• 한국미생물·생명공학회지
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• 제45권3호
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• pp.200-208
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• 2017

Actinobacteria are prolific producers of a large number of natural products with diverse biological activities. In the present study, an actinobacterium isolated from sunflower rhizosphere soil sample collected from Medak, Andhra Pradesh, South India was identified as Amycolatopsis thermoflava strain SFMA-103. A pigmented secondary metabolite in culture broth was extracted by using methanol and it was further purified by silica gel column chromatography with methanol-chloroform solvent system. Structural elucidation studies based on UV-visible, 1D and 2D-NMR, FT-IR, and mass spectroscopic analyses confirmed the structure as 1-methoxy-3-methyl-8-hydroxy-anthraquinone. It showed significant in vitro anticancer activity against lung cancer and lymphoblastic leukemia cells with $IC_{50}$ values of 10.3 and $16.98{\mu}M$, respectively. In addition, 1-methoxy-3-methyl-8-hydroxy-anthraquinone showed good free radical scavenging activity by DPPH method with an $EC_{50}$ of $18.2{\mu}g/ml$. It also showed other promising superoxide radical scavenging, nitric oxide radical scavenging and inhibition of lipid peroxidation activities. This is a first report of anti-proliferative and antioxidant activities of 1-methoxy-3-methyl-8-hydroxy-anthraquinone isolated from A. thermoflava strain SFMA-103 which may find potential application in biotechnological and pharmaceutical fields.

• Bulletin of the Korean Chemical Society
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• 제31권12호
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• pp.3617-3622
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• 2010

The reaction of stoichiometric amount of $FeCl_2{\cdot}4H_2O$, (2-pyridylmethyl, 3-pyridylmethyl)amine (2,3-pyma) and sodium azide/sodium thiocyanate in methanol under aerobic conditions affords the dinuclear Fe(III) complexes, [(2,3-pyma) $(N_3)_2Fe({\mu}-OCH_3)_2Fe(N_3)_2$(2,3-pyma)]${\cdot}CH_3OH$ (1) and [(2,3-pyma)$(NCS)_2Fe({\mu}-OCH_3)_2Fe(NCS)_2$(2,3-pyma)] (2) in good yield. Two bis-methoxy-bridged diiron(III) complexes are isolated and characterized. The coordination geometries around iron(III) ions in 1 and 2 are the same tetragonally distorted octahedron. The iron(III) ions are coordinated by two nitrogens of a 2,3-pyma, two nitrogens of two azide/thiocyanate ions, and two oxygens of two methoxy groups. Both compounds are isomorphous. The structures of 1 and 2 display the C-$H{\cdots}\pi$ and/or $\pi-\pi$ stacking interactions as well as hydrogen bonding interactions, respectively. Compounds 1 and 2 show significant antiferromagnetic couplings through the bridged methoxy groups between the iron(III) ions in the temperature range from 5 to 300 K ($H=-2JS_1{\cdot}S_2$, J=-19.1 and $-13.9\;cm^{-1}$ for 1 and 2).

• Archives of Pharmacal Research
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• 제18권6호
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• pp.440-448
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• 1995

