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Ferrocenyl-containing tricyclohexyltin coordination polymer, and preparation method and application thereof

A coordination polymer and a ferrocene-based technology are applied in the field of preparation of antitumor drugs, achieving the effects of low cost, high anticancer activity, and simple preparation methods

Active Publication Date: 2014-12-10
HENGYANG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with the organotin compounds reported in the research literature, it is not difficult to find that there is no report on the direct introduction of ferrocene benzoic acid ligands into the biological activity of organotin compounds in these compounds

Method used

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  • Ferrocenyl-containing tricyclohexyltin coordination polymer, and preparation method and application thereof
  • Ferrocenyl-containing tricyclohexyltin coordination polymer, and preparation method and application thereof
  • Ferrocenyl-containing tricyclohexyltin coordination polymer, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Preparation of tricyclohexyltin coordination polymer containing ferrocene group:

[0025] Add 0.334g (1.0mmol) of o-ferroceneformylbenzoic acid, 0.385g (1.0mmol) of tricyclohexyltin hydroxide and 20mL of anhydrous methanol into a round bottom flask, heat and reflux for 8h under stirring; cool, filter; 0.005MPa, at a temperature of 35°C, evaporate the filtrate to dryness with a rotary evaporator to obtain a reddish-brown solid, recrystallize with a dichloromethane-methanol mixed solvent to obtain a reddish-brown crystal, which is the ferrocenyl-containing ferrocenyl compound of the present invention. Tricyclohexyltin coordination polymer, yield: 73%, melting point: 145~147°C.

[0026] Elemental analysis (C 36 h 46 FeO 3 Sn): Theoretical value: C, 61.65; H, 6.61. Measured value: C, 61.63; H, 6.62.

[0027] IR(KBr,cm -1 ):2958,2926,2870v(C-H),1662,1619v as (CO),1582,1549v s (COO - ), 635v (Sn-O), 492v (Sn-C).

[0028] 1 H NMR (400MHz, CDCl 3 )δ(ppm):1.22-1.78(m,...

Embodiment 2

[0032] Preparation of tricyclohexyltin coordination polymer containing ferrocene group:

[0033] Add 0.501g (1.5mmol) of o-ferroceneformylbenzoic acid, 0.581g (1.51mmol) of tricyclohexyltin hydroxide and 31mL of anhydrous methanol into a round bottom flask, heat and reflux for 10h under stirring; cool, filter; 0.008MPa, at a temperature of 35°C, the filtrate was evaporated to dryness with a rotary evaporator to obtain a reddish-brown solid, which was recrystallized with a dichloromethane-methanol mixed solvent to obtain a reddish-brown crystal, which is the ferrocenyl-containing compound of the present invention. Tricyclohexyltin coordination polymer. Yield: 72%, melting point: 145~147°C.

[0034] Elemental analysis (C 36 h 46 FeO 3 Sn): Theoretical value: C, 61.65; H, 6.61. Measured value: C, 61.63; H, 6.62.

[0035] IR(KBr,cm -1 ):2958,2926,2870v(C-H),1662,1619v as (CO),1582,1549v s (COO - ), 635v (Sn-O), 492v (Sn-C).

[0036] 1 H NMR (400MHz, CDCl 3 )δ(ppm):1.22...

Embodiment 3

[0040] Preparation of tricyclohexyltin coordination polymer containing ferrocene group:

[0041] Add 0.668g (2.0mmol) of o-ferroceneformylbenzoic acid, 0.788g (2.04mmol) of tricyclohexyltin hydroxide and 51mL of anhydrous methanol into a round bottom flask, heat and reflux for 12h under stirring; cool, filter; 0.01MPa, at a temperature of 30°C, evaporate the filtrate to dryness with a rotary evaporator to obtain a reddish-brown solid, recrystallize with a dichloromethane-methanol mixed solvent to obtain a reddish-brown crystal, which is the ferrocenyl-containing ferrocenyl compound of the present invention. Tricyclohexyltin coordination polymer. Yield: 72%, melting point: 145~147°C.

[0042] Elemental analysis (C 36 h 46 FeO 3 Sn): Theoretical value: C, 61.65; H, 6.61. Measured value: C, 61.63; H, 6.62.

[0043] IR(KBr,cm -1 ):2958,2926,2870v(C-H),1662,1619v as (CO),1582,1549v s (COO - ), 635v (Sn-O), 492v (Sn-C).

[0044] 1 H NMR (400MHz, CDCl 3 )δ(ppm):1.22-1.78(...

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Abstract

The invention discloses a ferrocenyl-containing tricyclohexyltin coordination polymer. The structure of the polymer is represented by formula (I), and Cy in the formula (I) represents cyclohexyl. The invention also discloses a preparation method of the ferrocenyl-containing tricyclohexyltin coordination polymer, and an application of the ferrocenyl-containing tricyclohexyltin coordination polymer in the preparation of antitumor medicines.

Description

technical field [0001] The invention relates to a ferrocenyl-containing tricyclohexyltin coordination polymer, a preparation method thereof, and an application of the coordination polymer in preparing antitumor drugs. Background technique [0002] Organotin is a class of metal-organic compounds containing Sn-C bonds, which are widely used in industry, agriculture, medicine and health and other fields. Brown first discovered Ph in 1972 3 SnO 2 CCH 3 Since it has the effect of inhibiting the growth of mouse tumors, people have gradually increased the research on the synthesis, molecular structure and biological activity of organotin. In the 1980s, during the research and screening of metal anticancer drugs, some organotin compounds were found to have higher antitumor activity than cisplatin (Crowe, A.J.; Smith, P.J.; Atassi.G., Chem.Biol. Interact., 1980, 32, 171.), since then, the research on the anticancer activity of organotin has become more and more active, becoming a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/80C08G79/12A61P35/00
Inventor 蒋伍玖邝代治庾江喜冯泳兰
Owner HENGYANG NORMAL UNIV