scholarly journals Synthesis and Antibiotic Activity of Mebendazole Derivatives of Pharmacological Interest

2007 ◽  
Vol 4 (2) ◽  
pp. 166-172 ◽  
Author(s):  
Kavita Rathore ◽  
Usha Ameta ◽  
Swati Ojha ◽  
Ranjana Sharma ◽  
G. L. Talesara
Keyword(s):  
Methyl Ester ◽  
Acid Methyl Ester ◽  
Spectral Studies ◽  
Carbamic Acid ◽  
Structural Modifications ◽  
Acid Methyl ◽  
Pharmacological Interest ◽  
Low Toxicity ◽  
Derivatives Of

Mebendazole is a well known anti-helimintic and belongs to the benzimidazole group of medicines. In order to achieve better medicinal results, i.e. enhanced activity and low toxicity, structural modifications are made in the existing drugs. Some 5-benzoyl-N-[1-(alkoxyphthalimido) benzimidazol-2-yl] carbamic acid methyl ester(3a-c)and 5-benzoyl-N-[1-(2,3-bis oxyphthalimido∕oxysuccinimido propyl benzimidazol-2-yl) carbamic acid methyl ester(7a-b)have been synthesized from two different routes. Structures of the compounds have been established on the basis of elemental analysis and spectral studies. All the synthesized compounds(3a-c)and(7a-b)were assayedin vitrofor antimicrobial activity against mebendazole (itself) and standard [ciprofloxacin (antibacterial) and fluconazole (antifungal)].

scholarly journals Synthesis and Antiproliferative Evaluation of Novel Hybrids of Dehydroabietic Acid Bearing 1,2,3-Triazole Moiety

Molecules ◽  
2019 ◽  
Vol 24 (22) ◽  
pp. 4191 ◽  
Author(s):  
Fang-Yao Li ◽  
Lin Huang ◽  
Qian Li ◽  
Xiu Wang ◽  
Xian-Li Ma ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Parent Compound ◽  
Acid Methyl Ester ◽  
Normal Liver ◽  
Dehydroabietic Acid ◽  
In Vitro Cytotoxicity ◽  
Human Carcinoma ◽  
Normal Liver Cell ◽  
Acid Methyl

To discover novel potent cytotoxic diterpenoids, a series of hybrids of dehydroabietic acid containing 1,2,3-triazole moiety were designed and synthesized. The target compounds were characterized by means of FT-IR, 1H NMR, 13C NMR, ESI-MS and elemental analysis techniques. The in vitro cytotoxicity of these compounds was evaluated by standard MTT (methyl thiazolytetrazolium) assay against CNE-2 (nasopharynx), HepG2 (liver), HeLa (epithelial cervical), BEL-7402 (liver) human carcinoma cell lines and human normal liver cell (HL-7702). The screening results revealed that most of the hybrids showed significantly improved cytotoxicity over parent compound DHAA. Among them, [1-(3-fluorobenzyl)-1H-1,2,3-triazole-4-yl]dehydroabietic acid methyl ester (3c), and [1-(2-nitrobenzyl)-1H-1,2,3-triazole-4-yl]dehydroabietic acid methyl ester (3k) displayed better antiproliferative activity with IC50 (50% inhibitory concentration) values of 5.90 ± 0.41 and 6.25 ± 0.37 µM toward HepG2 cells compared to cisplatin, while they exhibited lower cytotoxicity against HL-7702. Therefore, the 1,2,3-triazole-hybrids could be a promising strategy for the synthesis of antitumor diterpenoids and it also proved the essential role of 1,2,3-triazole moiety of DHAA in the biological activity.

Asperteramide A, an Unusual N -Phenyl-Carbamic Acid Methyl Ester Trimer Isolated from the Coral-Derived Fungus Aspergillus Terreus

2019 ◽  
Vol 2019 (18) ◽  
pp. 2928-2932 ◽  
Author(s):  
Mengting Liu ◽  
Yan He ◽  
Ling Shen ◽  
Weaam Hasan Al Anbari ◽  
Huaqiang Li ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Aspergillus Terreus ◽  
Acid Methyl Ester ◽  
Carbamic Acid ◽  
Acid Methyl

Derivate des Benzo[1.3]dioxols, 431 Über Benzo [1.3] dioxolcarbonsäuren / Derivatives of 1,3-Benzodioxoles, 43 1,3-Benzodioxolecarboxylic Acids

