• Title/Summary/Keyword: Chalcone

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Nucleophilic Addition Reaction of Thioglycolic acid to 2-Fluorenylidene chalcone Derivatives (2-Fluorenylidene chalcone유도체에 대한 Thioglycolic acid의 친핵성 첨가 반응에 관한 연구)

  • Lee, Ki-Chang;Lee, Kwang-Il;Hwang, Yong-Hyun;Ryu, Jung-Wook;Yoon, Cheol-Hun
    • Journal of the Korean Applied Science and Technology
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    • v.13 no.1
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    • pp.107-113
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    • 1996
  • Fluorenylidene chalcone derivatives were synthesized by condensation. The structure of these compounds were ascertained by means of UV, melting point, IR and $^1H-NMR$ spectra. The nucleophilic addition reaction kinetics of Thioglycolic acid to fluorenylidene chalcone was investigate by UV in 20% $dioxane-H_2O$ at $25^{\circ}C$. The rate equation which were applied over a wide $pH1.0{\sim}13.0$ range. On the basis of general base catalysis and confirmation of addition reaction product, the nucleophilic addtion reaction kinetics of thioglycolic acid to fluorenylidene chalcone were measured by the pH change. From the result of the above caption, a plausible nucleophilic addition reaction mechanism of thioglycolic acid to fluorenylidene chalcone was proposed. These compounds may be used as the starting materials for the preparation of the engineering plastics or the germicide.

Analysis of Chalcone Synthase and Flavanone 3-Hydroxylase Activity in Lilium Cultivars (Lilium품종의 Chalcone Synthase와 Flavanone 3-Hydroxylase 효소학적 분석)

  • Yu, Sun-Nam
    • Korean Journal of Breeding Science
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    • v.40 no.4
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    • pp.422-429
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    • 2008
  • In this work, we analyzed the activity of control enzymes of flower color biosynthesis, chalcone synthase (CHS) and flavanone 3-hydroxylase (FHT) using biochemical and enzymological methods in Lilium longiflorum and 11 Lilium cultivars. The results obtained are as follows ; Naringenin (NAR) was synthesized in all Lilium cultivars tested by the catalytic activity of CHS which used malonyl-CoA and 4-coumaryol-CoA as substrates. Substrate-specific activity of CHS was observed because eridictiol (ERI), which uses caffeoyl-CoA as a substrate, was not detected in tested cultivars. In next step, dihydroflavone product was synthesized by FHT using flavanones as a substrate. FHT synthesized dihydrokaempferol (DHK) by using NAR as substrates. A remarkable activity of FHT was observed in other 11 cultivars.

Development of $LTD_4$ antagonists using QSAR (구조-활성간 연구를 통한 LTD4 antagonists의 개발)

  • Oh, Min-A;Koh, Dong-Soo;Park, Kwan-Ha;Lee, Seung-Ho;Lee, Hye-Seung;Lim, Yoong-Ho
    • Applied Biological Chemistry
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    • v.41 no.6
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    • pp.477-482
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    • 1998
  • In order to discover new Leukotriene $D_4$ antagonists, Quantitative Structure-Activity Relationships (QSAR) were applied based on the known data. A series of chalcone derivatives were selected for the training set. A candidate was predicted using QSAR and synthesized, and its biological activity was tested.

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Photochemical Transformation of Chalcone Derivatives

  • Shin, Dong-Myung;Song, Dong-Mee;Jung, Kyoung-Hoon;Moon, Ji-Hye
    • Journal of Photoscience
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    • v.8 no.1
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    • pp.9-12
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    • 2001
  • The photoisomerization behavior of benzylideneacetophenones, known as chalcones, was studied. We synthesized the chalcone derivatives that have ether groups at 4 and 4' positions. Due to the electron donating ability of the ether oxygen, the bond order of the single bond between two phenyl ring of the chalcone strengthened, which eventually increased the rotational barrier of the single bond. The rotational barrier of the single bond is about 20-22 kcal/mole. Thermal recovery of this process took about 1 min. The UV-visible spectra of these chromophores exhibit two characteristic absorption peaks at 276 nm and 340 nm. The relative intensity of the peaks varies depending on the alkyl chain length of the substituent. Photo-irradiation with the 365 nm light monotonously decreases the 340 nm peak. However, the photo-irradiation with 254 nm light induce two competing processes and produced rather complicated absorption profile.

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Antifungal Activity of 2-Hydroxy 4,4'6'Trimethoxy Chalcone

  • Mishra, P.K.;Sarma, B.K.;Singhai, P.K.;Singh, U.P.
    • Mycobiology
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    • v.35 no.2
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    • pp.72-75
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    • 2007
  • Antifungal activity of 2-hydroxy 4,4'6'trimethoxy chalcone individually was tested against spore germination of ten fungi of different genera. Efficacy of the chemical was also tested against conidial germination and other growth parameters of Erysiphe pisi on excised pea leaves. 2-Hydroxy 4,4'6'trimethoxy chalcone inhibited spore germination at all the concentrations. Maximum inhibition was observed at 2000 ppm where more than 78 per cent inhibition of spore germination was observed in Ustilago cynodontis, Alternaria brassicicola, A. solani and Aspergillus flavus. It also reduced conidial germination of E. pisi significantly, when applied as pre-inoculation treatment.

Study on generation of pretilt angle using a methacrylic copolymers having cholconyl and cholesteryl groups. (Chalconyl과 Cholesteryl group을 가진 methacryl계 공중합체를 이용한 프리틸트 발생에 관한 연구)

  • 황정연;서대식
    • Journal of the Korean Institute of Electrical and Electronic Material Engineers
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    • v.13 no.7
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    • pp.625-629
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    • 2000
  • We synthesized a new copoly (PM4Ch-ChMA) copoly(poly(4-methacryloyloxy) chalcone-cholesteryl methacrylate) having chalconyl and cholesteryl moiety for homeotropic liquid crystal(LC) alignment. Pretilt angles of nematic(N) LC generated by linearly polarized UV exposure on the copolymer surfaces were investigated. Good thermal stabilities of the synthesized copolymer were obtained by TGA (Thermogravimetric Analysis) measurement. Pretilt angles of the NLC decreased with increasing UV exposure time on the copolymer surfaces. We consider that the pretilt angle of the NLC is attributed to increased chalcone by increased UV exposure time. High pretilt angle of the NLC is attributed to increased chalcone by increased UV exposure time. High pretilt angle of 81$^{\circ}$was observed after the UV exposure for 3 min.

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Expression of a Functional Type-I Chalcone Isomerase Gene Is Localized to the Infected Cells of Root Nodules of Elaeagnus umbellata

  • Kim, Ho Bang;Bae, Ju Hee;Lim, Jung Dae;Yu, Chang Yeon;An, Chung Sun
    • Molecules and Cells
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    • v.23 no.3
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    • pp.405-409
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    • 2007
  • A putative type-I chalcone isomerase (CHI) cDNA clone EuNOD-CHI was previously isolated from the root nodule of Elaeagnus umbellata [Kim et al. (2003)]. To see if it encodes a functional CHI, we ectopically overexpressed it in the Arabidopsis (Arabidopsis thaliana) transparent testa 5 (tt5) mutant, which is defective in naringenin production and has yellow seeds due to proanthocyanidin deficiency. Ectopic overexpression of EuNOD-CHI resulted in recovery of normal seed coat color. Naringenin produced by CHI from naringenin chalcone was detected in the transgenic lines like in the wild-type, whereas it was absent from the tt5 mutant. We conclude that EuNOD-CHI encodes a functional type-I CHI. In situ hybridization revealed that EuNOD-CHI expression is localized to the infected cells of the fixation zone in root nodules.

Chalcones-Sulphonamide Hybrids: Synthesis, Characterization and Anticancer Evaluation

  • Khanusiya, Mahammadali;Gadhawala, Zakirhusen
    • Journal of the Korean Chemical Society
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    • v.63 no.2
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    • pp.85-93
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    • 2019
  • A panel of chalcone-sulphonamide hybrids has been designed by tethering appropriate sulphonamide scaffold with substituted chalcones as a multi-target drug for anticancer screening. Chalcones were prepared by Claisen-Schmidt condensation reaction of a substituted aldehyde with para aminoacetophenone. All the synthesized compounds were evaluated against selected five cancer cell lines, MCF-7 (Breast cancer), DU-145 (Human prostate Carcinoma), HCT-15 (Colon cancer), NCIH-522 (stage 2, adenocarcinoma; non-small cell lung cancer) and HT-3 (Human cervical cancer). Most of the synthesized chalcone-sulphonamide hybrids showed amended cytotoxic activity against various cancer cell lines which may be attributed to the linkage of sulphonamide with chalcone skeleton. The synthesized compounds were characterized by FT-IR, $^1H$ NMR, $^{13}C$ NMR and HR-LCMS and spectral study assert the structures of synthesized sulphonamide-chalcone hybrids.