Fitty two flavones were synthesized from polyoxygenated dibenzoylmethanes which were obtained by a modified Baker-Venkatarman rearrangement, of 2-benzoyl oxyacetophenones. The following flavones among them showed good cytotoxic activities against L1210 and HL60 cells ; 2'-benzoyloxy-5,7-dimethoxyflavone $(8.2{\mu}g/ml,{\;}5.0 {\mu}g/ml)$, 2'-benzyloxy-5,7,8-trimethoxyflavone $(5,9 {\mu}g/ml,{\;}11.0{\mu}g/ml,{\;}2.7{\mu}g/ml)$, 2'-hydroxy-5,7,8-trimethoxyflavone $(9.8{\mu}/ml,{\;}6.2{\mu}g/ml)$, 2'-benzyloxy-5-hydroxyflavone $(5.2 {\mu}g/ml,{\;}3.6{\mu}g/ml)$, and 5,2'-dihydroxyflavone $(5.1{\mu}g/ml,{\;}4.0{\mu}g/ml)$. Presence of 5-methoxy group potentiated the cytotoxic activity, while the existence of 7-methoxy group decreased the activity. 5-Hydroxy or methoxy activates 4-carbonyl group, while 7-methoxy group deactivates the acrbonyl group. From these observation it was concluded that the activation of carbonyl group at C-4 of a flavone is important for the enahncement of the cytotoxic activity. The presence of both 5-hydroxy and 2-benzyloxy-or 2-hydroxy group enhanced the antitumor activity; 2'-benzyloxy-5-hydroxy-7-methoxyflaone 9T/C=144%), 5.2'-dihydroxy-7-methoxyflavone (T/C=132%) and 5,2'-dihydroxy-6,78,6' trtramethoxyflvone (T/C = 172%) 2'hexanolytion of 5,2'-dihydroxy-flavones did not improve the natitumor activity; 2' hexanoyloxy-5-hydroxy-7-methoxyflavone showed T/C = 132%, about the same as that of 5,2'-dihydroxy-7-methoxyflvone (T/C=130%)

• 한국안전학회지
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• 제28권2호
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• pp.37-41
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• 2013

In this work, we report the effect on the volatole organic compounds(VOCs) sensing properties of Copper phthalocyanine(CoPc) and Dilithium phthalocyanine(DiLiPc) thin films onto alumina substrates. Use evaporation method and the spin-coated method for sensing device. The materials of metallophthalocyanine macrocyclic compound solutions blended with N,N'-diphenyl-N,N'-bis(1-naphthyl)-1,1'-biphenyl-4,4"-diamine and/or Poly[2-methoxy-5-(2'-ethylhexyloxy)-1,4-phenylenevinylene] solutions. The influence of the blended in with metallophthalocyanine macrocyclic compounds on the resistance have been measured and analyzed in five different volatole organic compounds. The following results were obtained: The AFM 3D image of thin films deposited on metallophthalocyanine macrocyclic compound shows that the surfaces roughness were about CuPc 4.1~14.3 nm(7.5~8.1%), DiLiPc 10.3~22.2 nm(7.9~11.5%). The resistances decreases upon increasing the concentration of vapor organic compounds to CuPc and DiLiPc thin films. That thin films blended Copper phthalocyanine(CoPc) and Dilithium phthalocyanine(DiLiPc) with N,N'-diphenyl-N,N'-bis(1-naphthyl)-1,1'-biphenyl-4,4"-diamine and/or Poly[2-methoxy--5-(2'-ethylhexyloxy)-1,4-phenylenevinylene]. The resistances of blended thin films with N,N'-diphenyl-N,N'-bis(1-naphthyl)-1,1'-biphenyl-4,4"-diamine and/or Poly[2-methoxy--5-(2'-ethylhexyloxy)-1,4-phenylenevinylene] decreases upon increasing the concentration of volatole organic compounds(VOCs) on DiLiPc than CuPc compound thin films.

• 분석과학
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• 제36권1호
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• pp.1-11
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• 2023

A new, sensitive, and reliable flow injection methodology was investigated for the determination of lead ion (II) in vegetables' samples using a laboratory-prepared reagent 2-[(6-methoxy-2-benzothiazoly)azo]-4-methoxy phenol (6-MBTAMP). Infrared spectroscopy, UV-visible spectrophotometry, Energy dispersive X-ray spectroscopy (EDX), Elemental Analysis (CHN), nuclear magnetic resonance spectroscopy ¹HNMR, and ¹³CNMR techniques were used to characterize the reagent and lead (II) complex. The method is based on lead ion (II) reacting with the reagent (6-MBTAMP) in a neutral solution to produce a green-red complex with a maximum absorbance at 670 nm. The optimum conditions, such as flow rate, lead ion (II) volume, reagent volume, medium pH, reagent concentration, and reaction coil length were thoroughly examined. The limits of detection (LOD) and quantification (LOQ) were determined to be 0.621 mg·L^-1 and 2.069 mg·L^-1 , respectively, while Sandell's sensitivity was determined to be 0.345 ㎍·cm^-2.

