Synthesis, Anticancer Activity and Mechanism of Water-soluble Porphyrin and Metalloporphyins

Abstract

Abstract: A water-soluble porphyrin tetrakis[4-(trimethylammoniumly)phenyl]porpyrin (TAPP) and its metalloporphyrin derivatives MTAPP with M=Zn(Ê),Cu(Ê),Fe(Ë),Co(Ë),Ni(Ê),Mn(Ë), containing various functional groups within the porphyrin have been synthesized and characterized by elemental analysis, and UV-Vis spectra. Binding of TAPP and Zn-TAPP with calf thymus DNAwas investigated by absorption spectra, fluorescence spectra and viscosity measurements. Addition of CT DNAresulted in obvious hypochromism and bathochromic of 12 nm in absorption spectra, and an enhancement in fluorescence spectra were also observed. The anticancer activities of these complexes were also tested by MTTon two mice tumor cells of Ac and Hept, the results indicated that Co(Ë)-TAPPshowed a high inhibitory action and high anticancer activity in cell.

Key words: Water soluble porphyrins, Calf thymus DNA, Anticancer activity, Function mechanism

CLC Number:

O612.2

TrendMD:

LIU Jie, XU Dong-Hui, MEI Wen-Jie, PU Han-Lin, HUANG Jin-Wang, JI Liang-Nian . Synthesis, Anticancer Activity and Mechanism of Water-soluble Porphyrin and Metalloporphyins[J]. Chem. J. Chinese Universities, 2001, 22(9): 1446.

[1]	ZHAO Ying, QIAO Ling, ZHAO Guofeng, CHEN Li. Synthesis and Biological Activity of Lycorine Derivatives Containing Malate Ester [J]. Chem. J. Chinese Universities, 2021, 42(9): 2789.
[2]	LIU Dan, HU Xiufang, ZHENG Yanyan, PAN He, LUO Shuwei, HONG Fang, ZHAO Wenna, JIANG Meihong, ZHU Yunhui, SHAO Jingwei, WANG Wenfeng. Synthesis of Lipiophilic Cations of Anthraquinone and Their Anticancer Activities^† [J]. Chem. J. Chinese Universities, 2015, 36(6): 1100.
[3]	KUANG Daizhi, FENG Yonglan, YU Jiangxi, ZHANG Fuxing, JIANG Wujiu, PENG Yan, ZHU Xiaoming, TAN Yuxing. Microwave Assisted Solid-state Synthesis, Crystal Structure, Properties of the Coordination Polymer Constructed from Tricyclohexyltin Hydroxide and o-Ferrocenylcarbonyl Benzoic Acid^† [J]. Chem. J. Chinese Universities, 2014, 35(8): 1629.
[4]	LI Xiaoliu, MA Donglai, YANG Hailong, TAN Guanhai, DU Huiru, WANG Kerang, ZHANG Pingzhu, CHEN Hua. Synthesis, Antitumor Activity and DNA Binding of cridine-polyamine Conjugates^† [J]. Chem. J. Chinese Universities, 2014, 35(6): 1181.
[5]	LIU Haibin, LÜ Ping, PAN Ningning, AI Limei, LIU Yongxiang. Synthesis and In vitro Anticancer Activity of Novel Quinazoline Derivatives Containing Thiosemicarbazone Structure^† [J]. Chem. J. Chinese Universities, 2014, 35(5): 981.
[6]	HAO Hequn, YAO Ping. In Vitro Anticancer Effects of Doxorubicin Loaded BSA-dextran Nanoparticles with Different Molecular Weights of Dextran and Different Dextran Conjugation Degrees^† [J]. Chem. J. Chinese Universities, 2014, 35(3): 652.
[7]	LIU Cheng, ZHENG Yan-Yan, HONG Fang, HU Jian-Da, ZHAO Wen-Na, YUAN Yao-Feng, SHAO Jing-Wei, WANG Wen-Feng. Synthesis and Anticancer Activity Evaluation of Derivatives of Emodin [J]. Chem. J. Chinese Universities, 2013, 34(6): 1408.
[8]	HUANG Yi-Bing, ZHAI Nai-Cui, GAO Gui, CHEN Yu-Xin. Effects of Net Charge on Biological Activities of Alpha-helical Anticancer Peptides [J]. Chem. J. Chinese Universities, 2012, 33(06): 1252.
[9]	HUANG Xiao-Chun, ZHENG Jun-Sheng, CHEN Tian-Feng, ZHANG Yi-Bo, LUO Yi, ZHENG Wen-Jie. Synthesis, Antioxidant and Anticancer Activities of 1,2,5-Selenadiazole Pyrimidine Heterocyclic Derivative ASPO [J]. Chem. J. Chinese Universities, 2012, 33(05): 976.
[10]	TONG Chang-Lun*, YE Rong-Min, ZHANG Quan, LIU Wei-Ping. Interaction of S-Metolachlor with Calf Thymus DNA [J]. Chem. J. Chinese Universities, 2010, 31(5): 905.
[11]	LIU Ya-Nan, YANG Fang, MEI Wen-Jie, LIU Jie, ZHENG Wen-Jie. Synthesis and in vitro Anticancer Activities of Chiral Ruthenium Complexes and Interaction of the Complex with Bovine Serum Albumin [J]. Chem. J. Chinese Universities, 2010, 31(3): 435.
[12]	WANG Wen-Long, HUANG Yan-Lan, HU Wei-Xiao, SHAN Shang. Synthesis,Structures and Anti-tumor Properties of Capsaicin Analogues [J]. Chem. J. Chinese Universities, 2010, 31(12): 2400.
[13]	JIANG Cheng, CHEN Su-Ting, YOU Qi-Dong*, LI Zhi-Yu, TANG Wei-Juan. Synthesis and Bioactivities of Novel Indolocarbazole Derivatives [J]. Chem. J. Chinese Universities, 2009, 30(10): 1972.
[14]	LIU Xue-Jun, CHEN Ru-Yu, YANG Yuan-Yuan. Synthesis and Anticancer Activities of Novel5-Fluorouracil-1-yl Phosphonotripeptides [J]. Chem. J. Chinese Universities, 2002, 23(7): 1299.
[15]	MEI Wen-Jie, LIU Jie, LI An-Xing, HUANG Qi-Wen, JI Liang-Nian . Investigation on the Interaction of Ruthenated Porphyrin [Ru（bpy）₂（MPyTPP）Cl]⁺ with Calf Thymus DNA [J]. Chem. J. Chinese Universities, 2002, 23(11): 2049.

Synthesis, Anticancer Activity and Mechanism of Water-soluble Porphyrin and Metalloporphyins

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments