Citation: LI Shi-Xiong, LIAO Bei-Ling, YIN Xiu-Ju, ZHANG Jin-Heng, JIANG Yi-Min. Syntheses, Structures and Anticancer Activities of Three 4(3H)-Quinazolinone Cd(II) Complexes[J]. Chinese Journal of Structural Chemistry, ;2016, 35(6): 863-871. doi: 10.14102/j.cnki.0254-5861.2011-0981
-
The title complexes based on 4(3H)-quinazolinone ligand have been synthesized and characterized by elemental analysis, IR spectrum and single-crystal X-ray diffraction analysis. Complex 1 belongs to the triclinic system, space group P , with a = 6.5392(3), b = 7.4402(5), c = 10.3397(7) Å, α = 83.204(5), β = 75.465(5), γ = 86.075(5)° and V = 483.88(5) Å3. Complex 2 is of orthorhombic system, space group Pbca, with a = 10.1294(3), b = 7.6747(5), c = 23.8171(15) Å and V = 1849.1(4) Å3. Complex 3 belongs to the orthorhombic system, space group Pbca, with a = 12.7188(2), b = 6.66582 (9), c = 25.6987(6) Å and V = 2178.77(5) Å3. The complex structures are affected by the synthesis conditions.
-
Keywords:
- complex,
- 4(3H)-quinazolinone,
- anticancer
-
-
[1]
(1) Pavel, Z.; Mark, S.; Gao, X. H. Designing multifunctional quantum dots for bioimaging, detection, and drug delivery. Chem. Soc. Rev. 2010, 39, 4326–4354.
-
[2]
(2) Sweigert, P.; Xu, Z. M.; Hong, Y. L.; Swavey, S. Nickel, copper, and zinc centered ruthenium-substituted porphyrins: effect of transition metals on photoinduced DNA cleavage and photoinduced melanoma cell toxicity. Dalton Trans. 2012, 41, 5201–5208.
-
[3]
(3) Christopher, J. C.; Kenneth, N. R. Preface for the forum on imaging and sensing: probing and utilizing the elements of life for studying and improving health and society. Inorg. Chem. 2014, 53, 1791–1793.
-
[4]
(4) Fan, J. F.; Sun, D. K.; Yu, H. T.; Kerwin, S. M.; Hurley, L. H. Self-assembly of a quinobenzoxazine-Mg2+ complex on DNA: a new paradigm for the structure of a drug-DNA complex and implications for the structure of the quinolone bacterial gyrase-DNA complex. J. Med. Chem. 1995, 38, 408–424.
-
[5]
(5) Catherine, M. C.; Emilia, P.; Patrycja, N. S.; Arjan, W. G..; Rosario, S.; Paul, J. D. Discovery of a highly tumor-selective organometallic ruthenium(II)-arene complex. J. Med. Chem. 2014, 57, 3546–3558.
-
[6]
(6) Mak, N. K.; Leung, C. Y.; Wei, X. Y.; Shen, X. L.; Wong, R. N.; Leungd, K. N.; Fung, M. C. Inhibition of RANTES expression by indirubin in influenza virus-infected human bronchial epithelial cells. Biochem. Pharm. 2004, 67, 167–174.
-
[7]
(7) Bekhit, A. A.; Habib, N. S.; EL-Din, A. Synthesis and antimicrobial evaluation of chalcone and syndrome derivatives of 4(3H)-quinazolinone. Boll. Chim. Farm. 2001, 140, 297–301.
-
[8]
(8) Li, S. X.; Liao, B. L.; Luo, P.; Jiang, Y. M. Synthesis, structures, fluorescence and anticancer activity of Co(II) and Ag(I) complexes with 4 (3H)–quinazolinone. Chin. J. Inorg. Chem. 2015, 2, 291–296.
-
[9]
(9) Cao, S. L.; Feng, Y. P.; Jiang, Y. Y.; Liu, S. Y.; Ding, G. Y.; Li, R. T. Synthesis and in vitro antitumor activity of 4(3H)-quinazolinone derivatives with dithiocarbamate side chains. Bioorg. Med. Chem. Lett. 2005, 15, 1915–1917.
-
[10]
(10) Liu, S. Y.; Liu, F.; Yu, X. Q.; Ding, G. Y.; Xu, P.; Gao, J.; Jiang, Y. Y. The 3D-QSAR analysis of 4(3H)-quinazolinone derivatives with dithiocarbamate side chains on thymidylate synt hase. Bioorg. Med. Chem. 2006, 14, 1425–1430.
-
[11]
(11) Refaie, F. M.; Esmat, A. Y.; Gawad, S. M.; Ibrahim, A. M.; Mohamed, M. A. The antihyperlipidemic activities of 4(3H)-quinazolinone and two halogenated derivatives in rats. Lipids Health Dis. 2005, 4, 22–28.
-
[12]
(12) Habib, N. S.; Ismail, K. A.; EI-tombary, A. A.; Abdel, A. T. Antilipidemic agents, Part. IV: synthesis and antilipidemic testing of some heterocyclic derivatives of hexadecyl and cyclohexyl hemisuccinate esters. Pharmazie 2000, 55, 495–499.
