• Bulletin of the Korean Chemical Society
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• v.30 no.2
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• pp.513-516
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• 2009

• Journal of Plant Biotechnology
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• v.47 no.1
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• pp.78-89
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• 2020

Tomato fruit quality is determined by the contents of various functional metabolites in addition to fruit appearance. To develop tomato cultivars with higher amounts of functional compounds, an efficient quantification method is required to identify the natural variations in the compounds in the tomato germplasm. In this study, we investigated tomato varieties, which included 23 inbred lines and 12 commercial F₁ cultivars, for their contents of seven watersoluble vitamins (vitamin C, vitamins B1, B2, B3, B5, B6, and B9) and five polyphenolic compounds (quercetin, rutin, kaempferol, myricetin, and naringenin chalcone). The results of high performance liquid chromatography and liquid chromatography-mass spectrometry showed that vitamin C and naringenin chalcone were the major water-soluble vitamins and polyphenolic compounds, respectively, and their abundance was highly variable depending on the cultivar. By contrast, the contents of vitamin B1, quercetin, and kaempferol were lowest among the cultivars. With regard to the relationship between metabolic compounds and fruit characteristics, a significant association was found in fruit size, indicating that cherry tomato varieties contain higher amounts of the compounds compared to large fresh-type varieties. However, no direct association was detected in fruit color, except for naringenin chalcone. The results of this study provide new insights on the quantification of metabolic compounds and the selection of breeding materials, which are prerequisites for the development of functional tomato varieties.

• Journal of the Korean Applied Science and Technology
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• v.10 no.1
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• pp.75-81
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• 1993

The hydrolysis kinetics of 2-furyl chalcone derivatives $[I]{\sim}[V]$ was investigated by ultraviolet spectrophotometery in 30% dioxane-$H_{2}O$ at $25^{\circ}C$ and the structure of these compounds were ascertained by means of ultraviolet, infrared and NMR spectra. The rate equations which were applied over a wide pH range(pH $1.0{\sim}12.0$) were obtained. The substituent effects on 2-furyl chalcone derivatives $[I]{\sim}[V]$ were studied, and the hydrolysis were facilitated by the electron attrecting groups. On the basis of the rate equation, substituent effect, general base effect and final product. the plausible hydrolysis mechaism was proposed: Below pH 4.0, it was only proportional to concentration of hydronium ion, at pH $4.0{\sim}9.0$, neutral $H_{2}O$ molecule competitively attacked on the double bond. By contrast, above pH 9.0, it was proportional to concentration of hydroxide ion.

• Journal of the Korean Applied Science and Technology
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• v.10 no.2
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• pp.73-80
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• 1993

The hydrolysis reaction kinetics of 2-thienyl chalcone derivatives $[II]{\sim}[V]$ was investigated by ultraviolet spectrophotometery in 20% dioxane-$H_2O$ at $25^{\circ}C$ and the structure of these compounds were ascertained by means of ultraviolet, infrared and NMR spectra. The rate equations which were applied over a wide pH range(pH $1.0{\sim}13.0$) were obtained. The substituent effects on 2-thienyl chalcone derivatives$[II]{\sim}[V]$ were studied, and the hydrolysis were facilitated by electron attracting groups. On the basis of the rate equation, substitutent effect and final product, the plausible hydrolysis reaction mechanism was proposed : At pH $1.0{\sim}9.0$, not relevant to the hydrogen ion concentration, neutral $H_2O$ molecule competitvely attacked on the double bond. By contraries, above pH 9.0, it was proportional to concentration of hydroxide ion.

• Microbiology and Biotechnology Letters
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• v.49 no.2
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• pp.174-180
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• 2021

Chalcones exhibit multiple biological activities. Various studies have attempted to modify the structure of chalcones with a special focus on the addition of substituents to the benzene rings. However, these chemical modifications did not improve the water solubility and bioavailability of chalcones. Glycosylation can markedly affect the physical and chemical properties of hydrophobic compounds. Here, we evaluated the ability of a highly promiscuous glycosyltransferase (GT) BsGT1 from Bacillus subtilis ATCC 6633 to biosynthesize chalcone glucosides. Purified BsGT1 catalyzed the conversion of 4'-hydroxychalcone (compound 1), 4'-hydroxy-4-methylchalcone (compound 2), and 4-hydroxy-4'-methoxychalcone (compound 3), into chalcone 4'-O-β-D-glucoside (compound 1a), 4-methylchalcone 4'-O-β-D-glucoside (compound 2a), and 4'-methoxychalcone 4-O-β-D-glucoside (compound 3a), respectively. To avoid the addition of expensive uridine diphosphate glucose (UDP-Glc), a whole-cell biotransformation system was employed to provide a natural intracellular environment for in situ co-factor regeneration. The yields of compounds 1a, 2a, and 3a were as high as 90.38%, 100% and 74.79%, respectively. The successful co-expression of BsGT1 with phosphoglucomutase (PGM) and UDP-Glc pyrophosphorylase (GalU), which are involved in the biosynthetic pathway of UDP-Glc, further improved the conversion rates of chalcones (the yields of compounds 1a and 3a increased by approximately 10%). In conclusion, we demonstrated an effective whole-cell biocatalytic system for the enzymatic biosynthesis of chalcone β-D-glucoside derivatives.

