Citation:
JIANG Wu-Jiu, WU Xu-Meng, LIU Chao, YU Jiang-Xi, ZHU Xiao-Ming, FENG Yong-Lan, ZHANG Fu-Xing, KUANG Dai-Zhi. Syntheses, Crystal Structures and Biological Activity of Schiff Base Organotin Complexes Based on o-Vanillin and 2-Amino-4-nitrophenol[J]. Chinese Journal of Inorganic Chemistry,
;2015, 31(7): 1321-1328.
doi:
10.11862/CJIC.2015.116
-
Schiff base organotin complexes 1 and 2 have been synthesized via the reaction of the o-Vanillin-2-amino-4-nitrophenol Schiff base(H2L) with the dibutyltin oxide and the dibenzyltin dichloride, respectively. The complexes have been characterized by IR, 1H NMR, 13C NMR spectra, elemental analysis and the crystal structures have been determined by X-ray diffraction. The anticancer activity of H2L, 1 and 2 against five species of cancer cell which are Hela, MCF7, HepG2, Colo205, NCI-H460 were tested respectively, and the tests showed that complex 1 was more active than carboplatin against tested carcinoma cell lines and has a potential application of drug preparation. The interaction between Schiff base ligand, complex 2 and Herring sperm DNA were studied by EB fluorescent probe, the result shows that fluorescence quenching was really resulted from the synergistic effect of the Schiff base ligand. CCDC: 939077, 1; 939078, 2.
-
-
-
[1]
[1] Buck B, Mascioni A, Que L, et al. J. Am. Chem. Soc., 2003, 125(44):13316-13317
-
[2]
[2] Carraher J C E, Roner M R. J. Organomet. Chem., 2014, 751: 67-82
-
[3]
[3] Gasser G, Ott I, Metzler-Nolte N. J. Med. Chem., 2011, 54(1): 3-25
-
[4]
[4] Chandrasekhar V, Mohapatra C, Butcher R J. Cryst. Growth Des., 2012, 12(6):3285-3295
-
[5]
[5] Shang X, Ding N, Xiang G. Eur. J. Med. Chem., 2012, 48: 305-312
-
[6]
[6] Metsios A, Verginadis I, Simos Y, et al. Eur. J. Pharm. Sci., 2012, 47(2):490-496
-
[7]
[7] Yang P, Guo M. Coord. Chem. Rev., 1999, 185-186:189-211
-
[8]
[8] Gleeson B, Claffey J, Ertler D, et al. Polyhedron, 2008, 27(18): 3619-3624
-
[9]
[9] YANG Pin(杨频), GAO Fei(高飞). Principle of Biological Inorganic Chemistry(生物无机化学原理). Beijing: Science Press, 2002.
-
[10]
[10] Mohapatra C, Tripathi S, Anantharaman G, et al. Cryst. Growth Des., 2014, 14(7):3182-3185
-
[11]
[11] Shariatinia Z, Mirhosseini M H S, Bereciartua P J, et al. J. Organomet. Chem., 2013, 745-746:432-438
-
[12]
[12] Sirajuddin M, Ali S, McKee V, et al. Eur. J. Med. Chem., 2014, 84:343-363
-
[13]
[13] García-López M C, Muoz-Flores B M, Jiménez-Pérez V M, et al. Dyes Pigm., 2014, 106:188-196
-
[14]
[14] Hong M, Geng H, Niu M, et al. Eur. J. Med. Chem., 2014, 86:550-561
-
[15]
[15] Yin H, Liu H, Hong M. J. Organomet. Chem., 2012, 713:11-19
-
[16]
[16] Arjmand F, Yousuf I. J. Organomet. Chem., 2013, 743:55-62
-
[17]
[17] Dubey R K, Singh A P, Patil S A. Inorg. Chim. Acta, 2014, 410:39-45
-
[18]
[18] Prasad K S, Kumar L S, Chandan S, et al. Spectrochim. Acta A, 2011, 81(1):276-282
-
[19]
[19] Sisido K, Takeda Y, Dinugawa Z, et al. J. Am. Chem. Soc., 1961, 83(3):538-541
-
[20]
[20] Sheldrick G M. SHELXL-97, Program for Crystal Structure Analysis, University of Göttingen, Germany, 1998.
-
[21]
[21] JIANG Wu-Jiu(蒋伍玖), YANG Nian-Fa(阳年发), KUANG Dai-Zhi(邝代治), et al. Chinese J. Struct. Chem.(结构化学), 2011, 30(9):1327-1331
-
[22]
[22] YU Jiang-Xi(庾江喜), FENG Yong-Lan(冯泳兰), KUANG Dai-Zhi(邝代治), et al. Chinese J. Inorg. Chem.(无机化学学报), 2012, 28(2):279-284
-
[23]
[23] Nikoloz K, Norberto F, Margarita R, et al. J. Organomet. Chem., 2010, 695(8):1189-1199
-
[24]
[24] JIANG Wu-Jiu(蒋伍玖), KUANG Dai-Zhi(邝代治), YU Jiang-Xi(庾江喜), et al. Chinese J. Inorg. Chem.(无机化学学报), 2012, 28(11):2363-2368
-
[25]
[25] Yin H D, Hong M, Li G, et al. J. Organomet. Chem., 2005, 690(16):3714-3719
-
[26]
[26] KUANG Dai-Zhi(邝代治), FENG Yong-Lan(冯泳兰), ZHANG Fu-Xing(张复兴), et al. Chinese J. Inorg. Chem.(无机化学学报), 2010, 26(12):2160-2164
-
[27]
[27] Pretsch E, Bühlmann P, Badertscher M. Structure Determin-ation of Organic Compounds: Tables of Spectral Data. 4th Ed. Berlin and Heidelberg: Springer-Verlag, 2009.
-
[28]
[28] Clark H C, Jian V K, Mehrotra R C, et al. J. Organomet. Chem., 1985, 279(3):385-394
-
[29]
[29] Fulmer G R, Miller A J M, Sherden N H, et al. Organometallics, 2010, 29(9):2176-2179
-
[30]
[30] ZHANG Fu-Xing(张复兴), WANG Jian-Qiu(王剑秋), KUANG Dai-Zhi(邝代治), et al. Chinese J. Inorg. Chem.(无机化学学报), 2013, 29(3):537-543
-
[31]
[31] Chuprunov E V, Tarkhova T N, Korallova T Y, et al. Dokl. Akad. Nauk. SSSR, 1978, 242(3):606-608
-
[32]
[32] KUANG Dai-Zhi(邝代治), JIANG Wu-Jiu(蒋伍玖), FENG Yong-Lan(冯泳兰), et al. Chinese J. Inorg. Chem.(无机化学学报), 2013, 29(2):413-418
-
[33]
[33] Chuprunov E V, Stolyarova N E, Shcherbakov V I, et al. Zh. Strukt. Khim., 1987, 28(5):797-799
-
[34]
[34] KUANG Dai-Zhi(邝代治), JIANG Wu-Jiu(蒋伍玖), FENG Yong-Lan(冯泳兰), et al. Chinese J. Inorg. Chem.(无机化学学报), 2011, 27(10):1981-1987
-
[35]
[35] Hong M, Yin H D, Chen S W, et al. J. Organomet. Chem., 2010, 695(5):653-662
-
[36]
[36] Yin H, Cui J, Qiao Y. Polyhedron, 2008, 27(9/10):2157-2166
-
[37]
[37] Yin H D, Chen S W. J. Organomet. Chem., 2006, 691(13): 3103-3108
-
[38]
[38] Chandrasekhar V, Gopal K, Sasikumar P, et al. Coord. Chem. Rev., 2005, 249(17/18):1745-1765
-
[39]
[39] Jímenez-Pérez V M, Camacho-Camacho C, Güizado-Rodríguez M, et al. J. Organomet. Chem., 2000, 614-615:283-293
-
[40]
[40] Labib L, Khalil T E, Iskander M F, et al. Polyhedron, 1996, 15(21):3697-3707
-
[41]
[41] FENG Yong-Lan(冯泳兰), ZHENG Jian-Hua(郑建华), JIANG Wu-Jiu(蒋伍玖), et al. Chinese J. Inorg. Chem.(无机化学学报), 2014, 30(12):2767-2774
-
[42]
[42] JIANG Wu-Jiu(蒋伍玖), KUANG Dai-Zhi(邝代治), FENG Yong-Lan(冯泳兰), et al. Chin. J. Org. Chem.(有机化学), 2014, 34(11):2288-2295
-
[43]
[43] ZHAO Guo-Liang(赵国良), SHI Xia(施霞), ZHANG Jun-Ping(张均平), et al. Scientia Sinica Chimica(中国科学:化学), 2010, 40(10):1525-1535
-
[44]
[44] Wolfe A, George H S J, Thomas M. Biochemistry, 1987, 26 (20):6392-6396
-
[45]
[45] ZHAO Guo-Liang(赵国良), SHEN Jin-Bei(沈金杯), SHI Xia (施霞), et al. Chinese J. Inorg. Chem.(无机化学学报), 2012, 28(5):959-964
-
[1]
-
-
-
[1]
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
-
[2]
