CN107827914B - 一种铜席夫碱配合物及其制备方法和应用 - Google Patents
一种铜席夫碱配合物及其制备方法和应用 Download PDFInfo
- Publication number
- CN107827914B CN107827914B CN201711190608.5A CN201711190608A CN107827914B CN 107827914 B CN107827914 B CN 107827914B CN 201711190608 A CN201711190608 A CN 201711190608A CN 107827914 B CN107827914 B CN 107827914B
- Authority
- CN
- China
- Prior art keywords
- complex
- schiff base
- copper
- base complex
- oac
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- -1 Copper Schiff base Chemical class 0.000 title claims abstract description 49
- 239000010949 copper Substances 0.000 title claims abstract description 45
- 239000002262 Schiff base Substances 0.000 title claims abstract description 35
- 229910052802 copper Inorganic materials 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 238000010668 complexation reaction Methods 0.000 title description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 54
- 239000013078 crystal Substances 0.000 claims abstract description 16
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000001816 cooling Methods 0.000 claims abstract description 6
- 238000001035 drying Methods 0.000 claims abstract description 6
- NWELCUKYUCBVKK-UHFFFAOYSA-N pyridin-2-ylhydrazine Chemical compound NNC1=CC=CC=N1 NWELCUKYUCBVKK-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000005406 washing Methods 0.000 claims abstract description 6
- 239000004809 Teflon Substances 0.000 claims abstract description 3
- 229920006362 Teflon® Polymers 0.000 claims abstract description 3
- 238000002156 mixing Methods 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 8
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 8
- 229910001220 stainless steel Inorganic materials 0.000 claims description 5
- 239000010935 stainless steel Substances 0.000 claims description 5
- 239000000022 bacteriostatic agent Substances 0.000 claims description 4
- 238000007789 sealing Methods 0.000 claims description 4
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000005597 hydrazone group Chemical group 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 244000063299 Bacillus subtilis Species 0.000 abstract description 6
- 235000014469 Bacillus subtilis Nutrition 0.000 abstract description 6
- 241000588724 Escherichia coli Species 0.000 abstract description 6
- 230000003385 bacteriostatic effect Effects 0.000 abstract description 5
- 241000191967 Staphylococcus aureus Species 0.000 abstract description 4
- 230000004071 biological effect Effects 0.000 abstract description 4
- 230000035484 reaction time Effects 0.000 abstract description 4
- 239000003242 anti bacterial agent Substances 0.000 abstract description 3
- 150000004699 copper complex Chemical class 0.000 abstract description 2
- 230000001376 precipitating effect Effects 0.000 abstract 1
- 241000894006 Bacteria Species 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 230000000259 anti-tumor effect Effects 0.000 description 3
- 230000003115 biocidal effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000003446 ligand Substances 0.000 description 3
- 150000004753 Schiff bases Chemical class 0.000 description 2
