• Bulletin of the Korean Chemical Society
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• 제5권6호
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• pp.219-223
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• 1984

The 8-methoxypsoralen$<^{4',5'}_{5',6}>$ thymidine monoadducts are isolated from the irradiation mixture of 8-methoxypsoralen and thymidine in a dry film state by a flash column followed by lobar column chromatography. Some physical properties of the adducts were determined. The fluorescence maximum and quantum yield of the monoadduct are dependent on the solvent polarity and the phosphorescence to fluorescence quantum yield ratio was 2.10 which was significantly increased by external heavy atoms. The phosphorescence lifetime was 1.2s which is relatively large compared to other coumarin derivatives. Accurate spectral data of the monoadducts are presented.

• 통합자연과학논문집
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• 제9권4호
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• pp.268-274
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• 2016

Filariasis causing nematode Brugia malayi is shown to harbor wolbachia bacteria as symbionts. The sequenced genome of the wolbachia endosymbiont from B.malayi (wBm) offers an unprecedented opportunity to identify new wolbachia drug targets. Hence the enzyme carbonic anhydrase from wolbachia endosymbiont of Brugia malayi (wBm) which is responsible for the reversible interconversion of carbon dioxide and water to bicarbonate and protons (or vice versa) is chosen as the drug target for filariasis. This enzyme is thought to play critical functions in bacteria by involving in various steps of their life cycle which are important for survival, The 3D structure of wBm carbonic anhydrase is predicted by selecting a suitable template using the similarity search tool, BLAST. The BLAST results shows a hexapeptide transferase family protein from Anaplasma phagocytophilum (PDB ID: 3IXC) having 77% similarity and 54% identity with wBm carbonic anhydrase. Hence the above enzyme is chosen as the template and the 3D structure of carbonic anhydrase is predicted by the tool Modeller9v7. Since the three dimensional structure of carbonic anhydrase from wolbachia endosymbiont of Brugia malayi has not yet solved, attempts were made to predict this protein. The predicted structure is validated and also molecular docking studies are carried out with the suitable inhibitors that have been solved experimentally.

• Natural Product Sciences
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• 제23권3호
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• pp.213-216
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• 2017

Activity-guided isolation of Heracleum moellendorffii roots led to four coumarin derivatives as acetylcholinesterase inhibitors. The structures of these isolates were characterized by spectroscopic method to be angelicin (1), isobergapten (2), pimpinellin (3), and (3S, 4R)-3, 4-epoxypimpinellin (4). All the isolated compounds 1, 2, 3, and 4 showed moderate inhibition activities against acetylcholinesterase with the $IC_{50}$ values of 10.2, 18.1, 21.5 and $22.9{\mu}M$, respectively. (3S, 4R)-3, 4-Epoxypimpinellin (4) was newly isolated from the plant source.

• Bulletin of the Korean Chemical Society
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• 제31권12호
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• pp.3611-3616
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• 2010

Five new 4- or 8-substituted-7-hydroxycoumarin derivatives (1-5) were synthesized as fluorescent sensors for metal ions. Fluorescent changes and selectivity for metal ions were compared based on the introduction of different ligands and/or testing with different substitution positions of 7-hydroxycoumarin in aqueous solution. Especially, probes 2, 3 and 5 displayed large fluorescence enhancements with $Zn^{2+}$ and $Cd^{2+}$. Probes 2 and 3 showed moderate selectivity for $Zn^{2+}$ over $Cd^{2+}$. On the other hand, probe 4 showed large fluorescence quenching effects upon the addition of $Ag^+$ and $Hg^{2+}$.

• Journal of Applied Biological Chemistry
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• 제63권1호
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• pp.29-33
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• 2020

한약재의 불법 유통을 방지하기 위해 신속 정확한 원산지 판별방법 개발이 필요함에 따라 TDU-GC/MS를 이용하여 한국품종 당귀와 외국품종 당귀를 판별함과 동시에 한국품종 당귀의 재배지가 한국인지를 판별할 수 있는 기법을 연구하였다. 당귀추출물을 열탈착 시킨 후 냉각응축시스템에서 응축시켜 일시에 GC/MS로 분석한 결과 국산 품종 당귀(참당귀)는 TIC의 RT 26.9-27.2에서 coumarin 유도체인 decursin과 decursinol peak가 확인되었다. 중국 품종 당귀(중당귀)의 경우 RT 17.2 부근에서 ligustilide의 peak가 검출되었다. 국산 품종 참당귀 원산지에 따른 휘발성분의 차이를 알아보기 위하여 twister로 흡착하여 TDU-GC/MS로 m/z 40-400 amu 범위에서 mass spectrum을 측정하였다. 참당귀의 국내 및 중국 재배 시료 TIC는 전반적으로 같은 경향을 냈으나 TIC를 부분 scan한 결과 RT 15.4-16.1에서 국내 및 중국 재배의 peak pattern 차이를 확인할 수 있었다. Peak A (RT 15.54)과 B (RT 16.05)의 비율은 국내 재배는 0.0-0.2, 중국 재배의 경우 0.5-2.8으로서 TDU-GC/MS의 TIC peak pattern 비교를 통한 원산지 판별 가능성을 확인하였다.

