Synthesis and Antimicrobial Evaluation of Novel Carbazole Based β-diketones and its Pyrazole Derivatives

Kadnor, Vijay A.; Mhaske, Ganesh; Shelke, Sharad N.

doi:10.5562/cca3353

Cited by 6 publications

(3 citation statements)

References 26 publications

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“…Carbazole derivatives present a wide set of biological activities as antimicrobial [72], antiviral [73], antitumoral [74], or anti-inflammatory [75] compounds. For this reason, a set of carbazole-based 1,3-diketones ( 51) have been recently synthesized and evaluated as antimicrobial molecules [76]. 9-Ethyl-9H-carbazole-3-carbaldehyde was oxidized to 9-ethyl-9H-carbazole-3-carboxylic acid 48, which was converted into the corresponding esters by treatment with 2-hydroxyacetophenones (49) in the presence of phosphorous oxychloride and pyridine.…”

Section: Synthesis Of β-Diketones By Claisen Approachmentioning

confidence: 99%

Recent Developments in the Synthesis of β-Diketones

Gonzalo

Alcántara

2021

Pharmaceuticals

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Apart from being one of the most important intermediates in chemical synthesis, broadly used in the formation of C–C bonds among other processes, the β-dicarbonyl structure is present in a huge number of biologically and pharmaceutically active compounds. In fact, mainly derived from the well-known antioxidant capability associated with the corresponding enol tautomer, β-diketones are valuable compounds in the treatment of many pathological disorders, such as cardiovascular and liver diseases, hypertension, obesity, diabetes, neurological disorders, inflammation, skin diseases, fibrosis, or arthritis; therefore, the synthesis of these structures is an area of overwhelming interest for organic chemists. This paper is devoted to the advances achieved in the last ten years for the preparation of 1,3-diketones, using different chemical (Claisen, hydration of alkynones, decarboxylative coupling) or catalytic (biocatalysis, organocatalytic, metal-based catalysis) methodologies: Additionally, the preparation of branched β-dicarbonyl compounds by means of α-functionalization of non-substituted 1,3-diketones are also discussed.

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Section: Synthesis Of β-Diketones By Claisen Approachmentioning

confidence: 99%

Recent Developments in the Synthesis of β-Diketones

Gonzalo

Alcántara

2021

Pharmaceuticals

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“…Carbazole derivatives have multiple pharmacological activities such as anti-inflammatory [14,32], antibacterial and antifungal [10,25,34], tuberculostatic [33,48,50], antimalarial [26,36], antiviral [7], antioxidant [1,29,45], anticancer [24,39,56] and neuroprotective effects evidenced also in neurodegenerative conditions such as Alzheimer disease [15,35,41,46]. Different research groups assessed the antiproliferative action of carbazoles on different types of tumoral cells.…”

Section: Introductionmentioning

confidence: 99%

Characterization of Novel Carprofen Derivatives as Inhibitors of the Serotonin 5-Ht2c Receptors and Clk4-Kd Protein Kinase for the Development of Pharmacologically Active Compounds

UDREA

2023

FARMACIA

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In search of novel compounds with multiple biological activities, nine carprofen derivatives (1a-i) have been investigated by molecular docking to explore their interactions with target proteins involved in different diseases, from cancer to inflammation associated pathologies (viral infections, pain, neurodegenerative conditions). The docking studies have been performed to study the dual specificity for the protein kinase CLK4 and serotonin 2C (5-HT2C) receptor. Our molecular docking predictions indicate that the highest predicted binding energy has been observed in the case of the 1b derivative for the 5-HT2C receptor and respectively in the case of derivative 1h for CLK4-KD. Therefore, these two derivatives show a promising potential for the development of multi-pharmacologically active compounds. RezumatÎn vederea descoperirii de noi compuși cu activități biologice multiple, nouă derivați ai carprofenului (1a-i) au fost investigați prin andocare moleculară pentru a explora interacțiunile lor cu proteinele țintă implicate în diferite boli, de la cancer la patologii asociate inflamației (infecții virale, durere, afecțiuni neurodegenerative). Studiile de andocare au fost efectuate pentru a studia specificitatea duală pentru receptorul proteinkinazei CLK4 și cel al serotoninei 2C (5-HT2C). Predicțiile noastre de andocare moleculară indică faptul că cea mai mare energie de legare prezisă a fost observată în cazul derivatului 1b pentru receptorul 5-HT2C și, respectiv, în cazul derivatului 1h pentru receptorul CLK4-KD. Prin urmare, acești doi derivați arată un potențial promițător pentru dezvoltarea compușilor cu potențial farmacologic multivalent.

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“…Structures of the carbazole derivatives reported by Kadnor et al [60,61] DOI: [61] In 2020, Bordei Telehoiu et al reported the synthesis of 6-chloro-9H-carbazol and 1,3,4-oxadiazol scaffolds (23ac and 24a-c) as drawn in Figure 12. This novel adducts were examined against a panel of Gram-negative E. coli (ATCC 25922), P. aeruginosa (ATCC 27853) Gram-positive S. aureus (ATCC 25923), E. faecalis (ATCC 29212) bacteria, as well as the fungal strain C. albicans (ATCC 90029) using the microdilution method in liquid Mueller Hinton medium at a concentrations in the range of 5-0.009 mg/mL.…”

Section: Introductionmentioning

confidence: 99%