CN106366112A - Dibutylstannylfuran formate complex with heterocyclic oxotin structure, and preparation method and application thereof - Google Patents

Dibutylstannylfuran formate complex with heterocyclic oxotin structure, and preparation method and application thereof Download PDF

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CN106366112A
CN106366112A CN201610671064.3A CN201610671064A CN106366112A CN 106366112 A CN106366112 A CN 106366112A CN 201610671064 A CN201610671064 A CN 201610671064A CN 106366112 A CN106366112 A CN 106366112A
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stannum
furancarboxylic acid
acid ester
oxa
dibutyl tin
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朱小明
邝代治
张复兴
冯泳兰
庾江喜
蒋伍玖
谭宇星
杨春林
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Hengyang Normal University
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Hengyang Normal University
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Abstract

The invention discloses a dibutylstannylfuran formate complex with a heterocyclic oxotin structure, and a preparation method and application thereof. The complex has a structural formula (I) as defined in the specification. R in the formula (I) represents a n-butyl group. The invention also discloses the preparation method for the dibutylstannylfuran formate complex with the heterocyclic oxotin structure and application of the dibutylstannylfuran formate complex to preparation of antitumor drugs.

Description

A kind of dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure and its preparation side Method and application
Technical field
The present invention relates to a kind of dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure, and preparation method thereof, with And application in preparing antitumor drug for the dibutyl tin furancarboxylic acid ester of this coordination compound stannum oxa- ring structure.
Background technology
Organotin is the metallo-organic compound that a class contains sn-c key, has higher biological activity, in sterilization, kills The fields such as worm, cancer therapy drug preparation have a wide range of applications.Existing research shows, the alkyl r in organotin is to determine The principal element of compound anti-cancering activity height, e.g., the active anticancer of cyclohexyl, normal-butyl and phenyl tin compound is stronger, second Base takes second place, and methyl is then almost without active anticancer.The structure of part is to the active anticancer of coordination compound and the wide spectrum of killing cancerous cell Property also plays an important role, it is demonstrated experimentally that the biological activity of organotin carboxylate coordination compound is often than corresponding organotin Compound is high.
Chinese patent cn101402650b discloses a kind of dibutyl tin with quinolinecarboxylic acid coordination compound in preparation treatment stomach Apply in cancer, nasopharyngeal carcinoma, human liver cancer or leukemic medicine.
Chinese patent cn101434616b disclose a kind of dibutyl tin schiff alkali coordination compound preparation treatment gastric cancer, Apply in nasopharyngeal carcinoma, human liver cancer or leukemic medicine.
It is to the experiment proved that the material with active anticancer based on the ester type compound that aromatic carboxylic acids are formed with dibutyl tin, The present invention selects Dibutyltin oxide, with part furancarboxylic acid, reacts under certain condition, and synthesis has obtained to nci-h460 (human lung carcinoma cell), the stronger coordination compound of the inhibitory activity of mcf7 (people's breast adenocarcinoma cell), hepg2 (human liver cancer cell), be Exploitation cancer therapy drug provides new way.
Content of the invention
The problem existing for above-mentioned prior art, the first object of the present invention there is provided a kind of stannum oxa- ring structure Dibutyl tin furancarboxylic acid ester coordination compound.
The second object of the present invention is the system of the dibutyl tin furancarboxylic acid ester coordination compound providing above-mentioned stannum oxa- ring structure Preparation Method.
3rd mesh of the present invention is the dibutyl tin furancarboxylic acid ester coordination compound providing above-mentioned stannum oxa- ring structure in preparation Application in cancer therapy drug.
As a kind of dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure of first aspect present invention, its be as The coordination compound of lower structural formula (i):
(i)
In formula, r represents normal-butyl.
The dibutyl tin furancarboxylic acid ester coordination compound of the stannum oxa- ring structure of the present invention divides through elementary analysiss, infrared spectrum Analysis, nuclear magnetic resoance spectrum and x- ray single crystal structural analyses, result is as follows:
Elementary analysiss (c52h84o14sn4): theoretical value: c, 44.36;H, 6.01.Measured value: c, 44.40;H, 6.56.
ir(kbr, cm-1): 3126, 2959, 2926, 2859 v(c-h), 1638 vas(coo-), 1477 vas (coo-), 642 v(sn-c), 464 v(sn-o).
