• Title/Summary/Keyword: ester synthesis

Search Result 433, Processing Time 0.022 seconds

Involvement of Nitric Oxide and Prostanoid on Photorelaxation in Pig Renal Artery (UV-light 에 의한 혈관 이완작용에 있어서 nitric oxide와 prostanoid의 관련성)

  • Kim, Joo-Heon;Shim, Cheol-Soo;Jeon, Seok-Cheol
    • Korean Journal of Veterinary Research
    • /
    • v.42 no.3
    • /
    • pp.321-326
    • /
    • 2002
  • The effect of nitric oxide synthase(NOS) inhibita, $N^G$-nitro-L-arginine-methyl ester(L-NAME) and prostanoid synthesis inhibiter, indomethacin on the photorelaxation, when was exposed to the long-wave length UV-light, was examined on the precontraction by the phenylephrine in the isolated pig renal artery. 1. UV-light relaxed both with-endothelium and without-endothelium in the pig renal arterial ring contracted by the phenylephrine. The magnitude of photorelaxation was dependent on the exposure time for UV-light. 2. UV-Iight induced relaxation was inhibited by L-NAME and indomethacin on the precontraction by the phenylephrine in the isolated pig renal artery. 3. UV-Iight induced relaxation was inhibited by methylene blue on the precontraction by the phenylephrine in the isolated pig renal artery. These results suggest that UV-light induced photorelaxation may be due to cGMP involved both nitric oxide and prostanoid on the precontraction by the phenylephrine in the isolated pig renal artery.

Enhanced Uptake of Modified Low-Density Lipoprotein by Eicosapentaenoic Acid-Treated THP-1 Macrophages

  • Kang, Young-Hee;Park, Sung-Hee;Kang, Jung-Sook;Park, Jung-Han-Yoon
    • Nutritional Sciences
    • /
    • v.4 no.1
    • /
    • pp.26-33
    • /
    • 2001
  • Animal and clinical studies as well as epidemiological data have provided convincing evidence that n-3 polyunsaturated fatty acids can protect against atherosclerosis. However, the effects of the fatty acids on atherogenesis are contradictory. This discrepancy could derive from great susceptibility of the fatty acids to oxidation. We investigated the effect of eicosapentaenoic aced(EPA) on cellular atherogenesis via the scavenger receptor of THP-1 derived macrophages. THP-1 cells were fully differentiated into macrophages by incubating with phorbol 12-myristate 13-acetate for seven days. Atherogenic features of EPA were compared by subsitituting for linoleic acid (LA). Macrophages were also incubated without treatment of the fatty acids as controls. EPA (5-50 nmol/mL) was not cytotoxic and did not measurably induce cellular oxidation compared to bovine serum albumin (BSA) vehicle or identical doses of LA. EPA increased macrophage uptake and degradation of acetylated LDL(AcLDL) up to 14% and 88%, respectively. EPA increased markedly total cellular sterol synthesis and heparin-releasable lipoprotein lipase activity of macrophages, indicating that EPA may enhance accumulation of cellular cholesteryl ester and possibly facilitate formation of foam cells. These results demonstrate that EPA promotes the modified LDL-triggered atherosclerotic process by the modulation of the scavenger receptor and the activation of LPL in macrophages.

  • PDF

Enzymatic Methanolysis of Castor Oil for the Synthesis of Methyl Ricinoleate in a Solvent-Free Medium

  • YANG JUNG-SEOK;JEON GYU-JONG;HUR BYUNG-KI;YANG JI-WON
    • Journal of Microbiology and Biotechnology
    • /
    • v.15 no.6
    • /
    • pp.1183-1188
    • /
    • 2005
  • Several lipases of commercial grade were screened to catalyze the methanolysis of castor oil, and an immobilized Candida antarctica (Novozym 435) had the highest activity among the lipases tested. To enhance the yield of methyl ricinoleate, several reaction parameters were optimized. The optimum temperature was $50^{\circ}C$, and the original water content of lipase was sufficient to maintain the activity of lipase, and additional water supplied inhibited the methanolysis of castor oil. Because the lipase was deactivated by methanol, the reaction was tested by three-step addition of 1 molar equivalent of methanol to the oil. However, the oil was not completely converted to its methyl esters. The final reaction mixture using 3 molar equivalents of methanol to the oil consisted of $70\%$ methyl ricinoleate, $18\%$ monoricinoleate, $11\%$ diricinoleate, and trace triricinoleate at the equilibrium state. The yield of methyl ricinoleate was $97\%$ at 6 molar ratio of methanol to the oil with 300g of castor oil and 6g of immobilized Candida antarctica at $50^{\circ}C$ within 24 h.