-
[13]
(13) Xie, Q. F.; Gao, P. Z.; Chen, Y. M. Synthesis, crystal structure and anti-tumor activity in vitro of a hydrazone Schiff base and its Cd(II) complex. Chin.J. Inorg. Chem. 2014, 10, 2382–2388.
-
[14]
(14) Huang, Q. Y.; Zheng, Z. B.; Diao, Y. P. Synthesis, characterization and anticancer activity of a Cd(II) complex with in situ formation of (E)-1-(5-chloro-2-hydroxy-benzylideneamino)-pyrrolidin-2-one ligand. J. Mol. Stru. 2015, 1088, 118–122.
-
[15]
(15) Nuria, A.; Rosario, A.; Miguel, N. Synthesis, structure and biological activity of a new and efficient Cd(II)-uracil derivative complex system for cleavage of DNA. J. Biol. Inorg. Chem. 2005, 10, 924–934.
-
[16]
(16) Dolomanov, O. V.; Bourhis, L. J.; Gildea, R. J.; Howard, J. A. K.; Puschmann, H. OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. 2009, 42, 339–341.
-
[17]
(17) Cheng, P. C.; Kuo, P. T.; Liao, Y. H.; Xie, M. Y.; Hsu, W.; Chen, J. D. Ligand-isomerism controlled structural diversity of Zn(II) and Cd(II) coordination polymers from mixed dipyridyladipoamide and benzenedicarboxylate ligands. Cryst. Growth Des. 2013, 13, 623-632.
-
[18]
(18) Li, S. X.; Liao, B. L.; Yang, G. G.; Jiang, Y. M. Synthesis and crystal structure of complex [Cd·(C7H6N2O4S)·(C10H8N4)]·2H2O. Synth. React. Inorg. M. 2015, 45, 926–929.
-
[19]
(19) Yin, P. X.; Cheng, J. K.; Li, Z. J.; Zhang, L.; Qin, Y. Y.; Zhang, J.; Yao, Y. G. Ag(I)-mediated in situ dehydrogenative coupling of 3-amino-1,2,4-triazole into 3,3'-azobis(1,2,4-triazole) in Cd(II) coordination polymers. Inorg. Chem. 2009, 48, 10859–10861.
-
[20]
(20) Tao, J.; Tong, M. L.; Shi, J. X.; Chen, X. M.; Ng, S. W. Blue photoluminescent zinc coordination polymers with supertetranulear cores. Chem. Commun. 2000, 2043–2044.
-
[21]
(21) Wang, Y. F.; Sun, X. Y.; Geng, J. L. Synthesis, crystal structure and fluorescent properties of a cadmium(II) complex with 3-(pyridin-4-yl)-5- (pyrazin-2-yl)-1H-1,2,4-triazole. Chin. J. Struct. Chem. 2016, 35, 397–403.
-
[22]
(22) Chen, Z. F.; Gu, Y. Q.; Song, X. Y.; Liu, Y. C.; Peng, Y.; Liang, H. Synthesis, crystal structure, cytotoxicity and DNA interaction of 5,7-dichloro-8-quinolinolato-lanthanides. Euro. J. Med. Chem. 2013, 59, 194–202.
-
[1]
-
-
[1]
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
-
[2]
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
-
[3]
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
-
[4]
Chao Ma , Cong Lin , Jian Li . MicroED as a powerful technique for the structure determination of complex porous materials. Chinese Journal of Structural Chemistry, 2024, 43(3): 100209-100209. doi: 10.1016/j.cjsc.2023.100209
-
[5]
Mengjuan Sun , Muye Zhou , Yifang Xiao , Hailei Tang , Jinhua Chen , Ruitao Zhang , Chunjiayu Li , Qi Ya , Qian Chen , Jiasheng Tu , Qiyue Wang , Chunmeng Sun . Reversibly size-switchable polyion complex micelles for antiangiogenic cancer therapy. Chinese Chemical Letters, 2024, 35(7): 109110-. doi: 10.1016/j.cclet.2023.109110
-
[6]
Yuanjin Chen , Xianghui Shi , Dajiang Huang , Junnian Wei , Zhenfeng Xi . Synthesis and reactivity of cobalt dinitrogen complex supported by nonsymmetrical pincer ligand. Chinese Chemical Letters, 2024, 35(7): 109292-. doi: 10.1016/j.cclet.2023.109292
-
[7]
Peng Meng , Qian-Cheng Luo , Aidan Brock , Xiaodong Wang , Mahboobeh Shahbazi , Aaron Micallef , John McMurtrie , Dongchen Qi , Yan-Zhen Zheng , Jingsan Xu . Molar ratio induced crystal transformation from coordination complex to coordination polymers. Chinese Chemical Letters, 2024, 35(4): 108542-. doi: 10.1016/j.cclet.2023.108542
-
[8]
Jingwen Zhao , Jianpu Tang , Zhen Cui , Limin Liu , Dayong Yang , Chi Yao . A DNA micro-complex containing polyaptamer for exosome separation and wound healing. Chinese Chemical Letters, 2024, 35(9): 109303-. doi: 10.1016/j.cclet.2023.109303