• Bulletin of the Korean Chemical Society
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• 제26권6호
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• pp.913-915
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• 2005

The three new lignans 1-3 were isolated from the methanol extracts of the flower buds of Magnolia fargesii. They were elucidated as (7S,8R)-1-(3,4-dimethoxyphenyl)-2-O-(2-methoxy-4-omegahydroxypropylphenyl) propane-1,3-diol, (7S,8S)-1-(4-hydroxy-3-methoxyphenyl)-2-O-(6-hydroxy-2-methoxy-4-omegahydroxypropylphenyl) propane-1,3-diol, and [tetrahydro-4-hydroxy-2-(3,4,5-trimethoxyphenyl)furan-3-yl]methyl 3,4-dimethoxy benzoate by spectral analysis.

• 한국식품영양과학회지
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• 제23권2호
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• pp.232-237
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• 1994

건조 고추를 100mesh의 입자이하로 분쇄하여 먼저 감압증류시켜 정유성분을 추출하고, 다시 3배량의 ethyl alcohol을 가하여 $25^{\circ}C$에서 3시간 동안 진탕 추출후 여과, 농축시켜 정유성분을 합하였다. 여기에 같은양의 물과 유화제를 첨가하여 유화시킨 고추 oleoresin을 고온에서 가열조리 중 일어나는 휘발성성분 및 capsaicin의 변화를 검토하였다. 고추 및 고추 oleoresin-의 휘발성 성분은 119성분이 분리되어 그중 35성분이 동정되었다. 2-methoxy-phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-phenol, 1,4-dimethylbenzene, 1,2-benzenedicarboxylic acid, 2-methoxy-4-methylphenol, 4-ethyl-2-methoxy-pheonl 및 5-methyl-2-furancarboxaldehyde 등이 주요 향기 성분이었으며, 시료로부터 oleoresin으로의 이행율은 저분자에서의 휘발성성분의 경우는 매우 낮았다. 온도 100^{\circ}C$에서 3시간 가열조리 후 휘발성 성분은 93성분이 분리되었고 $150^{\circ}C$ 가열조리의 경우는 82성분만 분리되었다. 가열조리 중 휘발성 성분의 소실은 극심하였으며 가열온도가 높을수록 더욱 심하였다. 100^{\circ}C$에서 가열한 경우 상당량이 가열조리 중 소실되었으며 잔존율은 각각의 휘발성 성부넹 크게 달랐다. 특히 nonanoic acid, 2-(1,1-dimethylethyl)-phenol, pentadecane, 1,2-benzenedic-arboxylic acid 등은 70% 이상의 높은 잔존율을 보였고, 1-methyl-1H-pyrrole, 1-(2-furanyl)-ethanone, 2,4-dimethyl-pheonl, d-fenchyl alcohol 및 4-ethyl-2-methoxy-phenol 성분은 검출되지 않았다. 또한 $150^{\circ}C$에서 가열시킨 고추 oleoresin의 휘발성 성분은 $100^{\circ}C$ 보다도 상대적인 잔존율이 더욱 낮았다. Nonanoic acid와 1,2-benzenedicarboxylic acid만 70% 이상의 잔존율을 보였고, 30% 이하의 잔존율을 나타낸 성분으로서는 2-furancarboxaldehyde, 5-methyl-2-furancarboxdldehyde, 1,4-dimethylbenzene, 2,3-diethyl-2-cyclopenten-1-one, 1H-indole 및 9,12-octadecadienoic acid였다. 그리고 $100^{\circ}C$ 가열에서의 미검출성분과 흔적량을 보이던 2-methyl-2=cyclopenten 및 octanoic acid은 검출되지 않았다. 가열조리 중 capsaicin은 비교적 열에 안정하여 대기하의 $100^{\circ}C\;및\;150^{\circ}C$에서 5시간 가열조리 후 잔존율은 각각 84.7% 및 73.3%였고, 질소가스 통기하에서는 잔존율이 88.9% 및 81.8%로 더욱 안정하였다.