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 description 2
- 229960003022 amoxicillin Drugs 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 150000007857 hydrazones Chemical class 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- JORABGDXCIBAFL-UHFFFAOYSA-M iodonitrotetrazolium chloride Chemical compound [Cl-].C1=CC([N+](=O)[O-])=CC=C1N1[N+](C=2C=CC(I)=CC=2)=NC(C=2C=CC=CC=2)=N1 JORABGDXCIBAFL-UHFFFAOYSA-M 0.000 description 2
- LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 229910052723 transition metal Inorganic materials 0.000 description 2
- 150000003624 transition metals Chemical class 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 241000192125 Firmicutes Species 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 101710163270 Nuclease Proteins 0.000 description 1
- VJMAITQRABEEKP-UHFFFAOYSA-N [6-(phenylmethoxymethyl)-1,4-dioxan-2-yl]methyl acetate Chemical group O1C(COC(=O)C)COCC1COCC1=CC=CC=C1 VJMAITQRABEEKP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000003915 air pollution Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 230000005260 alpha ray Effects 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 230000001773 anti-convulsant effect Effects 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000000702 anti-platelet effect Effects 0.000 description 1
- 230000002155 anti-virotic effect Effects 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000003146 anticoagulant agent Substances 0.000 description 1
- 239000001961 anticonvulsive agent Substances 0.000 description 1
- 229960003965 antiepileptics Drugs 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000005842 biochemical reaction Methods 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- 238000002447 crystallographic data Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 230000005389 magnetism Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000004729 solvothermal method Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000005891 transamination reaction Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/005—Compounds containing elements of Groups 1 or 11 of the Periodic Table without C-Metal linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Abstract
本发明涉及一种铜席夫碱配合物及其制备方法和应用，目的是解决现有的铜席夫碱配合物制备方法中存在的操作繁琐、反应时间长、产率低以及存在安全隐患的技术问题，本发明的一种铜席夫碱配合物，其分子式为[Cu2(HL)2(OAc)2]n，其中HL为肼基‑(2‑吡啶基)水杨醛亚胺；本发明铜席夫碱配合物的制备方法，将摩尔比为1:2:2的Cu(OAc)2·H2O、2‑肼基吡啶和水杨醛，加入含有甲醇的聚四氟乙烯管中,所述Cu(OAc)2·H2O与甲醇的摩尔体积比为0.1：(3‑5)mmol/ml；在80‑100℃下反应48‑72h，自然降温，析出黑色棒状晶体，用甲醇溶液洗涤后干燥，即制得所述铜席夫碱配合物。本发明的铜配合物对大肠杆菌、金黄色葡萄球菌及枯草芽孢杆菌具有强的抑菌作用，在生物活性领域有优良的潜在应用前景，可作为新型抗菌剂。
Description
技术领域
本发明涉及一种铜席夫碱配合物及其制备方法和应用。
背景技术
过渡金属配合物由于具有光、电、磁等多种特性，在催化、发光、生物医药等领域表现出广阔的应用前景。现代医学研究表明，铜配合物能够产生抗菌、抗病毒、抗炎、抗肿瘤、酶抑制或化学核酸酶等活性作用，受到越来越多的关注。席夫碱作为一类常见有机化合物，由于其制备简单、结构多样，可以与很多金属离子配位形成稳定的配合物，因此，席夫碱是合成过渡金属配合物的理想配体。同时，席夫碱化合物大多具有抗肿瘤、抗菌等生物活性，在生化反应中起到转氨基作用，碳氮双键是该类化合物具有抗菌活性的效应基团。腙类化合物是一类含有-C＝NNH2基团的席夫碱化合物，其结构通常是醛和酮类化合物的氧被-NNH2官能团替代形成，具有特殊的生物活性和强配位能力，它形成配合物后由于协同效应，其生物活性比配位前明显增强，其配合物有着广泛的生物活性和抗癌活性，如抗菌，抗真菌，抗肿瘤，抗惊厥，抗炎，抗血小板聚集等。
Jan Reedijk等人报道了将CuCl2·2H2O与肼基-(2-吡啶基)水杨醛亚胺(HL)通过常规溶液反应制得配合物[[Cu(HL)Cl](MeOH)]n，具体而言，首先需要合成肼基-(2-吡啶基)水杨醛亚胺，再将亚胺与金属盐在甲醇溶剂中反应得到最终配合物(J.Tang,J.S.Costa,A.Pevec,B.
