• Title/Summary/Keyword: 3'-dioxy-1

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Inhibition of Phospholipase $C{\Upsilon}1$ and Cancer Cell Proliferation by Lignans and Flavans from Machilus thunbergii

  • Lee, Ji-Suk;Kim, Jin-Woong;Yu, Young-Uck;Kim , Young-Choong
    • Archives of Pharmacal Research
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    • v.27 no.10
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    • pp.1043-1047
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    • 2004
  • Thirteen compounds were isolated from the $CH_2Cl_2$ fraction of Machilus thunbergii as phospholipase $C{\Upsilon}1\;(PLC{\Upsilon}1)$ inhibitors. These compounds were identified as nine lignans, two neolignans, and two flavans by spectroscopic analysis. Of these, 5,7-di-O-methyl-3',4'-methylenated (-)-epicatechin (12) and 5,7,3'-tri-O-methyl (-)-epicatechin (13) have not been reported previously in this plant. In addition, seven compounds, machilin A (1), (-)-sesamin (3), machilin G (5), (+)-galbacin (9), licarin A (10), (-)-acuminatin (11) and compound 12 showed dose-dependent potent inhibitory activities against $PLC{\Upsilon}1$ in vitro with $IC_{50}$ values ranging from 8.8 to 26.0 ${\mu}M$. These lignans, neolignans, and flavans are presented as a new class of $PLC{\Upsilon}1$ inhibitors. The brief study of the structure activity relationship of these compounds suggested that the benzene ring with the methylene dioxy group is responsible for the expression of inhibitory activities against $PLC{\Upsilon}1$. Moreover, it is suggested that inhibition of $PLC{\Upsilon}1$ may be an important mechanism for an antiproliferative effect on the human cancer cells. Therefore, these inhibitors may be utilized as cancer chemotherapeutic and chemopreventive agents.

The chemical structure of betulafolianediol (Betulafolianediol의 산학구조)

  • 지형준
    • YAKHAK HOEJI
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    • v.18 no.1
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    • pp.11-19
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    • 1974
  • A new dammarane-type triterpenoid, betulafolianediol, $C_{30}$H$_{52}$O$_{3}$, mp $165^{\circ}$[${\alpha}$]$_D$^{20}=+$20^{\circ}$, was isolated form the unsaponifiable fraction of leves of Betula latifalia $K_{OMAROV}$ (Betulaceae). From the spectral data of the betulafolianediol and its derivatives, betulafolianediol monoacetate (II) and betulafolianediol monoketone, the structure of betulafolianediol was provide to be 3${\alpha}$, 25-dioxy-dammarane-20[S]->24 [S]-epoxide.

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Facile Synthesis of 2',5'-Dideoxy-, 2',3'-Dideoxy- and 3'-Deoxy-1, N6-ethenoadenosine Nucleosides

  • Chae, Whi-Gun
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.4 no.1
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    • pp.17-20
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    • 1999
  • Facile synthetic methods of 2',5'-dideoxy-, 2',3'-dideoxy- and 3'-deoxy-1, N6-ethenoadenosine nucleosides by either an enzymatic dideoxyribosyl transfer reaction or a simple chemical reaction were proposed. The synthesis products were isolated and purified by preparative HPLC and their structures were confirmed by 1H NMR (500 MHz) and FAB-MS including high resolution mass measurement. These modified nucleoside analogs have not been reported yet. Therefore, these modified nucleoside analogs are of potential value to be studied further for biological activity such as anticancer or antiviral.

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Preparation and Characteristics of Ahcovel Type Nonionic Durable Softner (Ahcovel계 비이온성 내구유연제의 제조와 유연특성 연구)

  • Shin, Jae-Hyun;Kim, Sung-Gea;Park, Hong-Soo
    • Journal of the Korean Applied Science and Technology
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    • v.15 no.1
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    • pp.17-23
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    • 1998
  • To prepare a O/W type nonionic durable softner(ANSA), synthesized 1, 3-dihexadanoyl-2, 7-dioxy-6, 8-di(2-hexadecanoyloxyethyl)-1, 3, 6, 8-tetraazacyclodecane as the main component of softner, was blended with beef tallow, anhydrous lanolin, polyoxyethylene(20) oleyl ether, sorbitan sesquioleate, and polyoxyethylene(7) stearyl ether in various compositions. Emulsion stability of ANSA was good, and the mixed HLB value was 9.8. After the treatment of ANSA to all cotton fabrics, the physical properties such as tear strength, crease recovery, and flexing abrasion resistance were measured, respectively. As a result of the measurement, ANSA was proved to be durable softner with good softness.

