Syntheses, Crystal Structures, and Antitumor Activities of Mn(Ⅱ) Complex and La(Ⅲ) Coordination Polymer with 2, 6‐Diacetylpyridine Salicylhydrazone Derivative
- Corresponding author: Xi‐Rui FAN, fengzhijun73@163.com Zhi‐Jun FENG, 1625834032@qq.com
Citation: Dian ZHU, Jun ZHANG, Qian ZHANG, Shu‐Qi LIANG, Ying XIONG, Yi‐Fan JIANG, Mei‐Fang WANG, Ju‐Yuan WEI, Xi‐Rui FAN, Zhi‐Jun FENG. Syntheses, Crystal Structures, and Antitumor Activities of Mn(Ⅱ) Complex and La(Ⅲ) Coordination Polymer with 2, 6‐Diacetylpyridine Salicylhydrazone Derivative[J]. Chinese Journal of Inorganic Chemistry, ;2022, 38(8): 1499-1511. doi: 10.11862/CJIC.2022.165
Ronconi L, Sadler P J. Using Coordination Chemistry to Design New Medicines[J]. Coord. Chem. Rev., 2007,251:1633-1648. doi: 10.1016/j.ccr.2006.11.017
Storr T, Thompson K H, Orvig C. Design of Targeting Ligands in Medicinal Inorganic Chemistry[J]. Chem. Soc. Rev., 2006,35:534-544. doi: 10.1039/b514859f
Biswas B, Kole N, Patra M, Dutta S, Ganguly M. Synthesis, Structural Characterization and Biological Activity of a Trinuclear Zinc(Ⅱ) Complex: DNA Interaction Study and Antimicrobial Activity[J]. J. Chem. Sci., 2013,125:1445-1453. doi: 10.1007/s12039-013-0528-1
Patel M N, Joshi H N, Patel C R. Cytotoxic, DNA Binding, DNA Cleavage and Antibacterial Studies of Ruthenium‐Fluoroquinolone Complexes[J]. J. Chem. Sci., 2014,126:739-749. doi: 10.1007/s12039-014-0597-9
Easmon J, Puerstinger G, Roth T, Fiebig H H, Jenny M, Jaeger W, Heinisch G, Hofmann J. 2‐Benzoxazolyl and 2‐Benzimidazolyl Hydrazones Derived from 2‐Acetylpyridine: A Novel Class of Antitumor Agents[J]. Int. J. Cancer, 2001,94:89-96. doi: 10.1002/ijc.1427
Richardson D R, Bernhardt P V. Crystal and Molecular Structure of 2‐Hydroxy‐1‐naphthaldehyde Isonicotinoyl Hydrazone (NIH) and Its Iron(Ⅲ) Complex: An Iron Chelator with Anti‐Tumour Activity[J]. J. Biol. Inorg. Chem., 1999,4:266-273. doi: 10.1007/s007750050312
Qian H Y, Sun N. Synthesis and Crystal Structures of Manganese(Ⅲ) Complexes Derived from Bis‐Schiff Bases with Antibacterial Activity[J]. Transit. Met. Chem., 2019,44:501-506. doi: 10.1007/s11243-018-00296-x
HUANG M L, LUO G G, LIN J Q. Synthesis, Crystal Structure and Fluorescence Properties of Cadmium Complexes of Pyridine‐2‐formaldehyde Hydrazone[J]. Chinese J. Inorg. Chem., 2021,37(2):251-258.
