• Journal of Microbiology and Biotechnology
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• v.26 no.3
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• pp.477-482
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• 2016

A uridine diphosphate-glucose:sterol glycosyltransferase-encoding gene was isolated and cloned from the established fosmid library of Micromonospora rhodorangea ATCC 27932 that usually produces the aminoglycoside antibiotic geneticin. The gene consists of 1,185 base pairs and encodes a 41.4 kDa protein, which was heterologously expressed in Escherichia coli BL21(DE3). In silico analyses of the deduced gene product suggested that it is a member of the family 1 glycosyltransferases. The recombinant protein MrSGT was able to catalyze the transfer of a glucosyl moiety onto the C-3 hydroxy function in sterols (β-sitosterol, campesterol, and cholesterol), resulting in the corresponding steryl glucosides (β-sitosterol-3-O-β-ᴅ-glucoside, campesterol-3-O-β-ᴅ-glucoside, and cholesterol-3-O-β-ᴅ-glucoside). This enzyme prefers phytosterols to cholesterol, and also shows substrate flexibility to some extent, in that it could recognize a number of acceptor substrates.

• Proceedings of the Korean Society of Postharvest Science and Technology of Agricultural Products Conference
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• 2003.04a
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• pp.104.1-104
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• 2003

홍화유를 35$^{\circ}C$, 8$0^{\circ}C$ 추출조건 온도에서 각각 1, 3, 6시간 추출하여 HPLC 사용하여 $\alpha$,${\gamma}$,$\delta$-tocopherol 정량하였다. 정량결과 $\alpha$-tocopherol 함량이 ${\gamma}$-tocopherol 함량 보다 높게 나타났으며 $\delta$-tocopherol은 검출되지 않았다 총 tocopherol 함량은 35$^{\circ}C$ 추출조건에서 보다 8$0^{\circ}C$ 추출조건에서 높게 나타났으며 8$0^{\circ}C$ 6시간 추출조건에서 0.23%라는 함량을 나타났다. 또한 반응표면분석에 의하여 홍화유 추출조건에 따른 campesterol, stigmasterol, $\beta$-sitosterol 및 total sterol의 추출 최적화를 모니터링하였으며, 추출온도(35~75$^{\circ}C$, X$_1$), 추출시간(1~11시간, X$_2$), 시료의 전처리 가공 온도(60~10$0^{\circ}C$, X$_3$)를 변수로 한 중심합성계획으로 추출조건을 최적화하였다 추출온도, 추출시간 및 시료의 전처리 가공 온도가 각각 54.69$^{\circ}C$, 4.02시간, 98.37$^{\circ}C$ 이었을 때 campesterol은 0.3852% 추출율을 보였으나 stigmasterol, $\beta$-sitosterol 및 total sterol 반응표면분석 결과 유의차가 없었다. 한편, 추출된 홍화유와 conjugated linoleic acid (CLA)를 1:3 ㏖ 비율로 혼합한 후 고정화효소인 IM60 lipased와 1, 2, 3, 6, 24시간 동안 합성하여 재구성지질을 생성하고 GC에 의해 지방산 조성을 분석한 결과, 총 CLA의 함량은 각각 2.134%, 6.524%, 8.606%, 21.590%, 31.791%로 증가됨을 알 수 있었다.

• Korean Journal of Pharmacognosy
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• v.26 no.1
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• pp.1-7
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• 1995