1h nmr(cdcl3, 500 mhz), δ(ppm): 7.61, 7.12, 7.61(s, 12h, ar-h), 0.78- 1.73 (m, 72h, bu-h).
13c nmr(cdcl3, 125 mhz), δ(ppm): 163.20(coo), 147.58, 145.03, 116.63, 111.87(ar), 29.82, 27.56, 27.25, 27.11, 26.76, 26.71, 13.59, 13.56(bu).
119sn nmr(cdcl3, 186 mhz),δ(ppm): 194.21, 221.62.
The dibutyl tin furancarboxylic acid ester coordination compound of the stannum oxa- ring structure of the present invention is crystal structure, its crystallography number According to: crystal belongs to monoclinic system, space group c2/c,a=4.4365 (3) nm,b=1.41495 (10) nm,c=2.38869 (16) nm,α=90 °,β=121.6420 (10) °,γ=90 °,z=8, v=12.7658 (15) nm3,dc= 1.465mg·m-3,μ(moka)= 1.601mm-1,f(000)=5664,1.67 ° of <θ25.00 ° of <, crystalline size: 0. 21 × 0.20 × 0.18mm,r= 0.0690,wr= 0.2016.
Being structurally characterized in that of the dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure of the present invention: exist in molecule The sn being constituted with stannum and oxygen atom2o2Planar four-element ring, three four-membered rings condense formation four using sn-o key atom for bridgehead atom Core stannum oxygen clusters trapezium structure, the center of middle ring is the symmetrical centre of molecule, has the three of two oxygen atoms difference bridging ladders in ladder Individual tin atom, separately has two oxygen atoms bridging ladder tin atom respectively;It is former that the other two furan carboxyphenyls of ladder are utilized respectively its carboxyl oxygen Son becomes the hexa-atomic stannum oxa- ring structure of bond formed and its common chain with the tin atom of sn-o-sn chain.
Preparation as a kind of dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure of second aspect present invention Method, sequentially adds furancarboxylic acid, Dibutyltin oxide and etoh solvent in reaction vessel in order, is 50 ~ 65 in temperature 8~24h is reacted under conditions of DEG C;Cooling, filters, and controls solvent volatilization crystallization, obtain water white transparency brilliant under conditions of 20 ~ 35 DEG C The dibutyl tin furancarboxylic acid ester coordination compound of body, as stannum oxa- ring structure.
In a preferred embodiment of the invention, the amount ratio of the material of described furancarboxylic acid, both Dibutyltin oxides For 1:(1 ~ 1.05).
In a preferred embodiment of the invention, described etoh solvent consumption adds 20 for every mM of Dibutyltin oxide ~ 35 milliliters.
Prepared by the dibutyl tin furancarboxylic acid ester coordination compound as a kind of stannum oxa- ring structure of third aspect present invention Application in cancer therapy drug.
Applicant has carried out anti tumor activity in vitro and has confirmed research to above-mentioned coordination compound, confirms that this coordination compound has certain Anti-tumor biological is that is to say, that the purposes of above-mentioned coordination compound is the application in preparing antitumor drug, specifically It is to prepare anti-human lung-cancer medicament, human breast carcinoma, the application in human liver cancer medicine.
The dibutyl tin furancarboxylic acid ester coordination compound of the stannum oxa- ring structure of the present invention to human lung cancer medicine, human breast carcinoma, Human liver cancer medicine etc. shows good active anticancer, can be with it for raw material preparation anti-lung cancer, anti-breast cancer, medicines resistant to liver cancer. Compared with the platinum-containing anticancer drug commonly using at present, the dibutyl tin furancarboxylic acid ester cooperation of the stannum oxa- ring structure of the present invention Thing have active anticancer height, low cost, preparation method simple the features such as, provide new way for exploitation cancer therapy drug.
Brief description
Fig. 1 is the crystal molecular structure figure of the dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure.
Fig. 2 is the ir spectrogram of the dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure.
Fig. 3 is the dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure1H nmr spectrogram.
Fig. 4 is the dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure13C nmr spectrogram.
Fig. 5 is the dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure119Sn nmr spectrogram.
Fig. 6 is the tg-dtg curve of the dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure.
Specific embodiment
Further describe the present invention by following examples, but it should be noted that the scope of the present invention is not implemented by these Any restriction of example.
Embodiment 1:
The preparation of the dibutyl tin furancarboxylic acid ester of stannum oxa- ring structure:
Furancarboxylic acid 0.1126g (1mmol), Dibutyltin oxide 0.2491g is sequentially added in order in 100ml round-bottomed flask (1mmol), etoh solvent 20ml, reacts 8h under conditions of temperature is 50 ~ 65 DEG C;Cooling, filters, in 20 ~ 35 DEG C of condition Lower control solvent volatilization crystallization, obtains colourless transparent crystal, as the dibutyl tin furancarboxylic acid ester of stannum oxa- ring structure.Yield: 73%, fusing point: 148-149 DEG C.
Elementary analysiss (c52h84o14sn4): theoretical value: c, 44.36;H, 6.01.Measured value: c, 44.40;H, 6.56.
ir(kbr, cm-1): 3126, 2959, 2926, 2859 v(c-h), 1638 vas(coo-), 1477 vas (coo-), 642 v(sn-c), 464 v(sn-o).
1h nmr(cdcl3, 500 mhz), δ(ppm): 7.61, 7.12, 7.61(s, 12h, ar-h), 0.78- 1.73 (m, 72h, bu-h).
13c nmr(cdcl3, 125 mhz), δ(ppm): 163.20(coo), 147.58, 145.03, 116.63, 111.87(ar), 29.82, 27.56, 27.25, 27.11, 26.76, 26.71, 13.59, 13.56(bu).
119sn nmr(cdcl3, 186 mhz),δ(ppm): 194.21, 221.62.
Its crystallographic data: crystal belongs to monoclinic system, space group c2/c,a=4.4365 (3) nm,b=1.41495(10) Nm,c=2.38869 (16) nm,α=90 °,β=121.6420 (10) °,γ=90 °,z=8, v=12.7658 (15) nm3,dc= 1.465mg·m-3,μ(moka)=1.601mm-1,f(000)=5664,1.67 ° of <θ25.00 ° of <, crystalline size: 0. 21 × 0.20 × 0.18mm,r=0.0690,wr= 0.2016.
Embodiment 2:
The preparation of the dibutyl tin furancarboxylic acid ester of stannum oxa- ring structure:
Furancarboxylic acid 0.1118g (1mmol), Dibutyltin oxide 0.2615g is sequentially added in order in 100ml round-bottomed flask (1.05mmol), etoh solvent 37ml, reacts 10h under conditions of temperature is 50 ~ 65 DEG C;Cooling, filters, at 20 ~ 35 DEG C Under the conditions of control solvent volatilization crystallization, obtain colourless transparent crystal, as the dibutyl tin furancarboxylic acid ester of stannum oxa- ring structure.Produce Rate: 74%, fusing point: 148-149 DEG C.
Elementary analysiss (c52h84o14sn4): theoretical value: c, 44.36;H, 6.01.Measured value: c, 44.40;H, 6.56.
ir(kbr, cm-1): 3126, 2959, 2926, 2859 v(c-h), 1638 vas(coo-), 1477 vas (coo-), 642 v(sn-c), 464 v(sn-o).
1h nmr(cdcl3, 500 mhz), δ(ppm): 7.61, 7.12, 7.61(s, 12h, ar-h), 0.78- 1.73 (m, 72h, bu-h).
13c nmr(cdcl3, 125 mhz), δ(ppm): 163.20(coo), 147.58, 145.03, 116.63, 111.87(ar), 29.82, 27.56, 27.25, 27.11, 26.76, 26.71, 13.59, 13.56(bu).
119sn nmr(cdcl3, 186 mhz),δ(ppm): 194.21, 221.62.
Its crystallographic data: crystal belongs to monoclinic system, space group c2/c,a=4.4365 (3) nm,b=1.41495(10) Nm,c=2.38869 (16) nm,α=90 °,β=121.6420 (10) °,γ=90 °,z=8, v=12.7658 (15) nm3,dc= 1.465mg·m-3,μ(moka)=1.601mm-1,f(000)=5664,1.67 ° of <θ25.00 ° of <, crystalline size: 0. 21 × 0.20 × 0.18mm,r=0.0690,wr= 0.2016.
Embodiment 3:
The preparation of the dibutyl tin furancarboxylic acid ester of stannum oxa- ring structure:
Furancarboxylic acid 0.2247g (2mmol), Dibutyltin oxide 0.5223g is sequentially added in order in 100ml round-bottomed flask (2.10mmol), etoh solvent 50ml, reacts 15h under conditions of temperature is 50 ~ 65 DEG C;Cooling, filters, at 20 ~ 35 DEG C Under the conditions of control solvent volatilization crystallization, obtain colourless transparent crystal, as the dibutyl tin furancarboxylic acid ester of stannum oxa- ring structure.Produce Rate: 73%, fusing point: 148-149 DEG C.
Elementary analysiss (c52h84o14sn4): theoretical value: c, 44.36;H, 6.01.Measured value: c, 44.40;H, 6.56.
ir(kbr, cm-1): 3126, 2959, 2926, 2859 v(c-h), 1638 vas(coo-), 1477 vas (coo-), 642 v(sn-c), 464 v(sn-o).
1h nmr(cdcl3, 500 mhz), δ(ppm): 7.61, 7.12, 7.61(s, 12h, ar-h), 0.78- 1.73 (m, 72h, bu-h).
13c nmr(cdcl3, 125 mhz), δ(ppm): 163.20(coo), 147.58, 145.03, 116.63, 111.87(ar), 29.82, 27.56, 27.25, 27.11, 26.76, 26.71, 13.59, 13.56(bu).
119sn nmr(cdcl3, 186 mhz),δ(ppm): 194.21, 221.62.
Its crystallographic data: crystal belongs to monoclinic system, space group c2/c,a=4.4365 (3) nm,b=1.41495(10) Nm,c=2.38869 (16) nm,α=90 °,β=121.6420 (10) °,γ=90 °,z=8, v=12.7658 (15) nm3,dc= 1.465mg·m-3,μ(moka)=1.601mm-1,f(000)=5664,1.67 ° of <θ25.00 ° of <, crystalline size: 0. 21 × 0.20 × 0.18mm,r=0.0690,wr= 0.2016.
Embodiment 4:
The preparation of the dibutyl tin furancarboxylic acid ester of stannum oxa- ring structure:
Furancarboxylic acid 0.3357g (3mmol), Dibutyltin oxide 0.7472g is sequentially added in order in 100ml round-bottomed flask (3mmol), etoh solvent 60ml, reacts 24h under conditions of temperature is 50 ~ 65 DEG C;Cooling, filters, in 20 ~ 35 DEG C of condition Lower control solvent volatilization crystallization, obtains colourless transparent crystal, as the dibutyl tin furancarboxylic acid ester of stannum oxa- ring structure.Yield: 74%, fusing point: 148-149 DEG C.
Elementary analysiss (c52h84o14sn4): theoretical value: c, 44.36;H, 6.01.Measured value: c, 44.40;H, 6.56.
ir(kbr, cm-1): 3126, 2959, 2926, 2859 v(c-h), 1638 vas(coo-), 1477 vas (coo-), 642 v(sn-c), 464 v(sn-o).
1h nmr(cdcl3, 500 mhz), δ(ppm): 7.61, 7.12, 7.61(s, 12h, ar-h), 0.78- 1.73 (m, 72h, bu-h).
13c nmr(cdcl3, 125 mhz), δ(ppm): 163.20(coo), 147.58, 145.03, 116.63, 111.87(ar), 29.82, 27.56, 27.25, 27.11, 26.76, 26.71, 13.59, 13.56(bu).
119sn nmr(cdcl3, 186 mhz),δ(ppm): 194.21, 221.62.
Its crystallographic data: crystal belongs to monoclinic system, space group c2/c,a=4.4365 (3) nm,b=1.41495(10) Nm,c=2.38869 (16) nm,α=90 °,β=121.6420 (10) °,γ=90 °,z=8, v=12.7658 (15) nm3,dc= 1.465mg·m-3,μ(moka)=1.601mm-1,f(000)=5664,1.67 ° of <θ25.00 ° of <, crystalline size: 0. 21 × 0.20 × 0.18mm,r=0.0690,wr= 0.2016.
Embodiment 5:
The preparation of the dibutyl tin furancarboxylic acid ester of stannum oxa- ring structure:
Furancarboxylic acid 0.3368g (3mmol), Dibutyltin oxide 0.7468g is sequentially added in order in 100ml round-bottomed flask (3mmol), etoh solvent 70ml, reacts 24h under conditions of temperature is 50 ~ 65 DEG C;Cooling, filters, in 20 ~ 35 DEG C of condition Lower control solvent volatilization crystallization, obtains colourless transparent crystal, as the dibutyl tin furancarboxylic acid ester of stannum oxa- ring structure.Yield: 73%, fusing point: 148-149 DEG C.