Geng J, Li J, Huang T, Zhao K D, Chen Q Y, Guo W J, Gao J. A Novel Manganese Complex Selectively Induces Malignant Glioma Cell Death by Targeting Mitochondria[J]. Mol. Med. Rep., 2016,14(3):1970-1978. doi: 10.3892/mmr.2016.5509
Johnson D K, Murphy T B, Rose N J, Goodwin W H, Pickart L. Cytotoxic Chelators and Chelates 1. Inhibition of DNA Synthesis in Cultured Rodent and Human Cells by Aroylhydrazones and by a Copper (Ⅱ) Complex of Salicylaldehyde Benzoyl Hydrazone[J]. Inorg. Chim. Acta, 1982,67:159-165. doi: 10.1016/S0020-1693(00)85058-6
Becker E M, Lovejoy D B, Greer J M, Watts R, Richardson D R. Identification of the Di‐pyridyl Ketone Isonicotinoyl Hydrazone (PKIH) Analogues as Potent Iron Chelators and Anti‐Tumour Agents[J]. Brit. J. Pharmacol., 2003,138:819-830. doi: 10.1038/sj.bjp.0705089
Chen C L, Zhu X F, Li M X, Guo H M, Niu J Y. Antitumor Activity of Manganese(Ⅱ) and Cobalt(Ⅲ) Complexes of 2‐Acetylpyridine Schiff Bases Derived from S‐Methyldithiocarbazate: Synthesis, Characterization, and Crystal Structure of the Manganese (Ⅱ) Complex of 2‐Acetylpyridine S‐Methyldithiocarbazate[J]. Russ. J. Coord. Chem., 2011,37(6):435-438. doi: 10.1134/S1070328411050034
Hu M X, Yan Y L, Zhu B H, Chang F, Yu S Y, Alatan G. A Series of Mn(Ⅰ) Photo‐Activated Carbon Monoxidereleasing Molecules with Benzimidazole Coligands: Synthesis, Structural Characterization, CO Releasing Properties and Biological Activity Evaluation[J]. RSC Adv., 2019,9:20505-20512. doi: 10.1039/C9RA01370A
YANG Y L. The Anti-tumor Mechanism of Benzaldehyde Nitrogen Mustard‐2‐Pyridine Carboxylic Acid Hydrazone and Its Copper Complex. Xinxiang: Xinxiang Medical University, 2016: 32‐40
LI S P, JIANG Y L, WANG R, HU G Q, HUANG W L. Synthesis and Antitumor Activity of Enrofloxacin Oxadiazole Sulfanylaceto Hydrazones[J]. Journal of Shenyang Pharmaceutical University, 2017,34(9):763-767.
Shin S Y, Lee J, Ahn S, Yoo M, Lee Y H, Koh D, Lim Y. Design, Synthesis, and Evaluation of 4‐Chromenone Derivatives Combined with N‐Acylhydrazone for Aurora Kinase A Inhibitor[J]. Appl. Biol. Chem., 2021,6421. doi: 10.1186/s13765-021-00596-4
Tumosienė I, Kantminienė K, Klevinskas A, Petrikaitė V, Jonuškienė I, Mickevičius V. Antioxidant and Anticancer Activity of Novel Derivatives of 3‐[(4‐Methoxyphenyl)amino]propanehydrazide[J]. Molecules, 2020,252980. doi: 10.3390/molecules25132980
Gaeta A, Hider R C. The Crucial Role of Metal Ions in Neurodegeneration: The Basis for a Promising Therapeutic Strategy[J]. Brit. J. Pharmacol., 2005,146:1041-1059. doi: 10.1038/sj.bjp.0706416
LI J, WU C Y, ZHANG Y, SHEN G N, JIN C H. Synthesis, Crystal Structure and Antitumor Activity of Pyrazole Zinc Complex[J]. Chinese J. Inorg. Chem., 2018,34(1):135-141.
ZHANG L, JIANG C, GUO L F, ZHANG X L, LIN X Q, KANG J, SUN W M. Synthesis, Characterization, Antitumor Activity, and Theoretical Calculations of Co(Ⅱ) Complex Based on Pyridine‐2, 6‐dicarboxylic Acid[J]. Chinese J. Inorg. Chem., 2021,37(2):368-374.
GAO C Y, QIAO P P, YANG H Z, ZHANG P F, LEI Y B, ZHANG Y P, WANG M, YUE A Q, ZHAO J Z, DU W J. Synthesis, Structure, DNA Interaction and Cytotoxicity of Pyridine‐Based Mononuclear Cobalt(Ⅱ) Complex[J]. Chinese J. Inorg. Chem., 2020,36(9):1783-1790.
