CN103588681B - A kind of palladium (II) coordination compound and preparation method thereof - Google Patents
A kind of palladium (II) coordination compound and preparation method thereof Download PDFInfo
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- CN103588681B CN103588681B CN201310563816.0A CN201310563816A CN103588681B CN 103588681 B CN103588681 B CN 103588681B CN 201310563816 A CN201310563816 A CN 201310563816A CN 103588681 B CN103588681 B CN 103588681B
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Abstract
A kind of palladium (II) coordination compound and preparation method thereof, relate to a kind of compound and preparation method thereof, palladium acid potassium and organic ligand N-tertbutyloxycarbonyl-L-Phe (or 2 is closed with tetrachloro, 2'-dipyridyl-4,4'-dicarboxylic acid, piperazine) according to the reaction of molar mass ratio, obtain metal target coordination compound.Preparation process is: tetrachloro is closed palladium acid potassium and mix with organic ligand N-tertbutyloxycarbonyl-L-Phe and add deionized water, subsequently above-mentioned mixing solutions is transferred to the hydrothermal reaction kettle with polytetrafluoroethylliner liner, then progressively room temperature is down to, obtained [Pd (L-phe)
2] 2H
2o (1), [Pd (4,4'-dcbpy) (en)] H
2the yellow strip crystal of O.The present invention is simple to operate, experimentation is pollution-free ejecta, green, environmental protection, and compound under field conditions (factors) can stable existence, is characterized, and test its Interaction with DNA intensity by measurement means to it, result show its composition and molecular structure clear and definite, palladium (II) and part form parallelogram sturcutre, and Interaction with DNA is comparatively strong, has biological activity.
Description
Technical field
The present invention relates to a kind of compound and preparation method thereof, particularly relate to a kind of palladium (II) coordination compound and preparation method thereof.
Background technology
Study the synthesis of the monocrystalline coordination compound that part N-tertbutyloxycarbonyl-L-Phe (or mixed ligand 2,2'-dipyridyl-4,4'-dicarboxylic acid, piperazine) synthesizes with palladium (II) metal, preparation method, structure and biological activity thereof.Coordination compound, due to optical, electrical, many performances such as magnetic and antitumour activity of its uniqueness, more and more receives the concern of scientists.Especially the work of palladium (II) metal complexes and DNA is subject to the growing interest of people in order to the combination of its uniqueness and wide application prospect, some have the title complex that bioactive part is formed as amino acid and palladium (II) metal, and its structure, anti-tumor activity are also furtherd investigate gradually.Precious metal palladium (II), to form plane quadrilateral complex structure for feature, is very important title complex organizer.L-Phe is the intermediate of the amino acids cancer therapy drugs such as phenylpropyl alcohol ammonia benzyl, formic acid Sarkolizin, is also to produce suprarenin, thyroxine and melanic raw material.There are some researches show, drug molecule is directly imported Ai Liu district by the carrier that L-Phe can be used as cancer therapy drug, and its effect is other amino acid whose 3 ~ 5 times.So both can suppress cancer growth, the toxic side effect of medicine can be reduced again.In recent years, be that the novel metal title complex constructing block assembling has become the focus of scientific research with dipyridyl carboxylic acid and organic heterocyclic molecule.Because dipyridyl carboxylic-acid part contains abundant atom N and O atom, combine containing N heterocyclic ligand and the two-fold advantage containing O Carboxylic acid ligand, metal-complexing that can be different from soft or hard degree, have abundant coordination structure type, the title complex that they are formed often has novel structure and wide application prospect.In addition, quadrol, being pharmaceutically usually used in treating psoriasis, also has certain mitigation to malignant lymphoma, tumor of head and neck, soft tissue sarcoma.Metal complexes medicine plays an important role in the treatment of disease, we successfully synthesize by part N-tertbutyloxycarbonyl-L-Phe (or mixed ligand 2,2'-dipyridyl-4,4'-dicarboxylic acid, piperazine) noble metal coordination compound that formed with palladium (II), the synthetic method of this type of title complex is simple, structure is clear and definite and Interaction with DNA is comparatively strong, also provides valuable research information for deeply understanding DNA as the targeted molecular of anticancer complex.
Summary of the invention
The object of the present invention is to provide a kind of palladium (II) coordination compound and preparation method thereof, there is bioactive noble metal coordination compound two hydration two L-Phe and close palladium (II) [Pd (L-phe)
2] 2H
2o (1) and hydration one 2,2'-dipyridyl-4,4'-dicarboxylic acid one quadrol close palladium (II) [Pd (4,4'-dcbpy) (en)] H
2the method of O (2) (L-phe=L-phenylalanine, 4,4'-dcbpy=2,2'-dipyridyl-4,4'-dicarboxylic acid, en=quadrol), metal target coordination compound records its composition and molecular structure clearly, and has biological activity.
The object of the invention is to be achieved through the following technical solutions:
A kind of palladium (II) coordination compound, described compound closes palladium acid potassium and organic ligand N-tertbutyloxycarbonyl-L-Phe (or 2 with tetrachloro, 2'-dipyridyl-4,4'-dicarboxylic acid, piperazine) according to 1:1(or 2: 2: 8) molar mass ratio, react under low-temperature hydrothermal condition, and obtain title complex, coordination compound (1) [Pd (L-phe)
2] 2H
2o and title complex [Pd (4,4'-dcbpy) (en)] H
2the molecular structure of O (2) is respectively:
A kind of palladium (II) coordination compound preparation method, the preparation process of described method is:
Tetrachloro is closed palladium acid potassium and organic ligand N-tertbutyloxycarbonyl-L-Phe (or 2, 2'-dipyridyl-4, 4'-dicarboxylic acid, piperazine) be 1:1(or 2: 2: 8 according to the ratio of molar mass) mix and add deionized water (10-15ml), at room temperature stir 20-30 minute, subsequently above-mentioned mixing solutions is transferred in the hydrothermal reaction kettle (volume 15-25mL) with polytetrafluoroethylliner liner, constant temperature 10-100 hour under 60-100 ° of C condition, then progressively room temperature is down to, obtained [Pd (L-phe) 2] 2H2O (1), [Pd (4, 4'-dcbpy) (en)] the yellow strip crystal of H2O (2).
Characterized it by measurement means, and test its Interaction with DNA intensity, result shows its composition and molecular structure clearly, and palladium (II) and part form parallelogram sturcutre, and Interaction with DNA is comparatively strong, has biological activity.
Accompanying drawing explanation
Fig. 1 is the molecular structure of coordination compound (1) [Pd (L-phe) 2] 2H2O.Within the scope of coordination compound (1) [Pd (L-phe) 2] 2H2O:Pd-N bond distance 2.000-2.010, within the scope of Pd-O bond distance 2.000-2.010;
Fig. 2 is the molecular structure of coordination compound (2) [Pd (4,4'-dcbpy) (en)] H2O.Within the scope of coordination compound (2) [Pd (4,4'-dcbpy) (en)] H2O:Pd-N bond distance 2.000-2.010.
Embodiment
Below in conjunction with accompanying drawing illustrated embodiment, the invention will be further described.
The present invention relates to and there is bioactive noble metal coordination compound (1) [Pd (L-phe) 2] 2H2O; (2) preparation method of [Pd (4,4'-dcbpy) (en)] H2O monocrystalline and constitutional features thereof.
Tetrachloro is closed palladium acid potassium and organic ligand N-tertbutyloxycarbonyl-L-Phe (or 2, 2'-dipyridyl-4, 4'-dicarboxylic acid, piperazine) be 1:1(or 2: 2: 8 according to the ratio of molar mass) mix and add deionized water (10-15ml), at room temperature stir 20-30 minute, subsequently above-mentioned mixing solutions is transferred in the hydrothermal reaction kettle (volume 15-25mL) with polytetrafluoroethylliner liner, constant temperature 10-100 hour under 60-100 ° of C condition, then progressively room temperature is down to, obtained [Pd (L-phe) 2] 2H2O (1), [Pd (4, 4'-dcbpy) (en)] the yellow strip crystal of H2O (2).By characterizing it by the measurement means such as Advances in crystal X-ray diffraction analysis, ultimate analysis, IR, 1NMR, result shows its composition and molecular structure clearly, and palladium (II) forms parallelogram sturcutre with 2 atom N on part and 2 O atoms (or 4 atom N); And test its Interaction with DNA intensity by measurement means such as UV, fluorescence, electrophoresis, result display compound Interaction with DNA is comparatively strong, has biological activity.