2,3-Dibenzylbutyrolactones and 1,2,3,4-Tetrahydro-2-Naphthoic acid ${\gamma}-Lactones$: Structure and Activity Relationship in Cyto-toxic Activity

  • Kim, Yong;You, Young-Jae;Nam, Nguyen-Hai;Ahn, Byung-Zun
    • Archives of Pharmacal Research
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    • v.25 no.3
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    • pp.240-249
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    • 2002
  • Dibenzyl-g-butyrolactone and 1,2,3,4-tetrahydro-2-naphthoic acid $\gamma$-lactone (TNL) derivatives were synthesized and evaluated for cytotoxic activity against some cancer cell lines. It was found that TNL derivatives with a shorter distance between C-4 in ring A and C'-2 in ring C were more cytotoxic, while dibenzyl-${\gamma}$-butyrolactones with a longer one were nearly inactive. In TNL series, presence of 3,4-dioxy group in ring A and 2-methoxy group in ring C was essential for the enhancement of the activity.

Synthesis of Durable Softner for Cotton Fabrics and Its Characterization (면직물용 내구성유연제의 합성과 그의 특성화)

  • Lee, Ki-Chang;Park, Hong-Soo
    • Journal of the Korean Applied Science and Technology
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    • v.7 no.1
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    • pp.87-91
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    • 1990
  • 1,3-Di(2-octadecanoyl)-2,7-dioxy-l,3,6,8-tetra aza cyclodecane [DDTC] was synthesized by reacting octadecanoic acid, 2,2'-di-aminodiethyl amine with urea. O/W type softner (STA) was prepared by blending DDTC and pentaerithritol monostearate with polyoxysthylene (20) oleyl ether, polyoxyethylene (10) castor oil, and PEG #1000-lauric acid ester. Treating STA to all cotton fabrics, the physical properties, such as tear strength, crease recovery, flexing abrasion resistance, and so on were measured. Resulting the measurements, STA was found to be durable softner with softness.

Synthesis and Properties of Ahcovel Type Durable Softner for Cotton Fabrics (Ahcovel계 면직물용 내구성 유연제의 합성과 물성연구)

  • Hong, Eui-Suk;Jeon, Young-Je;Ko, Jae-Yong;Park, Hong-Soo
    • Journal of the Korean Applied Science and Technology
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    • v.12 no.2
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    • pp.75-83
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    • 1995
  • 1, 3-Di(2-dodecanoylaminoethyl)-2, 7-dioxy-1, 3, 6, 8-tetraazacyclodecane[DDTD] and sorbitan monostearate(SMS) were synthesized as a main component for softner. O/W type softner(DSA) was prepared by blending of DSA, SMS, polyoxyethylene(10) castor oil, glyceryl monooleate, and polyoxyethylene(7) stearyl ether. After treatment of DSA to all cotton fabrics, the physical properties such as tear strength, crease recovery, and flexing abrasion resistance were measured. As a result of the measurement, DSA was found to be durable softner with good softness.

Preparation and Softening Effect of Fatty Polyamide Type Nonionic Durable Softer (지방산 폴리아미드계 비이온성 내구유연제의 제조와 유연효과에 관한 연구)

  • Ko, Jae-Yong;Jeon, Young-Je;Hong, Eui-Suk;Park, Hong-Soo
    • Journal of the Korean Applied Science and Technology
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    • v.12 no.2
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    • pp.65-73
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    • 1995
  • 1, 3-Di(dodecanoyl)-2, 7-dioxy-6, 8-di(2-hydroxyethyl)-1, 3, 6, 8-tetraazacyclodecane(DDDT) and pentaerythritol monostearate(PMS) were synthesized as a main component for softner. O/W type softner(DPSA) was prepared by blending DDDT and PMS with polyoxyethylene(10) castor oil, polyoxyethylene(20) oleyl ether, and polyoxyethylene(10) monolaurate. After treatment of DPSA to all cotton fabrics, the physical properties such as tear strength, crease recovery, and flexing abrasion resistance were measured. As a result of the measurement, DPSA was proved to be durable softner with good softness.

Extrathermodynamic Relationships for the Nucleophilic Addition Reaction of Mercaptan to a Carbon Double Bond (炭素二重結合에 대한 Mercaptan의 친핵성 첨가 반응의 Extrathermodynamic Relationship에 관한 연구)

  • OK-HYUN PARK;TAE-SUP UHN
    • Journal of the Korean Chemical Society
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    • v.13 no.4
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    • pp.297-302
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    • 1969
  • The activation parameters for the nucleophilic addition reactions of n-propyl-, n-butyl-, n-amyl-and n-hexyl-mercaptan to 3, 4-methylene-dioxy-${\beta}$-nitrostyrene were determined at pH 5.8 and pH 2.0, and also the isokinetic temperature of the reactions at pH 5.8 was obtained numerically 262${\circ}$K, and at pH 2.0, 17.1${\circ}$K. From the values obtained above, the fact that the mercaptan having the longer carbon chain has the greater nucleophilicity of it in the addition reactions has been discussed by the extrathermodynamic analysis of ${\Delta}H^{\neq}$and ${\Delta}S^{\neq}$.

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