HE S Y, CHEN J L, YANG R, WU W T, ZHAO J S, SHI Q Z, WANG R X. Synthesis, Spectrum Study and Biological Activity of Salicylaldehyde Salicylhydrazone Complexes with Rare Earth[J]. Chin. J. Org. Chem., 2003,23:1387-1392. doi: 10.3321/j.issn:0253-2786.2003.12.010
YANG Z Y, YANG R D. Synthesis of 2‐Carboxybenzaldehyde Benzoyl Hydrazone Rare Earth Complexes and Their Antioxidative Activity[J]. Journal of the Chinese Society of Rare Earths, 2002,20:366-369. doi: 10.3321/j.issn:1000-4343.2002.04.019
Wang B D, Yang Z Y, Crewdson P, Wang D Q. Synthesis, Crystal Structure and DNA‐Binding Studies of the Ln (Ⅲ) Complex with 6‐Hydroxychromone‐3‐carbaldehyde Benzoyl Hydrazine[J]. J. Inorg. Biochem., 2007,101(10):1492-1504. doi: 10.1016/j.jinorgbio.2007.04.007
Qin D D, Qi G F, Yang Z Y, Wu J C, Liu Y C. Fluorescence and Biological Evaluation of the La (Ⅲ) and Eu (Ⅲ) Complexes with 7‐Methoxychromone‐3‐carbaldehyde Benzoyl Hydrazone Schiff Base[J]. J. Fluoresc., 2009,19(3):409-418. doi: 10.1007/s10895-008-0427-x
Gu J Z, Liang X X, Cai Y, Wu J, Shi Z F, Kirillov A M. Hydrothermal Assembly, Structures, Topologies, Luminescence, and Magnetism of a Novel Series of Coordination Polymers Driven by a Trifunctional Nicotinic Acid Building Block[J]. Dalton Trans., 2017,46(33):10908-10925. doi: 10.1039/C7DT01742A
LI Y, ZHUANG Y F, ZHANG Y L, FENG A S, ZOU X Z. Syntheses, Crystal Structures, Luminescence and Catalytic Activity of Manganese(Ⅱ) and Cadmium(Ⅱ) Coordination Polymers Based on 2, 3‐Dihydroxy‐terephthalic Acid[J]. Chinese J. Inorg. Chem., 2021,37(6):1135-1142.
Wang Q, Dua X, Zhou B J, Li J, Lu W L, Chen Q Y, Gao J. Mitochondrial Dysfunction is Responsible for Fatty Acid Synthase Inhibitioninduced Apoptosis in Breast Cancer Cells by PdpaMn[J]. Biomed. Pharmacother., 2017,96:396-403. doi: 10.1016/j.biopha.2017.10.008
Xue J J, Chen Q Y, Kong M Y, Zhu C Yin, Gen Z R, Wang Z L. Synthesis, Cytotoxicity for Mimics of Catalase: Inhibitors of Lactate Dehydrogenase and Hypoxia Inducible Factor[J]. Eur. J. Med. Chem., 2014,80:1-7. doi: 10.1016/j.ejmech.2014.04.035
Cârâc A, Boscencu R, Dinică R M, Guerreiro J F, Silva F, Marques F, Campello M P C, Moise C, Brîncoveanu O, Enăchescu M, Cârâc G, Tăbăcaru A. Synthesis, Characterization and Antitumor Activity of Two New Dipyridinium Ylide Based Lanthanide (Ⅲ) Complexes[J]. Inorg. Chim. Acta, 2018,480:83-90. doi: 10.1016/j.ica.2018.05.003
Neelima , Poonia K, Siddiqui S, Arshad M, Kumar D. In Vitro Anticancer Activities of Schiff Base and Its Lanthanum Complex[J]. Spectroc. Acta Pt. A‐Molec. Biomolec. Spectr., 2016,155:146-154. doi: 10.1016/j.saa.2015.10.015
Kostova I, Momekov G, Zaharieva M, Karaivanova M. Cytotoxic Activity of New Lanthanum(Ⅲ) Complexes of Bis‐coumarins[J]. Eur. J. Med. Chem., 2005,40:542-551. doi: 10.1016/j.ejmech.2004.12.007
Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
Haitang WANG , Yanni LING , Xiaqing MA , Yuxin CHEN , Rui ZHANG , Keyi WANG , Ying ZHANG , Wenmin WANG . Construction, crystal structures, and biological activities of two LnⅢ3 complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
Jingjing QING , Fan HE , Zhihui LIU , Shuaipeng HOU , Ya LIU , Yifan JIANG , Mengting TAN , Lifang HE , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two complexes of dimethylglyoxime organotin. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1301-1308. doi: 10.11862/CJIC.20240003
Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb2 complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
Xiaoling LUO , Pintian ZOU , Xiaoyan WANG , Zheng LIU , Xiangfei KONG , Qun TANG , Sheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271
