Synthesis of 2-Heterocyclomethyl-5-diphenylmethylenecyclopentanone Hydrochlorides and their Inhibitory Effect on Tumor Cell Growth

A large number of natural diterpenes and sesquiterpenes have remarkable bioactivity. The presence of α-methylenec?yclopentanone in diterpenes and α-methylene-γ-lactones in sesquiterpenes plays a significant role to mediate anti-tumour activities by directly interacting with sulfhydryl enzymes. However, it has been recognized that the therapeutic value of these natural compounds was limited due to their indiscriminating toxicity. To increase the selectivity and cytotoxicity to tumor cells, w…     

川芎嗪芳酸衍生物的合成及抗血小板聚集活性

以具有活血化淤作用的中药有效成分川芎嗪、阿魏酸为先导物, 按药物化学拼合原理, 设计合成了6个全新结构的川芎嗪芳酸衍生物, 其结构经IR, 1H NMR, 13C NMR及MS确证. 体外药效筛选结果显示, 部分川芎嗪芳酸衍生物对二磷酸腺苷(ADP)诱导的血小板聚集具有较好的抑制活性, 其中川芎嗪阿魏酸拼合物(1a)的抑制活性是奥扎格雷的5.7倍.     

酸度对苯基双胍合成反应的影响及其作用机理

苯基双胍;苯胺;双氰胺;脒基脲;高效液相色谱     

Synthesis of 5-benzyl-3-hydroxypyridine and its N-oxide

Conclusions The acylation of benzene with 5-bromonicotinoyl chloride gave 5-bromo-3-benzoylpyridine in high yield, the Kizhner reduction of which led to the synthesis of 3-hydroxy-5-benzylpyridine in good yield.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No.1, pp.222–224, January, 1976.The authors thank N. M. Émanuél' for his constant interest in the work.     

Synthesis of 2,3-diformyl-5-ethylbenzofuran and its derivatives

A mixture of 3-formyl and 3-acetoxymethyl derivatives is formed in the oxidation of 2-carbethoxy-3-methyl-5-ethylbenzofuran with selenium dioxide. Reduction of the products with lithium aluminum hydride gives the corresponding 2,3-dihydroxymethyl derivatives, which are converted to 2,3-diformyl derivatives by successive oxidation by the Fetizon method and with manganese dioxide. The corresponding benzofuro[2, 3-d]pyridazines were synthesized by reaction of 2-carbethoxy-3-formyl-5-ethylbenzofuran with hydrazine hydrate.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 893–895, July, 1982.     

Synthesis of 16-isochiogralactone and its 5α-hydroxy analog

Conclusions Syntheses are reported for 16-isochiogralactone, its 5-hydroxy analog, and 5-hydroxy-6-ketosteroids with unsaturated lactone E rings.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, Mo. 6, pp. 1437–1440, June, 1985.     

5-苯亚甲基-2,4-噻唑二酮的催化合成和紫外光谱的取代基效应

在KF -Al2 O3 负载型固体碱催化下 ,2 ,4-噻唑二酮 1和芳香醛 2a～ 2f发生缩合反应 ,高产率地合成了 5-苯亚甲基 2 ,4-噻唑二酮 3a～ 3f,测定了产物 3a～ 3f在 16种溶剂中的紫外光谱 ,其最大吸收频率与Hammett取化基常数存在良好的线性关系     

Synthesis and Monoamine Oxidase Inhibitory Activity of 3-Substituted 5H-Indeno[1,2-c]pyridazines

The one-pot synthesis of nine 5H-indeno[1,2-c]pyridazines is described. These compounds are shown to be potent, reversible inhibitors of monoamine oxidase B (MAO-B) with little or no effect on monoamine oxidase A (MAO-A). Qualitative structure-activity relations indicate that the MAO-B inhibitory activity is strongly influenced by electronic and bulk properties of substitutents.     

Synthesis of isoselenazole and its 3- and 5-substituted derivatives

A new method of synthesis for isoselenazole and its 3- and 5-substituted derivatives by one-pot procedure which uses α-acetylenic aldehydes or ketones besides hydroxylamine-O-sulphonic acid and potassium selenide in buffered aqueous solution, is described. When α-acetylenic aldehydes are used, selenobisalkenylnitriles are obtained as side products.     

Synthesis of phase-pure interpenetrated MOF-5 and its gas sorption properties

For the first time, phase-pure interpenetrated MOF-5 (1) has been synthesized and its gas sorption properties have been investigated. The phase purity of the material was confirmed by both single-crystal and powder X-ray diffraction studies and TGA analysis. A systematic study revealed that controlling the pH of the reaction medium is critical to the synthesis of phase-pure 1, and the optimum apparent pH (pH*) for the formation of 1 is 4.0-4.5. At higher or lower pH*, [Zn(2)(BDC)(2)(DMF)(2)] (2) or [Zn(5)(OH)(4)(BDC)(3)] (3), respectively, was predominantly formed. The pore size distribution obtained from Ar sorption experiments at 87 K showed only one peak, at ~6.7 ?, which is consistent with the average pore size of 1 revealed by single crystal X-ray crystallography. Compared to MOF-5, 1 exhibited higher stability toward heat and moisture. Although its surface area is much smaller than that of MOF-5 due to interpenetration, 1 showed a significantly higher hydrogen capacity (both gravimetric and volumetric) than MOF-5 at 77 K and 1 atm, presumably because of its higher enthalpy of adsorption, which may correlate with its higher volumetric hydrogen uptake compared to MOF-5 at room temperature, up to 100 bar. However, at high pressures and 77 K, where the saturated H(2) uptake mostly depends on the surface area of a porous material, the total hydrogen uptake of 1 is notably lower than that of MOF-5.     

氟代亚氨基糖的合成与糖苷酶抑制活性

亚氨基糖由于具有重要的糖苷酶抑制活性、抗病毒和抗肿瘤活性等已经在新药创制中显示出巨大的发展潜力。系统研究此类化合物的构效关系有望发现高活性和高选择性的先导化合物。氟代是考察构效关系的常用方法之一。本文总结了氟代亚氨基糖的合成方法与化合物的糖苷酶抑制活性。合成方法中氟的来源包括含氟砌块、氟代糖或氟代试剂,三种合成策略各有优缺点与适用范围。基于氟代亚氨基糖的糖苷酶抑制活性研究,本文初步归纳了一些有代表性的重要亚氨基糖的构效关系,明确了糖环完整性对化合物糖苷酶抑制活性的重要意义。在此基础上对亚氨基糖的侧链或并环环系修饰则可能分别影响抑制谱和糖苷酶抑制活性。氟代亚氨基糖的研究成果是对亚氨基糖化学的重要贡献,以氟代为工具,必将进一步完善与修正亚氨基糖的构效关系,为设计合成具有潜在药物活性的亚氨基糖类化合物提供依据,并极大促进相关的新药创制工作。     

ZSM-5分子筛的合成及其在丁烯催化裂解反应中的应用

采用水热合成法制备了无模板剂ZSM-5分子筛并用正硅酸甲酯(TMOS)对其进行外表面修饰改性,利用XRD、SEM、~(29)Si MAS NMR、~(27)Al MAS NMR、NH_3-TPD、BET和UV-vis DRS对合成分子筛的物相、形貌和酸性等进行了表征,并将其应用于催化丁烯裂解反应。研究表明,经水热合成的无模板剂ZSM-5结晶度较好,与添加模板剂合成的ZSM-5拥有相似的孔道结构和晶体结构以及相近的酸量,但在酸中心分布上有明显差异:孔道内酸中心数量增加且分布更加均匀,孔道交叉处酸中心数量减少;经过外表面修饰改性后,ZSM-5分子筛外表面部分不具备择形性的酸中心被钝化,使其择形选择能力增强。在催化丁烯裂解反应中,用TMOS进行外表面修饰改性的无模板剂ZSM-5分子筛作为催化剂能够有效抑制副反应的发生,丙烯和乙烯的总收率高达58%。     

