Synthesis and Antitumor Activity of 3-[2-(4-Hydroxy-Phenyl)-Ethyl]-Benzo[d] Isoxazole-4,6-Diol

A new phloretin derivative 1 3-[2-(4-hydroxy-phenyl)-ethyl]-benzo[d] isoxazole-4,6-diol (yield 63%) was synthesized from phloretin by carbonyl nucleophilic addition condensation reaction. Its structure was characterized by 1H NMR, 13C NMR and HR-MS. The phloretin, compound 1, resveratrol and acetylated resveratrol were determined by comparing them with paclitaxel. Anti-tumor activity of alcohol on SPC-A1, EC109, A549, MCF-7 and MDA-MB-231 cell lines. Compound 1 showed better antitumor activity than docetaxel against A549 tumor cells.

Selective Hydrogenation of Butyne-1,4-diol to Butane-1,4-diol over Ni/Al_2O_3-SiO_2 Catalysts

Ni/Al_2O_3-SiO_2 catalysts were synthesized via one-step method employing SiO_2 as an additive for the selective hydrogenation of butyne-1,4-diol(B_3D) to butane-1,4-diol(B1D). The prepared catalysts were evaluated by a series of characterization techniques including BET, XRD, SEM, EDX-mapping, TEM, H_2-TPR, XPS, NH_3-TPD and Py-FTIR. Compared to Ni/Al_2O_3 catalyst, the SiO_2-doped samples exhibited better B_3D conversion. SiO_2 could help to form a strong interaction between NiO with the support, which inhibited Ni agglomeration at high temperature, improved the Ni dispersion, and enhanced the hydrogenation activity. B_1D selectivity was mainly influenced by the quantity of Lewis acid sites in addition to the Ni dispersion. The catalyst with a silica loading of 6.4% demonstrated an excellent selectivity of 75.18%(by 13% higher than the contrastive Ni/Al_2O_3 catalyst), which was attributed to the larger amount of Lewis acid sites and the moderate interaction between NiO with the support, which could facilitate the nickel dispersion on a preferable surface area of 176.3 m^2/g of support.

In vitro antioxidant and antimicrobial activity cycloart-23-ene-3β,25-diol(B2) isolated from Pongamia pinnata(L.Pierre)

Objective:To evaluate the in-vitro antioxidant and antimicrobial activity of cvcloart-23- ene-3β,25-diol(called as B2) isolated from stem bark of Pongamia pinnata.Methods:In vitro antioxidant activity of B2 was determined by methods for determination of Dl’PH radical scavenging,reducing power,superoxide anion radical scavenging,hydroxyl radical scavenging, hydrogen peroxide scavenging,metal chelating and nitric oxide radical scavenging at the doses of 20.40.60.80 and 100μg/mL,respectively.3 -tocopherol with same concentration was used as a standard antioxidant.In vitro antimicrobial activity of B2 was determined by cup plate method in different concentration range of 10-100μg/mL.Results:The results indicated that dose dependent%reduction against DPPH radical,reducing power,superoxide anion radical scavenging,hydroxyl radical scavenging,metal chelating,hydrogen peroxide scavenging and nitric oxide radical scavenging by B2 andβ-tocopherol.Conclusions:It is concluded that cycloart 23-ene-3β,25 diol(B2) showed dose dependent antioxidant activity.B2 showed more DPPH radical scavenging,reducing power,superoxide scavenging,hydroxyl radical scavenging, metal chelating scavenging,hydrogen peroxide radical scavenging and nitric oxide radical scavenging activity thanβ-tocopherol and in case of antimicrobial activity B2 exhibited broad-spectrum activ ity against bacteria and strong activity against yeast type of fungi.