• Proceedings of the Korean Institute of Navigation and Port Research Conference
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• 2000.11a
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• pp.137-140
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• 2000

Synthesis of a new copoly (M4Ch-ChMA), copoly ((4-methacryloyloxy) chalcone-cholestery methacrylate), with chalconyl and cholesterol moiety characteristics for photoalignment materials was investigated. Good thermal stabilities of the synthesized copolymers are confirmed by thermogravimetric analysis (TGA) measurement. The pretilt angles of the nematic liquid crystal (NLC) are reduced as UV exposure time is increased on the copolymer surfaces. A pretilt angle of 81$^{\circ}$in NLC was observed with UV exposure of 3 min on the copolymer-3 surface. The NLCs pretilt angle is attributable to increased chalcone with increasing the UV exposure time.

• Journal of the Korean Chemical Society
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• v.62 no.5
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• pp.377-385
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• 2018

A new class of Chalcone-Sulphonamide hybrids has been designed by condensing appropriate sulphonamide scaffold with substituted chalcones tethered by chloroacetyl chloride as a multi-target drug for therapeutic treatment. Chalcones were prepared by Claisen-Schmidt condensation of a substituted aldehyde with para aminoacetophenone. These Chalcone-Sulphonamide hybrids were screened by means of their antibacterial activity by NCCLS method. Among all these compounds, 5e and 5c displayed more potent growth inhibitory activity against Staphylococcus epidermidis and Pseudomonas aeruginosa bacteria respectively. Further, these hybrids were evaluated for their antifungal activity, among all hybrid 5a exhibited potent antifungal activity. The synthesized compounds were characterized by FT-IR, $^1HNMR$, $^{13}CNMR$ and HR-LCMS and spectral study supports the structures of synthesized Chalcone-Sulphonamide hybrids.

• Macromolecular Research
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• v.9 no.3
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• pp.171-178
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• 2001

We report the diffraction behavior of the functionalized sol-gel film composed of two different silanes. One silane (SGDR1) contains disperse red 1 (DR1) that is composed of an azobenzene unit. The other silane (SGCHC) bears a chalcone derivative that is photocrosslinkable under UV irradiation. Two-beam coupling method was employed for fabricating the diffraction gratings. The dynamics of formation and erasure of the gratings was studied in term of the variation of the diffraction efficiency. The decaying behavior of the polarization efficiency was also observed after turning off the two pump beams. For complete erasure of the diffraction gratings, we irradiated the linearly polarized single beam. During two-beam coupling, we irradiated UV light on the film surface. The effects of the photocrosslink between the double bonds in chalcone units on the value and dynamic properties of diffraction efficiency are mainly studied in this work.

• Archives of Pharmacal Research
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• v.29 no.6
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• pp.497-502
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• 2006

A new natural C-benzylated chalcone, $2',4'-dihydroxy-3'-(2-hydroxybenzyl)-6{\c}-methoxychalcone$ (2), along with two other flavonoids, tiliroside and kaempferol 3-O-rutinoside, and an oxoaporphine alkaloid, lanuginosine were isolated from the aerial parts of Ellipeiopsis cherrevensis (Annonaceae). Two known polyoxygenated cyclohexene derivatives, ferrudiol and zeylenol, and a new analog, ellipeiopsol D, were also isolated. The chalcone 2 exhibited cytotoxic activity against human small-cell lung-cancer (NCl-H187), epidermoid carcinoma (KB) and breast cancer (BC) cell lines with $IC_{50}$ values of 1.40, 5.31 and $13.92\;{\mu}g/mL$, respectively. This compound also showed antimalarial activity against Plasmodium falciparum with an $IC_{50}$ value of $7.1\;{\mu}g/mL$ as well as antimicrobacterial activity against Mycobacterium tuberculosis with a MIC of 25 mg/mL.

• Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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• 2000.11a
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• pp.137-140
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• 2000

Synthesis of a new copoly (M4Ch-ChMA), copoly ((4-methacryloyloxy) chalcone-cholestery methacrylate), with chalconyl and cholesteryl moiety characteristics for photoalignment materials was investigated. Good thermal stabilities of the synthesized copolymers are confirmed by thermogravimetric analysis (TGA) measurement. The pretilt angles of the nematic liquid crystal (NLC) are reduced as UV exposure time is increased on the copolymer surfaces. A pretilt angle of 81$^{\circ}$ in NLC was observed with UV exposure of 3 min on the copolymer-3 surface. The NLCs pretilt angle is attributable to increased chalcone with increasing the UV exposure time.