• 제목/요약/키워드: Synthetic flavonoid

검색결과 37건 처리시간 0.023초

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.306-311
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    • 2001
  • Natural colorants haute 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 In. From the result of IR spectra, the major ingredient of extract of Gikgo 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.

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간보호 효과를 나타내는 Isowogonin의 전합성 및 Wogonin 합성을 위한 반응조건 탐색 (Total Synthesis of Hepatoprotective Isowogonin and a Synthetic Approach to Wogonin)

  • 김광식;김학성
    • 약학회지
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    • 제53권6호
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    • pp.377-381
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    • 2009
  • Isowogonin, 5,8-dihydroxy-7-methoxyflavone, is a flavonoid isolated from the root of Scutellaria baicalensis Georgi, a medicinal plant traditionally used since the ancient time. It was thought to possess a variety of biological activities, such as antioxidation, anti-inflammation and hepatoprotective effect. But a quantity of isowogonin obtained from Scutellaria baicalensis Georgi is not that enough for in vivo test. There have been no appropriate approaches available for a facile synthesis of isowogonin. So we describe a concise and efficient scheme for synthesis of isowogonin from a commercial available 2,4,6-trimethoxyphenol, which includes the Fries rearrangement and selective demethylation as key steps.

Relationships Between the Larval Growth Inhibition of Caenorhabditis elegans by Apigenin Derivatives and Their Structures

  • Yoon, Young-Ah;Kim, Ho-Jung;Lim, Yoong-Ho;Shim, Yhong-Hee
    • Archives of Pharmacal Research
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    • 제29권7호
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    • pp.582-586
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    • 2006
  • Due to consumer reluctance to take synthetic drugs for nematode infections and the appearance of resistance to anthelminthic drugs, new drugs from natural products must be developed. Caenorhabditis elegans is one of the freely living nematodes and serves as a good model system for screening anthelminthic drugs. In this study, thirteen flavonoid derivatives were tested for anthelminthic activity and the relationships between their activities and structures were investigated. The structural information combined with the data for the larval growth inhibition of C. elegans provided meaningful structural insights in the search for new anthelminthic drugs.

Isolation, Purification, and Identification of Taxol and Related Taxanes from Taxol-Producing Fungus Aspergillus niger subsp. taxi

  • Li, Dan;Fu, Dongwei;Zhang, Yue;Ma, Xueling;Gao, Liguo;Wang, Xiaohua;Zhou, Dongpo;Zhao, Kai
    • Journal of Microbiology and Biotechnology
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    • 제27권8호
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    • pp.1379-1385
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    • 2017
  • The content of taxol in the bark of yews is very low, and this is not affordable from the environmental point of view. Thus, it is a necessity to look for alternative sources of taxol production to solve its supply. Currently, a large portion of the taxol in the market comes from chemical semi-synthesis, but the semi-synthetic precursors such as baccatin III and 10-deacetyl-baccatin III are extracted from needles and twigs of yew trees. Taxol-producing fungi as a renewable resource is a very promising way to increase the scale of taxol production. Our group has obtained a taxol-producing endophytic fungus, Aspergillus niger subsp. taxi HD86-9, to examine if A. niger can produce the taxanes. Six compounds from the fermentation broth of strain HD86-9 were isolated and identified by $^1H$ NMR, $^{13}C$ NMR, and ESI-MS. The results showed that the six compounds included four taxane diterpenoids (taxol, cephalomannine, baccatin III, and 10-deacetyl-baccatin III) and two non-taxane compounds (${\beta}-sitosterol$ and flavonoid isovitexin). The study verified that the taxanes can be produced by the A. niger, which is very important to taxol production via chemical semi-synthesis. Additionally, the finding is potentially very significant to solve the taxol semi-synthetic precursors extracted from needles and twigs of yew trees, and the precursor production can be easily increased through the culture condition optimization, genetic breeding, and metabolic engineering of the A. niger.

식물성 식품에 존재하는 Flavonoids의 항산화 활성 (Antioxidant Activity of Flavonoids in Plant Origin Food)

  • 김건희;최미희
    • 한국식품저장유통학회지
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    • 제6권1호
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    • pp.121-135
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    • 1999
  • Effective synthetic antioxidants such as butylated hydroxyanisole(BHA) and butylated hydroxytoluene(BHT) have been widely used in the food industry, but they are suspected to be toxic and carcinogenic effects. Therefore, the development of safely available natural antioxidants such as ascorbic acid, ${\alpha}$-tocopherol, ${\beta}$-carotene, flavonoids and selenium is essential. In particular, flavonoids, 2-phenyl-benzo-${\alpha}$-pyrones, are polyphenolic compounds that occur ubiquitously in food of plant origin. flavonoids occur in foods generally as O-glycosides with sugars bound usually at the C\ulcorner position. And variations in their heterocyclic ring gibes rise to flavones, flavonols, flavanones, flavanols, catechins, anthocyanidins, chalcone and isoflavones. Vegetables, fruits, and beverages are the main dietary sources of the flavonols, primarily as quercetin, kaempferol, and myricetin and the corresponding flavones, apigenin and luteolin. These flavonoids have biological activity such as antioxidant, anti-inflammatory, antithrombotic, antimutagenic, anticarcimogenic antiallergic and antimicrobial activity effects in vitro and in vivo. Flavonoids posses strong antioxidant activities acting as oxygen radicals scavenger, metal chelators and enzyme inhibitor. The antioxidant activity of flavonoids is determined by their molecular structure and more specially, by the position and degree of hydroxylation of the ring structure. All flavonoids with the 3`, 4`-dihydroxy(ortho-dihydroxy) posses marked antioxidant activity. And antioxidant activity increases with the number of hydroxyl groups substituted on the A-and B-rings. There is as yet no certainty about the effect of the presence of a double bond between C\ulcorner and C\ulcorner on the antioxidant activity of flavonoids.