Xiaowei TANG , Shiquan XIAO , Jingwen SUN , Yu ZHU , Xiaoting CHEN , Haiyan ZHANG . A zinc complex for the detection of anthrax biomarker. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1850-1860. doi: 10.11862/CJIC.20240173
Jinfeng Chu , Lan Jin , Yu-Fei Song . Exploration and Practice of Flipped Classroom in Inorganic Chemistry Experiment: a Case Study on the Preparation of Inorganic Crystalline Compounds. University Chemistry, 2024, 39(2): 248-254. doi: 10.3866/PKU.DXHX202308016
Yan Liu , Yuexiang Zhu , Luhua Lai . Introduction to Blended and Small-Class Teaching in Structural Chemistry: Exploring the Structure and Properties of Crystals. University Chemistry, 2024, 39(3): 1-4. doi: 10.3866/PKU.DXHX202306084
Weina Wang , Fengyi Liu , Wenliang Wang . “Extracting Commonality, Delving into Typicals, Deriving Individuality”: Constructing a Knowledge Graph of Crystal Structures. University Chemistry, 2024, 39(3): 36-42. doi: 10.3866/PKU.DXHX202308029
Junqiao Zhuo , Xinchen Huang , Qi Wang . Symbol Representation of the Packing-Filling Model of the Crystal Structure and Its Application. University Chemistry, 2024, 39(3): 70-77. doi: 10.3866/PKU.DXHX202311100
Wenyan Dan , Weijie Li , Xiaogang Wang . The Technical Analysis of Visual Software ShelXle for Refinement of Small Molecular Crystal Structure. University Chemistry, 2024, 39(3): 63-69. doi: 10.3866/PKU.DXHX202302060
Zhaoyang WANG , Chun YANG , Yaoyao Song , Na HAN , Xiaomeng LIU , Qinglun WANG . Lanthanide(Ⅲ) complexes derived from 4′-(2-pyridyl)-2, 2′∶6′, 2″-terpyridine: Crystal structures, fluorescent and magnetic properties. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1442-1451. doi: 10.11862/CJIC.20240114
Liyang ZHANG , Dongdong YANG , Ning LI , Yuanyu YANG , Qi MA . Crystal structures, luminescent properties and Hirshfeld surface analyses of three cadmium(Ⅱ) complexes based on 2-(3-(pyridin-2-yl)-1H-pyrazol-1-yl)benzoate. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1943-1952. doi: 10.11862/CJIC.20240079
You Wu , Chang Cheng , Kezhen Qi , Bei Cheng , Jianjun Zhang , Jiaguo Yu , Liuyang Zhang . ZnO/D-A共轭聚合物S型异质结高效光催化产H2O2及其电荷转移动力学研究. Acta Physico-Chimica Sinica, 2024, 40(11): 2406027-. doi: 10.3866/PKU.WHXB202406027
Keweiyang Zhang , Zihan Fan , Liyuan Xiao , Haitao Long , Jing Jing . Unveiling Crystal Field Theory: Preparation, Characterization, and Performance Assessment of Nickel Macrocyclic Complexes. University Chemistry, 2024, 39(5): 163-171. doi: 10.3866/PKU.DXHX202310084
Ping Song , Nan Zhang , Jie Wang , Rui Yan , Zhiqiang Wang , Yingxue Jin . Experimental Teaching Design on Synthesis and Antitumor Activity Study of Cu-Pyropheophorbide-a Methyl Ester. University Chemistry, 2024, 39(6): 278-286. doi: 10.3866/PKU.DXHX202310087
Bao Jia , Yunzhe Ke , Shiyue Sun , Dongxue Yu , Ying Liu , Shuaishuai Ding . Innovative Experimental Teaching for the Preparation and Modification of Conductive Organic Polymer Thin Films in Undergraduate Courses. University Chemistry, 2024, 39(10): 271-282. doi: 10.12461/PKU.DXHX202404121
Ji Qi , Jianan Zhu , Yanxu Zhang , Jiahao Yang , Chunting Zhang . Visible Color Change of Copper (II) Complexes in Reversible SCSC Transformation: The Effect of Structure on Color. University Chemistry, 2024, 39(3): 43-57. doi: 10.3866/PKU.DXHX202307050
Tianyun Chen , Ruilin Xiao , Xinsheng Gu , Yunyi Shao , Qiujun Lu . Synthesis, Crystal Structure, and Mechanoluminescence Properties of Lanthanide-Based Organometallic Complexes. University Chemistry, 2024, 39(5): 363-370. doi: 10.3866/PKU.DXHX202312017