• 제목/요약/키워드: Lactones

검색결과 145건 처리시간 0.027초

단풍취의 식물화학적 성분 (Phytochemical Constituents of Ainsliaea acerifolia)

  • 정칠만;권학철;최상진;이재훈;이동진;류수노;이강노
    • 생약학회지
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    • 제31권2호
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    • pp.125-129
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    • 2000
  • Three sesquiterpene lactones (1, 2 and 5) and two lipid glycerols (3 and 4) were isolated from MeOH extract of Ainsliaea acerifolia (Compositae). Based on spectral data, their chemical structures were determined as estafiatone (1), zaluzanin C (2), 3-O-(9Z, 12Z, 15Z-octadecatrienoyl) glycerol (3), 3-O-(9Z, 12Z-octadecadienoyl) glycerol (4) and glucozaluzanin C (5). Compounds 1, 3 and 4 were previously not reported from Ainsliaea species.

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Inhibitory Aromatase Effects of Flavonoids from Ginkgo Biloba Extracts on Estrogen Biosynthesis

  • Park, Yong Joo;Choo, Wun Hak;Kim, Ha Ryong;Chung, Kyu Hyuck;Oh, Seung Min
    • Asian Pacific Journal of Cancer Prevention
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    • 제16권15호
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    • pp.6317-6325
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    • 2015
  • Ginkgo biloba extract (GBE) is a popular phytomedicine and has been used for disorders of the central nervous system, cardiovascular, renal, respiratory, and circulatory diseases. Although GBE is a complex mixture of over 300 compounds, its major components are 24% flavonoids and 6% terpene lactones. In this study, we tested the inhibitory effects of the three major flavonoids (kaempferol, quercetin, and isorhamnetin) from GBE, independently and as mixtures, on aromatase activity using JEG-3 cells (human placental cells) and recombinant proteins (human placental microsome). In both systems, kaempferol showed the strongest inhibitory effects among the three flavonoids; the flavanoid mixtures exerted increased inhibitory effects. The results of exon I.1-driven luciferase reporter gene assays supported the increased inhibitory effects of flavonoid mixtures, accompanied by suppression of estrogen biosynthesis. In the RT-PCR analysis, decreased patterns of aromatase promoter I.1 mRNA expressions were observed, which were similar to the aromatase inhibition patterns of flavonoids and their mixtures. The present study demonstrated that three flavonoids synergistically inhibit estrogen biosynthesis through aromatase inhibition, decrease CYP19 mRNA, and induce transcriptional suppression. Our results support the usefulness of flavonoids in adjuvant therapy for breast cancer by reducing estrogen levels with reduced adverse effects due to estrogen depletion.

목향에탄올추출물의 ROS-MAPKs 경로를 통한 세포사멸 유도 (Ethanol Extract of Saussurea lappa Root Induces Apoptosis through an ROS-MAPKs-Linked Cascade)

  • 김대성;이성진;이장천;우원홍;임규상;문연자
    • 약학회지
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    • 제56권3호
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    • pp.173-179
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    • 2012
  • Saussurea lappa (SL) and major compounds, sesquiterpene lactones, have been suggested to possess various biological effects, including anti-tumor, anti-ulcer, anti-inflammatory, anti-viral and cardiotonic activities. Therefore, the ethanol extract of Saussurea lappa root (ESL) is studied for the mechanism of its action in apoptotic pathway. ESL-treated cells manifested nuclear condensation, and fragmentation. ESL also triggered the mitochondrial apoptotic pathway, as indicated by a change in Bax/Bcl2 ratio and caspase-9/-3 activation. ESL induced p38 MAPK/JNK, p53, and ASK1 phosphorylation. ROS scavenger reversed ESL-induced apoptotic cell death via inhibition of caspase-3 and p38 MAPK/JNK phosphorylation. These results suggest that ESL induced apoptosis in HepG2 cells through the ROS-p38/JNK pathway.

