苯并咪唑Schiff碱的合成及其杀菌活性

以邻苯二胺、乳酸、芳香胺为原料合成了５种未见文献报道的苯并咪唑Ｓｃｈｉｆｆ碱类化合物（３ａ～３ｅ）。所有化合物均经元素分析、红外光谱、紫外光谱、核磁共振谱确证。抑菌活性测试表明它们具有比较好的抑菌能力。     

Design and Synthesis of a Gossypol Derivative with Improved Antitumor Activities

A novel chemical process has been devised for the synthesis of a new derivative of gossypol, 6,7,6′,7′‐tetrahydroxy‐5,5′‐diisopropyl‐3,3′‐dimethyl‐[2,2']binaphthalenyl‐1,4,1′,4′‐tetraone (Apogossypolone). This new process has only four steps, with a shorter synthesis span, a simple purification process, and improved yield and quality. The structure of apogossypolone was characterized by ¹H‐nuclear magnetic resonance, ¹³C‐nuclear magnetic resonance, mass spectroscopy, infrared spectroscopy, and elemental analysis. Cell‐cytotoxicity assay demonstrates that apogossypolone is three‐ to six‐fold more potent than the parent compound, (–)‐gossypol, in inhibiting the human prostate tumor cell lines PC‐3 and DU‐145 as well as the human breast cancer cell line MDA‐MB‐231. The colony‐formation assay with DU‐145 cells showed that apogossypolone inhibited more than 70% of colony formation at 1 μM, whereas (–)‐gossypol at 10 μM only inhibited less than 50% of colony formation. The results indicate that apogossypolone exerts strong antitumor activities in human prostate and breast cancer cells, and thus represents a promising cancer therapeutic.     

酚取代双膦酸酯Schiff碱的合成及抗癌活性研究

设计合成了１１个含有Ｓｃｈｉｆｆ碱双键的酚取代双膦酸酯类化合物。对小鼠白血病细胞Ｐ３８８、人肺腺癌细胞Ａ－５４９的体抗癌活性实验表明：目标分子中酚羟基的位置对化合物的活性有着重要影响,当酚羟基位于Ｓｃｈｉｆｆ碱双键的邻位时,其活性高于其他化合物。     

含 2-取代-1,3-二硫杂环戊烷席夫碱大环化合物的合成及其抑菌活性研究

目的 开发新型抗菌药物。方法 以不同的β-二酮、二硫化碳、1,2-二溴乙烷等为原料合成含2-取代-1,3-二硫杂环戊烷大环席夫碱化合物,并进行初步抑菌活性研究。结果 合成得到的中间体(Ⅰa~Ⅰc)及目标席夫碱大环化合物(Ⅱa~Ⅱc)经元素分析、红外光谱、1H-NMR、MS等手段进行了结构表征。合成的席夫碱大环化合物抑菌能力优越。结论 本试验合成了含2-取代-1,3-二硫杂环戊烷大环席夫碱化合物,其具有更加优越的抑菌能力。     

Synthesis,Characterization and Antiioxidant Activity of Schiff Base Compounds Obtained Using Green Chemistry Techniques

Pharmaceutical Chemistry Journal - The objective was to implement green chemistry methodologies in the synthesis of Schiff bases. Natural berry fruit juice freeze-dried extract was employed as...     

新型细菌卟吩类衍生物的合成及抗肿瘤活性研究

目的 设计、合成新型细菌卟吩类衍生物,并研究其抗肿瘤效果。方法 以细菌卟吩类化合物为原料,经还原、溴化后与2-[4-(羟甲基)苯氧基]乙酸甲酯进行醚化,随后水解得到目标化合物。采用NCI-H460 BALB/c裸鼠移植瘤模型,检测药物在组织中的分布,利用光动力治疗法对目标化合物的抗肿瘤效果进行了研究。结果 合成了1个全新结构的细菌卟吩类衍生物,结构经¹H-NMR、¹³C-NMR、MS和UV确证,目标化合物具有较好的组织分布性,对肿瘤细胞的生长具有较好的抑制作用。结论 细菌卟吩类衍生物结构中引入亲水性基团后,组织选择性及抗肿瘤效果得到了改善,值得深入研究。     

Synthesis, Characterization and Biocidal Activities of Some Schiff Base Metal Complexes

Some new mixed ligand complexes (1-5) of type ML''B (M(II)=Mn(II), Co(II), Ni(II), Cu(II) and Zn(II); HL''= o-vanillidene-2-aminobenzothiazole; B= 1,10-phenanthroline) and Schiff base metal complexes of types (ML₂") (6-10) and (M₂L") (11-15) (HL"= o-vanillidene-2-amino-N-(2-pyridyl)-benzene sulfonamide) were synthesized and characterized by elemental analysis and spectral (IR, ¹H NMR and ¹³C NMR) studies. The free ligands and their metal complexes have been screened for their in vitro biological activities against bacteria, fungi and yeast. The metal complexes show more potent activities compared with Schiff base ligands.     

Biological Surveying of Diverse Schiff Base Compounds: Antiproliferative,Antiradical and Enzyme Inhibition Activity

Pharmaceutical Chemistry Journal - Schiff base compounds (((1Z,1′Z)-(((ethane-1,2-diylbis(sulfanediyl))bis(2,1-phenylene))bis(azanylylidene)) bis(methanylylidene))...     

Synthesis of α-Glucosidase I Inhibitors Showing Antiviral (HIV-1) and Immunosuppressive Activity

The synthesis of a series of analogues of the monosaccharide α-glucosidase I inhibitor N-decyl-1-deoxynojirimycin (1) is described. With the incorporation of a single oxygen atom particularly at position seven in the N-decyl side chain, i.e. to give N-7-oxadecyl-dNM (4), the therapeutic ratio (α-glucosidase I inhibitory activity over toxicity in HepG2 cells) increases considerably. N-7-Oxadecyl-dNM inhibits purified porcine liver α-glucosidase I with an ***IC50 value of 0.28 μM. The position of the oxygen atom in the N-decyl side chain is of importance since N-3-oxadecyl-dNM is less active and, moreover, is toxic to HepG2 cells at 3 μM. Subsequently, the synthesis of a disaccharide inhibitor of α-glucosidase I is described. The aminodisaccharide ManNH₂α1,2Glc*** (12) inhibits α-glucosidase I with an IC50 value of 15m?7 μM. Two closely related monosaccharide derivatives of 12 did not inhibit the enzyme at low μM concentrations (no inhibition at 5 μM), showing the additional effect of binding of the aglycon fragment of the molecule to the active site of α-glucosidase I. Next, the N-alkyl-dNM derivatives were analysed for antiviral and immunomodulatory activity in-vitro. It is found that the most potent α-glucosidase I inhibitor from this study, N-7-oxadecyl-dNM (4) inhibits HIV-1 induced syncytia formation and lymphocyte proliferation in-vitro. Finally, compound 4 was also investigated in-vivo. N-7-Oxadecyl-dNM (4) reduced adjuvant-induced arthritis in rats making this compound a potential candidate for treating autoimmune diseases like rheumatoid arthritis.