Preparation of Menthyl 3-amino-4-(2,4,5-trifluorophenyl) Butyrate and Investigation of its Hypoglycemic Activity

Title:Preparation of Menthyl 3-amino-4-(2,4,5-trifluorophenyl) Butyrate and Investigation of its Hypoglycemic Activity

Volume: 24 Issue: 12

Author(s): Xinmou Kuang, Minru Su, Hao Li, Xiaolan Sheng, Huan Cai, Shuilin Xie and Zhonghua Liu*

Affiliation:

• Department of Rehabilitation, Zhongshan People’s Hospital, Zhongshan Guangdong 528403, China

Keywords: 3-amino-4-(2, 4, 5-trifluorophenyl)butyrate, menthol, bioactivity, hypoglycemic activity, diabetes, sitagliptin analog.

Abstract:

Background: 3-Amino-4-(2,4,5-trifluorophenyl) butyric acid has potential pharmacological effects in promoting insulin secretion. Menthol promotes drug transdermal absorption and hypoglycemic effects.

Objective: The objective of the study was to combine the 3-amino-4-(2,4,5- trifluorophenyl) butyric acid and menthol to develop a new candidate drug molecule that can be used as a hypoglycemic drug in type II diabetes.

Methods: In this study, the molecular structure of 3-amino-4-(2,4,5-trifluorophenyl) butyric acid in sitagliptin was modified by replacing pyrazine imidazole with menthol. The structure of the target compound was characterized by nuclear magnetic resonance (NMR). The anti-diabetic activity of BHF in N000180 BKS.Cg-Dock7m+/ +Leprdb/Nju mice with spontaneous diabetes was preliminarily studied.

Results: A potential multi-target drug molecule, 3-amino-4-(2,4,5-trifluorophenyl) butyrate (BHF), was synthesized by combining 3-amino-4-(2,4,5-trifluorophenyl) butyric acid and menthol. BHF is suitable for hyperglycemic mice and has a significant hypoglycemic effect; the low dose of 10 mg/kg-1 started to be effective, and the high dose of 40 mg/kg-1 was more effective than the positive drug metformin.

Conclusion: In this study, BHF has been synthesized and presented significant antidiabetic activities.

Cite this article as:

Kuang Xinmou, Su Minru, Li Hao, Sheng Xiaolan, Cai Huan, Xie Shuilin and Liu Zhonghua*, Preparation of Menthyl 3-amino-4-(2,4,5-trifluorophenyl) Butyrate and Investigation of its Hypoglycemic Activity, Current Molecular Medicine 2024; 24 (12) . https://dx.doi.org/10.2174/0115665240256416231120105956