• 제목/요약/키워드: Alpha Hydroxy Acid

검색결과 144건 처리시간 0.022초

Lupane-Triterpenes from the Leaves of Brassaiopsis glomerulata

  • Kiem, Phan-Van;Dat, Nguyen-Tien;Minh, Chau-Van;Lee, Jung-Joon;Kim, Young-Ho
    • Archives of Pharmacal Research
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    • 제26권8호
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    • pp.594-596
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    • 2003
  • Three known lupane-triterpenes, 3a-hydroxy-lup-20(29)-en-23,28-dioic acid (1), 3$\alpha$-hydroxylup-20(29)-en-23,28-dioic acid 28-Ο-$\alpha$-L-rhamnopyranosyl-(1$\rightarrow4)-\beta-D-glucopyranosyl-(1\rightarow6)-\beta$-D-glucopyranosyl ester (acankoreoside A, 2) and $3\alpha$, $11\alpha$-dihydroxy-23-oxo-lup-20(29)-en-28-oic acid (3) were isolated from the leaves of Brassaiopsis glomerulata (Blume) Regel, a species of Araliaceae family growing in Vietnam. Their structures were determined on the basis of spectroscopic data.

Studies on Synthesis and Heterocyclisation Reactions of Michael Products and Formation of New 1, 4-Thiazine Quinoxaline Derivatives

  • Mahgoub, S.A.
    • Archives of Pharmacal Research
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    • 제13권4호
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    • pp.319-324
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    • 1990
  • Synthesis of $\alpha$-piperidino and $\alpha$-morphelino styryl quinoxalinone 2f, 2g respectively by facile one step method is reported. The Michael adducts (3a-d) obtained by the interaction of 2-styryl-2 (1H) quinoxalinone (2) and ethylacetoacetate have been treated with resorcino and hydroxylamine separately. With resorcinol the chromones (4) are obtained whereas with ydroxylamine isoxazoles (6) are the products. Michael addition of acetylacetone to 2 leads to 3-[1'-aryl-2'-(2'-hydroxy-3'-quinoxalinyl)ethyl]-2, 4-pentanediones (5) which undergo cyclisation with hydroxylamine to give isoxazoles (7). Addition of thiopenol and thioglycolic acid to 2 gives 3-$\alpha$[$\beta$-(phenyl)-$\beta$-(plenylthio)]ethyl-2(1H)-quinoxalinone (8) and 3-$\alpha$-[$\beta$-phenyl)-$\beta$-(hydroxycarbonylmethylithio)]-ethyl-2(1H)-qui noxalinone (9) respectively. 2-Bromomethyl-2(1H)-quinoxalinone (1b) reacts with thioglycolic acid to gives S-[2 (1H)-oxoquionoxaline-3-yl-methyl] mercaptoacetic acid (10) which on cyclisation with acetic anhydride/pyridine affords 1, 2, 5, 6-tetrahydro [1, 4]thiazino[4, 3-a] quinoxaline-1, 6-dione (11).

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Some Peroxysterols and Ceramides from "Phellinus ribis", a Korean Wild Mushroom

  • Moon, Dongcheul;Hwang, Kyunghwa;Choi, Kyuyeol;Choi, Dongcheol;Kim, Changsoo;Kim, Jaegil;Lee, Yongmoon;Zee, Okpyo
    • 분석과학
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    • 제8권4호
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    • pp.901-906
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    • 1995
  • Studies on the chemical constituents from a Korean wild mushroom, Phellinus ribis, were carried out. A triterpenoid, two peroxysterols, and a chlorobenzene compound were isolated from the hexane soluble fraction of the methanol extract of dried fruiting bodies of the basidomycetes. Those compounds identifed were 3-hydroxy-20(29)-lupen-28-oic acid (betulinic acid), 5,8-epidioxyergosta-6,22-dien-3-ol(ergosterol peroxide), 5,8-epidioxyergosta-6,9(11),22-trien-3-ol (dehydroperoxyergosterol), and 1,2,4,5-tetrachloro-3,6-dimethoxybenzene. Structural studies were carried out on molecular species of a ceramide and cerebroside isolated from the chloroform soluble fraction of the methanol extract. For ceramide, the major component fatty acids were a-hydroxy fatty acid isomers of $C_{22:00}{\sim}C_{25:00};$ the predominant long-chain bases were trihydroxy sphinganine of $C_{17}{\sim}C_{18}$. The structure of a cerebroside containing mono-sugar was assumed that the long-chain base was $C_{19:2}$ sphingadienine; the major fatty acids were $C_{16}{\sim}C_{15}$ ${\alpha}$-hydroxy fatty acid isomers.

