CN106279714B - A kind of 2,2 '-biphenyl dicarboxylic acid of Tricyclohexyltin ester coordination polymer and the preparation method and application thereof - Google Patents

A kind of 2,2 '-biphenyl dicarboxylic acid of Tricyclohexyltin ester coordination polymer and the preparation method and application thereof Download PDF

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CN106279714B
CN106279714B CN201610667585.1A CN201610667585A CN106279714B CN 106279714 B CN106279714 B CN 106279714B CN 201610667585 A CN201610667585 A CN 201610667585A CN 106279714 B CN106279714 B CN 106279714B
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朱小明
成英杰
黄修辉
何哲超
蒋伍玖
庾江喜
张复兴
冯泳兰
邝代治
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Hengyang Normal University
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Abstract

2,2 '-biphenyl dicarboxylic acid ester coordination polymer of a kind of Tricyclohexyltin disclosed by the invention and the preparation method and application thereof is the coordination polymer of following structure formula (I).The invention also discloses the preparation methods and application in preparation of anti-tumor drugs of Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer.

Description

A kind of 2,2 '-biphenyl dicarboxylic acid of Tricyclohexyltin ester coordination polymer and its preparation side Method and application
Technical field
The present invention relates to a kind of 2,2 '-biphenyl dicarboxylic acid ester coordination polymer of Tricyclohexyltin, and preparation method thereof, and Coordination polymer Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester application in preparation of anti-tumor drugs.
Background technique
Organotin is a kind of metallo-organic compound containing Sn-C key, and bioactivity with higher is being sterilized, killed The fields such as worm, anticancer drug preparation have a wide range of applications.Existing research shows that the alkyl R in organotin is to determine The principal element of compound anti-cancering activity height, e.g., the anticancer activity of cyclohexyl, normal-butyl and phenyl tin compound are stronger, second Base takes second place, and methyl is then almost without anticancer activity.The structure of ligand is to the anticancer activity of complex and the wide spectrum of killing cancer cell Property also plays an important role, it is demonstrated experimentally that the bioactivity of organotin carboxylate complex is often than corresponding organotin It is high to close object.
Chinese patent CN 103396437B discloses Tricyclohexyltin carboxylate and treats cervical carcinoma, breast cancer, liver in preparation It is applied in the drug of cancer, colon cancer and lung cancer.
Chinese patent CN 103087325B discloses controlling in preparation for the carboxylate polymer of Tricyclohexyltin containing ferrocenyl It treats and is applied in the drug of liver cancer, nasopharyngeal carcinoma, breast cancer, colon cancer and lung cancer.
It is the experiment proved that the substance with preferable bioactivity, the present invention select tricyclic based on tin tricyclohexylhydroxide Hexyl stannic hydroxide reacts under certain condition with 2,2 '-biphenyl dicarboxylic acid of ligand, and synthesis has been obtained to NCI-H460 (people's lung Cancer cell), the stronger compound of inhibitory activity of MCF7 (people's breast adenocarcinoma cell), HEPG2 (human liver cancer cell) are anti-to develop Cancer drug provides new way.
Summary of the invention
In view of the above-mentioned problems of the prior art, the first object of the present invention is there is provided a kind of Tricyclohexyltin 2, 2 '-biphenyl dicarboxylic acid ester coordination polymers.
The second object of the present invention is to provide the preparation of above-mentioned 2,2 '-biphenyl dicarboxylic acid of Tricyclohexyltin ester coordination polymer Method.
It is anti-in preparation that third mesh of the invention is to provide above-mentioned 2,2 '-biphenyl dicarboxylic acid of Tricyclohexyltin ester coordination polymer Application in cancer drug.
As a kind of 2, the 2 '-biphenyl dicarboxylic acid ester coordination polymer of Tricyclohexyltin of first aspect present invention, for such as The coordination polymer of flowering structure formula (I):
Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer of the invention through elemental analysis, infrared spectrum analysis, Nuclear magnetic resoance spectrum and x-ray crystal structure analysis, as a result as follows:
Elemental analysis (C32H41O4Sn): theoretical value: C, 63.18;H, 6.79.Measured value: C, 63.22;H, 6.15.