UV 경화형 키토산/지방족 폴리에스터 Hydrogel IPN 제조 및 약물투과 (Synthesis, Properties and Permeation of Solutes through Hydrogels based on Poly(ethylene glycol)-co-Poly(lactones) diacrylate Macromers and Chitosan)

  • 조성민;김소연;이영무;성용길;조종수
    • 대한의용생체공학회:학술대회논문집
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    • 대한의용생체공학회 1998년도 추계학술대회
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    • pp.229-230
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    • 1998
  • Triblock copolymers from poly(ethylene glycol) (PEG) and D,L-lactide or $\varepsilon$-carprolactone were synthesized to prepare semi-interpenetrating polymer network (semi-IPN) with chitosan by U.V. irradiation method. Then, solute permeation through these semi-IPNs hydrogels were investigated. The structures of semi-IPNs were confirmed by FT-IR spectroscopy and wide angle X-ray diffractometer (WAXD). Equilibrium water content (EWC) of these hydrogels was in the range of 67-75%. The crystallinity, thermal properties and mechanical properties of semi-IPNs hydrogels were studied. All the hydrogels revealed a remarkable decrease in crystallinity as compared with PEG macromer itself. The tensile strengths of semi-IPNs hydrogels in dry state were rather high, but those of hydrogels in wet state decreased drastically. The permeabilities of solutes of hydrogels followed the swelling behaviors and were regulated by solute size.

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Proteomic Analysis of the GacA Response Regulator in Pseudomonas chlororaphis O6

  • Anderson, Anne J.;Kim, Young Cheol
    • 식물병연구
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    • 제24권2호
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    • pp.162-169
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    • 2018
  • The GacS/GacA system in the root colonizer Pseudomonas chlororaphis O6 is a key regulatory system of many traits relevant to the plant probiotic nature of this bacterium. The work in this paper elucidates proteins using proteomics approach in P. chlororaphis O6 under the control of the cytoplasmic regulatory protein, GacA. A gacA mutant of P. chlororaphis O6 showed loss in production of phenazines, acyl homoserine lactones, hydrogen cyanide, and protease, changes that were associated with reduced in vitro antifungal activity against plant fungal pathogens. Production of iron-chelating siderophore was significantly enhanced in the gacA mutant, also paralleling changes in a gacS mutant. However, proteomic analysis revealed proteins (13 downregulated and 7 upregulated proteins in the mutant compared to parental strain) under GacA control that were not apparent by a proteomic study of a gacS mutant. The putative identity of the downregulated proteins suggested that a gacA mutant would have altered transport potentials. Notable would be a predicted loss of type-VI secretion and PEP-dependent transport. Study of mutants of these GacA-regulated proteins will indicate further the features required for probiotic potential in this rhizobacterium.

한국(韓國) 자생차엽(自生茶葉)의 향기성분(香氣成分) (Volatile Components of Korean Native Tea Leaves (Camellia sinensis O. Kuntze))

  • 박장현
    • 한국토양비료학회지
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    • 제30권3호
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    • pp.295-300
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    • 1997
  • 12개 지역의 한국자생차 향기성분을 기체크로마토그래프 및 질량분광계를 이용하여 분석한 결과는 다음과 같다. 다엽중의 향기성분으로 70~80개 성분을 GC를 이용해 분리할수 있었고, 그중 52개 성분은 GC/MSD로 동정하였는데, 이들을 분류하면 alcohol류 19종, aldehyde류 5종, hydrocarbon류 2종, ketone류 6종, ester류 4종, lactone류 3종, acid류 2종, phenol류 3종, pyrazine류 4종, 그리고 질소화합물 4종이였다. 이중 geraniol, linalool oxide, 1-hexanol, ehtanol등이 주요 향기 성분이었다.

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쑥갓 꽃에서 Eudesmanolide 유도체 분리 (Isolation of Eudesmanolides Derivatives from the Flower of Chrysanthemum coronarium L.)

  • 이경동;하태정;박기훈;양민석
    • 한국약용작물학회지
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    • 제9권4호
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    • pp.269-274
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    • 2001
  • 쑥갓(Chrysanthemum coronarium L.) 꽃으로부터 암 예방활성 성분을 가진 2종의 화합물을 분리하여 다양한 spectral data를 종합한 결과, sesquiterpene lactone계인 eudesmanolide의 일종으로 밝혀졌으며 , compound 1과 2는 각각 douglanine과 reynosin인 것으로 동정되었다. 이 화합물들은 쓱갓에서는 처음으로 분리 보고되는 화합물이며, 세포독성을 측정한 결과, 두 화합물 모두 3종의 인체암 세포주에 대하여 비교적 강한 활성을 나타내었다.