1978 ◽  
Vol 33 (7-8) ◽  
pp. 465-471
Author(s):  
Franz Daliacker ◽  
Volker Mues ◽  
In-O Kim
Keyword(s):  
Carboxylic Acid ◽  
Methyl Ester ◽  
Benzoic Acid ◽  
Myristic Acid ◽  
Good Yield ◽  
Acid Ester ◽  
Acid Methyl Ester ◽  
Acid Methyl ◽  
Derivatives Of

Abstract We describe the possibilities of formation and preparation of the “natural” 1,3-benzodioxolecarboxylic acids 1, 2, 4, 6 b, and 7, already mentioned in literature. Myristic acid (3e) was prepared in good yield from 3-methoxy-4,5-dihydroxy-benzoic acid ester (3c) , which could be easily made from 3-methoxy-2,3-carbonyldioxy-benzoic acid methylester (3b). Myristicic acid methylester (3d) could be subjected to methylation and hydrolysis leading to 3e without any difficulties. 4.6-dimethoxy-1,3-benzodioxole-5-carboxylic acid (5b) was prepared in good yields by oxidation of 4,6-dimethoxy-1,3-benzodioxole-5-aldehyde (5a). 5.7-dimethoxy-1,3-benzodioxole-carboxylic acid (13f), one of the “unnatural” 1,3-benzodioxolecarboxylic acids, derivatives of o-ipiperonylic acid (8), was prepared from 5-amino-7-methoxy-1,3- benzodioxole-4carboxylic acid methyl ester (13b) by diazotisation, elimination of nitrogen, methylation, and hydrolysis. A comparison of our measured pkA-values showed the strongest acidity belonging to 5,6-dimethoxy-1,3-benzodioxole-4-carbocylic acid (11).

Trypanocidal Activity of Oleoresin and Terpenoids Isolated from Pinus oocarpa

2005 ◽  
Vol 60 (9-10) ◽  
pp. 711-716 ◽  
Author(s):  
Julieta Rubio ◽  
José S. Calderón ◽  
Angélica Flores ◽  
Clementina Castro ◽  
Carlos L. Céspedes
Keyword(s):  
Methyl Ester ◽  
Trypanosoma Cruzi ◽  
Acute Infection ◽  
Acid Methyl Ester ◽  
Positive Control ◽  
Dehydroabietic Acid ◽  
Isopimaric Acid ◽  
Acid Methyl ◽  
Pinus Oocarpa

Abstract Fractionation with n-hexane/ethyl acetate (1:1 v/v) by open column chromatography of the oleoresin from Pinus oocarpa Schiede yielded two diterpenes, pimaric acid (1) and dehydroabietic acid (5), the sesquiterpene longifolene (3) and a diterpenic mixture containing pimaric acid (1), isopimaric acid (4) and dehydroabietic acid (5). Subsequently, the isolated compounds, the mixture of 1, 4 and 5, the oleoresin and the dehydroabietic acid methyl ester (2), were tested in vitro against epimastigotes of Trypanosoma cruzi, the causative agent of Chagas disease. The most active compounds were 1, 3 and the oleoresin, being as active as nifurtimox, a drug effective in the treatment of acute infection by American trypanosomiasis and used in this work as positive control.

scholarly journals PPARα/γ, adiponectin and GLUT4 overexpression induced by moronic acid methyl ester influenced on glucose and triglycerides levels of experimental diabetic mice

2021 ◽  
Author(s):  
Samuel Estrada-Soto ◽  
Litzia Cerón-Romero ◽  
Gabriel Navarrete-Vázquez ◽  
Edgar Rosales-Ortega ◽  
Jaime H. Gómez-Zamudio ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Acid Methyl Ester ◽  
Control Group ◽  
Oral Glucose ◽  
Acute Administration ◽  
Diabetic Mice ◽  
Ppar Γ ◽  
Acid Methyl

The current study aimed to determine the antidiabetic and antidyslipidemic activities of moronic acid methyl ester (1) by in vivo, in vitro, in silico and molecular biology studies. Compound 1 was evaluated to establish its dose-dependent antidiabetic and antihyperglycemic (50 mg/kg) activities, in diabetic and normoglycemic male CD1 mice, respectively. Also, compound 1 was subjected to a sub-acute study (50 mg/kg/day for eight days) to determine blood biochemical profiles and the expression of PTP-1B, GLUT4, PPAR-α, PPAR-γ, adiponectin, IL-1β, and MCP1 in adipose tissue of animals after treatment. Different doses in acute administration of 1 decreased glycemia (p < 0.05), compared with vehicle, showing greater effectiveness in the range 50-160 mg/kg. Also, the oral glucose tolerance test (OGTT) showed that 1 induced a significant antihyperglycemic action by opposing the hyperglycemic peak (p < 0.05). Moreover, 1 subacute administration decrease glucose and triglycerides levels after treatment (p < 0.05); while the expression of PPAR-α and γ, adiponectin and GLUT4 displayed an increase (p< 0.05) compared with the diabetic control group. In conclusion, compound 1 showed antihyperglycemic, antidiabetic and antidyslipidemic effects in normal and diabetic mice, probably due to insulin sensitization through increase mRNA expression of GLUT4, PPAR-α, PPAR-γ and adiponectin genes.

