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]
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
-
[4]
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
-
[5]
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
-
[6]
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
-
[7]
Maitri Bhattacharjee , Rekha Boruah Smriti , R. N. Dutta Purkayastha , Waldemar Maniukiewicz , Shubhamoy Chowdhury , Debasish Maiti , Tamanna Akhtar . Synthesis, structural characterization, bio-activity, and density functional theory calculation on Cu(Ⅱ) complexes with hydrazone-based Schiff base ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1409-1422. doi: 10.11862/CJIC.20240007
-
[8]
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
-
[9]
Wenxiu Yang , Jinfeng Zhang , Quanlong Xu , Yun Yang , Lijie Zhang . Bimetallic AuCu Alloy Decorated Covalent Organic Frameworks for Efficient Photocatalytic Hydrogen Production. Acta Physico-Chimica Sinica, 2024, 40(10): 2312014-. doi: 10.3866/PKU.WHXB202312014
-
[10]
Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154
-
[11]
Peiran ZHAO , Yuqian LIU , Cheng HE , Chunying DUAN . A functionalized Eu3+ metal-organic framework for selective fluorescent detection of pyrene. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 713-724. doi: 10.11862/CJIC.20230355
-
[12]
Tiantian MA , Sumei LI , Chengyu ZHANG , Lu XU , Yiyan BAI , Yunlong FU , Wenjuan JI , Haiying YANG . Methyl-functionalized Cd-based metal-organic framework for highly sensitive electrochemical sensing of dopamine. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 725-735. doi: 10.11862/CJIC.20230351
-
[13]
Wendian XIE , Yuehua LONG , Jianyang XIE , Liqun XING , Shixiong SHE , Yan YANG , Zhihao HUANG . Preparation and ion separation performance of oligoether chains enriched covalent organic framework membrane. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1528-1536. doi: 10.11862/CJIC.20240050
-
[14]
Huan ZHANG , Jijiang WANG , Guang FAN , Long TANG , Erlin YUE , Chao BAI , Xiao WANG , Yuqi ZHANG . A highly stable cadmium(Ⅱ) metal-organic framework for detecting tetracycline and p-nitrophenol. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 646-654. doi: 10.11862/CJIC.20230291
-
[15]
Ruikui YAN , Xiaoli CHEN , Miao CAI , Jing REN , Huali CUI , Hua YANG , Jijiang WANG . Design, synthesis, and fluorescence sensing performance of highly sensitive and multi-response lanthanide metal-organic frameworks. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 834-848. doi: 10.11862/CJIC.20230301
-
[16]
Xiaoxia WANG , Ya'nan GUO , Feng SU , Chun HAN , Long SUN . Synthesis, structure, and electrocatalytic oxygen reduction reaction properties of metal antimony-based chalcogenide clusters. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1201-1208. doi: 10.11862/CJIC.20230478
-
[17]
Lu LIU , Huijie WANG , Haitong WANG , Ying LI . Crystal structure of a two-dimensional Cd(Ⅱ) complex and its fluorescence recognition of p-nitrophenol, tetracycline, 2, 6-dichloro-4-nitroaniline. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1180-1188. doi: 10.11862/CJIC.20230489
-
[18]
Kaimin WANG , Xiong GU , Na DENG , Hongmei YU , Yanqin YE , Yulu MA . Synthesis, structure, fluorescence properties, and Hirshfeld surface analysis of three Zn(Ⅱ)/Cu(Ⅱ) complexes based on 5-(dimethylamino) isophthalic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1397-1408. doi: 10.11862/CJIC.20240009
-
[19]
Meirong HAN , Xiaoyang WEI , Sisi FENG , Yuting BAI . A zinc-based metal-organic framework for fluorescence detection of trace Cu2+. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1603-1614. doi: 10.11862/CJIC.20240150
-
[20]
Shuyan ZHAO . Field-induced CoⅡ single-ion magnet with pentagonal bipyramidal configuration. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1583-1591. doi: 10.11862/CJIC.20240231
-
[1]
Metrics
- PDF Downloads(1)
- Abstract views(273)
- HTML views(22)