Elementary analysiss (c52h84o14sn4): theoretical value: c, 44.36;H, 6.01.Measured value: c, 44.40;H, 6.56.
ir(kbr, cm-1): 3126, 2959, 2926, 2859 v(c-h), 1638 vas(coo-), 1477 vas (coo-), 642 v(sn-c), 464 v(sn-o).
1h nmr(cdcl3, 500 mhz), δ(ppm): 7.61, 7.12, 7.61(s, 12h, ar-h), 0.78- 1.73 (m, 72h, bu-h).
13c nmr(cdcl3, 125 mhz), δ(ppm): 163.20(coo), 147.58, 145.03, 116.63, 111.87(ar), 29.82, 27.56, 27.25, 27.11, 26.76, 26.71, 13.59, 13.56(bu).
119sn nmr(cdcl3, 186 mhz),δ(ppm): 194.21, 221.62.
Its crystallographic data: crystal belongs to monoclinic system, space group c2/c,a=4.4365 (3) nm,b=1.41495(10) Nm,c=2.38869 (16) nm,α=90 °,β=121.6420 (10) °,γ=90 °,z=8, v=12.7658 (15) nm3,dc= 1.465mg·m-3,μ(moka)=1.601mm-1,f(000)=5664,1.67 ° of <θ25.00 ° of <, crystalline size: 0. 21 × 0.20 × 0.18mm,r=0.0690,wr= 0.2016.
Test example:
The dibutyl tin furancarboxylic acid ester coordination compound of the stannum oxa- ring structure of the present invention, it is to pass through that its Anticancer Activity in vitro measures Mtt experimental technique is realized.
Mtt analysis method:
With metabolism reduction 3- (4,5-dimethylthiazol-2-yl) -2,5-diarenyltetrazolium bromide it is Basis.Succinate dehydrogenase in living cells mitochondria can make exogenous mtt be reduced to water-insoluble bluish violet crystallization first a ceremonial jade-ladle, used in libation (formazan) and be deposited in cell, and dead cell no this function.Dimethyl sulfoxide (dmso) can dissolve the first a ceremonial jade-ladle, used in libation in cell, Measure the optical density of characteristic wavelength with microplate reader, can indirectly reflect living cells quantity.
To measure the dibutyl tin furancarboxylic acid ester coordination compound pair of the stannum oxa- ring structure of embodiment 1 preparation using mtt method Human lung carcinoma cell (nci-h460), human breast cancer cell (mcf7), the inhibitory activity of human liver cancer cell (hepg2).
Cell strain and cultivating system: nci-h460, mcf7 and hepg2 cell strain takes from American. tissue incubator (atcc). With rpmi1640 (gibico company) culture medium containing 10% hyclone, in 5% (volume fraction) co2, 37 DEG C of saturated humidity trainings Carry out In vitro culture in foster case.
Test process: test medicinal liquid (0.1nm-10um) is added separately in each hole according to the Concentraton gradient of concentration, Each concentration sets 3 parallel holes.Experiment is divided into drug test group (being separately added into the test medicine of variable concentrations), matched group (only to add Culture fluid and cell, are not added with testing medicine) and blank group (only adding culture fluid, be not added with cell and test medicine).By the orifice plate after dosing It is placed in 37 DEG C, 5%co272h is cultivated in incubator.The activity of control drug measures according to the method for test sample.Cultivating In orifice plate after 72h, every hole adds mtt40ul (being made into 4mg/ml with d-hanks buffer).After placing 4h at 37 DEG C, remove Clear liquid.Every hole adds 150ul dmso, vibrates 5min, makes formazan crystallize dissolving.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 ic50By program In there is the nonlinear regression model (NLRM) of s shape dose response be fitted obtaining.
With mtt analytic process to human lung carcinoma cell (nci-h460) cell strain, human breast cancer cell (mcf7) cell strain, people liver Cancerous cell (hepg2) cell strain is analyzed, and measures its ic50Value, as shown in table 1, conclusion is result: from data in table, The dibutyl tin furancarboxylic acid ester of the stannum oxa- ring structure of the present invention as cancer therapy drug, to human lung cancer, human breast carcinoma, human liver cancer Active anticancer is higher, can be used as the candidate compound of cancer therapy drug.
The dibutyl tin furancarboxylic acid ester cancer therapy drug external activity test data of table 1 stannum oxa- ring structure
Human lung carcinoma cell Human breast cancer cell Human liver cancer cell
Cell strain nci-h460 mc-7 hepg2
ic50μm 0.94 0.87 1.18
The dibutyl tin furancarboxylic acid ester coordination compound of the stannum oxa- ring structure of remaining embodiment preparation is with mtt method to human lung carcinoma cell (nci-h460), the same test example of active anticancer method of testing of human liver cancer cell (hepg2) and human breast cancer cell (mcf7), surveys Test result is essentially identical with table 1.

Claims (9)

1. the dibutyl tin furancarboxylic acid ester coordination compound of a kind of stannum oxa- ring structure, for the coordination compound of following structural formula (i):
(i)
In formula, r represents normal-butyl.
2. contain a kind of dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure as claimed in claim 1, it is infrared Spectroscopic data: ft-ir (kbr, v/cm-1): 3126, 2959, 2926, 2859 v(c-h), 1638 vas(coo-), 1477 vas(coo-), 642 v(sn-c), 464 v(sn-o);Its nuclear-magnetism modal data:1h nmr(cdcl3, 500 mhz), δ (ppm): 7.61, 7.12, 7.61(s, 12h, ar-h), 0.78-1.73(m, 72h, bu-h);13c nmr(cdcl3, 125 mhz), δ(ppm): 163.20(coo), 147.58, 145.03, 116.63, 111.87(ar), 29.82, 27.56, 27.25, 27.11, 26.76, 26.71, 13.59, 13.56(bu);119sn nmr(cdcl3, 186 mhz), δ(ppm): 194.21, 221.62.
3. the dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure as claimed in claim 1, wherein, described stannum oxygen The dibutyl tin furancarboxylic acid ester coordination compound of heterocycle structure is crystal structure, and its crystallographic data is as follows: monoclinic system, space group c2/c,a=4.4365 (3) nm,b=1.41495 (10) nm,c=2.38869 (16) nm,α=90 °,β=121.6420 (10) °,γ=90 °,z=8, v=12.7658 (15) nm3;There is the sn being constituted with stannum and oxygen atom in molecule2o2Planar four-element ring, three Four-membered ring condenses formation four core stannum oxygen clusters trapezium structures using sn-o key atom for bridgehead atom, and the center of middle ring is molecule Symmetrical centre, has two oxygen atoms, three terraced tin atoms of bridging respectively in ladder, bridging ladder stannum are former respectively separately two oxygen atoms Son;The other two furan carboxyphenyls of ladder are utilized respectively its carboxyl oxygen atom and are become bond formed and its common chain with the tin atom of sn-o-sn chain Hexa-atomic stannum oxa- ring structure.
4. the preparation method of the dibutyl tin furancarboxylic acid ester coordination compound of the stannum oxa- ring structure described in claim 1, its feature It is, reaction vessel sequentially adds furancarboxylic acid, Dibutyltin oxide and etoh solvent in order, be 50 ~ 65 in temperature 8~24h is reacted under conditions of DEG C;Cooling, filters, and controls solvent volatilization crystallization, obtain water white transparency brilliant under conditions of 20 ~ 35 DEG C Body, as dibutyl tin furancarboxylic acid ester.
5. preparation method as claimed in claim 4 is it is characterised in that the thing of described furancarboxylic acid, both Dibutyltin oxides The amount of matter is than for 1:(1 ~ 1.05).
6. preparation method as claimed in claim 4 is it is characterised in that described etoh solvent consumption is every mM of dibutyl oxygen Change stannum add 20 ~ 35 milliliters.
7. the dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure described in claim 1 has certain thermally-stabilised model Enclose, can stable existence below 184 DEG C.
8. the dibutyl tin furancarboxylic acid ester coordination compound of stannum oxa- ring structure described in claim 1 answering in preparing cancer therapy drug With.
9. the application described in claim 8, wherein said cancerous cell is pulmonary carcinoma, breast carcinoma, hepatocarcinoma.
CN201610671064.3A 2016-08-16 2016-08-16 Dibutylstannylfuran formate complex with heterocyclic oxotin structure, and preparation method and application thereof Pending CN106366112A (en)

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Citations (2)

* Cited by examiner, † Cited by third party
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Application publication date: 20170201