Citation: KUANG Dai-Zhi, YU Jiang-Xi, FENG Yong-Lan, ZHANG Fu-Xing, JIANG Wu-Jiu, ZHU Xiao-Ming. Syntheses, Structures, Anti-tumor Activity of Tri(n-butyl)tin Carboxylates with Hydrogen-Bonded Network[J]. Chinese Journal of Inorganic Chemistry, ;2015, (6): 1112-1118. doi: 10.11862/CJIC.2015.067 shu

Syntheses, Structures, Anti-tumor Activity of Tri(n-butyl)tin Carboxylates with Hydrogen-Bonded Network

1.
Key Laboratory of Functional Organometallic Materials of College of Hunan Province, Department of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China

Corresponding author: KUANG Dai-Zhi,
Received Date: 14 November 2014
Available Online: 15 December 2014
Fund Project: 湖南省自然科学基金(No.13JJ3112) (No.13JJ3112)湖南省科技计划(No.2014NK3086) (No.2014NK3086)湖南省高校创新平台开放基金(No.13K105,14K014) (No.13K105,14K014)重点实验室开放基金(No.13K01,GN14K01) (No.13K01,GN14K01)湖南省“十二五”重点建设学科(材料物理与化学) (材料物理与化学)衡阳师范学院协同创新中心培育项目(No.12XT02) (No.12XT02)青年骨干教师培养计划(2012)资助项目。 (2012)

Two tri(n-butyl)tin carboxylates (n-Bu)₃SnO₂CR(H₂O) (R: C(OH)Ph₂ (1), C₅NH₃Cl (2)) were synthesized by the reactions of bis[tri(n-butyl)tin] oxide with benzilic acid and 2-chloronicotinic acid under microwave irradia-tion, respectively. Their structures were characterized by IR, ¹H and ¹³C NMR, elemental analysis and X-ray single crystal diffraction. Both of the complexes belong to orthorhombic system, but their space groups are different. One is Pbca and the other is P2₁2₁2₁. For each of them, the central tin atom is aberrant trigonal bipyramid with five-coordination. In their crystal structures, there are multi-hydrogen bonds, resulting in the formation of a 2D structure of 1 and a 3D supermolecular network of 2. The preliminary tests showed that both of which displayed strong in vitro anti-tumor activity against five human tumor cell lines, Colo205, HepG2, MCF-7, Hela and NCI-H460, and especially for the later three, the complexes were much stronger than carboplatin, but the activity order was 1>2.
- tri(n-butyl)tin carboxylate;crystal structure;supermolecular network;anti-tumor activity
1. [1]
  [1] Nayak S, Harms K, Dehnen S. Inorg. Chem., 2011,50(7): 2714-2716
2. [2]
  [2] Zhang S, Shi W, Li L, et al. Inorg. Chem., 2014,53(19):10340 -10346
3. [3]
  [3] Tan Y X, He Y P, Zhang J. Cryst. Growth Des., 2012,12(5): 2468-2471
4. [4]
  [4] Rocca J D, Liu D, Lin W. Acc. Chem. Res., 2011,44(10): 957-968
5. [5]
  [5] Ma Y, Cheng A L, Zhang J Y, et al. Cryst. Growth Des., 2009,9(2):867-873
6. [6]
  [6] Mistri S, Zangrando E, Figuerola A, et al. Cryst. Growth Des., 2014,14(7):3276-3285
7. [7]
  [7] HUANG Yan-Ping(黄燕萍), ZHANG Xiao(张潇), LIU Lei(刘蕾), et al. Chinese J. Inorg. Chem.(无机化学学报), 2014,30 (5):1001-1008
8. [8]
  [8] LIU Dong-Sheng(刘冬生), SUI Yan(隋岩), CHEN Wen-Tong (陈文通), et al. Chinese J. Inorg. Chem.(无机化学学报), 2011,27(8):1607-1612
9. [9]
  [9] WEN Li-Yuan(温丽媛), YIN Han-Dong(尹汉东), WANG Da-Qi(王大奇). Chinese J. Inorg. Chem.(无机化学学报), 2009,25(8):1470-1473
10. [10]
  [10] Muñoz-Flores B M, Santillán R, Farfán N, et al. J. Organomet. Chem., 2014,769:64-71
11. [11]
  [11] Jr C E C, Roner M R. J. Organomet. Chem., 2014,751:67-82
12. [12]
  [12] Chandrasekhar V, Thirumoorthi R. Organometallics, 2009, 28(7):2096-2106
13. [13]
  [13] Iqbal M, Ali S, Muhammad N, et al. J. Organomet. Chem., 2013,723:214-223
14. [14]
  [14] Xiao X, Han X, Mei Z, et al. J. Organomet. Chem., 2013, 729:28-39
15. [15]
  [15] Ma C, Yang M, Zhang R, et al. Inorg. Chim. Acta, 2008,361 (9-10):2979-2984
16. [16]
  [16] Wang H, Li D, Hong M, et al. J. Organomet. Chem., 2013, 740:1-9
17. [17]
  [17] 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), 2014,30(6):1267-1272
18. [18]
  [18] KUANG Dai-Zhi(邝代治), FENG Yong-Lan(冯泳兰), YU Jiang-Xi(庾江喜), et al. Chem. J. Chinese Universities(高等学校化学学报), 2014,35(8):1629-1634
19. [19]
  [19] WANG Qing-Lian(王清廉), SHEN Feng-Jia(沈凤嘉). Experiments in Organic Chemistry. 2nd Ed.(有机化学实验. 2版). Beijing: Higher Education Press, 1994:233-241
20. [20]
  [20] Sheldrick G M. SHELXS-97, Program for Crystal Structure Solution, University of Göttingen, Germany, 1997.
21. [21]
  [21] Sheldrick G M. SHELXL-97, Program for Crystal Structure Refinement, University of Göttingen, Germany, 1997.
22. [22]
  [22] KE Yi-Kan(柯以侃), DONG Hui-Ru(董慧茹). Analysis Chemistry Handbook: Vol.3(分析化学手册:第三分册). Beijing: Chemical Industry Press, 1988:932-935
23. [23]
  [23] 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
1. [1]
  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
2. [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 Ln^Ⅲ₃ complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
3. [3]
  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
4. [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. [5]
  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
6. [6]
  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
7. [7]
  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
8. [8]
  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
9. [9]
  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
10. [10]
  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
11. [11]
  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
12. [12]
  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
13. [13]
  Hongwei Ma , Hui Li . Three Methods for Structure Determination from Powder Diffraction Data. University Chemistry, 2024, 39(3): 94-102. doi: 10.3866/PKU.DXHX202310035
14. [14]
  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
15. [15]
  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
16. [16]
  Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
17. [17]
  Dongju Zhang . Exploring the Descriptions and Connotations of Basic Concepts of Teaching Crystal Structures. University Chemistry, 2024, 39(3): 18-22. doi: 10.3866/PKU.DXHX202304003
18. [18]
  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
19. [19]
  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
20. [20]
  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

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(407)
HTML views(49)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142