate the effects of Cirsium japonicum (CJ) extracts on hepatic stellate cells (HSCs, LX-2 cells) proliferation, which is induced by platelet-derived growth factor (PDGF) or transforming growth factor-${\beta}$ (TGF-${\beta}$). The content of total phenol, flavonoid, and silymarin derivatives was more higher in CJ-flower than in CJ-root. Consistent with these results, the LX-2 cells growth inhibition was more effective in CJ-flower extract than in CJ-root extract, the complete growth inhibition concentration was $1{\mu}g/mL$ and $50{\mu}g/mL$, respectively. These results suggest that extracts from CJ-flower can be potentially used as therapeutic substances for the regulatioin of HSCs activation.

닥나무 뿌리껍질의 항산화 성분 (Antioxidant Components from Broussonetia kazinoki)

  • 이화진;박재현;장동일;류재하
    • 약학회지
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    • 제41권4호
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    • pp.439-443
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    • 1997
  • From the root bark of Broussonetia kazinoki (Moraceae) two antioxidant components were identified. Their structures were determined as kazinol A (1) and kazinol E (2) (is oprenylated flavan and isoprenylated 1,3-diphenyl propan derivatives) by comparing NMR data with those of the reported compounds from relative plants. The antioxidant activity of 1 and 2 were monitored by the method of DPPH radical scavenging activity, whose $SC_{50}$ values were $41.4{\mu}M\;and\;33.4{\mu}M$, respectively. These compounds also exhibited inhibitory activity against tyrosinase, which is the sole key enzyme for the melanin biosynthesis and play a role in conversion of tyrosine to dopa, and dopa to dopaquinone. The antioxidant effect and the suppression of melanin biosynthesis are useful for anti-aging, increasing vitality in the incidence of major degenerative diseases, and cosmetic products in relation to hyperpigmentation.

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양파 착즙 중 열처리 조건이 유황양파즙의 품질 특성에 미치는 영향 (Effects of Heat Treatment on the Quality of the Onion Juices Prepared with Sulfur-applied Onions)

  • 최보경;서정희
    • 한국식품과학회지
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    • 제46권2호
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    • pp.189-197
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    • 2014
  • 양파 재배 중 유황 엽면시비 횟수를 1회, 4회로 달리하여 생산된 2종의 양파(Sulfur-1, Sulfur-4)를 착즙온도와 시간을 달리하여 $105^{\circ}C$ 5 h, $110^{\circ}C$ 5 h 10 min, $115^{\circ}C$ 5 h 20 min, $120^{\circ}C$ 4 h 30 min, $120^{\circ}C$ 5 h 30 min 조건으로 총 10종의 양파즙을 제조하여, 유황 시비와 열처리 조건이 양파즙의 품질 특성에 미치는 영향을 탐색하였다. 양파즙은 열처리 강도에 비례하여 갈색화 양상을 나타내었으며(p<0.001), 이는 색 특성에 대한 기호도 및 종합적 기호도에 유의적 영향을 준 것으로 평가되었다. 착즙 온도가 높고 시간이 길어질수록 양파즙의 유기산 함량은 유의적으로 증가하여(p<0.001) pH는 감소하였다(p<0.001). 양파 분쇄 단계에서 형성된 thiosulfinate는 $105-120^{\circ}C$ 고온의 열처리 하에서 유의적 차이를 나타내지 않음으로써 thiosulfinate가 저분자 황화합물로 분해되는 속도가 유의적 차이가 없었음을 시사하였다. 총 flavonoids 함량은 열처리 조건이 강할수록 유의적으로 증가하였다(p<0.001). 이는 열처리에 의해 당 등과 결합형태로 존재하는 flavonoids들이 유리형으로 전환되고, 또한 양파 조직의 붕괴가 용이하게 일어남에 따라 matrix로부터 flavonoids의 용출이 증가한 결과로 사료된다. 동일한 조건하에서는 유황처리 횟수가 많은 Sulfur-4 양파즙이 Sulfur-1 양파즙보다 flavonoids 함량이 높은 경향을 보였다. 본 연구는 (i) 양파즙 제조 시 가해진 열처리는, 양파 내부에 존재하는 성분들의 용출과, Maillard 갈변반응, caramelization 등 화학반응 속도에 영향을 주었으며, 이러한 화학적 변화가 양파즙의 색, 점도 등 물리적 특성에 영향을 주었음을 시사해 주었다. 또한 (ii) 양파즙에서 관찰된 이러한 화학적 물리적 변화의 기질을 Sulfur-1 양파보다 Sulfur-4 양파가 상대적으로 더 많이 보유함으로써 재배 중 유황처리 횟수가 양파즙의 품질에 영향을 주었음을 시사하였다.