IR(KBr,v/cm-1):3059,3022,2916,2845v(C-H),1636vas(COO-),1333vs(COO-), 552v(Sn-C),418v(Sn-O)。
1H NMR(CDCl3, 500MHz), δ (ppm): 8.04-7.10 (m, 8H, Ph-H), 1.73-1.23 (m, 33H, Cy- H)。
13C NMR(CDCl3, 125MHz), δ (ppm): 26.83,28.91,30.84,33.45 (Cy), 126.30, 129.75,130.21,130.84,131.41,144.47 (Ph), 172.73 (COO).
119Sn NMR(CDCl3,186MHz),δ(ppm):13.06。
2,2 '-biphenyl dicarboxylic acid ester coordination polymer of Tricyclohexyltin of the invention be crystal structure, crystallographic data: Crystal category monoclinic system, space group P21/ n, a=1.83736 (11) nm, b=1.63243 (10) nm, c=2.14853 (13) Nm, α=90 °, β=109.3940 (10) °, γ=90 °, Z=8, V=6.0786 (6) nm3, Dc=1.329Mgm-3, μ (MoKa)=0.763mm-1, F (000)=2520,1.60 ° of 25.10 ° of < θ <, crystalline size: 0.28 × 0.21 × 0.19mm, R =0.0391, wR=0.0988.
Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer of the invention is structurally characterized in that: in molecule Heart tin and coordination atom constitute the double angles third hand tap configurations of pentacoordinate distortion, also, tin atom passes through 2,2 '-biphenyl diformazan of bridge ligand Acid coordination forms one-dimensional chain polymer.
A kind of preparation side of 2,2 '-biphenyl dicarboxylic acid of Tricyclohexyltin ester coordination polymer as second aspect of the present invention Method sequentially adds 2,2 '-biphenyl dicarboxylic acids, tin tricyclohexylhydroxide and etoh solvent, in temperature in order in the reaction vessel Degree is reaction 8 under conditions of 50~65 DEG C~for 24 hours;Cooling, filtering controls solvent volatilization crystallization under conditions of 20~35 DEG C, Obtain colourless transparent crystal, as Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymers.
In a preferred embodiment of the invention, described 2, both 2 '-biphenyl dicarboxylic acids, tin tricyclohexylhydroxide The mass ratio of the material is 1:(1~1.05).
In a preferred embodiment of the invention, the etoh solvent dosage is every mM of tin tricyclohexylhydroxide Add 20~35 milliliters.
A kind of 2,2 '-biphenyl dicarboxylic acid of Tricyclohexyltin ester coordination polymer as third aspect present invention is anti-in preparation Application in cancer drug.
Applicant has carried out anti tumor activity in vitro confirmation research to above-mentioned coordination polymer, confirms that the coordination polymer has There is certain anti-tumor biological, that is to say, that the purposes of above-mentioned coordination polymer is answering in the preparation of antitumor drugs With being specifically exactly to prepare anti-human lung-cancer medicament, human breast carcinoma, the application in human liver cancer drug.
Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer of the invention is to human lung cancer drug, human breast carcinoma, people Liver-cancer medicine etc. shows good anticancer activity, can prepare anti-lung cancer, anti-breast cancer, medicines resistant to liver cancer using it as raw material.With The platinum-containing anticancer drug being commonly used is compared, 2,2 '-biphenyl dicarboxylic acid ester coordination polymer of Tricyclohexyltin of the invention Have the characteristics that anticancer activity is high, at low cost, preparation method is simple, provides new way for exploitation anticancer drug.
Detailed description of the invention
Fig. 1 is the crystal molecular structure figure of Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer.
Fig. 2 is the IR spectrogram of Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer.
Fig. 3 is Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer1H NMR spectra.
Fig. 4 is Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer13C NMR spectra.
Fig. 5 is Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer119Sn NMR spectra.
Fig. 6 is the TG-DTG curve of Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer.
