• Title/Summary/Keyword: benzopyran

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Phenolic constituents of Nelumbinis Semen and Their Tyrosinase Inhibitory Activity (연자육의 페놀성 성분 및 Tyrosinase 저해 활성)

  • Jeong, Ji Yeon;Mo, Eun Jin;Hwang, Bang Yeon;Lee, Mi Kyeong
    • Korean Journal of Pharmacognosy
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    • v.46 no.1
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    • pp.1-5
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    • 2015
  • In the course of screening tyrosinase inhibitory activity, EtOAc-soluble fraction of Nelumbinis Semen (Seeds of Nelumbo nucifera) showed significant inhibition. Further fractionation of the EtOAc-soluble fraction resulted in 12 compounds, which were identified as 4-(hydroxymethyl)phenol (1), tyrosol (2), 4-(hydroxymethyl)benzaldehyde (3), 4-hydroxybenzoic acid (4), 4-(2-methoxyvinyl)benzene-1,2-diol (5), 2,6-dihydroxybenzoic acid (6), (2R-trans)-2,3-dihydro-3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (7), (+)-catechin (8), elephantorrhizol (9), (+)-dehydrovomifoliol (10), (-)-boscialin (11) and uridine (12). Compounds 5 and 7 were first reported from this plant. Among the isolated compounds, compound 7 showed strong inhibition on tyrosinase activity with mixed mechanism of competitive and noncompetitive inhibition.

Chemical Constituents of the Fruiting Body of Xylaria polymorpha

  • Jang, Yun-Woo;Lee, In-Kyoung;Kim, Young-Sook;Seok, Soon-Ja;Yu, Seung-Hun;Yun, Bong-Sik
    • Mycobiology
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    • v.37 no.3
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    • pp.207-210
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    • 2009
  • Xylaria, belonging to the Ascomycotina, is known to produce diverse classes of bioactive substances. In an effort to identify the chemical constituents of the fruiting bodies of Xylaria polymorpha, linoleic acid (1), linoleic acid methyl ester (2), ergosterol (3), 4-acetyl-3,4-dihydro-6,8-dihydroxy-3-methoxy-5-methyl-1H-2-benzopyran-1-one (4), and 4-hydroxyscytalone (5) were isolated from its methanolic extract. Their structures were assigned on the basis of various spectroscopic studies.

Synthesis of Pyrimidines and Heteroannulated Pyrimidine Ring Systems (Pyrimidines과 pyrimidine의 헤테로고리의 합성)

  • Mohammed, F.K.;Badrey, M.G.
    • Journal of the Korean Chemical Society
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    • v.55 no.2
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    • pp.218-229
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    • 2011
  • We have involved the imine compound 1 in condensations with various nitrogenous reagents including hydrazine hydrate to construct differently substituted pyrimidines. One of the pyrimidines so obtained was further subjected to interactions with different reagents such as propionic acid, formic acid, ethyl chloroformate, acdetic anhydride, carbon disulphide, cyanogene bromide, triflauroacetic acid and ethyl chloroacetate which resulted in the formation of annulated heterocyclic systems as pairs of isomers in most cases as a result of Dimroth-type rearrangement.

The Crystal and Molecular Structure of $Imperatorin[C_{16}H_{14}O_4]$ ($Imperatorin[C_{16}H_{14}O_4]$의 결정 및 분자구조)

  • 김문진;신준철;이재혁;김대영;장성근;이윤배;이종수
    • Korean Journal of Crystallography
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    • v.9 no.2
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    • pp.114-119
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    • 1998
  • Imperatorin, 9-[(3-methyl-2-butenyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one의 분자 및 결정구조를 X-선 회절법으로 연구하였다. 이 결정의 분자식은 C16H14O4, 결정계는 삼사정계이고 공간군은 P이다. 단위포상수는 a=11.818(1) , b=11.906(1) , c=11.059(1) 이며, α=96.32(1)o, β=90.74(1)o, γ=64.88(1)o, V=13.993(2) 3, T=293 K, Z=4이다. 구조해석에 사용한 X-선은 CuKα선(λ=1.5418 )을 사용하였다. 구조는 직접법으로 풀었으며 최소자승법으로 정밀화하였다. 최종 신뢰도 R 값은 F0>4σ(F0)인 3951개의 독립회절데이타로 356개 파라메타에 대해 R=7.02%이다.

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A Novel Route to New Bis(benzopyrano) Fused Dihydropyridines Using Dry Media

  • Kidwai, Mazaahir;Rastogi, Shweta;Mohan, Richa
    • Bulletin of the Korean Chemical Society
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    • v.25 no.1
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    • pp.119-121
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    • 2004
  • A new and efficient synthesis of the novel bioactive bis(benzopyrano) fused dihydropyridines is described. The conventionally developed route is a two step multicomponent condensation reaction. This is latter modified by a one pot microwave (MW) assisted reaction using inorganic solid support via the arylidene derivative intermediate. With this environmentally benign approach, the reaction time is brought down from hours to minutes along with a yield enhancement. Furthermore, the role of different solid supports is studied and it is concluded that the acidic alumina is the best solid support for the present investigation.

Isolation and Structure Determination of Coumarin Derivatives from the Roots of Angelica dahurica

  • Kim, Ji-Yeon;Son, Jong-Keun;Song, Dong-Keun
    • Journal of Evidence-Based Herbal Medicine
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    • v.3 no.1
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    • pp.35-41
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    • 2010
  • From the roots of Angelica dahurica Bentham et Hooker (Umbelliferae), three known coumarin derivatives have been isolated and identified as 8-(2-hydroxy-3-methoxy-3-methylbutyloxy) psoralen, 5,8-di(2,3-dihydroxy-3-methylbutyloxy) psoralen, 9-[3-($\beta$-D-glucopyranosyloxy)-2-hydroxy-3-methylbutoxy]-7H-furo[3,2-g][1]benzopyran-7-one. This is the first report of the occurrence of these compounds in this plant. These three compounds were tested for activity in septic shock model. Among these compounds, 2 showed relatively strong preventive activity against septic shock.

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Aroma Characteristics of Pholiota adiposa (Geumbongi) with Different Drying Methods (건조방법에 따른 검은비늘버섯의 향기특성)

  • Yoon, Hyang-Sik;Oh, Eun-Hee;Joo, Seon-Jong;Kim, Ki-Sik;Jeong, Eun-Kyeong;Chang, Who-Bong;Kim, Sook-Jong
    • Korean Journal of Food Science and Technology
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    • v.36 no.4
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    • pp.553-557
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    • 2004
  • Aroma compounds in Pholiota adiposa were extracted by simultaneous distillation and extraction (SDE), and 41 compounds were identified by GC-MS, including eleven alcohols, eight aldehydes, four esters, four ketones, nine alkans, and five miscellaneous compounds. Major aroma compounds included hexanal (8.55%), n-heptaldehyde (13.02%), 2-pentyl furan (4.82%), benzeneacetaldehyde (3.34%), (E,Z)-2,4-decadienal (3.06%), and hexacosane(5.04%). Drying method was applied to aroma compounds of Pholiota adiposa extracted by solid phase microextraction and identified by GC-MS. As hot air-drying temperature increased, peak areas (%) of 2-phenylethanol and benzeneacetaldehyde decreased, whereas those of 2(5H)-furanone (0.16%), 2H-1-benzopyran-2-one (7.63%), 2-acetylpyrrole (5.49%), and 4-phenyl-pyridine (5.61%) increased significantly at $70^{\circ}C$.

Removal Characteristics of Synthetic Musk Compounds in Water by Ozone Treatment (오존처리에 의한 수중의 인공 사향물질 제거특성)

  • Seo, Chang-Dong;Son, Hee-Jong;Yoom, Hoon-Sik;Lee, Sang-Won;Ryu, Dong-Chun
    • Journal of Korean Society of Environmental Engineers
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    • v.34 no.2
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    • pp.73-78
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    • 2012
  • In this study, three different synthetic musk compounds (SMCs) in the Nakdong river water (raw water) and rapid sand filtered water were treated by $O_3$ process. The experimental results showed that the removal efficiency of musk ketone (MK) was lower than removal efficiency of AHTN (7-acetyl-1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene) and HHCB (1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[c]-2-benzopyran) for both the raw water and the rapid sand filtered water. And in general, the removal efficiencies of three SMCs in the raw water were lower than that in the sand filtered water. Under the $O_3$ dose of 0.5~10.0 mg/L, the removal rate constants (k) of three SMCs for the raw and sand filtered waters increased rapidly with the increased $O_3$ dose. In the case of drinking water treatment plants (DWTPs) which were selected pre- and post-$O_3$ processes (located in the downstream of Nakdong River), operation conditions of pre- and post-$O_3$ process were $0.5{\sim}2.0mg{\cdot}O_3/L$ (2~4 min) and $0.5{\sim}2.5mg{\cdot}O_3/L$ (6~8 min). Therefore, $O_3$ doses and contact times of same conditions with above were very difficult to remove SMCs in DWTPs.

Fragrance Chemicals in the Essential Oil of Mentha arvensis Reduce Levels of Mental Stress (박하(Mentha arvensis) 향료의 향기성분이 정신적 스트레스 완화에 미치는 효과)

  • Cho, Haeme;Sowndhararajan, Kandhasamy;Jung, Ji-Wook;Jhoo, Jin-Woo;Kim, Songmun
    • Journal of Life Science
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    • v.23 no.7
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    • pp.933-940
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    • 2013
  • The aim of this work was to determine the chemical composition of essential oil from aerial partsof Mentha arvensis L. f. piperascens (MAO) and to evaluate the effect of its fragrant chemicals on electroencephalographic (EEG) activity of human brain. The MAO was obtained by supercritical $CO_2$ extraction. The maximum yield was 2.38% at conditions of $70^{\circ}C$ and 200 bar. There were 32 volatile chemicals with 6 alcohols (67.11%), 13 hydrocarbons (17.05%), 9 esters (11.50%), 2 ketones (7.16%), 1 oxide (2.77%), and 1 aldehyde (0.56%). The major components were (Z,Z,Z)-9,12,15-octadecatrien-1-ol (50.06%), 2-hydroxy-4-methoxyacetophenone (7.50%), and 3,4-dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one (6.60%). Results of the EEG study showed that inhalation of MAO significantly changed the EEG power spectrum values of relative gamma, relative fast alpha, and spectral edge frequency 90%. During the inhalation of MAO, the value of relative fast alpha was significantly increased (p<0.05). On the other hand, the values of gamma and the spectral edge frequency 90% were significantly decreased (p<0.05). The present study suggests that fragrant chemicals of essential oil of M. arvensis reduce the level of mental stress and that they could be used in the treatment of psychophysiological disorders.

Evaluation of the antioxidant potential and enzyme activities in species of Rhus (옻나무류의 항산화력 및 항산화 효소 활성)

  • 정형진;김은희;이건주;정규영;임종국;유정민;심영은;박재호
    • Korean Journal of Plant Resources
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    • v.14 no.3
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    • pp.220-228
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    • 2001
  • Comparison of the antioxidant potential and enzyme activities of the extracts of Rhus showed considerable differences. The antioxidative activities of Rhus javanica were the highest of three species tried (7 $\mu\textrm{g}$/$m\ell$). The highest activities showed in fraction No.3 of 12 fractions by Sephadex LH-20 column chromatography and the antioxidative activity showed, in purified extract of each stem,1.5 $\mu\textrm{g}$/$m\ell$ (in Rhus verniciflua), 1.9 $\mu\textrm{g}$/$m\ell$ (in Rhus javanica) and 2.3 $\mu\textrm{g}$/$m\ell$ (in Rhus tricocarpa) respectively. These were identificated as phenolic compounds which are well known antioxidant compounds such as 2-propenoic acid (Caffeic acid), Benzoic acid (Gallic acid), 7-hydroxy- 6methoxy-2H-1-Benzopyran-2-one (Scopoletin). POD activities of stem were higher than leaf. Especially, POD activity in stem of Rhus javanica was 193 times higher than leaf. Rhus tricocarpa, however, showed very low POD activity. SOD activities of stem were higher than that of leaf in Rhus javanica and Rhus verniciflua but in Rhus tricocarpa, the activity of leaf was 25 times higher than that of stem.

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