C.Massera,O.Roubeau,I.Mutikainen,U.Turpeinen,P.Gamez,J.Reedijk,Cryst.Growth Des.2008,8,1005-1012.)。在此过程中存在着以下问题：1.反应分布进行需要进行多步的产物分离；2.分布反应造成总产率降低；3.反应总时间长；4.反应中将甲醇直接挥发扩散至空气中，存在一定的安全隐患。
发明内容
本发明的目的是解决现有的铜席夫碱配合物制备方法中存在的操作繁琐、反应时间长、产率低以及存在安全隐患的技术问题，提供一种可以作为抑菌剂的铜席夫碱配合物及其制备方法和应用。
本发明所采用的技术方案是：一种铜席夫碱配合物，所述配合物的分子式为[Cu2(HL)2(OAc)2]n，其中HL为肼基-(2-吡啶基)水杨醛亚胺，n代表重复单元数，所述配合物的结构式为：
进一步地，所述配合物的晶体属单斜晶系，空间群为C2/c，晶胞参数为：
α＝90o，β＝120.7(6)o，γ＝90o。
上述铜席夫碱配合物的制备方法，包括如下步骤：
(1)将摩尔比为1:2:2的Cu(OAc)2·H2O、2-肼基吡啶和水杨醛，加入含有甲醇的聚四氟乙烯管中,所述Cu(OAc)2·H2O与甲醇的摩尔体积比为0.1：3-5mmol/ml；
(2)将所述聚四氟乙烯管置于不锈钢反应釜中密封，在80-100℃下反应48-72h，自然降温，析出黑色棒状晶体，用甲醇溶液洗涤后干燥，即制得所述铜席夫碱配合物。
进一步地，步骤(2)中反应温度为80℃，反应时间为72h。
上述铜席夫碱配合物用作抑菌剂的应用。
本发明的有益效果是：
1、本发明的铜席夫碱配合物是在溶剂热合成条件下通过一锅反应得到，可以通过简单分离直接获得产物，避免了有机溶剂对空气的污染，制取工艺简单，易操作，周期较短，产率、纯度较高，是一种同时兼顾保护环境和实验效率的有效合成方法。
2、本发明的铜席夫碱配合物是基于腙类水杨醛配体构筑的，对大肠杆菌、金黄色葡萄球菌及枯草芽孢杆菌具有强的抑菌作用，且对大肠杆菌和枯草芽孢杆菌的抑菌活性远远高于光谱抗生素，在生物活性领域有优良的潜在应用前景，可作为新型抗菌剂。
附图说明
图1本发明铜席夫碱配合物的晶体结构图。
具体实施方式
下面结合附图和实施例对本发明进行进一步说明。
实施例1
本实施例中的一种铜席夫碱配合物，所述配合物的分子式为[Cu2(HL)2(OAc)2]n，其中HL为肼基-(2-吡啶基)水杨醛亚胺，n代表重复单元数，所述配合物的结构式为：
所述配合物的晶体属单斜晶系，空间群为C2/c，晶胞参数为： α＝90o，β＝120.7(6)o，γ＝90o。所述配合物的结构基元由2个铜离子、2个肼基-(2-吡啶基)水杨醛亚胺和2个醋酸根组成。中心Cu(Ⅱ)分别与配体HL中的三个原子及两个不同羧酸中的两个O原子配位，构成五配位四棱锥结构。Cu(Ⅱ)与配位原子间的键长分别为： 
上述铜席夫碱配合物的制备方法，包括如下步骤：
称取0.1mmol Cu(OAc)2·H2O、0.2mmol 2-肼基吡啶和0.2mmol水杨醛加入含3mL甲醇的聚四氟乙烯管中，将此聚四氟乙烯管密封于不锈钢反应釜中，在80℃下加热72h后，自然降温，析出黑色棒状晶体，用甲醇溶液洗涤后干燥，即制得所述铜席夫碱配合物。
实施例2
本实施例中的一种铜席夫碱配合物与实施例1相同，其制备过程如下：
称取0.1mmolCu(OAc)2·H2O、0.2mmol2-肼基吡啶和0.2mmol水杨醛加入含4mL甲醇的聚四氟乙烯管中，将此聚四氟乙烯管密封于不锈钢反应釜中，在90℃下加热60h后，自然降温，析出黑色棒状晶体，用甲醇溶液洗涤后干燥，即制得所述铜席夫碱配合物。
实施例3
本实施例中的一种铜席夫碱配合物与实施例1相同，其制备过程如下：
称取0.1mmolCu(OAc)2·H2O、0.2mmol2-肼基吡啶和0.2mmol水杨醛加入含5mL甲醇的聚四氟乙烯管中，将此聚四氟乙烯管密封于不锈钢反应釜中，在100℃下加热48h后，自然降温，析出黑色棒状晶体，用甲醇溶液洗涤后干燥，即制得所述铜席夫碱配合物。
对上述实施例所得产物进行元素分析，理论值：C,54.51；H,4.39；N,15.26；实验值：C,54.58；H,4.09；N,15.29。
对所得产物进行铜席夫碱配合物结构测定：采用X-射线单晶衍射，使用经过石墨单色化的Mo-Kα射线
扫描方式ω，收集数据的温度为290K。原始数据经SAINT程序还原后，使用SADABS方法进行吸收校正。晶体结构由SHELXL-2014程序直接法解得。晶体结构如图1所示；详细的晶体测定与解析数据见表2；
表2配合物[Cu2(HL)2(OAc)2]n的晶体学数据
对所得产物进行抗菌性测试：
选取革兰氏阴性菌中的大肠杆菌，革兰氏阳性菌中的金黄色葡萄球菌和枯草芽孢杆菌为测试菌，以阿莫西林为对照，采用96孔板法探究了铜席夫碱配合物及阿莫西林对三种细菌的最小抑菌浓度。为了便于观察孔中细菌生长情况，加入INT(碘硝基氯化四氮唑紫)作为细菌染色剂。细菌培养24h后，用肉眼观察，溶液澄清未变色的孔中所含化合物浓度作为此化合物对受试菌的MIC，结果如表1所示。
表1铜席夫碱配合物及对照品对不同细菌的最小抑菌浓度
由表1可知，本发明的铜席夫碱配合物对大肠杆菌、金黄色葡萄球菌及枯草芽孢杆菌具有强的抑菌作用，且对大肠杆菌和枯草芽孢杆菌的抑菌活性远远高于光谱抗生素，在生物活性领域有优良的潜在应用前景，可作为新型抑菌剂。
Claims (3)
1.一种铜席夫碱配合物，其特征在于：所述配合物的分子式为[Cu2(HL)2(OAc)2]n，其中HL为2-{(E)-[2-(2-吡啶基)腙基]甲基}苯氧基，n代表重复单元数，所述配合物的结构式为：
所述配合物的制备方法包括如下步骤：
(1)将摩尔比为1:2:2的Cu(OAc)2·H2O、2-肼基吡啶和水杨醛，加入含有甲醇的聚四氟乙烯管中，所述Cu(OAc)2·H2O与甲醇的摩尔体积比为0.1：3-5mmol/ml；
(2)将所述聚四氟乙烯管置于不锈钢反应釜中密封，在80-100℃下反应48-72h，自然降温，析出黑色棒状晶体，用甲醇溶液洗涤后干燥，即制得所述铜席夫碱配合物。
