Synthesis and structure characterization of diethyldiallylammonium chloride

The unsaturated quaternary ammonium salt diethyldiallylammonium chloride(DEDAAC) was synthesized in a two-step synthetic method. The influences of the adding method of raw materials and temperature on the yields of diethylallylamine (DEAA), and drying and temperature on the synthesis of DEDAAC were investigated. The content of in-process product DEAA was determined by non-aqueous titration. The structure of product DEDAAC was identified with IR, 1 H NMR and elemental analysis. The results show that adding allyl chloride and sodium hydroxide alternately can increase the yield of DEAA and decrease by-products. In further synthesizing of DEDAAC from DEAA, the step of drying DEAA is very necessary. When DEAA is dried by solid sodium hydroxide, good columnar crystals with a high purity(mp 199.5-201.0 ℃) are obtained; when DEAA is undried or the content of water in DEAA is above 20%, only platelets with bad quality are obtained even without crystals. The suitable synthesis conditions for DEAA and DEDAAC are 35 ℃, 6 h and 40 ℃, 36 h, respectively, and their yields are 69.7% and 67.3%, respectively.

Synthesis and Characterization of Novel Aliphatic Polycarbonates Bearing Pendant Allyl Ether Groups

A new six-membered cyclic carbonate monomer, 5-allyloxytrimethylene carbonate （ATMC）, was synthesized starting from glycerol, and the corresponding polycarbonates, poly（5-allyloxytrimethylene carbonate）（PATMC） were further synthesized by ring-opening polymerization in bulk at 150℃ using stannous octanoate as an initiator. The structures of the monomer and the polymers were confirmed by IR, IH-NMR, 13C-NMR, and GPC analysis.

Garcinol及其新衍生物8-Allyl Garcinol对人口腔鳞癌细胞的抑制作用对比研究

目的比较Garcinol及其新衍生物8-Allyl Garcinol对人口腔鳞癌细胞系SCC15生物学行为的影响。方法培养人口腔鳞癌细胞系SCC15,采用不同浓度的Garcinol、8-Allyl Garcinol处理细胞后,通过MTT法检测对细胞增殖的影响、克隆形成实验检测对细胞克隆形成能力的影响、划痕实验检测对细胞迁移能力的影响、Annexin V-FITC/PI双染色流式细胞术检测对细胞凋亡的影响,比较Garcinol和8-Allyl Garcinol对人口腔鳞癌细胞生物学行为影响的差异。结果 Garcinol和8-Allyl Garcinol均能抑制人口腔鳞癌细胞SCC15的增殖、克隆形成及迁移能力,并促进细胞的凋亡,呈一定的时间和剂量依赖性。其中,8-Allyl Garcinol对细胞增殖及细胞克隆形成的抑制作用优于Garcinol(P <0. 01),但促进细胞凋亡效果较Garcinol弱(P <0. 05),对细胞迁移能力的抑制作用二者未见统计学差异(P> 0. 05)。结论 8-Allyl Garcinol对人口腔鳞癌细胞SCC15具有显著的抑制作用,但作用效果和机制与Garcinol有一定差异。

PHOTOINDUCED GRAFTING OF ACRYLIC AND ALLYL MONOMERS ON POLYETHYLENE SURFACE

Photoinduced grafting of acrylic and allyl monomers on polyethylene surface was generally studied by using benzophenone (BP) as a photoinitiator. The grafting process was carried out either in vapor-phase or in solution of the monomers. In the vapor-phase reaction with a filter used to cut off the short wavelength UV light, allyl amine is the most reactive of the four monomers used and acrylic amide is comparatively more reactive than acrylic acid and allyl alcohol. Acetone, as a solvent and carrier for initiator and monomers, however, shows its reactivity to participate the reaction. The solution grafting with a filter is much faster than the corresponding vapor-phase reaction, and a fully covered surface by the grafted polymer can be achieved in this way.

In(OTf)_3 catalyzed allylation reaction of imines with tetraallyltin

In the presence of catalytic amount of In（OTf）3 （10 mol%）, a series of aldimines reacted with tetraallyltin in a 2：1 molar ratio to afford the corresponding homoallylic amines in good yields. The good atom efficiency was achieved under mild reaction conditions and a new protocol （allyl）4Sn/In（OTf）3 for simple imines was developed.

Preparation of (R)-and (S)-2-Allyl-1,3,2-Dinaphtho(α,β)[d.f]dioxaborepin and Their Reactions with Aldehydes

(R)- and (S)-2-Allyl-1,3,2-dinaphtho(α,β)\dioxaborepin ((R)-2 and (S)-2) have been first prepared by the reaction of (R)-(+)- or (S)-(-)-1,1′-bi-2-naphthol and triallylborane in THF at room temperature, respectively. (S)-2 and (R)-2 are sensitive to moisture and oxygen in air and disproportionate easily to triallylborane and 1,1′-bi-2-naphthyl bis(1,1′-bi-2-naphtholborate) at ambient temperature. However, THF is a stabilizer for them. The reactions of (R)-2 or (S)-2 and some aliphetic or aromatic aldehydes in CH_ 2 Cl_ 2 at -78℃ for several hours afforded β-alkylenyl alcohols in up to 84.8% ee. Among them, optically active 1\|(3,5-dichlorophenyl)-3-butenol and 1-(2-methoxyphenyl)-3-butenol were first prepared

Allyl isothiocyanate ameliorates lipid accumulation and inflammation in nonalcoholic fatty liver disease via the Sirt1/AMPK and NF-κB signaling pathways