치료제, 조제학 및 식물을 위한 서투인 억제제의 유용성 (A Review of Sirtuin Inhibitors in Therapeutics, Pharmaceutics, and Plant Research)

  • 이유
    • 생명과학회지
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    • 제30권1호
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    • pp.96-105
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    • 2020
  • 서투인 억제제는 유형 III 히스톤 데아세틸라제(HDAC)인 서투인을 억제하는 화합물이며, 약제학적 및 치료학적 가치를 갖는다. 합성 서투인 억제제는 효모 S. cerevisiae 에서 세포-기반 스크린을 사용하여 발견되었고 특성화되었으며 서투인의 기능과 관련된 노화, 발암 및 당뇨병을 연구하는데 사용되었다. 의학 분야에서 합성 서투인 억제제는 보다 강력한 효능과 특이성을 얻기 위해 개발되어 왔다. 니코틴아미드 및 티오아세틸리신 함유 화합물, β-나프톨 함유화합물, 인돌 유도체. 수마린, 테노빈 및 그 유사체가 개발 되었다. 서투인 억제제는 식물 발달에 영향을 미치는 것으로 밝혀졌으며 식물의 화학적 유전학에 사용되었다. 그러나, 시르티놀-내성 돌연변이 체는 알데히드 옥시다제에 대한 몰리브돕테린 보조인자의 생합성 유전자에 돌연변이가 있었다. 일부 천연 플라보노이드, 카테킨 유도체 및 퀴르세틴 유도체는 서투인 억제제로서 작용하며 치료 목적을 위한 보다 강력한 억제제를 찾기 위해 연구 되고 있다. 이 리뷰에서, 서투인을 소개하면서 치료제에서 개발된 서투인 억제제를 소개한다. 서투인 억제제인 서티놀은 식물에서 화학적 유전학에 예기치 않게 사용되었습니다. 보다 강력하고 선택적인 서투인 억제제가 치료제에서 개발되어야 하고, 약학에서 개발된 다른 서투인 억제제는 식물에서 보다 진정한 서투인을 찾기 위해 사용되어야 한다.

몇가지 사시나무속 수종 수피의 추출성분 (Bark Extractives of Several Populus Trees)

  • 함연호;김진규;이상극;배영수
    • Journal of the Korean Wood Science and Technology
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    • 제30권1호
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    • pp.63-71
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    • 2002
  • 사시나무속의 현사시, 이태리포플러 및 양황철나무 수피를 아세톤-물(7:3)로 추출한 후 농축하고 헥산, 클로로포름, 에틸아세테이트 및 수용성으로 분획하여 동결건조하였다. 각 추출물은 메탄올 수용액 및 에탄올-헥산 혼합액을 사용하여 Sephadex LH-20 칼럼크로마토그래피로 화합물을 분리한 후 TBA 및 6% 초산으로 전개하는 셀룰로오스 박층크로마토그래피로 단리 여부를 확인하였다. 단리된 화합물의 구조는 1H, 13C 및 2D-NMR과 질량분석에 의하여 결정되었다. 사시나무속 수종의 추출성분은 주로 flavonoid와 salicin 파생물로 구성되어 있으며 세 종류의 수종에서 모두 15개의 화합물이 분리되었다. 현사시나무에서는 (+)-catechin, naringenin, eriodictyol, sakuranetin, aromadendrin, taxifolin, sakuranetin-5-O-𝛽-D-glucopyranoside. neosaturanin. p-coumaric acid, salireposide와 aesculin이 단리되어 가장 많은 종류의 화합물을 포함하고 있었으며 이태리포플러에서는 (+)-catechin, salireposide, populoside와 salicortin이, 양황철나무에서는 (+)-catechin, padmatin, quercetin, salireposide, populoside와 salicortin이 단리되었다.

