• Journal of the Korean Chemical Society
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• v.50 no.4
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• pp.281-290
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• 2006

The electronic structure and properties of the 1H-indene and mono-sila-1H-indene series have been investigated using basis set of 6-31G(d, p) and hybrid density functional theory. Basic measures of aromatic character derived from structure, molecular orbitals, a variety of magnetic criteria (magnetic isotropic and anisotropic susceptibilities) are considered. Energetic criteria suggest that In(Si7) enjoy conspicuous stabilization. However, by magnetic susceptibility isotropic this system are among the least aromatic of the family: Within their isomer series, In(Si4) is the most aromatic using this criteria. Natural bond orbital (NBO) analysis method was performed for the investigation of the relative stability and the nature of the 8-9 bonds in 1H-indene and mono-sila-1H-indene compounds. The results explained that how the p character of natural atomic hybrid orbital on X8 and X9 (central bond) is increased by the substitution of the C8 and C9 by Si. Actually, the results suggested that in these compounds, the X8-X9 bond lengths are closely controlled by the p character of these hybrid orbitals and also by the nature of C-Si bonds. The magnitude of the molecular stabilization energy associated to delocalization from X8-X9 and to * X8-X9 bond orbital were also quantitatively determined. Molecular orbital (MO) analysis further reveal that all structure has three delocalized MOs and two delocalized MOs and therefore exhibit the aromaticity.

• Journal of the Society of Cosmetic Scientists of Korea
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• v.43 no.1
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• pp.11-18
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• 2017

An anti-aging compound ethyl (4-(2,3-dihydro-1H-indene-5-carboxyamido) benzoate) rapidly crystallizes in emulsion systems, and a flavonoid 3,5,7-trihydroxy-4'-methoxy-8-prenylflavone bearing a whitening function causes coloration of cosmetic compounds when mixed with metal oxides. In this study, an electrospray method was used to encapsulate water-insoluble bioactive compounds in polymeric microparticles. Poly (methyl methacrylate) and polycaprolactone were used to encapsulate ethyl (4-(2,3-dihydro-1H-indene-5-carboxyamido) benzoate) and 3,5,7-trihydroxy-4'-methoxy-8-prenylflavone, respectively. It was found that polymer concentration, the structure of electrospray nozzle, and compatibility between polymers and bioactive compounds were important factors in the preparation of the particles. Polycaprolactone particles encapsulating 3,5,7-trihydroxy-4'-methoxy-8-prenylflavone was effective in preventing coloration of a cosmetic compound when mixed with metal oxides.

• Biomolecules & Therapeutics
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• v.20 no.5
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• pp.477-481
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• 2012

The rhizomes of Acorus gramineus have frequently been used in traditional medicine mainly for sedation as well as enhancing brain function. In this study, the anti-allergic activity of A. gramineus was investigated. The 70% ethanol extract of the rhizomes of A. gramineus was found to inhibit the allergic response against 5-lipoxygenase (5-LOX)-catalyzed leukotriene (LT) production from rat basophilic leukemia (RBL)-1 cells and ${\beta}$-hexosaminidase release from RBL-2H3 cells with $IC_{50}$'s of 48.9 and > $200{\mu}g/ml$, respectively. Among the 9 major constituents isolated, ${\beta}$-asarone, (2R,3R,4S,5S)-2,4-dimethyl-1,3-bis (2',4',5'-trimethoxyphenyl)tetrahydrofuran (AF) and 2,3-dihydro-4,5,7-trimethoxy-1-ethyl-2-methyl-3-(2,4,5-trimethoxyphenyl)indene (AI) strongly inhibited 5-LOX-catalyzed LT production in A23187-treated RBL-1 cells, AI being the most potent ($IC_{50}=6.7{\mu}M$). Against ${\beta}$-hexosaminidase release by antigen-stimulated RBL-2H3 cells, only AI exhibited strong inhibition ($IC_{50}=7.3{\mu}M$) while ${\beta}$-asarone and AF showed 26.0% and 39.9% inhibition at $50{\mu}M$, respectively. In addition, the ethanol extract of A. gramineus showed significant inhibitory action against the hapten-induced delayed hypersensitivity reaction in mice by oral administration at 200 mg/kg. Therefore, it is suggested that A. gramineus possesses anti-allergic activity and the constituents including ${\beta}$-asarone and AI certainly contribute to the anti-allergic activity of the rhizomes of A. gramineus.