A Study on the Synthesis of 2-Thiophenyltriisopropoxytitanium and its Reactivity to Carbonyl Compounds (2-Thiophenyltriisopropoxy titanium 의 합성 및 카르보닐 화합물에 대한 반응성)

  • Kyung, Suk-Hun;Joo, Hyun
    • Korean Journal of Environmental Agriculture
    • /
    • v.13 no.2
    • /
    • pp.191-198
    • /
    • 1994
  • 2-Thiophenyltriisopropoxytitanium was prepared in situ by trans-metallization of 2-thiophenyllithium and chlorotitaniumtriisopropoxide. It could be isolated at room temperature and preserved at $-10{\circ}C$ for weeks. The reactivity of 2-thiophenyltriisopropoxytitanium to carbonyl compounds proved to be high. Complete aldehyde-selectivity was observed in competition reactions of 2-thiophenyl-triiso-propoxytitanium with a 1 : 1 mixture of aldehyde and ketone. In the competitive reaction of 2-thiophenyl-triisopropoxytitanium to ketone-ester function, ketone adduct was perfectly obtained.

  • PDF

Synthesis of ${\alpha}-Sulfonated$ Fatty Acid Polyethylene Glycol Ester (알파술폰 고급지방산 폴리에틸렌 글리콜 에스테르류의 합성)

  • Kim, J.H.;Yeon, Y.H.;Jeong, N.H.;Nam, K.D.
    • Journal of the Korean Applied Science and Technology
    • /
    • v.15 no.2
    • /
    • pp.83-92
    • /
    • 1998
  • ${\alpha}-sulfonated$ fatty acid polyethylene glycol esters with polyethylene oxide(addition, 3, 5, 10mol) were synthesized through esterification of ${\alpha}-sulfonated$ fatty acid methyl esters with alkyl chain length $C_{12}{\sim}C_{18}$. Their compounds were separated with column chromatography, and confirmed by TLC. Quantitative analysis of all the sulfonates were performed according to JIS K-3362 method, and ethylene oxide unit number were determined by ISO 2270 method. Structural properties of ${\alpha}-sulfonated$ fatty acid methyl esters and their derivatives were also identified from IR, and $^1H$ NMR spectra.

Modulation of Poly($\beta-amino ester$) pH-Sensitive Polymers by Molecular Weight Control

  • Kim Min Sang;Lee Doo Sung;Choi Eun-Kyung;Park Heon-Joo;Kim Jin-Seok
    • Macromolecular Research
    • /
    • v.13 no.2
    • /
    • pp.147-151
    • /
    • 2005
  • The main objective of this study was to modulate pH-sensitive polymers (poly($\beta-amino esters$)) by controlling their molecular weight during their synthesis. These pH-sensitive and biodegradable polymers were synthesized by Michael-type step polymerization. 1,4-Butane diol diacrylate was used as the unsaturated carbonyl compound and piperazine as the nucleophilic compound. Various molecular weight polymers were obtained by varying the mol ratio of piperazine/1,4-butane diol diacrylate. The synthesized polymers were characterized by $^{1}H-NMR$ and their molecular weights were measured by gel permeation chromatography(GPC). The dependence of the molecular weight on the mol ratio was evaluated by the titration method. Also, the pH dependent turbidity of the polymers was determined by UV-Vis spectrophotometry. This pH dependent property of the polymers could be very useful for preparing drug carriers that are sensitive to pH.

Synthesis and Degradation Behaviors of PEO/PL/PEO tri-block Copolymers

  • Lee, Soo-Hong;Kim, Soo-Hyun;Kim, Young-Ha;Han, Yang-Kyoo
    • Macromolecular Research
    • /
    • v.10 no.2
    • /
    • pp.85-90
    • /
    • 2002
  • Poly (ethylene oxide)/polylatide/poly(ethylene oxide) (PEO/PL/PEO) tri-block copolymers, which each block is connected by ester bond, were synthesized by coupling reaction of PL with PEO in the presence of pyridine. PL/PEO/PL tri-block copolymer was synthesized by ring opening polymerization of L-lactide initiated by PEO in the presence of stannous octoate. Degradation behavior of the copolymers was investigated in a pH 7.4 phosphate buffer saline (PBS) at 37$\pm$1 $^{\circ}C$. Gel permeation chromatography (GPC) and $^1$H-nuclear magnetic resonance (NMR) were used to monitor the change of mass loss, molecular weight and composition of copolymers. In hydrolytic degradation, the PEO/PL/PEO tri-block copolymer with high PEO contents affected the increase of its mass loss, and resulted in the decrease of its molecular weight as well as PEO composition. However, when PL/PEO/PL and PEO/PL/PEO tri-block copolymers had similar PEO contents, PEO/PL/PEO decreased faster in molecular weight and PEO composition than PL/PEO/PL.