Specific embodiment
By following embodiment, present invention be described in more detail, but should be noted that the scope of the present invention is not implemented by these Any restrictions of example.
Embodiment 1:
The preparation of Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer:
Sequentially add 2,2 '-biphenyl dicarboxylic acid 0.2424g (1mmol), thricyclohexyl in order in 100ml round-bottomed flask Stannic hydroxide 0.3845g (1mmol), etoh solvent 20mL react 8h under conditions of temperature is 50~65 DEG C;It is cooling, filtering, Solvent volatilization crystallization is controlled under conditions of 20~35 DEG C, obtains colourless transparent crystal, as Tricyclohexyltin 2,2 '-biphenyl diformazans Acid esters coordination polymer.Yield: 67%, fusing point: 147-148 DEG C.
Elemental analysis (C32H41O4Sn): theoretical value: C, 63.18;H, 6.79.Measured value: C, 63.22;H, 6.15.
IR(KBr,v/cm-1):3059,3022,2916,2845v(C-H),1636vas(COO-),1333vs(COO-), 552v(Sn-C),418v(Sn-O)。
1H NMR(CDCl3, 500MHz), δ (ppm): 8.04-7.10 (m, 8H, Ph-H), 1.73-1.23 (m, 33H, Cy- H)。
13C NMR(CDCl3, 125MHz), δ (ppm): 26.83,28.91,30.84,33.45 (Cy), 126.30, 129.75,130.21,130.84,131.41,144.47 (Ph), 172.73 (COO).
119Sn NMR(CDCl3,186MHz),δ(ppm):13.06。
Its crystallographic data: crystal category monoclinic system, space group P21/ n, a=1.83736 (11) nm, b=1.63243 (10) nm, c=2.14853 (13) nm, α=90 °, β=109.3940 (10) °, γ=90 °, Z=8, V=6.0786 (6) nm3, Dc=1.329Mgm-3, μ (MoKa)=0.763mm-1, F (000)=2520,1.60 ° of 25.10 ° of < θ <, crystalline size: 0.28 × 0.21 × 0.19mm, R=0.0391, wR=0.0988.
Embodiment 2:
The preparation of Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer:
Sequentially add 2,2 '-biphenyl dicarboxylic acid 0.2416g (1mmol), thricyclohexyl in order in 100ml round-bottomed flask Stannic hydroxide 0.4049g (1.05mmol), etoh solvent 37mL react 11h under conditions of temperature is 50~65 DEG C;It is cooling, Filtering controls solvent volatilization crystallization under conditions of 20~35 DEG C, obtains colourless transparent crystal, as Tricyclohexyltin 2,2 '-connection Phthalic acid ester coordination polymer.Yield: 69%, fusing point: 147-148 DEG C.
Elemental analysis (C32H41O4Sn): theoretical value: C, 63.18;H, 6.79.Measured value: C, 63.22;H, 6.15.
IR(KBr,v/cm-1):3059,3022,2916,2845v(C-H),1636vas(COO-),1333vs(COO-), 552v(Sn-C),418v(Sn-O)。
1H NMR(CDCl3, 500MHz), δ (ppm): 8.04-7.10 (m, 8H, Ph-H), 1.73-1.23 (m, 33H, Cy- H)。
13C NMR(CDCl3, 125MHz), δ (ppm): 26.83,28.91,30.84,33.45 (Cy), 126.30, 129.75,130.21,130.84,131.41,144.47 (Ph), 172.73 (COO).
119Sn NMR(CDCl3,186MHz),δ(ppm):13.06。
Its crystallographic data: crystal category monoclinic system, space group P21/ n, a=1.83736 (11) nm, b=1.63243 (10) nm, c=2.14853 (13) nm, α=90 °, β=109.3940 (10) °, γ=90 °, Z=8, V=6.0786 (6) nm3, Dc=1.329Mgm-3, μ (MoKa)=0.763mm-1, F (000)=2520,1.60 ° of 25.10 ° of < θ <, crystalline size: 0.28 × 0.21 × 0.19mm, R=0.0391, wR=0.0988.
Embodiment 3:
The preparation of Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer:
Sequentially add 2,2 '-biphenyl dicarboxylic acid 0.4818g (2mmol), thricyclohexyl in order in 100ml round-bottomed flask Stannic hydroxide 0.7894g (2.05mmol), etoh solvent 45mL react 15h under conditions of temperature is 50~65 DEG C;It is cooling, Filtering controls solvent volatilization crystallization under conditions of 20~35 DEG C, obtains colourless transparent crystal, as Tricyclohexyltin 2,2 '-connection Phthalic acid ester coordination polymer.Yield: 67%, fusing point: 147-148 DEG C.
Elemental analysis (C32H41O4Sn): theoretical value: C, 63.18;H, 6.79.Measured value: C, 63.22;H, 6.15.
IR(KBr,v/cm-1):3059,3022,2916,2845v(C-H),1636vas(COO-),1333vs(COO-), 552v(Sn-C),418v(Sn-O)。
1H NMR(CDCl3, 500MHz), δ (ppm): 8.04-7.10 (m, 8H, Ph-H), 1.73-1.23 (m, 33H, Cy- H)。
13C NMR(CDCl3, 125MHz), δ (ppm): 26.83,28.91,30.84,33.45 (Cy), 126.30, 129.75,130.21,130.84,131.41,144.47 (Ph), 172.73 (COO).
119Sn NMR(CDCl3,186MHz),δ(ppm):13.06。
Its crystallographic data: crystal category monoclinic system, space group P21/ n, a=1.83736 (11) nm, b=1.63243 (10) nm, c=2.14853 (13) nm, α=90 °, β=109.3940 (10) °, γ=90 °, Z=8, V=6.0786 (6) nm3, Dc=1.329Mgm-3, μ (MoKa)=0.763mm-1, F (000)=2520,1.60 ° of 25.10 ° of < θ <, crystalline size: 0.28 × 0.21 × 0.19mm, R=0.0391, wR=0.0988.
Embodiment 4:
The preparation of Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer:
Sequentially add 2,2 '-biphenyl dicarboxylic acid 0.7262g (3mmol), thricyclohexyl in order in 100ml round-bottomed flask Stannic hydroxide 1.2136g (3.15mmol), etoh solvent 70mL react for 24 hours under conditions of temperature is 50~65 DEG C;It is cooling, Filtering controls solvent volatilization crystallization under conditions of 20~35 DEG C, obtains colourless transparent crystal, as Tricyclohexyltin 2,2 '-connection Phthalic acid ester coordination polymer.Yield: 68%, fusing point: 147-148 DEG C.
Elemental analysis (C32H41O4Sn): theoretical value: C, 63.18;H, 6.79.Measured value: C, 63.22;H, 6.15.
IR(KBr,v/cm-1):3059,3022,2916,2845v(C-H),1636vas(COO-),1333vs(COO-), 552v(Sn-C),418v(Sn-O)。
1H NMR(CDCl3, 500MHz), δ (ppm): 8.04-7.10 (m, 8H, Ph-H), 1.73-1.23 (m, 33H, Cy- H)。
13C NMR(CDCl3, 125MHz), δ (ppm): 26.83,28.91,30.84,33.45 (Cy), 126.30, 129.75,130.21,130.84,131.41,144.47 (Ph), 172.73 (COO).
119Sn NMR(CDCl3,186MHz),δ(ppm):13.06。
Its crystallographic data: crystal category monoclinic system, space group P21/ n, a=1.83736 (11) nm, b=1.63243 (10) nm, c=2.14853 (13) nm, α=90 °, β=109.3940 (10) °, γ=90 °, Z=8, V=6.0786 (6) nm3, Dc=1.329Mgm-3, μ (MoKa)=0.763mm-1, F (000)=2520,1.60 ° of 25.10 ° of < θ <, crystalline size: 0.28 × 0.21 × 0.19mm, R=0.0391, wR=0.0988.