The bark of Ulmus parvifolia Jacq. (Ulmaceae) has been used for the treatment of gonorhea, edema, scabies and eczema marginatum. Previous investigations conducted with the heartwood and leaves have demonstrated it to contain sesquiterpenes as well as fat acids from the heartwood and flavonol glycosides from leaves. However, no phytochemical work has been done on the bark parts of this plant. Investigation of the phytochemical constituents in the barks of U. parvifolia has resulted in the isolation of sterols, sterol glucoside and a catechin glycoside, $(+)-catechin\;7-O-{\alpha}-{_L}-rhamnopyranoside$, all of which were isolated for the first time from this plant. Sterols were consisted of the three components, ${\beta}-sitosterol$, stigmasterol and campesterol in a ratio of 92.1:4.1:3.8, and sterol glucoside was identified as ${\beta}-sitosterol\;3-O-{\beta}-{_D}-glucoside$. The structure of the catechin $7-O-{\alpha}-{_L}-rhamnoside$ was established primarily by analysis of $^1H-and$ COSY-45 NMR, HMQC and HMBC and EI mass spectra of the heptaacetate. Especially, HMBC spectrum provides effective way for the determination of the point of attachment of the rhamnosyl group to catechin moiety.

• Korean Journal of Pharmacognosy
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• v.38 no.1
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• pp.67-70
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• 2007

The stems of Acer tegmentosum Max were extracted with MeOH and then partitioned with $CH_2Cl_2$, n-BuOH, and $H_2O$, successively. Three compounds were isolated from the $CH_2Cl_2$ fraction through repeated column chromatographic separation. Their chemical structures were elucidated as ${\beta}$-sitosterol, ${\beta}$-sitosterol-3-O-${\beta}$-D-glucoside, and epifriedelinol by comparison of spectral data with those in references. These three compounds were firstly isolated from this plant.

• Natural Product Sciences
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• v.19 no.1
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• pp.66-70
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• 2013

Ten compounds (1 - 10), palmitic acid (1), 10-nonacosanol (2), pentacosan-1-ol (3), phytol (4), ${\beta}$-sitosterol (5), ${\beta}$-sitosterol-3-O-${\beta}$-D-glucopyranoside (6), 2,4-dihydroxycinnamic acid (7), hyperoside (8), uridine (9) and adenosine (10), were isolated from the n-hexane and EtOAc-soluble fractions of the aerial parts of A. dioicus var. kamtschaticus (Rosaceae). The structures of these compounds were elucidated on the basis of spectroscopic evidence. All compounds (1 - 10) were isolated for the first time from this plant. Cytotoxicity of 1 - 10 against Jurkat T (T-lymphocytic leukemia cells), HeLa (Human cervical epitheloid carcinoma cells), MCF-7 (Human breast cancer cells), and HL-60 (Human promyelocytic leukemia cells) cell lines was measured. Compound 6 showed good cytotoxicity against HL-60 cell line with $IC_{50}$ value of 8.13 ${\mu}g/mL$. In addition, compounds 7 and 8 exhibited antioxidant activity with $IC_{50}$ values of 16.30 and 12.42 ${\mu}g/mL$, respectively.

• Korean Journal of Pharmacognosy
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• v.35 no.3 s.138
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• pp.259-263
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• 2004

Twelve constituents were isolated from the MeOH extract of the root of Brassica campestris L. ssp rapa. They were identified as linoleic acid methylester (1), palmitic acid (2), ${\beta}-sitosterol$ (3), 1-methoxyindole-3-acetonitrile (4), indole-3-acetonitrile (5), linolenic acid (6), goitrin (7),4-hydroxycinnamyl alcohol (8), coniferyl alcohol (9), p-coumaroylglucose (11) and feruloylglucose (12), on the basis of spectral data respectively.

• Natural Product Sciences
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• v.17 no.3
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• pp.245-249
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• 2011

Eight compounds, squalene (1), friedelin (2), ${\beta}$-sitosterol (3), ${\beta}$-sitosterol-3-O-glucoside (4), ${\alpha}$-tocopherol (5), betulinic acid (6), trilinolein (7) and 1-O-(9Z,12Z-Octadecadienoyl)-3-nonadecanoyl glycerol (8), were isolated from the barks of Tilia amurensis. Their chemical structures were identified by comparing their physicochemical and spectral data with those published in the literature. These isolated compounds were examined for their inhibitory activities against topoisomerase I and II. Compound 7 showed significant inhibition of DNA topoisomerase I and II activities, with percent decreases in activity of 87 and 95%, respectively at a concentration of $100\;{\mu}M$. Compound 6 exhibited cytotoxicity against the human colon adenocarcinoma cell line (HT-29), the human breast adenocarcinoma cell line (MCF-7) and the human liver hepatoblastoma cell line (HepG-2), with $IC_{50}$ values of 20, 59 and $16\;{\mu}M$, respectively.

• Archives of Pharmacal Research
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• v.28 no.10
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• pp.1135-1141
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• 2005

Twelve compounds were isolated from the MeOH extract of the leaf and stem of the Korean endemic plant Weigela subsessilis L. H. Bailey. Their chemical structures were elucidated on the basis of physicochemical and spectroscopic data and by comparison with those of published literatures. These compounds were identified as three sterols, ${\beta}$-sitosterol acetate (2), ${\beta}$-sitosterol (3), daucosterol (11), eight triterpenoids, squalene (1), ursolic acid (4), ilekudinol A (5), corosolic acid (6), ilekudinol B (7), esculentic acid (8), pomolic acid (9), asiatic acid (10), and one iridoid glycoside, alboside I (12). This is the first report pertaining to the isolation of these compounds from Weigela subsessilis L. H. Bailey. In addition, three compounds 7, 9, and 12 were found to display a strong inhibitory effect on the production of IL-8 in the HT29 cells stimulated by TNF-${\alpha}$.

• Archives of Pharmacal Research
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• v.25 no.5
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• pp.628-635
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• 2002

Five terpenes (1~5), three fatty acids (6~8), two sterols (9 and 11), and a monogalactosyldiacyl glycerol (10) were isolated from the methylene chloride extract of the aerial part of Cirsium setidens. Their chemical structures were determined to be $\alpha$-tocopherol (1), 25-hydroperoxycycloart-23-en-3$\beta$-o1 (2), 24-hydroperoxycycloart-25-en-3$\beta$-o1 (3), mokko lactone (4), transphytol (5), 9, 12, 15-octadecatrienoic acid (6), 9, 12-octadecadienoic acid (7), hexadecanoic acid (8), acylglycosyl $\beta$-sitosterol (9), (2R)-1, 2-O-(9z, 12z, 15z-dioctadecatrienoyl)-3-O-$\beta$-D-galactopyranosyl glycerol (10) and $\beta$-sitosterol glucoside (11) by spectral evidences. Compound 3 exhibited significant cytotoxic activity against five human cancer cell lines with its $ED_{50}$ values ranging from 2.66 to 11.25 $\mu$M.

• Journal of the Korean Applied Science and Technology
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• v.10 no.2
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• pp.19-27
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• 1993

Levels of sterols including ${\Delta}^7$-dehydrogenase isolated from the tissues of marine animal products (20 species) were determined on 1.5% OV-17 columm of gas-liquid chromatography. The composition showed that the mussels and clams contained various sterols in their tissues : cholesterol, brassicasterol. 24-methylenecholesterol with some minor components such as 22-trans-norcholesta-5,22-dien-3${\beta}$-ol, 22-cis-dehydrocholesterol, 22-trans-dehydrocholesterol, desmosterol, 7-dehydrocholesterol, campesterol, stigmasterol, ${\beta}$-sitosterol, isofucosterol, and 7-dehydrocholesterol which could be converted into vitamin $D_3$ in the skin tissue of animal was present in the muscle of oyster, Crassostrea gigas. On the other hand, the others including gastropoda were predominantly composed of cholesterol. The minor sterols such as 24-methylenecholesterol, stigmasterol and ${\beta}$-sitosterol in the fish intestines are supposed to be derived from dietary plankton. Cholesterol ${\Delta}^7$-dehydrogenase which could convert cholesterol into ${\Delta}^7$-dehydrogenase was present in the pickles of Tricurus haumela intestine.