Synthesis and characterization of molecular sieve Ni-ZSM-5 and its single crystal

Using tetrapropylammonium bromide (TPABr) as a template, molecular sieve Ni-ZSM-5 and its single crystals were synthesized in a nonalkaline system in the presence of fluoride ions. By means of XRD, IR, EPMA, MAS NMR, EPR, DTA and H₂-TPR techniques, it is proved that the hetero-atom, nickel, is really located in the zeolite framework. And finally, Ni-ZSM-5 was found to have high catalytic cracking reactivity.     

Inhibitory effect of protonic bis(5-amino-1,10-phenanthroline) on proliferation of hepatocellular carcinoma and its molecular mechanism

The incidence of HCC continues to increase rapidly in recent years. the principle of developing anti-HCC drugs is to specifically kill tumor cells, without affecting the function of normal cells. Here we synthesized a novel protonic compound bis(5-amino-1,10-phenanthroline) (P-BAP), and the antitumor activity was explored in vitro and in vivo. The results showed that P-BAP could selectively inhibit the proliferation of tumor cells, and induce HCC apoptosis. In HCC-bearing mice, P-BAP could effectively retard the tumor growth, even completely eliminate the tumors at the dose of 5 mg/kg, and meanwhile P-BAP had no significant effect on mouse body weight. Mechanism analysis revealed that P-BAP could down-regulate the protein expressions of pleomorphic adenoma gene like-2 (PLAGL2), HIF-1α and β-catenin, and up-regulate the levels of pro-apoptotic protein BAX and BNIP3. In addition, P-BAP could reduce mitochondrial respiratory chain complex activities, leading to insufficient ATP production. The study provides a new approach for designing selective antitumor drugs, and suggests that P-BAP would be a potential candidate for HCC therapy.     

Multifunctional Isosteric Pyridine Analogs-Based 2-Aminothiazole: Design,Synthesis, and Potential Phosphodiesterase-5 Inhibitory Activity

The elaboration of new small molecules that target phosphodiesterase enzymes (PDEs), especially those of type 5 (PDE5), is an interesting and emerging topic nowadays. A new series of heterocycle-based aminothiazoles were designed and synthesized from the key intermediate, 3-oxo-N-(thiazol-2-yl)butanamide (a PDE5 inhibitor that retains its amidic function), as an essential pharmacophoric moiety. The PDE5 inhibitors prevent the degradation of cyclic guanosine monophosphate, thereby causing severe hypotension as a marked side effect. Hence, an in vivo testing of the target compounds was conducted to verify its relation with arterial blood pressure. Utilizing sildenafil as the reference drug, Compounds 5, 10a, and 11b achieved 100% inhibitions of PDE5 without significantly lowering the mean arterial blood pressures (115.95 ± 2.91, 110.3 ± 2.84, and 78.3 ± 2.57, respectively). The molecular docking study revealed that the tested compounds exhibited docking poses that were similar to that of sildenafil (exploiting the amide functionality that interacted with GLN:817:A). The molecular shape and electrostatic similarity revealed a comparable physically achievable electrostatic potential with the reference drug, sildenafil. Therefore, these concomitant results revealed that the tested compounds exerted sildenafil-like inhibitory effects (although without its known drawbacks) on blood circulation, thus suggesting that the tested compounds might represent a cornerstone of beneficial drug candidates for the safe treatment for erectile dysfunction.     

羧甲基壳聚糖季铵盐的制备、表征及其对HeLa细胞的影响

羧甲基壳聚糖季铵盐; 结构表征; HeLa细胞     

N-咪唑基乙酸乙酯的合成及其缓蚀性能

缓蚀剂;铜;N-咪唑基乙酸乙酯的合成及其缓蚀性能