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Liquid Chromatographic Resolution of 2-Hydroxy Acids on Chiral Stationary Phases : A Mechanistic Consideration

  • Myung Ho Hyun;Chung-Sik Min
    • Bulletin of the Korean Chemical Society
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    • 제10권6호
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    • pp.578-581
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    • 1989
  • Two enantiomers of various 2-hydroxy acid esters have been resolved as the 3,5-dinitrophenyl carbamates on chiral stationary phases (CSPs) derived from ${\alpha}-arylalkylamines.$ Two CSPs, each of which contains the same type of chiral moiety, but shows different mode of connection to a silica support, have been found to show the contrasting resolution behaviors. From the contrasting resolution behaviours of two CSPs used in this study, two competing chiral recognition mechanisms are proposed.

Studies on the Chemical Constituents of the New Zealand Deer Velvet Antler Cervus elaphus var. scoticus-(I)

  • Lee, Nam Kyung;Shin, Hyun Jung;Kim, Wan Seok;Lee, Jong Tae;Park, Chae Kyu
    • Natural Product Sciences
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    • 제20권3호
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    • pp.160-169
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    • 2014
  • 44 compounds and 9 minerals were isolated from and detected in the New Zealand deer velvet antler Cervus elaphus var. scoticus L$\ddot{o}$nnberg. The chemical structures of (1 - 26) were identified on the basis of the spectroscopic methods and comparisons with literature, respectively. The structures were identified as cholesterol (CS, 6), 7-keto-CS (7), $7{\beta}$-hydroxy-CS (8), and $7{\alpha}$-hydroxy-CS (9), and included 12 steroid $3{\beta}$-O-(palmitic/stearic/myristic acid esters; PM/SA/MS) [CS-$3{\beta}$-O-PM (1 - 1), CS-$3{\beta}$-O-SA (1 - 2), CS-$3{\beta}$-O-MR (1 - 3), 7-keto-CS-$3{\beta}$-O-PM (2 - 1), 7-keto-CS-$3{\beta}$-O-SA (2 - 2), 7-keto-CS-$3{\beta}$-O-MR (2 - 3), $7{\beta}$-hydroxy-CS-$3{\beta}$-O-SA (3 -1), $7{\beta}$-hydroxy-CS-$3{\beta}$-O-PM (3 - 2), $7{\beta}$-hydroxy-CS-$3{\beta}$-O-MR (3 - 3), $7{\alpha}$-hydroxy-CS-$3{\beta}$-O-SA (4 - 1), $7{\alpha}$-hydroxy-CS-$3{\beta}$-O-PM (4 - 2), and $7{\alpha}$-hydroxy-CS-$3{\beta}$-O-MR (4 - 3)], dinonyl phthalate (5), 8 nucleic acids analogues [uracil (10), deoxyguanosine (11), deoxyuridine (12), uridine (13), deoxyadenosine (14), adenosine (15), inosine (16), and guanosine (17)], and the 9 free amino acids [L-phenylalanine (18), L-isoleucine (19), L-leucine (20), L-tyrosine (21), L-valine (22), L-proline (23), L-threonine (24), L-alanine (25), and L-hydroxyproline (26)]. Also, there are 8 kinds of amino acids [asparagine, serine, glutamine, glycine, histidine, arginine, methionine, and lysine], 2 sialic acids [N-acetylneuraminic acid (27), ketodeoxynonulosonic acid (28)], and 9 minerals [Na > K > Ca > Mg > Fe > Zn > B > Al > Cu] were detected from the autoaminoacid analyzer and ICP spectrometer, HPAEC-PAD/HPLC-FLD, respectively. 9 kinds of oxycholesterol-$3{\beta}$-O-fatty acid ester (2 - 1, 2 - 2, 2 - 3, 3 - 1, 3 - 2, 3 - 3, 4 - 1, 4 - 2, and 4 - 3) and 3 nucleic acids (12, 14, and 15) were isolated from the velvet antler for the first time. 6 kinds of steroids (7, 8, 9, 2 - 1, 3 - 1, and 4 - 1) were examined for their anti-proliferative effects against L1210, P388D1, K562, MEG-01, KG-1, MOLT-4, A549, HepG2, MCF-7, SK-OV-3, and SW-620 cancer cell lines. They showed anti-proliferative effects with $IC_{50}$ values of 0.06, 2.16, 2.42, > 50.0, 1.66 and $8.31{\mu}M$ against L1210, while the values were 24.05, 9.44, 5.22, 0.25. 9.48 and $49.77{\mu}M$ against P388D1, respectively. The others were inactive.