시호의 약리성분 특성 (Medicinal Components in Bupleurum Species)

  • 김관수;이승택;채영암
    • 한국작물학회지
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    • 제41권spc1호
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    • pp.123-144
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    • 1996
  • This review deals briefly with the various medicinal components(mainly saikosaponins), their biological activities and the variation of their contents by different cultivation environment and plant parts in Bupleurum species. Bupleuri radix, a crude drug, is the root of Bupleurum falcatum L. (Korea, Japan), B. chinense(China), and their related species (Umbelliferae). There are over 120 species in Bupleurum genus throughout world, mainly Asian area, and over 5 species in Korea, investigated up to now. These plants contain many physiological active compounds and the principal components are saikosaponins. Major activities of this crude drug and saikosaponins are the anti-inflammatory and antihepatotoxic activities. Saikosaponins and their derivatives in Bupleurum spp. have been chemically studied, isolated and identified over 70 compounds in over 50 species. Other components, physiologically active ones, also have been investigated, which are the groups of lignan, flavonoid, essential oil, polyacetylene, polysaccharide, etc. Saikosaponins belong to the group of triterpenoid saponin chemotaxonomically and occur the accumulation and turnover in plant tissues through secondary metabolism, mevalonic acid pathway. The contents and kinds of saikosaponins and other components in Bupleurum spp. plants are various due to different species and growing environments, as the plant growth characters and yield are various. Most of medicinal plants as well as Bupleurum species are very useful as agricultural products and traditional medicines, and also are very valuable as genetic resources and natural products. So we need to collect, evaluate, preserve, and utilize various medicinal plants, and also to under-stand secondary metabolism and improve the breeding and cultivation techniques for the safe production of crude drugs with high quality and yielding.

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Antioxidative and anti-inflammatory activities of Phaseolus aureus

  • Hong, In-Taik;Kim, Beom-Jun;Yu, Duck-Cho;Kim, Jung-Haeng;Kim, Jung-Han;Heo, Moon-Young;Lee, Song-Jin;Kim, Hyun-Pyo
    • 대한화장품학회지
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    • 제22권2호
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    • pp.41-51
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    • 1996
  • Phaseolus aureus (mung bean), Leguminosae, has been used as an antidote from the ancient time. Especially, it has been widely used for cleaning face and skin in oriental countries. Although several constituents such as fatty acids, phytoallexin and phaseol derivatives were reported in P. aureus and related species including seedlings, there has been a few report to describe its biological activity. Therefore, in this investigation, the ethanol extract from P. aureus was obtained and its biological activities including the antioxidative and anti-inflammatory activities were studied. The 70% ethanol extract from P. aureus showed dose-dependent antioxidative activity (52.3% inhibition at 4 mg/ml) against lipid peroxidation assay, while the extract did not show the inhibitory activity of superoxide radical formation. The extract also showed the topical anti-inflammatory activity against croton-oil and arachidonic acid induced mouse ear edema test (18-19% inhibition at 7.5 mg/ear) as well as mild inhibitory activity against picryl chloride induced delayed hypersensitivity in mouse. For investigating active principles, vitexin and isovitexin (apigenin C-glycoside) as flavonoids, and adenosine were isolated from the extract using silica gel chromatography. The actual contents of vitexin and isovitexin were found to be 3.7 and 2.4 mg/g extract, respectively. Vitexin and isovitexin showed the antioxidative activity. They showed the topical anti-inflammatory activity, although the activities were not potent compared to the reference compounds. These results suggested that vitexin and isovitexin may be, at least in part, the compounds contributing the antioxidative activity in vitro and the topical anti-inflammatory activity of P. aureus in vivo. All results of present study might be one of the scientific rationale in using mung bean for skin care from the ancient time.

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