Hydrazonoyl Chlorides as Precursors for Synthesis of Novel Bis-Pyrrole Derivatives

Kheder, Nabila A.

doi:10.3390/molecules21030326

Cited by 17 publications

(7 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Pyrrole derivatives are reported to inhibit the growth of C. albicans, C. glabrata, C. parapsilosis, C. tropicalis, Cryptococcus neoformans, Saccharomyces cerevisiae, Aspergillus fumigatus, A. niger, Geotrichum candidum, Syncephalastrum racemosum, and dermatophytes (Trichophyton rubrum, T. mentagrophytes, and Microsporum gypseum), exhibiting in almost all the cases MICs higher than those determined presently [48][49][50][51][52]. These results suggest that the Nalkyl group attached to the pyrrole ring of derivatives 8a-g improves the antifungal effect (especially for N-alkyl 2-formylpyrroles 8a, 8c, and 8g), as seems to be demonstrated for the pyrrole-based drug atorvastatin.…”

Section: Antifungal Activitymentioning

confidence: 94%

Pyrrole-Based Enaminones as Building Blocks for the Synthesis of Indolizines and Pyrrolo[1,2-a]pyrazines Showing Potent Antifungal Activity

Miranda-Sánchez,

Escalante,

Andrade-Pavón

et al. 2023

Molecules

View full text Add to dashboard Cite

As a new approach, pyrrolo[1,2-a]pyrazines were synthesized through the cyclization of 2-formylpyrrole-based enaminones in the presence of ammonium acetate. The enaminones were prepared with a straightforward method, reacting the corresponding alkyl 2-(2-formyl-1H-pyrrol-1-yl)acetates, 2-(2-formyl-1H-pyrrol-1-yl)acetonitrile, and 2-(2-formyl-1H-pyrrol-1-yl)acetophenones with DMFDMA. Analogous enaminones elaborated from alkyl (E)-3-(1H-pyrrol-2-yl)acrylates were treated with a Lewis acid to afford indolizines. The antifungal activity of the series of substituted pyrroles, pyrrole-based enaminones, pyrrolo[1,2-a]pyrazines, and indolizines was evaluated on six Candida spp., including two multidrug-resistant ones. Compared to the reference drugs, most test compounds produced a more robust antifungal effect. Docking analysis suggests that the inhibition of yeast growth was probably mediated by the interaction of the compounds with the catalytic site of HMGR of the Candida species.

show abstract

Section: Antifungal Activitymentioning

confidence: 94%

Pyrrole-Based Enaminones as Building Blocks for the Synthesis of Indolizines and Pyrrolo[1,2-a]pyrazines Showing Potent Antifungal Activity

Miranda-Sánchez,

Escalante,

Andrade-Pavón

et al. 2023

Molecules

View full text Add to dashboard Cite

show abstract

“…Similarly, 53 and 49 exhibited remarkable antibacterial activity at the range of 32–64 μg/mL [ 20 ]. The synthesis of bis-pyrrole ( 56 – 60 ) through hydrazonoyl halides ( Scheme 5 ) and their evaluation against four different bacterial strains was reported by Kheder [ 22 ]. The synthesized compounds were more active against the positive strains as compared to the negative strains.…”

Section: Antibacterial Activity Of Heterocyclic Compoundsmentioning

confidence: 99%

Potential Nitrogen-Based Heterocyclic Compounds for Treating Infectious Diseases: A Literature Review

et al. 2022

View full text Add to dashboard Cite

Heterocyclic compounds are considered as one of the major and most diverse family of organic compounds. Nowadays, the demand for these compounds is increasing day-by-day due to their enormous synthetic and biological applications. These heterocyclic compounds have unique antibacterial activity against various Gram-positive and Gram-negative bacterial strains. This review covers the antibacterial activity of different heterocyclic compounds with nitrogen moiety. Some of the derivatives of these compounds show excellent antibacterial activity, while others show reasonable activity against bacterial strains. This review paper aims to bring and discuss the detailed information on the antibacterial activity of various nitrogen-based heterocyclic compounds. It will be helpful for the future evolution of diseases to synthesize new and effective drug molecules.

show abstract

“…29 Furthermore, the blood respiratory pigment heme and photosynthesis pigment chlorophyll are biosynthesized from the pyrrole porphobilinogen. 30 Additionally, pyrimidine-pyrrole appended triazoles were developed by Thiriveedhi et. al.…”

Section: Medicinal Applicationsmentioning

confidence: 99%

Benefits and applications of microwave-assisted synthesis of nitrogen containing heterocycles in medicinal chemistry

et al. 2020

View full text Add to dashboard Cite

show abstract

Hydrazonoyl Chlorides as Precursors for Synthesis of Novel Bis-Pyrrole Derivatives

Cited by 17 publications

References 31 publications

Pyrrole-Based Enaminones as Building Blocks for the Synthesis of Indolizines and Pyrrolo[1,2-a]pyrazines Showing Potent Antifungal Activity

Pyrrole-Based Enaminones as Building Blocks for the Synthesis of Indolizines and Pyrrolo[1,2-a]pyrazines Showing Potent Antifungal Activity

Potential Nitrogen-Based Heterocyclic Compounds for Treating Infectious Diseases: A Literature Review

Benefits and applications of microwave-assisted synthesis of nitrogen containing heterocycles in medicinal chemistry

Contact Info

Product

Resources

About