Embodiment 5:
The preparation of Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer:
Sequentially add 2,2 '-biphenyl dicarboxylic acid 0.726g (3mmol), thricyclohexyl in order in 100ml round-bottomed flask Stannic hydroxide 1.1548g (3mmol), etoh solvent 70mL react for 24 hours under conditions of temperature is 50~65 DEG C;It is cooling, mistake Filter controls solvent volatilization crystallization under conditions of 20~35 DEG C, obtains colourless transparent crystal, as Tricyclohexyltin 2,2 '-biphenyl Dicarboxylic acid esters coordination polymer.Yield: 67%, fusing point: 147-148 DEG C.
Elemental analysis (C32H41O4Sn): theoretical value: C, 63.18;H, 6.79.Measured value: C, 63.22;H, 6.15.
IR(KBr,v/cm-1):3059,3022,2916,2845v(C-H),1636vas(COO-),1333vs(COO-), 552v(Sn-C),418v(Sn-O)。
1H NMR(CDCl3, 500MHz), δ (ppm): 8.04-7.10 (m, 8H, Ph-H), 1.73-1.23 (m, 33H, Cy- H)。
13C NMR(CDCl3, 125MHz), δ (ppm): 26.83,28.91,30.84,33.45 (Cy), 126.30, 129.75,130.21,130.84,131.41,144.47 (Ph), 172.73 (COO).
119Sn NMR(CDCl3,186MHz),δ(ppm):13.06。
Its crystallographic data: crystal category monoclinic system, space group P21/ n, a=1.83736 (11) nm, b=1.63243 (10) nm, c=2.14853 (13) nm, α=90 °, β=109.3940 (10) °, γ=90 °, Z=8, V=6.0786 (6) nm3, Dc=1.329Mgm-3, μ (MoKa)=0.763mm-1, F (000)=2520,1.60 ° of 25.10 ° of < θ <, crystalline size: 0.28 × 0.21 × 0.19mm, R=0.0391, wR=0.0988.
Test example:
2,2 '-biphenyl dicarboxylic acid ester coordination polymer of Tricyclohexyltin of the invention, Anticancer Activity in vitro measurement is logical Cross the realization of MTT experiment method.
MTT analyses method:
3- (4,5-Dimethylthiazol-2-yl) -2,5-diArenyltetrazolium is restored with metabolism Based on bromide.Succinate dehydrogenase in living cells mitochondria can make exogenous MTT be reduced to the bluish violet of water-insoluble Crystallization first a ceremonial jade-ladle, used in libation (Formazan) is simultaneously deposited in cell, and dead cell is without this function.Dimethyl sulfoxide (DMSO) can dissolve cell In first a ceremonial jade-ladle, used in libation, with microplate reader measurement characteristic wavelength optical density, can reflect living cells quantity indirectly.
The Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer of the preparation of embodiment 1 is measured using mtt assay to people The inhibitory activity of lung carcinoma cell (NCI-H460), human breast cancer cell (MCF7), human liver cancer cell (HepG2).
Cell strain and cultivating system: NCI-H460, MCF7 and HepG2 cell strain are derived from American tissue incubator (ATCC). With contain 10% fetal calf serum RPMI1640 (GIBICO company) culture medium, in 5% (volume fraction) CO2, 37 DEG C of saturated humidities In vitro culture is carried out in incubator.
Test process: test medical fluid (0.1nM-10uM) is added separately in each hole according to the concentration gradient of concentration, Each concentration sets 3 parallel holes.Experiment is divided into drug test group (the test medicine for being separately added into various concentration), control group (only adds Test medicine is not added in culture solution and cell) and blank group (only adding culture solution, cell and test medicine is not added).By the orifice plate after dosing 37 DEG C are placed in, 5%CO272h is cultivated in incubator.The activity of control drug is measured according to the method for test sample.It is cultivating In orifice plate after 72h, every hole adds MTT40uL (being made into 4mg/mL with D-Hanks buffer).After 37 DEG C of placement 4h, remove Clear liquid.Every hole adds 150uL DMSO, vibrates 5min, makes Formazan crystallization dissolution.Finally, using automatic microplate reader in 570nm The optical density in each hole is detected at wavelength.