• 대한화학회지
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• 제52권3호
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• pp.249-256
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• 2008

3-Acetyl/Formyl 4-hydroxy-2H(1)-benzopyran-2-one를 malonitrile와 ethyl cyanoacetate로 처리하여 각각 1,1-dicyano-2-[4/-hydroxy-2/H(1)-benzopyran-2/-one-3/-yl] ethene/propene 2a-h와 ethyl-2-cyano-3-[4/-hydroxy-2/H (1)-benzopyran-2/-one-3/-yl] propenoate/butenoate 3a-h를 얻었다. NaN3와 2a-h의 1.3 dipolar 반응에서 4a-h인 tetrazole유도체를 얻었다. 3a-h는 PPA를 이용한 고리화 반응으로 3-cyano-2H,5H-pyrano [3, 2-c] benzopyran-2,5-diones 5a-h를 얻었다. 5a-h는 NaN3와1.3 dipolar 반응으로 -(1/H-tetrazol-5/-yl)-2H,5H-pyrano[3, 2-c] benzopyran-2,5-diones 6a-h얻었다. 화합물의 구조는 스펙트럼과 자료 분석을 기초로 입증했다.모든 화합물은 항균 활성을 검사하였고 의미있는 항균성을 가짐을 밝혔다. 2h화합물과 4h 화합물은 50 킽/mL에서 활성을 보였다

• Asian Pacific Journal of Cancer Prevention
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• 제14권6호
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• pp.3909-3919
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• 2013

The aim of the present investigation was to evaluate the effect of A ferruginea extract on Dalton's lymphoma ascites (DLA) induced tumours in BALB/c mice. Experimental animals received A ferruginea extract (10 mg/kg.b.wt) intraperitoneally for 14 consecutive days after DLA tumor challenge. Treatment with extract significantly increased the life span, total white blood cell (WBC) count and haemoglobin (Hb) content and decreased the level of serum aspartate transaminase (AST), alanine transaminase (ALT), alkaline phosphatase (ALP), gamma glutamyl transferase (${\gamma}$-GT) and nitric oxide (NO) in DLA bearing ascites tumor models. In addition, administration of extract significantly decreased the tumour volume and body weight in a DLA bearing solid tumor model. The levels of pro-inflammatory cytokines such as tumor necrosis factor-alpha (TNF-${\alpha}$), interleukin-1 beta (IL-$1{\beta}$), interleukin-6 (IL-6) and granulocyte monocyte-colony stimulating factor (GM-CSF), as well as pro-angiogenic growth factors such as vascular endothelial growth factor (VEGF) and inducible nitric oxide synthase (iNOS) were elevated in solid tumour controls, but significantly reduced by A ferruginea administration. On the other hand, the extract stimulated the production of interleukin-2 (IL-2) and interferon-gamma (IFN-${\gamma}$) in animals with DLA induced solid tumours. Increase in $CD4^+$ T-cell population suggested strong immunostimulant activity for this extract. GC/MS and LC/MS analysis showed quinone, quinoline, imidazolidine, pyrrolidine, cyclopentenone, thiazole, pyrazole, catechin and coumarin derivatives as major compounds present in the A ferruginea methanolic extract. Thus, the outcome of the present study suggests that A ferruginea extract has immunomodulatory and tumor inhibitory activities and has the potential to be developed as a natural anticancer agent.

• 대한임상독성학회지
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• 제15권2호
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• pp.107-115
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• 2017

Purpose: Glehnia littoralis has been used to treat ischemic stroke, phlegm, cough, systemic paralysis, antipyretics and neuralgia. The pharmacological mechanisms of Glehnia littoralis include calcium channel block, coumarin derivatives, anticoagulation, anti-convulsive effect, as well as anti-oxidant and anti-inflammatory effects. Alpha-amanitin (${\alpha}$-amanitin) is a major toxin from extremely poisonous Amanita fungi. Oxidative stress, which may contribute to severe hepatotoxicity was induced by ${\alpha}$-amanitin. The aim of this study was to investigate whether Glehnia littoralis ethyl acetate extract (GLEA) has the protective antioxidant effects on ${\alpha}$-amanitin -induced hepatotoxicity. Methods: Human hepatoma cell line HepG2 cells were pretreated in the presence or absence of GLEA (50, 100 and $200{\mu}g/ml$) for 4 hours, then exposed to $60{\mu}mol/L$ of${\alpha}$-amanitin for an additional 4 hours. Cell viability was evaluated using the MTT method. AST, ALT, and LDH production in a culture medium and intracellular MDA, GSH, and SOD levels were determined. Results: GLEA (50, 100 and $200{\mu}g/ml$) significantly increased the relative cell viability by 7.11, 9.87, and 14.39%, respectively, and reduced the level of ALT by 10.39%, 34.27%, and 52.14%, AST by 9.89%, 15.16%, and 32.84%, as well as LDH by 15.86%, 22.98%, and 24.32% in culture medium, respectively. GLEA could also remarkably decrease the level of MDA and increase the content of GSH and SOD in the HepG2 cells. Conclusion: In the in vitro model, Glehnia littoralis was effective in limiting hepatic injury after ${\alpha}$-amanitin poisoning. Its antioxidant effect is attenuated by antidotal therapy.