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
-
[3]
Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278
-
[4]
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
-
[5]
Changqing MIAO , Fengjiao CHEN , Wenyu LI , Shujie WEI , Yuqing YAO , Keyi WANG , Ni WANG , Xiaoyan XIN , Ming FANG . Crystal structures, DNA action, and antibacterial activities of three tetranuclear lanthanide-based complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2455-2465. doi: 10.11862/CJIC.20240192
-
[6]
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
-
[7]
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
-
[8]
Siran Wang , Yinuo Wang , Yilong Zhao , Dazhen Xu . Advances in the Application and Preparation of Rhodanine and Its Derivatives. University Chemistry, 2025, 40(5): 318-327. doi: 10.12461/PKU.DXHX202407033
-
[9]
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
-
[10]
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
-
[11]
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
-
[12]
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
-
[13]
Hongjie SHEN , Haozhe MIAO , Yuhe YANG , Yinghua LI , Deguang HUANG , Xiaofeng ZHANG . Synthesis, crystal structure, and fluorescence properties of two Cu(Ⅰ) complexes based on pyridyl ligand. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 855-863. doi: 10.11862/CJIC.20250009
-
[14]
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
-
[15]
Hexing SONG , Zan SUN . Synthesis, crystal structure, Hirshfeld surface analysis, and fluorescent sensing for Fe3+ of an Mn(Ⅱ) complex based on 1-naphthalic acid. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 885-892. doi: 10.11862/CJIC.20240402
-
[16]
Yongzhi LI , Han ZHANG , Gangding WANG , Yanwei SUI , Lei HOU , Yaoyu WANG . A two-dimensional metal-organic framework for the determination of nitrofurantoin and nitrofurazone in aqueous solution. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 245-253. doi: 10.11862/CJIC.20240307
-
[17]
Yahui HAN , Jinjin ZHAO , Ning REN , Jianjun ZHANG . Synthesis, crystal structure, thermal decomposition mechanism, and fluorescence properties of benzoic acid and 4-hydroxy-2, 2′: 6′, 2″-terpyridine lanthanide complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 969-982. doi: 10.11862/CJIC.20240395
-
[18]
Linjie ZHU , Xufeng LIU . Synthesis, characterization and electrocatalytic hydrogen evolution of two di-iron complexes containing a phosphine ligand with a pendant amine. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 939-947. doi: 10.11862/CJIC.20240416
-
[19]
Yuxin CHEN , Yanni LING , Yuqing YAO , Keyi WANG , Linna LI , Xin ZHANG , Qin WANG , Hongdao LI , Wenmin WANG . Construction, structures, and interaction with DNA of two SmⅢ4 complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1141-1150. doi: 10.11862/CJIC.20240258
-
[20]
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
-
[1]
Metrics
- PDF Downloads(1)
- Abstract views(509)
- HTML views(42)