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Design and Synthesis of Bioisosteres of Ultrapotent Protein Kinase C(PKC) Ligand, 5-Acetoxymethyl-5-hydroxymethyl-3-alkylidene tetrahydro-2-furanone

  • Lee, Jee-Woo
    • Archives of Pharmacal Research
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    • 제21권4호
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    • pp.452-457
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    • 1998
  • Three compounds, 5-(acetoxymethyl)-5-(hydroxymethyl)-3-tetradecyl-2,5-dihydro-2-furanone (3), 5-(acetoxymethyl)-5-(hydroxymethyl)-3,3-dihexyltetrahydro-2-furanone (4) and 5-(acetoxymethyl)-5-(hydroxymethyl)-3,3-dioctyltetrahydro-2-furanone (5), were designed and synthesized as surrogates of the ultrapotent DAG analogue, 5-(acetoxymethyl)-5-(hydroxymethyl) 3-[(Z)-tetradecylideneltetrahydro-2-furanone (1), a compound that showed high affinity for PKC-$\alpha$ ($K_1$=35 nM) in a competition binding assay with [$^3H$-20]phorbol-12,13-dibutyrate (PDBU). In an attempt to overcome the problem of generating geometrical E- and Z- isomers, as encountered with 1, the double bond was moved to an endocyclic location as in 3, or an additional alkyl chain was appended to C3 to give the corresponding 3,3-dialkyl saturated lactones (4 and 5). The lactone was constructed from glycidyl-4-methoxyphenyl ether in 5 steps. The target compounds showed reduced binding affinities for PKC-.alpha. with $K_{i}$ values of 192 nM (3), 4,829 nM (4), and 2,812 nM (5), respectively. These results indicate that constrained DAG analogues having a tetrahydro-2-furanone template are effectively discriminated by PKC-(X in terms of the direction of the long alkyl chain connected to the 3-position.n.

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Reduction of Representative Organic Functional Groups with Gallane-Trimethylamine

  • 최정훈;오영주;김민정;황북기;백대진
    • Bulletin of the Korean Chemical Society
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    • 제18권3호
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    • pp.274-280
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    • 1997
  • The rates and stoichiometry of the reaction of gallane-trimethylamine with selected organic compounds containing representative functional groups were examined in tetrahydrofuran solution under standardized conditions (THF, 0 ℃). And its reducing characteristics were compared with those of aluminum hydride-triethylamine(AHTEA). The rate of hydrogen evolution from active hydrogen compounds varied considerably with the nature of the functional group and the structure of the hydrocarbon moiety. Alcohols, phenol, amines, thiols evolved hydrogen rapidly and quantitatively. Aldehydes and ketones were reduced moderately to the corresponding alcohols. Cinnamaldehyde was reduced to cinnamyl alcohol, which means that the conjugated double bond was not attacked by gallane-trimethylamine. Carboxylic acids, esters, and lactones were stable to the reagent under standard conditions. Acid chlorides also were rapidly reduced to the corresponding alcohols. Epoxides and halides were inert to the reagent. Caproamide and nitrile were stable to the reagent, whereas benzamide was rapidly reduced to benzylamine. Nitropropane, nitrobenzene and azoxybenzene were stable to the reagent, whereas azobenzene was reduced to 1,2-diphenylhydrazine. Oximes and pyridine N-oxide were reduced rapidly. Di-n-butyl disulfide and dimethyl sulfoxide were reduced only slowly, but diphenyl disulfide was reduced rapidly. Finally, sulfones and sulfonic acids were inert to the reagent under the reaction.

New inhibitors of the NF-kB activation and NO production from Artemisia sylvatica

  • Jin, Huizi;Lee, Jeong-Hyung;Lee, Dong-Ho;Kim, Young-Ho;Lee, Jung-Joon
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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    • pp.67.1-67.1
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    • 2003
  • Three new guaianolide type of sesquiterpene lactones, 8${\alpha}$-angeloyloxy-1${\alpha}$-hydroxy-3${\alpha}$,4${\alpha}$-epoxy-5${\alpha}$, 7${\alpha}$H-10(14), 11(13)-guaiadien-12,6${\alpha}$-olide (1), 8${\alpha}$-methylbutyryloxy-1${\alpha}$-hydroxy-3${\alpha}$, 4${\alpha}$-epoxy-5${\alpha}$, 7${\alpha}$H-10(14),11(13)-guaiadien-12,6${\alpha}$-olide (2), and 8${\alpha}$-isovaleryloxy-1${\alpha}$-hydroxy-3${\alpha}$, 4${\alpha}$-epoxy-5${\alpha}$, 7${\alpha}$H-10(14),11 (13)- guaiadien-12,6${\alpha}$-olide (3), together with six known sesquiterpenes, artemisolide (4), 3-methoxytanapartholide (5), deacetyllaurenobiolide (6), moxartenolide (7), arteminolide B (8), and arteminolide D (9) were isolated by bioassay-guided fractionation using the NF-kB mediated reporter gene assay system. (omitted)

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