Citation: FENG Yong-Lan, YU Jiang-Xi, KUANG Dai-Zhi, TAN Yu-Xing, ZHANG Fu-Xing, JIANG Wu-Jiu, ZHU Xiao-Ming, ZHENG Jian-Hua. Syntheses, Crystal Structures, Anti-tumor Activity and Thermal Stability of Tri-alkyltin Cinnamic Carboxylates[J]. Chinese Journal of Inorganic Chemistry, ;2015, (5): 908-914. doi: 10.11862/CJIC.2015.109 shu

Syntheses, Crystal Structures, Anti-tumor Activity and Thermal Stability of Tri-alkyltin Cinnamic Carboxylates

1.
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;
2.
2 College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China

Corresponding author: KUANG Dai-Zhi,
Received Date: 12 November 2014
Available Online: 11 January 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) (2012)湖南省大学生研究性学习项目(CX1301)资助。 (CX1301)

Two trialkyltin carboxylates [n-Bu₃Sn(O₂CC₈H₇)]_n (1) and Cy₃Sn(O₂CC₈H₇)·MeOH (2) were synthesized by the reactions of cinnamic acid with bis(tributyltin) oxide and tricyclohexyltin hydroxide, respectively. Their structures were characterized by IR, ¹H and ¹³C NMR, elemental analysis and X-ray crystal diffraction. The crystal of complex 1 belongs to monoclinic system, space group P2₁/c, a=1.05381(2) nm, b=1.85066(4) nm, c=2.49500(5) nm, β=106.3460(10)°, V=4.66918(16) nm³, Z=4, D_c=1.244 g·cm^-3, μ(Mo Kα)=1.103 mm^-1, F(000)= 1808, R₁=0.0519, wR₂=0.1320. The crystal of complex 2 belongs to triclinic system, space group P1, a=1.3388(3) nm, b=1.4926(4) nm, c=1.7884(5) nm, α=67.066(14)°, β=69.631(15)°, γ=63.938(14)°, V=2.8882(13) nm³, Z=4, D_c=1.259 g·cm^-3, μ(Mo Kα)=0.908 mm^-1, F(000)=1144, R₁=0.0506, wR₂=0.1102. The central tin atoms of two complexes are aberrant trigonal bipyramidal configurations with five coordination, and a 1Dinfinite chain of 1 is bridged by carboxyl Oatoms, while a 2D network of 2 is generated by O-H…O hydrogen bonds and π-π effects. Moreover, the preliminary tests showed that complex 1 displayed stronger than carboplatin in vitro anti-tumor activity against five human tumor cell lines, Colo205, HepG2, MCF-7, Hela and NCI-H460, and had higher medicinal value than complex 2. Thermogravimetric analysis shows the complexes were stable up to 145 or 190 ℃, respectively.
- trialkyltin;cinnamic acid;crystal structure;anti-tumor activity
1. [1]
  [1] Salam M A, Affan M A, Arafat M A, et al. Heteroat. Chem., 2013,24(1):43-52
2. [2]
  [2] Knowles C O. Environ. Health Perspect., 1976,14:93-102
3. [3]
  [3] Rahman M M, Jusoh I, Affan M A, et al. Eur. J. Wood Wood Prod., 2013,71(4):463-471
4. [4]
  [4] Allen D W, Brooks J S, Unwin J, et al. Appl. Organomet. Chem., 1987,1(4):311-317
5. [5]
  [5] WANG Song-Lin(王松林), ZHANG Yuan-Zhuo(张元卓), CHEN Yong(陈勇), et al. Chem. J. Chinese Universities(高等学校化学学报), 2014,35(10):2177-2181
6. [6]
  [6] Omae l. Appl. Organomet. Chem., 2003,17(2):81-105
7. [7]
  [7] Li Q, Silva M F C G D, Pombeiro A J L. Chem. Eur. J., 2004,10(6):1456-1462
8. [8]
  [8] Nath M, Vats M, Roy P. Eur. J. Med. Chem., 2013,59:310-321
9. [9]
  [9] Chandrasekhar V, Thirumoorthi R. Organometallics, 2009, 28(7):2096-2106
10. [10]
  [10] Prabusankar G, Murugavel R. Organometallics, 2004,23(23): 5644-5647
11. [11]
  [11] TIAN Lai-Jin(田来进), WANG Xiao-Long(王晓龙), ZHENG Xiao-Liang(郑晓亮), et al. Chinese J. Inorg. Chem.(无机化学学报), 2014,30(9):2087-2092
12. [12]
  [12] ZHANG Xiao-Yan(张晓燕), YANG Guang(杨光), ZHANG Jun(张俊), et al. Chem. J. Chinese Universities (高等学校化学学报), 2010,31(6):1162-1166
13. [13]
  [13] ZHANG Chun-Yan(张春艳), FU Jun-Dan(傅君丹), WEN Yi-Hang(温一航). Chinese J. Inorg. Chem.(无机化学学报), 2011,27(11):2308-2312
14. [14]
  [14] XIE Xiao-Mei(谢晓梅), ZENG Zheng-Zhi(曾正志). J. Lanzhou University(兰州大学学报), 2003,39(2):64-67
15. [15]
  [15] 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), 2011,27(8):1591-1595
16. [16]
  [16] 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), 2011,27(6):1111-1115
17. [17]