• Applied Chemistry for Engineering
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• v.34 no.1
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• pp.80-85
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• 2023

New yellow quinoline-dione dye derivatives were designed and synthesized for use in image sensor color filters. The synthesized compounds have a basic chemical structure composed of quinoline and dione groups. New materials were evaluated on the basis of their optical and thermal properties under conditions mimicking those of a commercial device fabrication process. A comparison of their related performances revealed that, between the two prepared compounds, 2-(3-hydroxyquinolin-2(1H)-ylidene)-1H-indene-1,3(2H)-dione (HQIDO) exhibited the superior performance as an image sensor color filter material, including a solubility greater than 0.5 wt% in propylene glycol monomethyl ether acetate solvent and a high decomposition temperature of 298 ℃, respectively. The results suggest that HQIDO can be used as a yellow dye additive in an image sensor colorant.

• Journal of Microbiology and Biotechnology
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• v.22 no.11
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• pp.1591-1595
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• 2012

We previously isolated a novel compound, HY251, with the molecular structure of 3-propyl-2-vinyl-1,2,3,3a,3b,6,7,7a,8,8a-decahydrocyclopenta[a]indene-3,3a,7a,8a-tetraol from the roots of Aralia continentalis. The current study was designed to evaluate the detailed molecular mechanisms underlying the apoptotic induction by HY251 in human ovarian cancer PA-1 cells. TUNEL assay and Western blot analyses revealed an appreciable apoptotic induction in PA-1 cells treated with $60{\mu}M$ of HY251 for 24 h. This apoptotic induction was associated with caspase-8-dependent Bid cleavage, which in turn resulted in the formation of pro-apoptotic truncated Bid (tBid), and activation of caspase-9 and -3, as well as the cleavage of poly(ADP-ribose) polymerase (PARP). Moreover, we found that this death event was also associated with the significant up-regulation and activation of the p53 tumor-suppressor protein through phosphorylation at Ser15. Therefore, we suggest that HY251 may be a potent cancer chemotherapeutic candidate for the treatment of ovarian cancer.

• Applied Biological Chemistry
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• v.48 no.3
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• pp.233-239
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• 2005

Lipid-soluble fractions extracted with methylene chloride and ethyl acetate as well as 70% ethanolic extract were made from 5 cultivars of the pigmented rice brans (DZ 78, Elwee, LK1A-2-12-1-1, LK1-3-6-12-1-1 and Killimhukmi) to determine their antioxidative activities and to measure the contents of phenolic compounds, phytic acid, together with unsaponificated compounds such as retinol, tocopherol and stigmasterol. We also attempted to characterize candidate components in charge of antioxidation and measure their relative contents in each methylene chloride and ethyl acetate fraction by using GC-MS techniques. As the results, we found a 30% higher antioxidative activity with 26-fold greater phenolic compound content of the pigmented rices as compared to those of the normal rice. Especially, in Killimhukmi, the contents of the unsaponificated compounds such as retinol, tocopherol and stigmasterol were also found to be more than 2.3-fold greater than those of normal rice. However, we could not find the overall correlations between antioxidativity of rices and their color values, or unsaponificated compounds contents. Methylene chloride fraction from Killimhukmi and LK1A-2-12-1-1, both showing strong antioxidativity, contained relatively high contents of (Z)-9-hexadecenyl ester-9-octadecanoic acid and 2-Hydroxyl-1-1(hydroxymethyl) ethyl-9-octadecanoic acid, respectively. In ethyl acetate fractions, on the contrary, 1H indene, methyl ester-tetradecanoic acid and methyl ester-hexadecanoic acid were detected as the commonly-occurring substances in the 5 cultivars of pigmented rices, implying a possible role in antioxidative action.

• Bulletin of the Korean Chemical Society
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• v.35 no.6
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• pp.1784-1788
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• 2014

The present study suggests a novel method to produce raspberry-like microparticles containing diverse functional materials inside. The raspberry-like microparticles were produced from a random assembly of uniformly-sized poly(methyl methacrylate) (PMMA) nanoparticles via electrospraying. The solution containing the PMMA nanoparticles were supplied through the inner nozzle and compressed air was emitted through the outer nozzle. The air supply helped fast evaporation of acetone, so it enabled copious amount of microparticles as dry powder. The microparticles were highly porous both on the surface and interiors, hence various materials with a function of UV-blocking ($TiO_2$ nanoparticles and methoxyphenyl triazine) or anti-aging (ethyl(4-(2,3-dihydro-1H-indene-5-carboxyamido) benzoate)) were loaded in large amount (17 wt % versus PMMA). The surface and interior structures of the microparticles were dependent on the characteristics of functional materials. The results clearly suggest that the process to prepare the raspberry-like microparticles can be an excellent approach to generate functional microstructures.