Embodiment 1: the preparation of title complex (1)
The method of synthesis precious metal palladium (II) coordination compound [Pd (L-phe) 2] 2H2O (1) 0.1mol tetrachloro is closed palladium acid potassium to mix with 0.1mol organic ligand N-tertbutyloxycarbonyl-L-Phe and 10mL water, at room temperature stir 30 minutes, transfer in the hydrothermal reaction kettle (volume 20mL) with polytetrafluoroethylliner liner, to be positioned in 90 DEG C of baking ovens constant temperature after 96 hours, progressively be down to room temperature, obtain regular yellow strip product.Then use deionized water wash crystal, the crystal of wash clean is placed in watch-glass, and be placed in air seasoning place drying, after 2 days, obtain the crystal of clean dry, the crystal obtained is used for analytical structure and test life activity.
Embodiment 2: the preparation of title complex (2)
Synthesis noble metal coordination compound [Pd (4,4'-dcbpy) (en)] method of H2O (2) is that 0.2mol tetrachloro is closed palladium acid potassium and 0.2mol 2,2'-dipyridyl-4,4'-dicarboxylic acid, 0.8mol piperazine and 10mL water mix, at room temperature be placed in polytetrafluoroethylliner liner (volume 25mL) to stir 30 minutes, be positioned over constant temperature in 90 DEG C of baking ovens and, after 15 hours, be progressively down to room temperature, obtain regular yellow strip product.Then use deionized water wash crystal, the crystal of wash clean is placed in watch-glass, and be placed in air seasoning place drying, after 2 days, obtain the crystal of clean dry, the crystal obtained is used for analytical structure and test life activity.
Embodiment 3: the preparation of title complex (2)
Synthesis noble metal coordination compound [Pd (4,4'-dcbpy) (en)] method of H2O (2) is that 0.2mol tetrachloro is closed palladium acid potassium and 0.2mol2,2'-dipyridyl-4,4'-dicarboxylic acid, 0.8mol piperazine and 10mL water mix, at room temperature be placed in polytetrafluoroethylliner liner (volume 25mL) to stir 30 minutes, be positioned over constant temperature in 70 DEG C of baking ovens and, after 14 hours, be progressively down to room temperature, obtain regular yellow strip product.Then use deionized water wash crystal, the crystal of wash clean is placed in watch-glass, and be placed in air seasoning place drying, after 2 days, obtain the crystal of clean dry, the crystal obtained is used for analytical structure and test life activity.
Claims (2)
1. palladium (II) coordination compound, it is characterized in that, described compound closes palladium acid potassium and organic ligand 2 with tetrachloro, 2'-dipyridyl-4,4'-dicarboxylic acid, piperazine, according to mol ratio 2: 2: 8, react, and obtain title complex under low-temperature hydrothermal condition, coordination compound [Pd (4,4'-dcbpy) (en)] H
2o, wherein the molecular structure of [Pd (4,4'-dcbpy) (en)] is:
。
2. palladium (II) coordination compound preparation method, it is characterized in that, the preparation process of described method is:
Tetrachloro is closed palladium acid potassium and organic ligand 2,2'-dipyridyl-4,4'-dicarboxylic acid, piperazine are mix and add 10-15ml deionized water at 2: 2: 8 according to mol ratio, at room temperature stir 20-30 minute, the volume subsequently above-mentioned mixing solutions transferred to polytetrafluoroethylliner liner is in the hydrothermal reaction kettle of 15-25ml, and constant temperature 10-100 hour under 60-100 DEG C of condition, is then progressively down to room temperature, obtained [Pd (4,4'-dcbpy) (en)] H
2the yellow strip crystal of O.
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