Effects of 8-Hydroxyisocapnolactone-2-3-diol and friedelin on mast cell degranulation

ObjectiveTo investigate the effects of friedelin (terpenoid) and 8-hydroxyisocapnolactone-2-3-diol (coumarin) with concentration 10 μM, 30 μM, and 100 μM on inhibiting mast cells (MCs) degranulation.MethodsThe investigation was performed in vitro by administering each compound into rat peritoneal MCs and rat basophilic leukemia-2H3 cells followed by activation with 50 μg/mL of compound 48/80 or 1 μM of ionomycin. The concentration of histamine released from each group was measured by a high-performance liquid chromatography-fluorometry system with post-column derivatization using o-phthalaldehyde.Results8-Hydroxyisocapnolactone-2-3-diol inhibited degranulation of compound 48/80 activated-rat peritoneal MCs with the histamine release percentages of 74.57%, 72.21% and 51.79% when the 10 μM, 30 μM and 100 μM concentrations were used, respectively. Where as about 81% histamine was released by the control group. Degranulation inhibition ability was also observed in ionomycin-activated rat basophilic leukemia-2H3 cells. In contrast, friedelin failed to inhibit degranulation in either cell type. The inhibition of 8-hydroxyisocapnolactone-2-3-diol was not related to the depletion of histamine synthesis as implied by the total histamine measurement.ConclusionsThese results exhibit the promising of 8-hydroxyisocapnolactone-2-3-diol is a potential parent structure for developing a MCs stabilizer.

Synthesis and Crystal Structure of 3,9-Bis(pyridin-2-yl)-2,4,8,10-tetraoxaspiro[5.5]undecane

The title compound 3,9-bis（pyridin-2-yl）-2,4,8,10-tetraoxaspiro[5.5]undecane 4（C17H18N2O4） has been synthesized by the reaction of 2,2-bis（hydroxymethyl）propane-1,3-diol with pyridine-2-carbaldehyde in the presence of p-toluenesulfonic acid,and characterized by IR,1H-NMR and X-ray single-crystal diffraction.The crystal belongs to monoclinic system,space group C2/c with a = 25.133（2）,b = 5.7219（5）,c = 21.942（2）（A°） ,β = 99.145（2）°,V = 3115.3（5）（A°）^3,Z = 8,Dc = 1.340 g/cm^3,Mr = 314.33,F（000） = 1328,μ = 0.097 mm-1,MoKa radiation（λ = 0.71073）,R = 0.0352 and wR = 0.1022 for 2486 observed reflections with I 〉 2σ（I）.X-ray analysis reveals that the two 1,3-dioxane rings passing through the central spiro-C atom both adopt chair conformation.Intermolecular C-H…π,C-H…O and C-H…N weak interactions link the molecules to form a three-dimensional samdwich,which are effective in the stabilization of the crystal structure.

Cleaner and convenient preparation of 3-（4,6-dimethoxy-pyrimidin-2-yloxy）-2-methyl-phenol

Environmental concerns have highlighted the need of cleaner technologies. A cleaner, convenient and selective technology has been developed for the preparation of 3-(4,6-dimethoxy-pyrimidin-2-yloxy)-2-methyl-phenol (DPMP) from 2-methyl-benzene-1,3-diol in water as solvent. The isolated yield of DPMP is up to 86% in good selectivity. The product structure was characterized by conventional methods, H-NMR and MS. This technology belongs to the modern concept of 1 environmentally friendly low wastes or non-wastes technology (LWNWT).

Further Pharmacological Studies Using the Compound （1 z）-2-（Hyd roxym et hyl）-Dodec-1 -E ne-1,3-D iol

The compound （1 z）-2-（hydroxymethyl）-dodec-1-ene-1,3-diol was previously isolated from the integument of the red palm weevil Rhynhophorus ferruginous and found to antagonize calcium chloride induced dysrrhythmia in mice. Further calcium-dependent pharmacological actions performed in this study revealed that it has the ability to inhibit platelets aggregation induced in guinea pigs with either ADP or archegonia acids, and the compound also decreased the arterial pressure in rats in a dose-dependent manner and exerted potential ant consultant activity in mice against pentylene tetrazole-induced seizures. However, no complete protection was observed. Analgesic studies in mice using the hot plate （58 ℃） revealed its potential analgesic activities. Its effective dose 50 （ED50） was 85.7 ± 6.3 mg/kg （N= 5）. The compound seamed to produce all of the above actions via a calcium antagonistic action.

