Metal rhodium compound as well as preparation method and application thereof

Abstract

The invention discloses a metal rhodium compound as well as a preparation method and application thereof. The rhodium compound is monochloro-(1E,6E)-1,7-bis(3-methoxy-4-hydroxyphenyl)-4-(p-ethyl phenyl vinyl)-1,6-heptadiene-2,5-dione-pentamethyl cyclopentadienyl rhodium (III), and the rhodium compound can be used for preparing anticancer and antiparasite medicines. The rhodium compound has a structural formula as shown in the specification.

Description

technical field

[0001] The invention relates to the field of chemical medicines, in particular to a metal rhodium compound and its preparation method and application. technical background

[0002] Cisplatin is a heavy metal complex, which is one of the three most widely used drugs for cancer treatment in the world. Cisplatin can inhibit the replication process of cellular DNA, and at high concentrations can inhibit the synthesis of RNA and protein. When used to treat cancer, it can inhibit the replication of tumor cells and damage the structure of cell membranes, thereby killing tumor cells. Rhodium metal complexes and cisplatin are both heavy metal complexes, which, like cisplatin, can inhibit the replication of tumor cells. At present, there are few studies on rhodium metal complexes, but the existing research basis shows that rhodium metal complexes The development of compounds in medicine has great potential.

[0003] Curcumin compounds have the effects of lowering blo...

Examples

preparation example Construction

[0031] A kind of preparation method of rhodium metal compound, wherein, comprise the following steps:

[0032] Step 1. Dissolve 2,4-pentanedione, 3-methoxy-4-hydroxybenzaldehyde, and diboron trioxide in a DMF solution with a concentration of 90-100%, preferably pure DMF solution, under nitrogen protection for 70- After reacting at 90°C for 5-7 hours, preferably 80°C and 6 hours, then mix with hydrochloric acid, and stand to precipitate to obtain (1E, 3Z, 6E)-1,7-bis(3-methoxy-4-hydroxybenzene Base)-3-hydroxyl-1,3,6-heptatrien-5-one, the structural formula is as follows:

[0033]

[0034]Step 2, p-ethylbenzaldehyde and (1E,3Z,6E)-1,7-bis(3-methoxyl-4-hydroxyphenyl)-3-hydroxyl-1,3,6-heptatriene -5-ketone is dissolved in toluene with a concentration of 90-100%, preferably pure toluene, and then mixed with acetic acid with a concentration of 90-100%, wherein pure acetic acid is preferred, and reacted at 100-150°C for 5-10h, preferably 100°C and 6h, (1E, 6E)-1,7-bis(3-methoxy-...

Embodiment 1

[0043] 1. Product preparation

[0044] Weigh 0.095g of 2,4-pentanedione, 0.12g of 3-methoxy-4-hydroxybenzaldehyde, and 1mmol of boron trioxide and dissolve them in 10ml of DMF solution. After reacting at 80°C for 6 hours under the protection of nitrogen, add 8ml 0.5M hydrochloric acid, standing to precipitate (1E, 3Z, 6E)-1,7-bis(3-methoxy-4-hydroxyphenyl)-3-hydroxy-1,3,6-heptatriene-5 -ketone; 20 mg of p-ethylbenzaldehyde and 40 mg of (1E,3Z,6E)-1,7-bis(3-methoxy-4-hydroxyphenyl)-3-hydroxyl-1,3,6 -Heptatriene-5-one was dissolved in 10ml of toluene, added 0.5mg of acetic acid, reacted at 150°C for 8h, and (1E,6E)-1,7-bis(3-methoxy-4-hydroxyphenyl) was precipitated after standing -4-(p-ethylphenylvinyl)-1,6-heptadiene-2,5-dione; 30 mg of (1E,6E)-1,7-bis(3-methoxy-4 -Hydroxyphenyl)-4-(p-ethylphenylvinyl)-1,6-heptadiene-2,5-dione and 40 mg dichloro(pentamethylcyclopentadienyl)rhodium(III ) dimer was dissolved in 8ml of dichloromethane, heated and stirred to reflux for 16 hours...

technical field

[0001] The invention relates to the field of chemical medicines, in particular to a metal rhodium compound and its preparation method and application. technical background

[0002] Cisplatin is a heavy metal complex, which is one of the three most widely used drugs for cancer treatment in the world. Cisplatin can inhibit the replication process of cellular DNA, and at high concentrations can inhibit the synthesis of RNA and protein. When used to treat cancer, it can inhibit the replication of tumor cells and damage the structure of cell membranes, thereby killing tumor cells. Rhodium metal complexes and cisplatin are both heavy metal complexes, which, like cisplatin, can inhibit the replication of tumor cells. At present, there are few studies on rhodium metal complexes, but the existing research basis shows that rhodium metal complexes The development of compounds in medicine has great potential.

[0003] Curcumin compounds have the effects of lowering blo...

Examples

preparation example Construction

[0031] A kind of preparation method of rhodium metal compound, wherein, comprise the following steps:

[0032] Step 1. Dissolve 2,4-pentanedione, 3-methoxy-4-hydroxybenzaldehyde, and diboron trioxide in a DMF solution with a concentration of 90-100%, preferably pure DMF solution, under nitrogen protection for 70- After reacting at 90°C for 5-7 hours, preferably 80°C and 6 hours, then mix with hydrochloric acid, and stand to precipitate to obtain (1E, 3Z, 6E)-1,7-bis(3-methoxy-4-hydroxybenzene Base)-3-hydroxyl-1,3,6-heptatrien-5-one, the structural formula is as follows:

[0033]

[0034]Step 2, p-ethylbenzaldehyde and (1E,3Z,6E)-1,7-bis(3-methoxyl-4-hydroxyphenyl)-3-hydroxyl-1,3,6-heptatriene -5-ketone is dissolved in toluene with a concentration of 90-100%, preferably pure toluene, and then mixed with acetic acid with a concentration of 90-100%, wherein pure acetic acid is preferred, and reacted at 100-150°C for 5-10h, preferably 100°C and 6h, (1E, 6E)-1,7-bis(3-methoxy-...

Embodiment 1

[0043] 1. Product preparation

[0044] Weigh 0.095g of 2,4-pentanedione, 0.12g of 3-methoxy-4-hydroxybenzaldehyde, and 1mmol of boron trioxide and dissolve them in 10ml of DMF solution. After reacting at 80°C for 6 hours under the protection of nitrogen, add 8ml 0.5M hydrochloric acid, standing to precipitate (1E, 3Z, 6E)-1,7-bis(3-methoxy-4-hydroxyphenyl)-3-hydroxy-1,3,6-heptatriene-5 -ketone; 20 mg of p-ethylbenzaldehyde and 40 mg of (1E,3Z,6E)-1,7-bis(3-methoxy-4-hydroxyphenyl)-3-hydroxyl-1,3,6 -Heptatriene-5-one was dissolved in 10ml of toluene, added 0.5mg of acetic acid, reacted at 150°C for 8h, and (1E,6E)-1,7-bis(3-methoxy-4-hydroxyphenyl) was precipitated after standing -4-(p-ethylphenylvinyl)-1,6-heptadiene-2,5-dione; 30 mg of (1E,6E)-1,7-bis(3-methoxy-4 -Hydroxyphenyl)-4-(p-ethylphenylvinyl)-1,6-heptadiene-2,5-dione and 40 mg dichloro(pentamethylcyclopentadienyl)rhodium(III ) dimer was dissolved in 8ml of dichloromethane, heated and stirred to reflux for 16 hours...

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