-
[9]
Yingying Yan , Wanhe Jia , Rui Cai , Chun Liu . An AIPE-active fluorinated cationic Pt(Ⅱ) complex for efficient detection of picric acid in aqueous media. Chinese Chemical Letters, 2024, 35(5): 108819-. doi: 10.1016/j.cclet.2023.108819
-
[10]
Jian Peng , Yue Jiang , Shuangyu Wu , Yanran Cheng , Jingyu Liang , Yixin Wang , Zhuo Li , Sijie Lin . A nonradical oxidation process initiated by Ti-peroxo complex showed high specificity toward the degradation of tetracycline antibiotics. Chinese Chemical Letters, 2024, 35(5): 108903-. doi: 10.1016/j.cclet.2023.108903
-
[11]
Wenjuan Jin , Zelong Chen , Yi Wang , Jiaxuan Li , Jiahui Li , Yuxin Pei , Zhichao Pei . Nano metal-photosensitizer based on Aza-BODIPY-Cu complex for CDT-enhanced dual phototherapy. Chinese Chemical Letters, 2024, 35(7): 109328-. doi: 10.1016/j.cclet.2023.109328
-
[12]
Jinyu Guo , Yandai Lin , Shaohua He , Yueqing Chen , Fenglu Li , Renjie Ruan , Gaoxing Pan , Hexin Nan , Jibin Song , Jin Zhang . Utilizing dual-responsive iridium(Ⅲ) complex for hepatocellular carcinoma: Integrating photoacoustic imaging with chemotherapy and photodynamic therapy. Chinese Chemical Letters, 2024, 35(9): 109537-. doi: 10.1016/j.cclet.2024.109537
-
[13]
Zhengyi Shi , Jie Yin , Yang Xiao , Zhangrong Hou , Fei Song , Jianping Wang , Qingyi Tong , Changxing Qi , Yonghui Zhang . Unprecedented sesquiterpene-polycyclic polyprenylated acylphloroglucinol adduct against acute myeloid leukemia via inhibiting mitochondrial complex Ⅴ. Chinese Chemical Letters, 2024, 35(10): 109458-. doi: 10.1016/j.cclet.2023.109458
-
[14]
Xue Zhao , Mengshan Chen , Dan Wang , Haoran Zhang , Guangzhi Hu , Yingtang Zhou . Ultrafine nano-copper derived from dopamine polymerization & synchronous adsorption achieve electrochemical purification of nitrate to ammonia in complex water environments. Chinese Chemical Letters, 2024, 35(8): 109327-. doi: 10.1016/j.cclet.2023.109327
-
[15]
Ke-Ai Zhou , Lian Huang , Xing-Ping Fu , Li-Ling Zhang , Yu-Ling Wang , Qing-Yan Liu . Fluorinated metal-organic framework for methane purification from a ternary CH4/C2H6/C3H8 mixture. Chinese Journal of Structural Chemistry, 2023, 42(11): 100172-100172. doi: 10.1016/j.cjsc.2023.100172
-
[16]
Boyuan Hu , Jian Zhang , Yulin Yang , Yayu Dong , Jiaqi Wang , Wei Wang , Kaifeng Lin , Debin Xia . Dual-functional POM@IL complex modulate hole transport layer properties and interfacial charge dynamics for highly efficient and stable perovskite solar cells. Chinese Chemical Letters, 2024, 35(7): 108933-. doi: 10.1016/j.cclet.2023.108933
-
[17]
Dong-Xue Jiao , Hui-Li Zhang , Chao He , Si-Yu Chen , Ke Wang , Xiao-Han Zhang , Li Wei , Qi Wei . Layered (C5H6ON)2[Sb2O(C2O4)3] with a large birefringence derived from the uniform arrangement of π-conjugated units. Chinese Journal of Structural Chemistry, 2024, 43(6): 100304-100304. doi: 10.1016/j.cjsc.2024.100304
-
[18]
Wei Zhong , Dan Zheng , Yuanxin Ou , Aiyun Meng , Yaorong Su . K原子掺杂高度面间结晶的g-C3N4光催化剂及其高效H2O2光合成. Acta Physico-Chimica Sinica, 2024, 40(11): 2406005-. doi: 10.3866/PKU.WHXB202406005
-
[19]
Guoqiang Chen , Zixuan Zheng , Wei Zhong , Guohong Wang , Xinhe Wu . 熔融中间体运输导向合成富氨基g-C3N4纳米片用于高效光催化产H2O2. Acta Physico-Chimica Sinica, 2024, 40(11): 2406021-. doi: 10.3866/PKU.WHXB202406021
-
[20]
Tong Zhou , Xue Liu , Liang Zhao , Mingtao Qiao , Wanying Lei . Efficient Photocatalytic H2O2 Production and Cr(VI) Reduction over a Hierarchical Ti3C2/In4SnS8 Schottky Junction. Acta Physico-Chimica Sinica, 2024, 40(10): 2309020-. doi: 10.3866/PKU.WHXB202309020
-
[1]
Metrics
- PDF Downloads(4)
- Abstract views(2645)
- HTML views(100)