A new 3-(3,4-methylenedioxyphenyl)-propane-1,2-diol glycoside from the roots of Cinnamomum camphora

A new 3-（3,4-methylenedioxyphenyl）-propane-1,2-diol glycoside,named cinnamomdiol A（1）,together with two known compounds,3-（3,4-methylenedioxyphenyl）-propane-1,2-diol（2） and taxifolin（3）,was isolated from the roots of Cinnamomum camphora.Their structures were determined on the basis of spectroscopic evidences.Compounds 2 and 3 were isolated from the title plant for the first time.

油炸食品中氯丙醇酯含量分析

建立检测油炸食品中同时检测油炸食品中3-氯-1,2-丙二醇酯(bound 3-monochloropropane-1,2-diol,3-MCPDE)和2-氯-1,3-丙二醇酯(bound 2-monochloropropane-1,3-diol,2-MCPDE)的前处理方法。用超声波提取食品中的脂肪部分,再经过低温下碱水解方式将3-MCPDE和2-MCPDE转化为3-氯-1,2-丙二醇和2-氯-1,3-丙二醇,经苯硼酸衍生后进入三重四级杆质谱(GC-MS/MS)进行分析,通过内标法同时分析3-MCPDE和2-MCPDE的含量。3-MCPDE和2-MCPDE的检出限为0.006 8μg/g和0.006 2μg/g,定量限分别为0.026μg/g和0.012μg/g,回收率为93.8%~111.7%,相对标准偏差(RSD)为1.1%~4.8%;在油炸食品中3-MCPDE的含量为0.056~0.672μg/g,2-MCPDE的含量为ND^0.424μg/g;3-MCPDE含量最高的样品为虾片,2-MCPDE的含量最高的为麻花,炸花生中3-MCPDE和2-MCPDE的含量均为最低。油炸食品中氯丙醇酯的检测可为制定我国食品中氯丙醇酯含量限量提供基础数据。

泽泻化学成分的分离与鉴定

运用色谱分离技术,从泽泻科泽泻中分离得到7个化学成分,其结构用各种光谱技术(包括红外光谱、质谱、一维和二维核磁共振谱)鉴定为4-pyrazin-2-yl-but-3-ene-1,2-diol,烟酰胺,甘油棕榈酸酯,1-monolinolein,11-deoxyalisol,alisol A 24-acetate及alisol C 23-acetate.其中,4-pyrazin-2-yl-but-3-ene-1,2-diol、烟酰胺、甘油棕榈酸酯和1-monolinolein为首次从泽泻科中获得.

Changes in PAH and 3-MCPDE contents at the various stages of Camellia oleifera seed oil refining

Objectives:Polycyclic aromatic hydrocarbons(PAHs)and 3-monochloropropane-1,2-diol ester(3-MCPDE)were studied in camellia oil.It is important to study the changes in the content of PAHs and 3-MCPDE at different refining stages(from crude oil to the final refined oil product)to elucidate the influence of the refining procedures on their change.Materials and methods:The PAHs and 3-MCPDE in camellia oil from different refining stages(from crude oil to the product)of a plant were analyzed by gas chromatography–mass spectrometry and calculated by the internal standard method.Results:The overall PAH content was(79.64±2.43)μg/kg in crude camellia oil.After refining treatment,the PAH content decreased to(18.75±0.55)μg/kg.The 3-MCPDE content increased during the refining process from 0 mg/kg in the crude oil to 4.62 mg/kg in the refined oil product.Conclusions:This is the first study to simultaneously monitor changes in both PAH and 3-MCPDE contents during the production of camellia oil.These results confirmed the effectiveness of the refining method on PAH removal and the increase in 3-MCPDE at high temperature.It is suggested that novel processing methods or refining parameters need further optimization to decrease the overall concentrations of PAHs and 3-MCPDE in camellia oil.

A new alkaloid from Castanea mollissima Blume

A new alkaloid, named 6-（2＇,3＇-dihydroxy-4＇-hydroxymethyl-tetrahydro-furan-1＇-yl）cyclopentadiene[c]pyrrole-1,3-diol, was isolated from the seeds of Castanea mollissima Blume. The structure was elucidated based on spectroscopic evidence including 2D NMR techniques.