A description is given of potential cyclic imidazoles such as 3,3-dichloro-2-methylenimino-acrylonitrile derived from nitro or non-nitro heterocycles, as well as the hydrazone, semicarbazone and arylpropenone derivatives of the 4-chloro-2-(5-nitro-2-thienyl) (V), 5-imidazole carboxaldehyde (IV) and the 5-bromothienyl analogue. The antiparasitic activity was tested in vitro against Trichomonas vaginalis and Entameba histolytica. Some of the nitro containing compounds showed trichomonacidal activity whereas one of the non-nitro compounds with potential imidazole structure showed clear amebacidal activity. This compound, 3,3-dichloro-2-methyleneimino acrylonitrile has anti-ameba activity comparable with that of metronidazole.
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http://dx.doi.org/10.1002/chin.198748101 | DOI Listing |
Chem Biol Drug Des
August 2024
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Mersin University, Mersin, Turkey.
Cumulative escalation in antibiotic-resistant pathogens necessitates the quest for novel antimicrobial agents, as current options continue to diminish bacterial resistance. Herein, we report the synthesis of di-heterocyclic benzazole structures (12-19) and their in vitro evaluation for some biological activities. Compounds 16 and 17 demonstrated potent antibacterial activity (MIC = 7.
View Article and Find Full Text PDFBeilstein J Org Chem
January 2024
TOS Department, Ural Federal University, 19 Mira st., Yekaterinburg 620002, Russia.
A novel and efficient base-catalyzed, transition-metal-free method for the synthesis of diheterocyclic compounds connected by an amidine linker, including apart from the common 1,2,3-triazole ring, either an additional pyrimidinedione, 4-nitroimidazole, isoxazole, 1,3,4-triazole, 2-oxochromone or thiazole ring, has been developed. The process was facilitated by a strong base and includes the cycloaddition reaction of 3,3-diaminoacrylonitriles (2-cyanoacetamidines) to heterocyclic azides followed by a Cornforth-type rearrangement to the final products. The reaction is tolerant to various -monosubstituted 3,3-diaminoacrylonitriles and to different heterocyclic azides.
View Article and Find Full Text PDFJ Biomol Struct Dyn
November 2021
Department of Chemistry, Faculty of Science, Atatürk University, Erzurum, Turkey.
A series of unsymmetrical nine di-heterocyclic compounds of benzazole derivatives were synthesized at one step via cyclization reaction. The compounds evaluated for cytotoxic activity against A549, A498, HeLa, and HepG2 cancer cell lines. The biological evaluation results show that and exhibit better activity against HepG2 and HeLa cancer cell lines.
View Article and Find Full Text PDFJ Org Chem
June 2020
School of Chemistry, Indian Institute of Science Education and Research Thiruvananthapuram, Thiruvananthapuram, Kerala 695551, India.
Acid-catalyzed condensation of a newly prepared di--benzipentapyrrane with appropriate mono- and diheterocyclic dialcohols selectively produced stable di--benzihexaphyrins and di--benziheptaphyrins with only two -carbon bridges. Single-crystal X-ray diffraction analyses reveal planar conformation with slight distortion of bridged phenylene rings. Despite the presence of -phenylene units interrupting the global delocalization, the presence of bithiophene units in di--benziheptaphyrins exhibits altered optical features covering the entire visible region (ca.
View Article and Find Full Text PDFJ Med Chem
February 2019
BioCIS, Université Paris-Sud, CNRS, Équipe Labellisée Ligue Contre le Cancer , Université Paris-Saclay, F-92290 Châtenay-Malabry , France.
We report the synthesis and metabolic and biological evaluation of a series of 17 novel heterocyclic derivatives of isocombretastatin-A4 (iso-CA-4) and their structure-activity relationships. Among these derivatives, the most active compound, 4f, inhibited the growth of a panel of seven cancer cell lines with an IC in the low nanomolar range. In addition, 4f showed interesting activity against CA-4-resistant colon-carcinoma cells and multidrug-resistant leukemia cells.
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