2.根据权利要求1所述的一种铜席夫碱配合物，其特征在于：所述配合物的晶体属单斜晶系，空间群为C2/c，晶胞参数为：
α＝90°，β＝120.7(6)°，γ＝90°。
3.一种含有权利要求1所述的铜席夫碱配合物的抑菌剂。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711190608.5A CN107827914B (zh) | 2017-11-24 | 2017-11-24 | 一种铜席夫碱配合物及其制备方法和应用 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711190608.5A CN107827914B (zh) | 2017-11-24 | 2017-11-24 | 一种铜席夫碱配合物及其制备方法和应用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN107827914A CN107827914A (zh) | 2018-03-23 |
| CN107827914B true CN107827914B (zh) | 2020-02-11 |
Family
ID=61653588
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201711190608.5A Expired - Fee Related CN107827914B (zh) | 2017-11-24 | 2017-11-24 | 一种铜席夫碱配合物及其制备方法和应用 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN107827914B (zh) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108645823A (zh) * | 2018-04-02 | 2018-10-12 | 山西大学 | 一种希夫碱试纸的制备方法及其应用 |
| CN110305146B (zh) * | 2019-07-17 | 2022-03-11 | 山西农业大学 | 一种链状席夫碱铜配合物及其制备方法和应用 |
| CN111418558B (zh) * | 2019-09-22 | 2021-09-28 | 山西大学 | 一种消融代谢性泌尿结石动物模型的构建方法 |
-
2017
- 2017-11-24 CN CN201711190608.5A patent/CN107827914B/zh not_active Expired - Fee Related
Non-Patent Citations (2)
| Title |
|---|
| A new blue luminescent dichlorido-bridged dinuclear copper(II) complex with DNA binding and cytotoxic activities: Synthesis, structure and DFT studies;Soma Mukherjee et al;《Inorganica Chimica Acta》;20101231;第363卷;第2752-2761页 * |
| Metal complexes of carboxamidrazone analogs as antitubercular agents 1. Synthesis, X-ray crystal-structures, spectroscopic properties and antimycobacterial activity against Mycobacterium tuberculosis H37Rv;Uday Sandbhor et al;《Journal of Inorganic Biochemistry》;20021231;第90卷;第127-136页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN107827914A (zh) | 2018-03-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Shebl et al. | New non-toxic transition metal nanocomplexes and Zn complex-silica xerogel nanohybrid: Synthesis, spectral studies, antibacterial, and antitumor activities | |
| CN107827914B (zh) | 一种铜席夫碱配合物及其制备方法和应用 | |
| Dong et al. | Luminescent properties of heterotrinuclear 3d–4f complexes constructed from a naphthalenediol-based acyclic bis (salamo)-type ligand | |
| Tabrizi et al. | Synthesis, crystal structure, spectroscopic and biological properties of mixed ligand complexes of cadmium (II), cobalt (II) and manganese (II) valproate with 1, 10-phenanthroline and imidazole | |
| Shiju et al. | Synthesis, characterization, cytotoxicity, DNA cleavage, and antimicrobial activity of lanthanide (III) complexes of a Schiff base ligand derived from glycylglycine and 4-nitrobenzaldehyde | |