Synthesis of 2-Cyanoethoxy and 2-(1H-Tetrazol-5-yl)ethoxy Derivatives of Glycyrrhetic Acid Methyl Ester

2018 ◽  
Vol 54 (12) ◽  
pp. 1868-1870
Author(s):  
A. D. Zorina ◽  
V. L. Polozova ◽  
S. A. Marchenko ◽  
S. I. Selivanov ◽  
R. E. Trifonov
Keyword(s):  
Methyl Ester ◽  
Acid Methyl Ester ◽  
Glycyrrhetic Acid ◽  
Acid Methyl ◽  
Derivatives Of

Chlorogenic acid methyl ester exerts strong anti-inflammatory effectsviainhibiting the COX-2/NLRP3/NF-κB pathway

2018 ◽  
Vol 9 (12) ◽  
pp. 6155-6164 ◽  
Author(s):  
Lang Zhang ◽  
Ya Fan ◽  
Hanwen Su ◽  
Li Wu ◽  
Yuying Huang ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Chlorogenic Acid ◽  
Acid Methyl Ester ◽  
Acid Methyl ◽  
Cox 2 ◽  
Anti Inflammatory

In vivoandin vitrostudies show that chlorogenic acid methyl ester (CME) has been proven to be a potential nutraceutical for preventing inflammation.

scholarly journals Assessment of the In Vitro Antischistosomal Activities of the Extracts and Compounds from Solidago Microglossa DC (Asteraceae) and Aristolochia Cymbifera Mart. & Zucc. (Aristolochiaceae)

2020 ◽  
Vol 2020 ◽  
pp. 1-11
Author(s):  
Poliana da Silva Costa ◽  
Ohana Oliveira Zuza da Silva ◽  
Danilo de Souza Costa ◽  
Lara Aparecida de Oliveira Silva ◽  
Priscila de Faria Pinto ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Motor Activity ◽  
Laser Scanning ◽  
Acid Methyl Ester ◽  
Vero Cells ◽  
Laser Scanning Microscopy ◽  
Confocal Laser ◽  
Acid Methyl ◽  
Antischistosomal Activity

Schistosomiasis, caused by helminth flatworms of the genus Schistosoma, is a neglected tropical disease that afflicts over 230 million people worldwide. Currently, treatment is achieved with only one drug, praziquantel (PZQ). In this regard, the roots of Solidago microglossa (Asteraceae) and Aristolochia cymbifera (Aristolochiaceae) are popularly used as anthelmintic. Despite their medicinal use against helminthiasis, such as schistosomiasis, A. cymbifera, and S. microglossa have not been evaluated against S. mansoni. Then, in this work, the in vitro antischistosomal activity of the crude extracts of A. cymbifera (Ac) and S. microglossa (Sm) and their isolated compounds were investigated against S. mansoni adult worms. Sm (200 μg/mL) and Ac (100–200 μg/mL) were lethal to all male and female worms at the 24 h incubation. In addition, Sm (10–50 μg/mL) and Ac (10 μg/mL) caused significant reduction in the parasite’s movements, showing no significant cytotoxicity to Vero cells at the same range of schistosomicidal concentrations. Confocal laser scanning microscopy revealed that Sm and Ac caused tegumental damages and reduced the numbers of tubercles of male schistosomes. Chromatographic fractionation of Sm leads to isolation of bauerenol, α-amirin, and spinasterol, while populifolic acid, cubebin, 2-oxopopulifolic acid methyl ester, and 2-oxopopulifolic acid were isolated from Ac. At concentrations of 25–100 μM, bauerenol, α-amirin, spinasterol, populifolic acid, and cubebin showed significant impact on motor activity of S. mansoni. 2-oxopopulifolic acid methyl ester and 2-oxopopulifolic acid caused 100% mortality and decreased the motor activity of adult schistosomes at 100 μM. This study has reported, for the first time, the in vitro antischistosomal effects of S. microglossa and A. cymbifera extracts, also showing promising compounds against adult schistosomes.

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