Unlock instant, AI-driven research and patent intelligence for your innovation.

Hypoglycemic Active Compounds and Their Medical Uses

A compound and pharmaceutical technology, applied in the field of hypoglycemic active compounds and their medicinal uses, can solve problems such as weight gain, hypoglycemia, and no effect on the development of diabetes

Active Publication Date: 2018-07-06
INST OF PHARMACOLOGY & TOXICOLOGY ACAD OF MILITARY MEDICAL SCI P L A
View PDF8 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, long-term use of such drugs can lead to side effects such as weight gain and hypoglycemia, and it has no effect on the occurrence and development of diabetes

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Hypoglycemic Active Compounds and Their Medical Uses
  • Hypoglycemic Active Compounds and Their Medical Uses
  • Hypoglycemic Active Compounds and Their Medical Uses

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 13

[0099] Example 13,4'-Dimethoxy-5-(3-carboxypropoxy)-(E)-stilbene (Ib-1)

[0100]

[0101] Dissolve 10.16 g (44.51 mmol) of resveratrol in 100 ml of anhydrous acetone (acetone), add 18.75 g (135.66 mmol) of potassium carbonate, and stir well. Dissolve 6ml (97.31mmol) of methyl iodide in 50ml of anhydrous acetone, mix well, and slowly add dropwise to the reaction system at room temperature. After the dropwise addition was completed, stir at room temperature. The reaction was monitored by TLC. After the reaction, potassium carbonate was removed by suction filtration, the filter cake was rinsed with anhydrous acetone, the filtrate was collected, and the solvent was evaporated under reduced pressure to obtain a brown oil, which was subjected to column layer with 200-300 mesh silica gel. Analysis and separation, eluting with petroleum ether: ethyl acetate (volume ratio 4: 1) to obtain 3,4'-dimethoxy-5-hydroxy-(E)-stilbene (i-1) as a yellow solid 5.48 g, yield: 48.0%.

[0102]A...

Embodiment 23

[0103] Example 23,4'-Dimethoxy-5-(4-carboxybutoxy)-(E)-stilbene (Ib-2)

[0104]

[0105] Referring to Example 1, ethyl 5-bromopentanoate was used instead of ethyl 4-bromobutyrate to react with compound i-1, the reaction product was hydrolyzed with lithium hydroxide, and the hydrolyzed product was separated by silica gel column chromatography to obtain Ib- 1.26 g of white solid of 2, yield: 90.7%. 1 H-NMR (d 6 -DMSO): δppm 1.72(m,4H), 2.32(t,2H), 3.79(d,6H), 4.01(t,2H), 6.39(t,1H), 6.75(d,2H), 6.97(d ,2H), 7.03(d,1H), 7.23(d,1H), 7.55(d,2H), 12.08(s,1H).

Embodiment 33

[0106] Example 33,4'-Dimethoxy-5-(5-carboxypentyloxy)-(E)-stilbene (Ib-3)

[0107]

[0108] Referring to Example 1, ethyl 6-bromohexanoate was used instead of ethyl 4-bromobutyrate to react with compound i-1, the reaction product was hydrolyzed with lithium hydroxide, and the hydrolyzed product was separated by silica gel column chromatography to obtain Ib- 1.24 g of white solid of 3, yield: 85.8%. 1 H-NMR (d 6 -DMSO): δppm1.44(m,2H), 1.58(m,2H), 1.72(m,2H), 2.25(t,2H), 3.78(d,6H), 3.98(t,2H), 6.38( d,1H), 6.73(d,2H), 6.95(d,2H), 7.01(d,1H), 7.22(d,1H), 7.54(d,2H), 12.03(s,1H).

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The present invention relates to a compound represented by formula I or a pharmaceutically acceptable salt thereof, wherein the definition of each substituent is as described in the description. The compound has GPR40 agonistic activity, can reduce postprandial blood sugar level, and can be used for preparing diabetes treatment medicine.

Description

technical field [0001] The present invention relates to hypoglycemic compounds with GPR40 receptor agonist activity and pharmaceutically acceptable salts thereof, pharmaceutical compositions containing these compounds as active ingredients, and the derivatives or pharmaceutically acceptable salts thereof for the preparation of The use of drugs for the treatment of diabetes. Background technique [0002] Diabetes is a major disease that threatens human life and health. Type 2 diabetes treatment drugs mainly include: insulin and its analogues, sulfonylureas, biguanides, thiazolidinediones, glucosidase inhibitors, etc. However, long-term use of such drugs can lead to side effects such as weight gain and hypoglycemia, and they have no effect on the occurrence and development of diabetes. There is an urgent clinical need for drugs for the treatment of type 2 diabetes with novel mechanisms of action to slow down or reverse the weakening of β-cell function and avoid the side effe...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07C59/68C07C27/02A61K31/192A61K31/20A61P3/10
Inventor 仲伯华周磊贾红新樊士勇史卫国姚宜山
Owner INST OF PHARMACOLOGY & TOXICOLOGY ACAD OF MILITARY MEDICAL SCI P L A