  [17] Li D, Hu R, Zhou W, et al. Eur. J. Inorg. Chem., 2009, 2009(18):2664-2672
18. [18]
  [18] Ruan B, Tian Y, Hu R, et al. Inorg. Chim. Acta, 2011,365 (1):473-479
19. [19]
  [19] Álvarez-Boo P, Casas J S, Castellano E E, et al. Appl. Organomet. Chem., 2007,21(1):49-53
20. [20]
  [20] Hussain M, Rehman Z, Hanif M, et al. Appl. Organomet. Chem., 2011,25(6):412-419
21. [21]
  [21] Liu C, Liu S, Du D, et al. J. Mol. Struct., 2011,1003(1/2/3): 134-140
22. [22]
  [22] Sheldrick G M. SHELXS-97: Program for Crystal Structure Solution, University of Göttingen, Germany, 1997.
23. [23]
  [23] Sheldrick G M. SHELXL-97: Program for Crystal Structure Refinement, University of Göttingen, Germany, 1997.
24. [24]
  [24] 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, 1998:932-935
25. [25]
  [25] NING Yong-Cheng(宁永成). Spectrum Analysis on Organic Compounds(有机波谱学谱图解析). Beijing: Science Press, 2010:10
26. [26]
  [26] 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
27. [27]
  [27] YU Jiang-Xi(庾江喜), FENG Yong-Lan(冯泳兰), KUANG Dai-Zhi(邝代治), et al. Chinese J. Appl. Chem.(应用化学), 2014,31(8):937-942
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]
  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
4. [4]
  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
5. [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. [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. [7]
  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
8. [8]
  Peng XU , Shasha WANG , Nannan CHEN , Ao WANG , Dongmei YU . Preparation of three-layer magnetic composite Fe₃O₄@polyacrylic acid@ZiF-8 for efficient removal of malachite green in water. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 544-554. doi: 10.11862/CJIC.20230239
9. [9]
  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
10. [10]
  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
11. [11]
  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
12. [12]
  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
13. [13]
  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
14. [14]
  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
15. [15]
  Shuyan ZHAO . Field-induced Co^Ⅱ single-ion magnet with pentagonal bipyramidal configuration. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1583-1591. doi: 10.11862/CJIC.20240231
16. [16]
  Chunmei GUO , Weihan YIN , Jingyi SHI , Jianhang ZHAO , Ying CHEN , Quli FAN . Facile construction and peroxidase-like activity of single-atom platinum nanozyme. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1633-1639. doi: 10.11862/CJIC.20240162
17. [17]
  Junke LIU , Kungui ZHENG , Wenjing SUN , Gaoyang BAI , Guodong BAI , Zuwei YIN , Yao ZHOU , Juntao LI . Preparation of modified high-nickel layered cathode with LiAlO₂/cyclopolyacrylonitrile dual-functional coating. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1461-1473. doi: 10.11862/CJIC.20240189
18. [18]
  Xinyu ZENG , Guhua TANG , Jianming OUYANG . Inhibitory effect of Desmodium styracifolium polysaccharides with different content of carboxyl groups on the growth, aggregation and cell adhesion of calcium oxalate crystals. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1563-1576. doi: 10.11862/CJIC.20230374
19. [19]
  Kun WANG , Wenrui LIU , Peng JIANG , Yuhang SONG , Lihua CHEN , Zhao DENG . Hierarchical hollow structured BiOBr-Pt catalysts for photocatalytic CO₂ reduction. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1270-1278. doi: 10.11862/CJIC.20240037
20. [20]
  Yuhao SUN , Qingzhe DONG , Lei ZHAO , Xiaodan JIANG , Hailing GUO , Xianglong MENG , Yongmei GUO . Synthesis and antibacterial properties of silver-loaded sod-based zeolite. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 761-770. doi: 10.11862/CJIC.20230169

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(250)
HTML views(23)

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