Anticarcinogenic Activity of Resveratrol, a Major Antioxidant Presnet in Red Wine : Induction of Apoptosis in Human Cancer Cells (적포도의 주 항산화물질, 레스베라트롤의 항암작용: 아폽토시스 의한 인체 암세포 사멸 유도)

  • 허연진;김정환;서효정;공구;서영준
    • Environmental Mutagens and Carcinogens
    • /
    • v.19 no.1
    • /
    • pp.56-62
    • /
    • 1999
  • Resveratrol (3,5,4'-trihydroxy-trans-stilbene) has been considered to be as one of major antioxidants present in grapes responsible for beneficial effects of red wine consumption on coronary heart disease. This triphenolic stilbene has been suggested as a potential cancer chemopreventive agent based on its striking inhiitory effects on diverse cellular events associated with tumor initiation, promotion, and progression. The compound has strong antioxidative and anti-inflammatory activities which amy contribute to its chemopreventive/chemoprotective properties. In the present work, we have found that resveratrol reduces viability and DNA synthesis capability of cultured human promyelocytic leukemia (HL-60) cells. Likewise, the viability of human breast cancer cell line, MCF-7 was reduced by resveratrol treatment. The growth inhibitory and antiproliferative properties of resveratrol appear to be associated with its induction of apoptotic cell death as determined by morphological and ultrastructural changes, agarose gel electrphoretic analysis of internucleosomal DNA fragmentation, and in situ terminal end-labeling of fragmented DNA (TUNEL). This compound also inhibited the phorbol ester-induced expression of cyclooxygenase-2 (COX-2) protein in immortalized human mammary epithelial MCF-10A cells. These results suggest that resveratrol has the promising cancer therapeutic/chemopreventive potential.

Synthesis of a Novel Compound from Gallic Acid and Linoleic Acid and its Biological Functions

  • Jo, Cheo-Run;Jeong, Ill-Yun;Lee, Na-Young;Kim, Kwan-Soo;Byun, Myung-Woo
    • Food Science and Biotechnology
    • /
    • v.15 no.2
    • /
    • pp.317-320
    • /
    • 2006
  • Octadeca-9,12-dienyl-3,4,5-hydroxybenzoate (GA-LA) was chemically synthesized from gallic acid and linoleic acid ester, and its biological functions were tested. Radical-scavenging activity of GA-LA was comparable to those of gallic and ascorbic acids at 0.24 mM, and tyrosinase inhibition effect was higher than that of ascorbic acid. Gallic and linoleic acids did not show any tyrosinase activity. Results of cyclooxygenase (COX) inhibition effect indicate GA-LA has higher selectivity in COX-1 inhibition. GA-LA from gallic and linoleic acids could be used as functional reagent for antioxidative, skin-whitening, and anti-inflammatory effects in food, pharmaceutrical, and cosmetic industries.

An Efficient Synthesis of γ-Aminobutyric Acid-Derived Phospholipase A2 Inhibitors from Acyl Cyanophosphoranes and Amine Derivatives (아실 시아노포스포레인과 아민 유도체로 부터 γ-아미노부틸산에서 유도된 포스포리파제 A2 저해제의 효과적인 합성)

  • Lee, Kie-Seung;Kim, Dae-Keun
    • Journal of the Korean Chemical Society
    • /
    • v.48 no.2
    • /
    • pp.161-170
    • /
    • 2004
  • A series of ${\gamma}$-aminobutyric acid-derived, potent human cytosolic phospholipase A$_2$ inhibitors have been prepared from acyl cyanophosphoranes and amine derivatives in a convergent manner. The ${\alpha}$-keto amide functionalities in the inhibitors have been introduced as electrophilic fragments via direct coupling reactions between the labile ${\alpha},{\beta}$-diketo nitriles and ${\gamma}$-aminobutyric acid t-butyl ester derivatives at -78 $^{\circ}C$ in moderate to good yields.