• Journal of Applied Biological Chemistry
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• 제65권1호
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• pp.33-41
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• 2022

Esculetin (also known as 6, 7-dihydroxycoumarin) a type of coumarin, has been exhibited anti-inflammatory and anti-aging effects. Biorenovation is the microbe-mediated enhancement of biological efficacies and structurally diversified compounds relative to their substrate compounds. The production of different kinds of esculetin derivatives using Bacillus sp. JD3-7 and their effects on lipopolysaccharide (LPS)-triggered inflammatory response in RAW 26.7 cells were assessed. One of the biorenovation products, identified as esculetin 6-O-phosphate (ESP), at concentrations of 1.25, 2.5, and 5 μM inhibited the LPS-stimulated production of inflammation markers of nitric oxide synthase 2 and cyclooxygenase 2 as well as their respective enzymatic reaction products of nitric oxide and prostaglandin E2 in the order of increasing concentrations (1.25, 2.5, and 5 μM). Additionally, ESP treatment suppressed the LPS-stimulated secretion of pro-inflammatory cytokines of interleukin (IL)-1β, IL-6, and tumor necrosis factor- α. Furthermore, these anti-inflammatory effect of ESP was associated with the downregulation of mitogen-activated protein kinase signaling, that is, extracellular signal-regulated kinase, c-Jun NH2-terminal kinase, and p38 mitogen-activated protein kinase signaling pathways. This study would therefore provide interesting insights into the biorenovation-assisted generation of a novel anti-inflammatory compound. ESP may be used to develop treatments for inflammatory disorders.

• KSBB Journal
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• 제18권3호
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• pp.174-179
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• 2003

폐광지역으로부터 quinoline (2,3-benzopyridine)을 유일한 탄소원, 질소원, 그리고 에너지원으로 이용하는 세균 NFQ-1을 농화 배양기법을 통하여 분리하였다. 분리된 세균은 그람음성의 간균으로서 BIOLOG 시험을 통하여 Pseudomonas nitroreducens로 동정되었으며, 본 연구에서는 Pseudomonas sp. NFQ-1으로 명명하였다. Quinoline의 분해는 호기적 조건하의 B-배지에서 Pseudomonas sp. NFQ-1를 이용하여 실시되었다. 균주 NFQ-1 세균은 2.5 mM quinoline을 9시간 이내 완전히 분해하였다. 배양기간 동안 quinoline 분해의 중간대사산물인 2-hydroxyquinoline이 일시적으로 생성되었다가 배양기간 후반부에 사라졌다. 배양의 초기 pH 8.0은 6.8로 감소하다가 배양이 진행됨에 따라 7.0이 되었다. 대상 기질로서 quinoline의 농도가 증가함에 따라 생장곡선에서 유도기가 길어졌으며, 고농도의 quinoline (＞15 mM)은 주어진 조건에서 균주의 생장과 quinoline의 분해를 억제하였다. 부가 질소원으로 7.6 mM $(\textrm{NH}_{4})_{2}\textrm{SO}_{4}$의 첨가조건하에서 Pseudomonas sp. NFQ-1은 2-hydroxyquinoline, p-coumaric acid, benzoic acid, p-cresol, p-hydroxybenzoate, protocatechuic acid, catechol 등의 다양한 화합물을 이용할 수 있었으나 일부 화합물들 (예, 6-hydroxyquinoline, 8-hydroxyquinoline, coumarin, indoline, pyridine, lepidine, quinaldine, 4-bydroxycournarin, benzene, salicylic acid, phenol, phthalate)은 탄소원으로 이용되지 못하였다. euinoline의 분해경로를 규명하기 위하여 catechol dioxygenases의 specific activity를 결정하였다. 그 값은 catechol 1,2-dioxygenase에서 약 184.7 U/mg, 그리고 catechol 1,2-dioxygenase에서 약 33.19 U/mg이었다. 그 결과 균주 NFQ-1은 quinoline를 분해하기 위하여 주로 ortho-분해경로를, 그리고 부분적으로 meta-분해경로를 이용하는 것을 보여주었다.