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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.

Inhibition of Nitric Oxide Production from lipopolysaccharide-Treated RAW 264.7 Cells by Synthetic Flavones:Structure-Activity Relationship and Action Mechanism

  • Kim, Soo-Jin;Park, Hae-Il;Kim, Hyun-Pyo
    • Archives of Pharmacal Research
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    • 제27권9호
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    • pp.937-943
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    • 2004
  • Recent investigations have shown that certain flavonoids, especially flavone derivatives, inhibit nitric oxide (NO) production by inducible NO synthase (iNOS) in macrophages, which contrib-ute their anti-inflammatory action. For the purpose of finding the optimized chemical structures of flavonoids that inhibit NO production, various A- and B-ring substituted flavones were syn-thesized and evaluated for their inhibitory activity using lipopolysaccharide-treated RAW 264.7 cells. It was found that the optimal chemical structures were A-ring 5,7-dihydroxyflavones hav-ing the B-ring 2',3'-dihydroxy or 3',4'-dihydroxy or 3',4'-hydroxy/methoxy (methoxy/hydroxy) groups. These structurally optimized compounds were revealed to be down-regulators of iNOS induction, but not direct iNOS inhibitors. Of these derivatives that were evaluated, 2',3',5,7-tet-rahydroxyflavone and 3',4',5,7-tetrahydroxyflavone (Iuteolin) showed the strongest inhibition. The $IC_{50}$/ values for these compounds were 19.7 and 17.1 11M, respectively. Therefore, these compounds may have a potential as new anti-inflammatory agents.

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.

Anti-microbial Activity of Saussurea lappa C.B. Clarke Roots

  • Chang, Kyung-Mi;Choi, Soo-Im;Chung, Sophia J.;Kim, Gun-Hee
    • Preventive Nutrition and Food Science
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    • 제16권4호
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    • pp.376-380
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    • 2011
  • We investigated the total phenolic and flavonoid contents and the antimicrobial activity of ethanol extracts obtained from Saussurea lappa C.B. Clarke. The ethanol extracts of S. lappa C.B. Clarke were fractionated with various solvents (n-hexane, chloroform, and n-butanol). The antimicrobial activity of S. lappa C.B. Clarke was examined by disc-diffusion and micro-dilution susceptibility assays with six food-borne pathogens, and compared to that of the synthetic antibiotics. It is found that the S. lappa C.B. Clarke ethanol extract and n-hexane fraction have strong activity against B. cereus and V. parahaemolyticus strains compared to ampicillin. The inhibitory concentration ($IC_{50}$) values of hexane fraction against L. monocytogenes, B. cereus, and B. subtilis were 62.5, 250 and 500 ppm, respectively. Therefore, these data suggest that S. lappa C.B. Clarke may be useful as antimicrobial agents against food-borne pathogens.

새로운 플라보노이드 유도체인 DA-6034에 대한 유전독성에 관한 연구 (Genotoxicity Studies of DA-6034, a New Flavonoid Derivative)

  • 강병철;권은아;이나래;안병옥;김원배;이상구;이국현;정진호;성명훈
    • Toxicological Research
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    • 제18권4호
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    • pp.349-354
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    • 2002
  • Inflammatory bowel disease (IBD) is a multifactorial disorder with unknown etiology and pathogenesis. Eupatilin, a kind of flavonoids, has been known to be effective for chronic diarrhea in Korea. In this study, we have investigated the genotoxicity of DA-6034, a new synthetic derivative of Eupatilin, wing in vitro and in viuo system such as Ames reverse mutation test, chromosomal aberration test and micronucleus test. in Ames reverse mutation test, DA-6034 treatment at the dose range up to 5,000 $\mu\textrm{g}$/ plate did not induced mutagenicity in Salmonella typhimurium TA98, TA100, TA102, TA1535, TA1537 with and without metabolic activation. Any significant aberration wasn't observed in chinese hamster lung(CHL) fibroblast cells treated with DA-6034 at the concentration of 5, 2.5, 1.25 mg/ml both in the absence and presence of metabolic activation system. In mouse micronucleus test, no significant increase in the occurrence of micronucleated polychromatic erythrocytes was observed in ICR male mice orally administered with DA-6034 of the doses of 2.0, 1.0, 0.5 g/kg. These results indicate that DA-6034 has no mutagenic potential under the condition in this study.