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Water-soluble iron carbonyl compound, and preparation method and application thereof

A compound and aqueous solution technology, which is applied in the field of medicinal chemistry, can solve the problems of compound instability, compound is not easy to release carbon monoxide, small toxicity, etc., and achieve good biocompatibility, timing and rate controllable, and good water solubility.

Inactive Publication Date: 2013-01-02
JIAXING UNIV
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Problems solved by technology

[0006] Iron is an essential element for life in many organisms, and organisms have complete metabolic mechanisms for it. Therefore, carbon monoxide releasing agents (CORMs) based on iron carbonyl compounds may have less or no toxicity, but currently iron-based There are relatively few reports on carbonyl compounds CORM
Moreover, the ligands used in these compounds, such as cyclopentadiene, pyrone and its derivative ligands, acyloxycyclohexadiene, etc., are not common organic molecules in organisms, and their metabolites may have adverse effects on the body.
[0007] At present, the traditional method of synthesizing carbon monoxide releasing agents is to assemble metal complexes that can release carbon monoxide through the reaction of ligands and metal ions. It is also very difficult to obtain the compound because the compound is too stable to release carbon monoxide, and the compound is too unstable to be synthesized and difficult to obtain

Method used

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  • Water-soluble iron carbonyl compound, and preparation method and application thereof
  • Water-soluble iron carbonyl compound, and preparation method and application thereof
  • Water-soluble iron carbonyl compound, and preparation method and application thereof

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Embodiment Construction

[0033] 1. Preparation of compounds

[0034] Add 2.81 g Fe in tetrahydrofuran (THF) 3 (CO) 12 and 0.94g 1-mercaptoglycerol, react at 70°C for 2h to obtain a red solution, remove the solvent (THF) by rotary evaporation, and then recrystallize the red oily product. The solvent used is a mixture of dichloromethane / cyclohexane solvent, and finally a pure red oily substance was obtained, which was tentatively named compound 1.

[0035] 2. Characterization of Compounds

[0036] The infrared spectrum of compound 1 was collected using a Varian Scimitar 600, as shown in figure 2 shown, compound 1 at 3367 cm -1 (OH stretching vibration), 2876, 2928cm -1 (CH 2 stretching vibration), 1415cm -1 (CH 2 bending vibration), 1992~2073cm -1 (C=O stretching vibration), 1262~1334cm -1 (Bending in OH plane), 561~617cm -1 (Outside bending of OH), 1031~1071cm -1 (C-O stretching vibration) has obvious absorption peaks, which can confirm that compound 1 contains OH, CH 2 , C=O and C-O stru...

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Abstract

The invention discloses a water-soluble iron carbonyl compound, and a preparation method and an application thereof. The compound has a structural formula represented by the formula (1). When the compound is subjected to a reaction with mercaptoethylamine, CO can be released. The compound provided by the invention has good water solubility and appropriate stability. Metal ions and organic ligands involved in the reaction have good biocompatibility. Residual substances after CO releasing are harmless or slightly toxic to bodies. The timing and rate of CO releasing are easy to control.

Description

technical field [0001] The invention relates to the technical field of medicinal chemistry, in particular to a water-soluble iron carbonyl compound, a preparation method thereof, and an application in the controlled release of carbon monoxide. Background technique [0002] Carbon monoxide (CO) is a well-known toxic gas, but studies have shown that it, like nitric oxide (NO), is an important messenger molecule in the body. Inflammatory response, anti-oxidation, anti-apoptosis, anti-proliferation and other physiological functions; in physiological processes such as nerve, respiration, and circulation, and in inhibiting acute lung injury, organ ischemia-reperfusion injury, organ transplant rejection and other pathological processes also plays an important regulatory role. [0003] The disadvantages of direct inhalation of CO gas are obvious: the inhaled CO must pass through the entire respiratory system, and then reach the relevant tissues through the blood circulation, which ...

Claims

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Application Information

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IPC IPC(8): C07F15/02A61K31/295A61P9/08A61P11/08A61P7/02A61P29/00A61P39/06A61P25/00A61P11/00A61P9/10A61P37/08
Inventor 姜秀娟刘小明龙莉肖志音曾艳
Owner JIAXING UNIV
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