Your browser doesn't support javascript.
loading
Show: 20 | 50 | 100
Results 1 - 6 de 6
Filter
Add more filters










Database
Language
Publication year range
1.
Bioorg Chem ; 117: 105418, 2021 12.
Article in English | MEDLINE | ID: mdl-34736133

ABSTRACT

New sulfonylbiguanide hydrochloride salts and sulfonylurea derivatives containing two sulfonyl groups were synthesized through the reaction of arylsulfonohydrazides with cyanoguanidine and p-tolylsulfonylisocyanate, respectively. Oral treatment of hyperglycemic rats with the synthesized sulfonylbiguanide derivatives 2 and sulfonylurea derivatives 3 revealed that sulfonylurea derivatives 3a and 3c possessed significant decrease of the elevated glucose in compression with the anti-diabetic standard drugs. Effects of the synthesized sulfonylurea derivatives 3a and 3c on the diabetic properties towards α-amylase, liver function enzyme levels (AST, ALT, ALP, TB and γ-GT), kidney functions (urea and creatinine), lipids profiles (TG, TL, TC and HDL-C) were studied. Also, the effect of sulfonylurea derivatives 3a and 3c as antioxidants (reduced glutathione and lipid peroxide) was evaluated. Histopathological examination of hepatic and pancreatic tissues was investigated. The obtained results suggested that the most potent sulfonylurea derivatives 3a and 3c might be possible used as novel diabetic inhibitor agents.


Subject(s)
Biguanides/therapeutic use , Diabetes Mellitus, Experimental/drug therapy , Hypoglycemic Agents/therapeutic use , Sulfonylurea Compounds/therapeutic use , Animals , Biguanides/chemical synthesis , Biguanides/chemistry , Diabetes Mellitus, Experimental/chemically induced , Diabetes Mellitus, Experimental/pathology , Dose-Response Relationship, Drug , Hypoglycemic Agents/chemical synthesis , Hypoglycemic Agents/chemistry , Male , Molecular Structure , Rats , Rats, Wistar , Streptozocin , Structure-Activity Relationship , Sulfonylurea Compounds/chemical synthesis , Sulfonylurea Compounds/chemistry
2.
Bioorg Chem ; 92: 103290, 2019 11.
Article in English | MEDLINE | ID: mdl-31561109

ABSTRACT

Series of new sulfonylurea derivatives (gliclazide analogues) was synthesized and characterized. Thus, p-tolylsulfonylisocyanate was left to react with different amino derivatives under mild conditions to afford the desired sulfonylurea derivatives 1-5. The molecular structure of the compound N-(2,6-Dichlorophenylcarbamoyl)-4-methylbenzenesulfonamide, 1c has been elucidated by single crystal X-ray diffraction. Anti-diabetic properties of the synthesized compounds relative to anti-diabetic drug (gliclazidem MR60) were carried out, where most of the tested compounds showed significant activity for reducing the blood glucose level. The results revealed that compounds 1c and 5 showed better anti-diabetic activities compared with gliclazide. Activity of the most potent derivatives of sulfonylurea compounds namely 1c and 5 were increased using coated nanostructure tetraethyl orthosilicate (TEOS) as a modified release (MR) agent. The effect of the prepared sulfonylurea compounds against the diabetic condition was investigated using specific selected biomarkers as of liver enzyme activities as transaminases (AST, ALT) and alkaline phosphatase (ALP), lipids profiles; total cholesterol (TC), triacylglycerols (TG) and total lipid (TL). The antioxidants, oxidative stress biomarkers and histological examination were also examined and discussed.


Subject(s)
Antioxidants/pharmacology , Diabetes Mellitus, Experimental/drug therapy , Diabetes Mellitus, Type 2/drug therapy , Hyperglycemia/drug therapy , Hypoglycemic Agents/pharmacology , Sulfonylurea Compounds/pharmacology , Animals , Antioxidants/chemical synthesis , Antioxidants/chemistry , Blood Glucose/drug effects , Diabetes Mellitus, Experimental/metabolism , Diabetes Mellitus, Type 2/metabolism , Dose-Response Relationship, Drug , Glutathione/analysis , Glutathione/metabolism , Hyperglycemia/chemically induced , Hypoglycemic Agents/chemical synthesis , Hypoglycemic Agents/chemistry , Malondialdehyde/analysis , Malondialdehyde/metabolism , Molecular Structure , Nanoparticles/chemistry , Particle Size , Rats , Streptozocin , Structure-Activity Relationship , Sulfonylurea Compounds/chemical synthesis , Sulfonylurea Compounds/chemistry , Surface Properties
3.
Arch Pharm (Weinheim) ; 350(11)2017 Nov.
Article in English | MEDLINE | ID: mdl-29027251

ABSTRACT

New 1-arylamidebiguanide hydrochloride salts were synthesized via reaction of hydrazide derivatives with dicyandiamide in acidic medium. The structure of the obtained derivatives was characterized by spectroscopic and elemental analysis tools. The anti-diabetic properties of the synthesized compounds were determined. Oral treatment of hyperglycemic rats with the synthesized biguanide derivatives showed a significant decrease of the elevated glucose in comparison with the anti-diabetic standard drug, metformin. The effects of the synthesized biguanide derivatives on the diabetic properties regarding liver function enzyme activities (AST, ALT, and ALP), lipid profiles (TC, TG, and TL), lipid peroxide, and nitrous oxide as well as histopathological characteristics were investigated and discussed.


Subject(s)
Biguanides/pharmacology , Diabetes Mellitus, Experimental/drug therapy , Diabetes Mellitus, Type 2/drug therapy , Hypoglycemic Agents/pharmacology , Administration, Oral , Animals , Biguanides/chemical synthesis , Biguanides/chemistry , Hypoglycemic Agents/chemical synthesis , Hypoglycemic Agents/chemistry , Insulin/pharmacology , Lipid Peroxidation/drug effects , Lipids/blood , Liver Function Tests , Male , Metformin/pharmacology , Nitrous Oxide/metabolism , Rats
4.
Drug Res (Stuttg) ; 67(10): 557-563, 2017 Oct.
Article in English | MEDLINE | ID: mdl-28651259

ABSTRACT

New 1-substituted-biguanide hydrochloride salts were synthesized via reacting benzo[1,3-d]dioxol-5-amine, phenylhydrazine, N,N-dimethylhydrazinecarboxamide, benzohydrazide and 2-phenyl acetohydrazide with dicyandiamide in acidic medium. Structures of the obtained biguanide salts were characterized by spectroscopic tools. The synthesized compounds were screened for their anti-diabetic activity with standard metformin drug. Oral treatment of hyperglycemic rats with the synthesized biguanide derivatives significantly decreased the elevated blood glucose level. Additionally, anti-diabetic properties towards liver function enzyme activities (AST, ALT and ALP), lipids profiles (TC, TG and TL), lipid peroxide and nitrous oxide as well as histopathological studies relative to metformin hydrochloride were investigated and discussed.


Subject(s)
Biguanides/chemical synthesis , Biguanides/pharmacology , Diabetes Mellitus, Experimental/drug therapy , Diabetes Mellitus, Type 2/drug therapy , Hypoglycemic Agents/chemical synthesis , Hypoglycemic Agents/pharmacology , Lipids/blood , Liver/drug effects , Metformin/pharmacology , Metformin/therapeutic use , Nitrous Oxide/chemistry , Animals , Diabetes Mellitus, Type 2/blood , Insulin Resistance , Rats
5.
Eur J Med Chem ; 64: 111-20, 2013 Jun.
Article in English | MEDLINE | ID: mdl-23644194

ABSTRACT

New series of thiourea derivatives incorporating a hippuric acid moiety have been synthesized through the reaction of 4-hippuric acid isothiocyanate with various nitrogen nucleophiles such as aliphatic amines, aromatic amines, sulfa drugs, aminopyrazoles, phenylhydrazine and hydrazides. The synthesized compounds were tested against bacterial and fungal strains. Most of compounds, such as 2-(4-(3-(3-bromophenyl)thioureido)benzamido)acetic acid and 2-(4-(3-(4-(N-pyrimidin-2-ylsulfamoyl)phenyl)thioureido)benzamido)acetic acid, showed significant antibacterial and antifungal activities. These compounds comprise a new class of promising broad-spectrum antibacterial and antifungal agents.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Bacteria/drug effects , Fungi/drug effects , Hippurates/pharmacology , Thiourea/pharmacology , Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/chemistry , Antifungal Agents/chemical synthesis , Antifungal Agents/chemistry , Dose-Response Relationship, Drug , Hippurates/chemistry , Microbial Sensitivity Tests , Molecular Structure , Structure-Activity Relationship , Thiourea/chemistry
6.
Eur J Med Chem ; 45(8): 3365-73, 2010 Aug.
Article in English | MEDLINE | ID: mdl-20510483

ABSTRACT

Novel 3-aryl-4(3H)-quinazolinone-2-carboxaldehydes, their corresponding Schiff's base and thiosemicarbazone derivatives were synthesized from the starting 5-iodo anthranilic acid. Copper(II), zinc(II) complexes of some thiosemicarbazone derivatives were also synthesized and characterized. Screening for some selected compounds was carried out to probe their potential anticonvulsant, analgesic, cytotoxic as well as their antimicrobial activities.


Subject(s)
Organometallic Compounds/chemical synthesis , Organometallic Compounds/pharmacology , Thiosemicarbazones/chemical synthesis , Thiosemicarbazones/pharmacology , Analgesics/chemical synthesis , Analgesics/chemistry , Analgesics/pharmacology , Analgesics/therapeutic use , Animals , Anti-Infective Agents/chemical synthesis , Anti-Infective Agents/chemistry , Anti-Infective Agents/pharmacology , Anti-Infective Agents/therapeutic use , Anticonvulsants/chemical synthesis , Anticonvulsants/chemistry , Anticonvulsants/pharmacology , Anticonvulsants/therapeutic use , Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Antineoplastic Agents/therapeutic use , Bacteria/drug effects , Cell Line, Tumor , Female , Fungi/drug effects , Lethal Dose 50 , Mice , Microbial Sensitivity Tests , Organometallic Compounds/chemistry , Organometallic Compounds/therapeutic use , Pentylenetetrazole/pharmacology , Rats , Seizures/chemically induced , Seizures/drug therapy , Thiosemicarbazones/chemistry , Thiosemicarbazones/therapeutic use
SELECTION OF CITATIONS
SEARCH DETAIL
...