A kind of platinum (ii) complex synthetic method and application of 6-aminooxidized isoapomorphine

A technology of isoaporphine and amino oxidation, applied in the field of medicine, to achieve the effect of good medicinal value and significant in vitro anti-tumor activity

Inactive Publication Date: 2015-10-28
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] At the same time, oxidized isoaporphine is also an excellent organic ligand, but it has not yet been seen that 6-amino oxidized isoaporphine and dichlorobis(dimethylsulfoxide) platinum (II) have been used for complexing. Relevant reports on the synthesis method and application of monochloro·dimethyl sulfoxide·6-aminooxidized isoaporphine platinum(II)

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  • A kind of platinum (ii) complex synthetic method and application of 6-aminooxidized isoapomorphine
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  • A kind of platinum (ii) complex synthetic method and application of 6-aminooxidized isoapomorphine

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Embodiment 1

[0040] Weigh 6-amino-isoaporphine and dichlorobis(dimethylsulfoxide) platinum (II) in the same amount of the same substance, each 1mmol, and dissolve 6-amino-isoaporphine in 45 mL of 40 In% methanol, dissolve dichlorobis(dimethylsulfoxide)platinum(II) in 15mL of water, mix the two solutions, add 2mL of dimethylsulfoxide to the mixture, and react at 65°C for 36 hours After concentrating and evaporating to remove most of the solvent, cooling to room temperature and standing still, a red-brown solid is precipitated, and the solid is separated and dried to obtain a red-brown solid product with a yield of 85%.

[0041] The obtained red-brown solid product was analyzed by infrared spectroscopy, ultraviolet spectroscopy, electrospray mass spectrometry, and single crystal diffraction analysis. The specific spectral characteristics are as follows:

[0042] (1) Infrared spectrum, the spectrum is as figure 1 Shown.

[0043] IR (KBr): 3440, 3298, 2995, 1627, 1572, 1528, 1440, 1405, 1357, 1270, ...

Embodiment 2

[0051] Weigh the same amount of isoaporphine 6-amino oxide and platinum dichlorobis(dimethyl sulfoxide) (II), each 1mmol, dissolve isoaporphine 6-amino oxide in 80 mL of 90 In% ethanol, dissolve dichlorobis(dimethyl sulfoxide) platinum (II) in 40 mL of 40% methanol, mix the two solutions, add 8 mL of dimethyl sulfoxide to the mixture, and hold at 65°C Reacted for 4 hours, concentrated and evaporated to remove most of the solvent, cooled to room temperature, stood still, a reddish-brown solid was precipitated, the solid was separated, and dried to obtain monochlorodimethylsulfoxide·isoaporphinplatin 6-amino oxide (II), the yield is 65%.

Embodiment 3

[0053] Weigh the same amount of isoaporphine 6-amino oxide and platinum dichloro bis(dimethyl sulfoxide) (II), each 1mmol, dissolve isoaporphine 6-amino oxide in 50 mL of 50 In a mixed solution of% methanol and 50% ethanol (volume ratio 1:4), dissolve dichlorobis(dimethylsulfoxide) platinum (II) in 20 mL of a mixed solution of water and methanol (volume ratio 1 :1) In, the two solutions are mixed, and the mixture is reacted at 70°C for 48 hours. After concentrating and evaporating to remove most of the solvent, it is cooled to room temperature and allowed to stand. A reddish-brown solid precipitates. The solid is separated and dried to obtain monochlorine. Dimethyl sulfoxide·6-Amino oxide isoaporphine platinum (II), the yield is 70%.

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Abstract

The invention discloses a new platinum (II) complex of 6-amino oxoisoaporphine, namely monochloro.dimethyl sulfoxide.6-amino oxoisoaporphine platinum (II), and a synthesis method and an application thereof. The complex is synthesized by the steps of dissolving 6-amino oxoisoaporphine and dichloro.di(dimethyl sulfoxide) platinum (II) in a polar solvent, and heating or carrying out a reflux reaction to obtain the target product; specifically the complex can be synthesized by a solution method, and can also be synthesized by a solvothermal method. Through investigation of proliferation inhibitory activity of the complex against HepG2, BEL-7404 and NCI-H460 and other human tumor cell strains, the complex is found to have significant in-vitro antitumor activity against the 3 kinds of tumor strains and have relatively good potential medicinal value, and is expected to be used in preparation of various antitumor medicines. The complex has the chemical structure represented by the following formula as described in the specification.

Description

Technical field [0001] The present invention relates to the technical field of medicine, in particular to a platinum (II) complex of 6-aminooxyisoaporphine, namely monochlorodimethylsulfoxide·6-aminooxyisoaporphineplatin(II) and Its synthesis method and application. Background technique [0002] Cancer (mainly malignant tumors) is one of the most serious diseases that endanger human health, and anti-tumor drugs have gradually developed along with the huge threat of cancer to human health. After decades of research and development work by researchers, anti-tumor drugs of different types, different efficacy characteristics and different mechanisms of action have been successively marketed and used in clinical treatment and adjuvant therapy. Among them, in 1965, Rosenberg et al. found that cisplatin has significant anti-cancer activity (Rosenberg, BL, et al. Nature, 1969, 222, 385-386.), which created a precedent for inorganic anti-cancer drugs, and formed the use of cisplatin and ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00A61K31/555A61P35/00
Inventor 陈振锋梁宏刘延成杨桂爱覃其品
Owner GUANGXI NORMAL UNIV
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