| Cheng et al. | Synthesis, structure and antitumor studies of a novel decavanadate complex with a wavelike two-dimensional network | |
| Milenković et al. | Synthesis, characterization and biological activity of three square-planar complexes of Ni (II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene] hydrazinecarboxylate and monodentate pseudohalides | |
| Roy et al. | Synthesis and characterization of three hetero-dinuclear complexes with CuO2M cores (M= Na, Hg): Exploration of their phenoxazinone synthase mimicking activity | |
| Semerci et al. | Construction of homo-and heterometallic-pyridine-2, 3-dicarboxylate metallosupramolecular networks with structural diversity: 1D T5 (2) water tape and unexpected coordination mode of pyridine-2, 3-dicarboxylate | |
| Hazari et al. | Trinuclear complexes of [CuL](H2L= N, N′-bis (salicylidene)-1, 4-butanediamine) with HgX2 (X−= N3− and NCO−): Facile crystallization with Z′= 1 and Z′= 0.5 for both complexes | |
| CN101475600A (zh) | 一种合成抗肿瘤药物卡铂的新方法 | |
| CN106633093B (zh) | N-(2-异丙酸)对羟基苯甲酰腙铅配合物及其制备方法和应用 | |
| CN108129675B (zh) | 一种一维链状含硫希夫碱Co–Na配位聚合物及其制备方法与应用 | |
| CN102924488B (zh) | 一类含银的吡嗪西弗碱配合物的结构、制备和用途 | |
| Liu et al. | Manganese (III) complexes derived from bis-Schiff Bases: Synthesis, structures, and antimicrobial activity | |
| CN112079852B (zh) | 基于ASBSA和4,4’联吡啶配体的Zn(II)配合物及其制备方法和应用 | |
| Negoiu et al. | Synthesis and Characterisation of complex Cu (II) combinations with Schiff base ligands derived from 4-amino-1-phenyl-2, 3-dimethyl-3-pyrazole-5-one (4-amino-antipyrine) and Pentaatomic Heterocyclic Aldehydes | |
| CN101696218B (zh) | 一种邻氨基吡啶铜配合物的制备方法 | |
| Tanasković et al. | Binuclear biologically active Co (II) complexes with octazamacrocycle and aliphatic dicarboxylates | |
| CN100582115C (zh) | 一种合成抗肿瘤药物卡铂的方法 | |
| Mushtaq et al. | Supramolecular Heteroleptic Copper (II) Carboxylates: Synthesis, Spectral Characterization, Crystal Structures, and Enzyme Inhibition Assay | |
| Huang et al. | Metal (II)-organic coordination polymers with two distinct atropisomeric building units from an axially prochiral inner salt through interchain C–H⋯ X hydrogen bonds (X= O, Cl; metal= cobalt, nickel) | |
| He et al. | Self-assembly of imidazoliums salts based on acridine with silver oxide as coordination polymers: Synthesis, fluorescence and antibacterial activity | |
| CN101302236A (zh) | 一种合成抗肿瘤药物奈达铂的新方法 | |
| CN111154113A (zh) | 一种基于双核钴(ⅱ)的金属有机配合物及其制备方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20200211 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |