Synthesis method and application of platinum (II) complex of 6-amino oxoisoaporphine

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

Inactive Publication Date: 2014-01-22
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)

Method used

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  • Synthesis method and application of platinum (II) complex of 6-amino oxoisoaporphine
  • Synthesis method and application of platinum (II) complex of 6-amino oxoisoaporphine
  • Synthesis method and application of platinum (II) complex of 6-amino oxoisoaporphine

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Embodiment 1

[0040] Weigh 6-aminoporphine and dichlorobis(dimethylsulfoxide) platinum (II) in the same amount, each 1mmol, dissolve 6-aminoporphine in 40mL of 40 % methanol, dichlorobis(dimethylsulfoxide) platinum (II) was dissolved in 15mL of water, the two solutions were mixed, 2mL of dimethylsulfoxide was added to the mixture, and reacted at 65°C for 36 hours , Concentrated and evaporated to remove most of the solvent, cooled to room temperature, allowed to stand, a reddish-brown solid was precipitated, and the solid was separated and dried to obtain a reddish-brown solid product with a yield of 85%.

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

[0042] (1) Infrared spectrum, its spectrogram is as follows figure 1 shown.

[0043] IR(KBr):3440,3298,2995,1627,1572,1528,1440,1405,1357,1270,1122,1036,982,851,787...

Embodiment 2

[0051] Weigh 6-aminoporphine oxide and dichlorobis(dimethylsulfoxide) platinum (II) of the same amount, each 1mmol, dissolve 6-aminoporphine oxide in 80mL of 90 % ethanol, dichlorobis(dimethyl sulfoxide) platinum (II) was dissolved in 40mL of 40% methanol, the two solutions were mixed, 8mL dimethyl sulfoxide was added to the mixture, and at 65°C React for 4 hours, concentrate and evaporate to remove most of the solvent, cool to room temperature, stand still, a reddish-brown solid is precipitated, separate the solid, and dry to obtain monochloro-dimethylsulfoxide-6-aminooxidized isoapomorphine platinum (II), productive rate 65%.

Embodiment 3

[0053] Weigh 6-aminoporphine oxide and dichlorobis(dimethylsulfoxide) platinum (II) in the same amount, each 1mmol, dissolve 6-aminoporphine oxide in 50mL of 50 In a mixed solution of % methanol and 50% ethanol (volume ratio of 1:4), dichlorobis(dimethylsulfoxide) platinum (II) was dissolved in 20 mL of a mixed solution of water and methanol (volume ratio of 1 : 1), the two solutions are mixed, the mixed solution is reacted at 70 ° C for 48 hours, concentrated and evaporated to remove most of the solvent, cooled to room temperature, left to stand, a reddish-brown solid is precipitated, the solid is separated, and dried to obtain monochlorine. Dimethyl sulfoxide·6-aminooxidation of isoaporphine and platinum(II) with a yield of 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-amino-oxidized isoaporphine, that is, monochlorodimethylsulfoxide, 6-amino-oxidized isoaporphine combined with platinum (II) and Its synthesis method and application. Background technique [0002] Cancer (mainly referring to malignant tumors) is one of the most serious diseases that endanger human health. Antineoplastic drugs are gradually developed as cancer poses a huge threat to human health. After decades of research and development by scientific researchers, different types of anti-tumor drugs with different efficacy characteristics and different mechanisms of action have been launched and applied in clinical treatment and adjuvant therapy. Among them, in 1965, Rosenberg et al. found that cisplatin had significant anticancer activity (Rosenberg, B.L., et al. Nature, 1969, 222, 385-386.), created a precedent for inorganic anticancer drug...

Claims

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Application Information

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Patent Type & Authority Applications(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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