방사성 추적자에 의한 솔잎혹파리 방제용 살충제 phosphamidon의 소나무 수간이동 구명 : II. 소나무 체내에서의 대사 (Elucidation of the translocation of phosphamidon used for the control of pine leaf gall midges (Thecodipiosis japonensis Uchida et Inouye) in the trunks of pine trees by means of a radiotracer. Part II. Metabolism in pine trees)

  • 이재구;이형래;경기성
    • Applied Biological Chemistry
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    • 제36권6호
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    • pp.469-475
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    • 1993
  • 솔잎혹파리(Thecodiplosis japonensis Uchida et Inouye) 방제용으로 소나무의 수간에 주입된 침투성 살충제 phosphamidon(2-chloro-2-diethylcarbamoyl-1-methylvinyl dimethyl phosphate)의 대사를 구명하기 위하여 $[vinyl,\;carbonyl-^{14}C]phosphamidon$을 약 10년생 소나무의 수간에 주사하고 그 솔잎 추출액을 autoradiography한 결과 phosphamidon은 소나무 체내에서 신속히 분해됨을 알 수 있었다. 솔잎의 phosphate buffer 추출액 중에서 phosphamidon은 주대사산물인 ${\alpha}-chloroacetoacetic$ acid diethylamide를 비롯하여 ${\alpha}-chloroacetoacetic$ acid ethylamide, 3-hydroxy-N,N-diethylbutanamide, acetoacetamide, 그리고 trimethyl phosphate 등의 대사산물을 생성하였으며, 이 대사작용은 소나무 체내에서도 유사하리라 추정된다. 또한 주 대사경로는 구조식중 P-O-vinyl 결합의 가수분해와 관련있는 것으로 보인다.

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생체분해성 고분자의 합성 및 물성에 관한 연구 -Poly (glycine-co-lactic acid) 와 Poly (glycine-co-glycolic acid)- (Synthesis and Physical Properties of Biodegradable Polymers -Poly (glycine-co-lactic acid) and Poly (glycine-co-glycolic acid)-)

  • 성용길;김정엽
    • 대한의용생체공학회:의공학회지
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    • 제9권1호
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    • pp.37-46
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    • 1988
  • Synthetic biodegradable polymers are of great interest for biomedical applications such as surgical sutures and drug delivery systems. The copolymers of ${alpha}-amino$ acids and ${alpha}-hydroxy$ matrices having the required permeability for drugs. Poly (glycine.co-lactic acid) and poly (glycine-co-glycolic acid) have been synthesized by ring-opening polymerization. Morpholine-2, 5-diane, lactide, and glycolid have been used as starting materials for polydepsipeptides. The synthesized monomers and copoylmers have been identified by NMR and FT-lR spectrophotometer. The thermal properties and glass transition temperatures ($T_g$) of the copolymers have been measured by differential scanning calorimetry. The $T_g$ values of poly (glycine-co-lactic acid) and poly (glycine co.glycolic acid) are increased with increasing mole fraction of morpholine-2, 5-dione in the copolymers.

