- Design, synthesis and biological evaluation of imidazole and triazole-based carbamates as novel aromatase inhibitors
-
In the search for novel aromatase inhibitors, a series of triazole and imidazole-based carbamate derivatives were designed and synthesized. Final compounds were thus evaluated against human aromatase by in vitro kinetic experiments in a fluorimetric assay in comparison with letrozole. The effect of most active derivatives 13a and 15c was then evaluated in vitro on the human breast cancer cell line MCF7 by MTT assay, cytotoxicity assay (LDH release) and cell cycle analysis, revealing a dose-dependent inhibition profile of cell viability and low micromolar IC50 values. In addition, docking simulations were also carried out to elucidate at a molecular level of detail the binding modes adopted to target human aromatase.
- Ammazzalorso, Alessandra,Gallorini, Marialucia,Fantacuzzi, Marialuigia,Gambacorta, Nicola,De Filippis, Barbara,Giampietro, Letizia,Maccallini, Cristina,Nicolotti, Orazio,Cataldi, Amelia,Amoroso, Rosa
-
-
- Synthesis, Characterization, and Evaluation of Surface and Thermal Properties and Cytotoxicity of 2-Hydroxy-3-Phenoxypropyl Imidazolium Bola-Type Gemini Amphiphiles
-
A library of imidazolium-based gemini cationic bola amphiphiles was synthesized using a regioselective ring-opening reaction of glycidyl phenyl ether with imidazole under solvent-free conditions. The corresponding hexafluorophosphate (PF6?) and tetrafluoroborate (BF4?) counterion-containing amphiphiles were also synthesized and characterized using nuclear magnetic resonance (NMR) and mass spectroscopy. The micellar and interfacial parameters like the critical micelle concentration (CMC), surface pressure at the CMC (Пcmc), surface tension at CMC (γcmc), counterion binding (β), maximum surface excess concentration (Γmax), minimum area per molecule (Amin), standard free energy of micellization (ΔG0mic) and adsorption (ΔG0ads), and Kraft temperature were evaluated using surface tension and conductometry methods in aqueous solution as well as in buffer solution. Dynamic light scattering (DLS) was used to determine the size of the micelles formed in the aqueous solution. Cytotoxicity tests were carried out on the C6 glioma cancerous brain cell line using the MTT assay (3-(4, 5-dimethylthiazole-2-yl)-2, 5-diphenyltetrazolium bromide) to evaluate the IC50 value of all the synthesized amphiphiles. Thermal stability of these amphiphiles was also evaluated using a thermal gravimetric analyzer (TGA). Economic way of synthesis, moderate thermal stability, a low value of CMC, and cytotoxicity of these amphiphiles will inspire new research in the field of nanobiotechnology and pharmaceutical industries.
- Aggarwal, Rajni,Singh, Sukhprit,Saini, Vedangana,Kaur, Gurcharan
-
-
- Synthesis, in vitro antifungal evaluation and docking studies of novel derivatives of imidazoles and benzimidazoles
-
A series of imidazole and benzimidazole derivatives was designed and prepared in good yields via convenient and efficient two steps synthetic route using readily available starting materials. The structures of the synthesized compounds and their intermedi
- Shojaei, Pegah,Mokhtari, Babak,Ghorbanpoor, Masoud
-
p. 1359 - 1367
(2019/07/03)
-
- Ultrasound-assisted regioselective ring opening of epoxides with nitrogen heterocycles using pyrrolidonium and imidazolium-based acidic ionic liquids
-
Imidazolium and N-methyl-2-pyrrolidonium ionic liquids under ultrasound irradiation were developed as a green and expeditious approach for C-alkylation and N-alkylation of the nitrogen heterocycles including indoles and imidazoles with aliphatic and aroma
- Zakeri, Masoumeh,Nasef, Mohamed Mahmoud,Abouzari-Lotf, Ebrahim,Haghi, Hoda
-
p. 10097 - 10108
(2016/01/12)
-
- Synthesis of substituted aryloxy alkyl and aryloxy aryl alkyl imidazoles as antileishmanial agents
-
A series of aryloxy alkyl/aryl alkyl imidazoles were synthesized and evaluated in vitro as antileishmanials against Leishmania donovani. All the 19 compounds exhibited 94-100% inhibition at 10 μg/mL against promastigotes and 12 compounds exhibited high in
- Bhandari, Kalpana,Srinivas, Nagarapu,Marrapu, Vijay K.,Verma, Aditya,Srivastava, Saumya,Gupta, Suman
-
scheme or table
p. 291 - 293
(2010/04/05)
-
- Solvent-free direct regioselective ring opening of epoxides with imidazoles
-
The reaction of different epoxides with commercially available imidazole at 60 °C leads to the formation of the corresponding 1-(β-hydroxyalkyl)imidazoles in a regioselective manner. When the reaction is applied to a chiral epoxide [(R)-styrene oxide], th
- Torregrosa, Rosario,Pastor, Isidro M.,Yus, Miguel
-
p. 469 - 473
(2007/10/03)
-
- Ytterbium triflate catalyzed reactions of epoxide with nitrogen heterocycles under solvent-free condition
-
Ytterbium triflate was found to effectively catalyze the reaction of epoxides with nitrogen heterocycles. The reactions afforded hydroxyl alkylated products in high yields.
- Luo, Sanzhong,Zhang, Baolian,Wang, Peng G.,Cheng, Jin-Pei
-
p. 2989 - 2994
(2007/10/03)
-
- High-pressure organic chemistry. 19. High-pressure-promoted, silica gel-catalyzed reaction of epoxides with nitrogen heterocycles
-
The reaction of epoxides with nitrogen heterocycles such as indoles, pyrroles, imidazoles, and pyrazoles was studied under both high-pressure and silica gel-catalyzed conditions. Whereas it has been reported that the treatment of indole with styrene oxide
- Kotsuki, Hiyoshizo,Hayashida, Katsunori,Shimanouchi, Tomoyasu,Nishizawa, Hitoshi
-
p. 984 - 990
(2007/10/03)
-
- Imidazol-1-yl propane derivatives
-
Compounds of the formula STR1 wherein one of R1 and R2 is alkyl or the group STR2 IN WHICH N IS 0 TO 3 AND THE OTHER OF R1 and R2 is benzyl, substituted benzyl, phenyl or substituted phenyl, said substituted ben
- -
-
-
- Imidazol-1-yl propane derivatives
-
Compounds of the formula STR1 wherein R1 and R2 are independently benzyl substituted benzyl, phenyl or substituted phenyl, said substituted benzyl and substituted phenyl substituted on the phenyl ring with one or more substituents in
- -
-
-