BACKGROUND Allyl isothiocyanate(AITC),a classic anti-inflammatory and antitumorigenic agent,was recently identified as a potential treatment for obesity and insulin resistance.However,little is known about its direct impact on the liver.AIM To investigate the effect and underlying mechanism of AITC in nonalcoholic fatty liver disease(commonly referred to as NAFLD).METHODS To establish a mouse and cellular model of NAFLD,C57BL/6 mice were fed a high fat diet(HFD)for 8 wk,and AML-12 cells were treated with 200μM palmitate acid for 24 h.For AITC treatment,mice were administered AITC(100 mg/kg/d)orally and AML-12 cells were treated with AITC(20μmol/L).RESULTS AITC significantly ameliorated HFD-induced weight gain,hepatic lipid accumulation and inflammation in vivo.Furthermore,serum alanine aminotransferase and aspartate aminotransferase levels were markedly reduced in AITC-treated mice.Mechanistically,AITC significantly downregulated the protein levels of sterol regulatory elementbinding protein 1(SREBP1)and its lipogenesis target genes and upregulated the levels of proteins involved in fatty acidβ-oxidation,as well as the upstream mediators Sirtuin 1(Sirt1)and AMPactivated protein kinaseα(AMPKα),in the livers of HFD-fed mice.AITC also attenuated the nuclear factor kappa B(NF-κB)signaling pathway.Consistently,AITC relieved palmitate acid-induced lipid accumulation and inflammation in AML-12 cells in vitro through the Sirt1/AMPK and NF-κB signaling pathways.Importantly,further studies showed that the curative effect of AITC on lipid accumulation was abolished by siRNA-mediated knockdown of either Sirt1 or AMPKαin AML-12 cells.CONCLUSION AITC significantly ameliorates hepatic steatosis and inflammation by activating the Sirt1/AMPK pathway and inhibiting the NF-κB pathway.Therefore,AITC is a potential therapeutic agent for NAFLD.

Tin Mediated Allylation of Aldimines with Allyl Bromide

Aldimines are allylated with allyl bromide and tin powder in tetrahydrofuran to give homoallylamines in the presence of chlorotrimethylsilane.

Stereoselective Synthesis of δd-Selanyl Allylic Alcohols by Hydrozirconation of Propargyl Selenides

Hydrozirconation of propargyl selenides afford (E)-3-selanyl vinylzirconocenes chlorides 2. Intermediates 2 reacted with aldehydes to obtain d-selanyl allylic alcohols.

REDUCING NONSELECTIVE PROTEIN ADSORPTION AND CELL ADHESION ON POLYACRYLONITRILE FILMS BY COPOLYMERIZATION OF ACRYLONITRILE WITH α-ALLYL GLUCOSIDE

In this work, the surface properties of novel sugar-containing polymers, α-allyl glucoside (AG)/acrylonitrile (AN)copolymers, were studied by contact angle, protein adsorption and cell adhesion measurements. It was found that the contactangle of the copolymer films decreased from 68° to 30° with the increase of AG content in the copolymer. The adsorptionamount of bovine serum albumin (BSA) and the adhesive macrophage onto the film surface also decreased significantly withincreasing α-allyl glucoside content from 0 to 42 wt% in the copolymer. These preliminary results reveal that both thehydrophilicity and the biocompatibility of polyacrylonitrile-based membranes could be improved by copolymerizin gacrylonitrile with vinyl carbohydrates.

Bismuth Mediated Organic Reaction: A Convenient Method for the Synthesis of Allylic (Benzylic) Selenides and α-Organylselenocarbonyl Compounds in Aqueous Media

In the presence of BiCl3/Al or BiCl3/Fe, in THF-H2O, allylic (benzylic) bromides or α-bromoketones react with diorganyl diselenides to give allylic (benzylic) selenides orα-organylselenocarbonyl compounds respectively in moderate to good yields.

A Stereoselective Synthesis of Substituted Allyl Alcohol by Threecomponent Rection of Acetylenic Sulfone,Phenylselenomagnesium Bromide and Ketones

Phenylseleno and sulfonyl substituted allyl alcohols were synthesized stereoselectively by the three-component reaction of acetylenic sulfone, phenylselenomagnesium bromide and ketones in one-pot.

A Convenient Method for Chlorination in Allylic Position

A convenient method for the chlorination in allylic position was developed by using the aqueous solution of sodium hypochlorite(2%_5% active chlorine) and an acid as chlorination reagent in a diphase system. The method has the advantage of cheap reagents, mild reaction conditions and good yields. The quantity and the feeding rate of the chlorination reagent can be controlled easily. The method is particularly suitable for the chlorination in laboratories.

NMR Studies of η~3-Allyl Rare Earth Metal Complexes

The 1H and 13C-NMR spectra of Li(nL)·Ln(η3-C3H5), (Ln = La, n = 3, Ln = Y, n =2.5.Ln = Ce, Pr, Nd, Sm, n = 2, L =dioxane) are reported. The allyl ligands coordinated to rare earth metal ions in every complex are equivalent and delocalized showing n3-allyl character and give strong paramagnetic shifts except the La and Y complexes. The induced shifts of rare earth ions at the allyls were observed and separated .

Synthesis of novel chiral phosphine-triazine ligand derived fromα-phenylethylamine for Pd-catalyzed asymmetric allylic alkylation

A novel chiral phosphine-triazine ligand was synthesized from chiral α-phenylethylamine through a three-step procedure. In a model reaction of Pd-catalyzed allylic alkylation of rac-1,3-diphenylprop-2-en-1-y1 pivalate with dimethyl malonate, good enantioselectivity （90% e.e.） was obtained by using this ligand.

Microwave-assisted Allylic Oxidation at C-13 Position of 14-Deoxysinenxan A

Microwave-assisted allylic oxidation at C-13 position of 14-deoxysinenxan A was described. This new method (150℃/10 min/5 bar on microwave synthesizer) led to a better yield of compound 1 and shorter reaction time.