Data processing: data processing uses GraAr Pad Prism version5.0 program, compound IC50Pass through program In be fitted to obtain with the nonlinear regression model (NLRM) of S-shaped dose response.
With MTT analytic approach to human lung carcinoma cell (NCI-H460) cell strain, human breast cancer cell (MCF7) cell strain, people liver Cancer cell (HepG2) cell strain is analyzed, its IC is measured50Value, the results are shown in Table 1, conclusion are as follows: from the data in the table, 2,2 '-biphenyl dicarboxylic acid ester coordination polymer of Tricyclohexyltin of the invention as anticancer drug, to human lung cancer, human breast carcinoma, Human liver cancer anticancer activity is higher, can be used as the candidate compound of anticancer drug.
1 Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer anticancer drug external activity test data of table.
The Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymer of remaining embodiment preparation is with mtt assay to human lung cancer The anticancer activity test method of cell (NCI-H460), human liver cancer cell (HepG2) and human breast cancer cell (MCF7) is the same as test Example, test result and table 1 are essentially identical.

Claims (6)

1. a kind of 2,2 '-biphenyl dicarboxylic acid ester coordination polymer of Tricyclohexyltin is the coordination polymer of following structure formula (I):
Its ir data: FT-IR (KBr, v/cm-1):3059,3022,2916,2845v(C-H),1636vas(COO-), 1333vs(COO-),552v(Sn-C),418v(Sn-O);Its nuclear-magnetism modal data:1H NMR(CDCl3,500MHz),δ(ppm): 8.04-7.10 (m, 8H, Ph-H), 1.73-1.23 (m, 33H, Cy-H);13C NMR(CDCl3, 125MHz), δ (ppm): 26.83, 28.91,30.84,33.45 (Cy), 126.30,129.75,130.21,130.84,131.41,144.47 (Ph), 172.73 (COO);119Sn NMR(CDCl3, 186MHz), δ (ppm): 13.06 wherein, 2, the 2 '-biphenyl dicarboxylic acid of Tricyclohexyltin Ester coordination polymer is crystal structure, and crystallographic data is as follows: monoclinic system, space group P21/ n, a=1.83736 (11) Nm, b=1.63243 (10) nm, c=2.14853 (13) nm, α=90 °, β=109.3940 (10) °, γ=90 °, Z=8, V= 6.0786(6)nm3;Center tin and coordination atom in molecule constitute the double angles third hand tap configurations of pentacoordinate distortion, also, tin atom is logical It crosses the coordination of bridge ligand 2,2 '-biphenyl dicarboxylic acid and forms one-dimensional chain polymer.
2. the preparation method of 2,2 '-biphenyl dicarboxylic acid ester coordination polymer of Tricyclohexyltin as described in claim 1, feature It is, sequentially adds 2,2 '-biphenyl dicarboxylic acids, tin tricyclohexylhydroxide and etoh solvent in order in the reaction vessel, Temperature be 50~65 DEG C under conditions of reaction 8~for 24 hours;Cooling, filtering controls solvent volatilization knot under conditions of 20~35 DEG C Crystalline substance obtains colourless transparent crystal, as Tricyclohexyltin 2,2 '-biphenyl dicarboxylic acid ester coordination polymers.
3. preparation method as claimed in claim 2, which is characterized in that described 2,2 '-biphenyl dicarboxylic acids, bis- [three (2- methyl- 2- phenyl propyl) tin] the mass ratio of the material of both oxides is 1:(1~1.05).
4. preparation method as claimed in claim 2, which is characterized in that the etoh solvent dosage is every mM of thricyclohexyl Stannic hydroxide adds 20~35 milliliters.
5. 2,2 '-biphenyl dicarboxylic acid of Tricyclohexyltin ester coordination polymer as described in claim 1 has certain thermostabilization Range can be stabilized at 155 DEG C or less.
6. 2,2 '-biphenyl dicarboxylic acid of Tricyclohexyltin ester coordination polymer as described in claim 1 is in preparing anticancer drug Using wherein the cancer is lung cancer, breast cancer, liver cancer.
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