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In vitro Antiinflammatory Activity of 23-Hydroxyursolic Acid Isolated from Cussonia bancoensis in Murine Macrophage RAW 264.7 Cells

  • Kim, Rung-Gyu;Shin, Kyung-Min;Park, Hee-Juhn;Park, Jong-Won;Lee, Kyung-Tae
    • 대한약학회:학술대회논문집
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    • 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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    • pp.320.1-320.1
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    • 2002
  • We investigated the effect of various triterpenoids isolated from the Cussonia bancoensis. such as ursolic acid. 23-hydroxyursolic acid. 3-O-${\alpha}$-L -arabinopyranosyl-23 -hydroxyursolic acid. 3-O-${\beta}$-D-glucopyranosyl-23-hydroxy-ursolic acid and 28-O-${\alpha}$-L -rhamnopyranosyl(1-4)-${\beta}$-D-glucopyranosyl( 1-6)-${\beta}$-D-glucopyranosylester of 23-hydroxyursolic acid. have been evaluated on lipopolysaccharide (LPS)-induced nitric oxide (NO) and prostaglandin E2 (PGE2) release by the macrophage cell line RAW 264.7. (omitted)

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식나무 뿌리에서 분리한 트리테르페노이드계 화합물의 IL-6 저해효과 (Inhibition of IL-6 Production in TNF-$\alpha$ Stimulated MG-63 by the Triterpenoids Isolated from Aucuba japonica)

  • 김청룡;김홍광;신지은;최은진;우은란
    • 생약학회지
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    • 제41권2호
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    • pp.97-102
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    • 2010
  • Six triterpenoid compounds, friedelin (1), $3{\alpha}$-hydroxy-2-friedelanone (2), canophyllol (3), oleanolic aldehyde acetate (4), ursolic acid (5), and pachysandiol A (6) were isolated from the methylene chloride soluble fraction of the roots of A. japonica. The chemical structures of compounds 1-6 were determined by the basis of physico-chemical properties and spectroscopic methods such as 1D and 2D NMR. These compounds were isolated from this plant for the first time. For the isolated compounds (1-3), the inhibitory effect of IL-6 production in TNF-$\alpha$ stimulated MG-63 was examined. Among the isolates, $3{\alpha}$-hydroxy-2-friedelanone (2) showed potent inhibitory effect on IL-6 production in TNF-$3{\alpha}$ stimulated MG-63.

염소산 처리된 Poly($\alpha$-hydroxy acid)계 고분자 표면과 섬유아세포의 상호작용 (Interaction of Fibroblast Cells onto Chloric Acid-treated Poly($\alpha$-hydroxy acid) Polymer Surfaces)

  • 이상진;강길선;이진호;이영무;이해방
    • 폴리머
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    • 제24권6호
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    • pp.877-885
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    • 2000
  • 본 연구에서는 폴리락타이드 (PLA), 폴리글리콜라이드 (PGA) 그리고 이들의 공중합체인 PLGA 필름을 염소산 혼합용액 [70% 과염소산 (HClO$_4$)/포타슘 클로레이트 (KClO$_3$) 포화 수용액, 3 : 2]으로 처리하여 표면의 젖음성과 세포적합성을 증가시켰다. 표면 처리된 고분자의 표면을 물접촉각 측정과 ESCA, SEM으로 특성결정하였다. 염소산 처리된 PLA, PGA, 및 PLGA의 표면 젖음성은 처리시간이 증가함에 따라 증가되었고 이들 고분자 필름은 기존의 에탄을 전처리와 달리 건조 후에도 친수성 표면을 유지하였다. 세포 점착실험은 섬유아세포를 염소산 처리된 필름의 표면에서 1일 및 2일 배양하였고 표면의 젖음성이 증가함에 따라 세포의 점착도 우세하였다. 결론적으로 본 연구에서는 표면의 젖음성은 세포의 점착과 증식 거동에 중요한 역할을 한다는 것을 증명하였다.

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