• 동의생리병리학회지
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• 제23권3호
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• pp.704-709
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• 2009

The emergence of methicillin-resistant of Staphylococcus aureus (MRSA) and vancomycin-resistant enterococci (VRE) has led to an urgent need for the discovery and development of new antibacterial agents. As part of an ongoing investigation into the antibacterial properties of the natural products, (2S)-7,4'-dihydroxy-5-methoxy-8-(${\gamma}$, ${\gamma}$-dimethylally)-f1avanone (2S-DMDF), isolated from the roots of Sophora flavescens, was found to be antibacterial active MRSA and VRE. Sophora flavescens has been used as antibacterial, antiviral, antiprotozoal, anti-inflammatory. Therefore, this study investigated the antibacterial activity of 2S-DMDF against all the bacterial strains tested. In this result, at the end point of an optically clear well, the minimum inhibitory concentrations (MICs) ranged from 0.97 to 15.6 mg/ml for 2S-DMDF, from 125 to 256 mg/ml for ampicillin, and from 64 to 512 mg/ml for gentamicin with MRSA, also, 7.8 to 15.6 mg/ml for 2S-DMDF, from 125 to 256 mg/ml for ampicillin, and from 512 to 1024< mg/ml for vacomicin with VRE. These findings indicated that the application of the tested 2S-DMDF alone might prove useful in the control and treatment of MRSA and VRE infections.

• Bulletin of the Korean Chemical Society
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• 제9권3호
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• pp.176-179
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• 1988

3-Methoxy-4-cyano-2,9-dioxabicyclo[4.3.0]non-3-e ne (1) was prepared by (4 + 2) cycloaddition reaction of methyl ${\alpha}$-cyanoacrylate with 2,3-dihydrofuran. Compound 1 was ring-open polymerized by cationic catalyst such as boron trifluoride etherate to obtain alternating head-to-head (H-H) copolymer (2) of methyl $\alpha$ -cyanoacrylate and 2,3-dihydrofuran. For comparison, head-to-tail (H-T) copolymer (3) was also prepared by free radical copolymerization of the corresponding monomers. The H-H copolymer exhibited minor differences in its $^1H$-NMR and IR spectra, but in the $^{13}C$-NMR spectra significant differences were observed between the H-H and H-T copolymers. All of the H-H and H-T copolymers were soluble in common solvents and the inherent viscosities were in the range 0.2-0.3 dl/g.

• Bulletin of the Korean Chemical Society
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• 제14권1호
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• pp.43-47
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• 1993

Poly(2-cyano-5-methoxy-1,4-phenylenevinylene), PCMPV and a series of PPV copolymers containing 2-cyano-5-methoxy-1,4-phenylenevinylene (CMPV) units were prepared via the water-soluble precursor method. They were obtained in films form and were easily doped with $FeCl_3$. Doping of undrawn and drawn films of PCMPV homopolymer with $FeCl_3$ led to conductivity of $10^{-5}-10^{-4}\;Scm^{-1}$. Conductivity of $FeCl_3$-doped copolymer films ranged from $10^{-3}$ 4.0 Scm$^{-1}$ depending on composition. As the content of CMPV units in the copolymer increased further, the electrical conductivity steadly decreased. Electronic effect by the CN substituent and morphological changes brought by copolymerization appear to interplay intricately resulting in the observation of a maximum conducting composition.