Design, synthesis, biological evaluation, and molecular docking studies of some novel <i>N</i>,<i>N</i>‐dimethylaminopropoxy‐substituted aurones

Kumar, Gourav; Saroha, Bhavna; Kumar, Ramesh; Kumari, Meena; Dalal, Sunita; Kumar, Suresh

doi:10.1002/jhet.4384

Cited by 10 publications

(1 citation statement)

References 55 publications

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“…antidiabetic [8] and other pharmacological activities. Some of them also exhibit antibacterial and antifungal activities [9] [10,11].…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis and Evaluation of Aurone and Indanone Derivatives as Novel Antibacterial Agents

Xie,

Zhao,

et al. 2023

Preprint

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Aurones and indanones were proved to be potential antibacterial agents in our recent work. Based on strategy of bioisosterism and diene insertion, a series of aurone and indanone derivatives were designed and synthesized, then submitted to the antibacterial activity evaluation on C. albicans, E. coli and S. aureus. According to the results, nineteen of thirty synthesized compounds had inhibitory activity against at least one bacterium. The minimum value of MIC activity was 62.5 µM (A2, B1, B3, B4, B8, C6, D1, D2) and the minimum value of MBC was 62.5 µM (B4, C6). In addition, molecular docking and ADMET prediction were also applied to the possible binding mode and the druggability of active compounds. Our research once again demonstrated that aurone and indanone are good scaffolds for the development of antibacterial agents, especially against S. aureus bacterial.

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“…antidiabetic [8] and other pharmacological activities. Some of them also exhibit antibacterial and antifungal activities [9] [10,11].…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis and Evaluation of Aurone and Indanone Derivatives as Novel Antibacterial Agents

Xie,

Zhao,

et al. 2023

Preprint

View full text Add to dashboard Cite

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Divergent Synthesis of Pyrazoles via Manganese Pincer Complex Catalyzed Acceptorless Dehydrogenative Coupling Reactions

Sarkar,

Kumar,

Mule

et al. 2024

Chemistry A European J

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This report detailed the synthesis of multi‐substituted pyrazoles through the acceptorless dehydrogenative coupling (ADC) reaction catalyzed by a well‐defined manganese(I)‐pincer complex. Symmetrically substituted pyrazoles were synthesized by reacting 1,3‐diols with hydrazines. Unsymmetrically substituted pyrazoles were selectively made via the ADC of primary alcohols with methyl hydrazones. Water and hydrogen are liberated as the green byproducts. The endurance of these methodologies has been presented by producing 30 substrates with varied functionalities. Model reactions were scaled up to demonstrate practicability. The reaction rate and order were measured to transparent the involvement of the reagents during catalysis. Control experiments elucidated the plausible reaction mechanisms.

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Exploring the Antiproliferative Potential of Morpholine‐Functionalized Aurones: Design, Synthesis, SAR, DFT, Hirshfeld Surface, 3D Energy Frameworks and Molecular Docking Analysis

Kumar,

Saroha,

Kumari

et al. 2024

ChemistrySelect

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In quest of generating a diverse array of potential cytotoxic candidates through molecular hybridization approach, herein we have designed a library of forty‐one morpholine‐functionalized aurones 7(a–ao), each with a distinct substitution pattern. These aurones were obtained by reacting 6‐hydroxyaurones, with 4‐(2‐chloroethyl)morpholine hydrochloride, characterized by various spectroscopic techniques including single crystal XRD (7b) and in‐vitro screened for their antiproliferative potential against human gastric adenocarcinoma (AGS) cells. Most of the synthesized compounds have exhibited excellent cytotoxic results. Twenty analogs were found to have cytotoxic potential better than the reference drug Leucovorin and analog 7j emerged as the most potent with IC50=5.98 μM nearly one fifth to the standard drug Leucovorin (IC50=30.8 μM). This library, consisting of twenty three novel and eighteen reported morpholine‐functionalized aurones, bearing diverse substitution pattern, further helped in making a concrete structure‐activity relationship for antiproliferative potential. Additionally, in‐silico molecular docking, Hirshfeld surface analysis and two dimensional fingerprint plots were also studied to understand the molecular interactions and various structural aspects. Further computational investigations of these compounds were conducted using the DFT/B3LYP method, for the determination of HOMO and LUMO energy values as well as the calculation of chemical softness, hardness, electronegativity and electrophilic index etc.

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Design, synthesis, biological evaluation, and molecular docking studies of some novel N,N‐dimethylaminopropoxy‐substituted aurones

Cited by 10 publications

References 55 publications

Design, Synthesis and Evaluation of Aurone and Indanone Derivatives as Novel Antibacterial Agents

Design, Synthesis and Evaluation of Aurone and Indanone Derivatives as Novel Antibacterial Agents

Divergent Synthesis of Pyrazoles via Manganese Pincer Complex Catalyzed Acceptorless Dehydrogenative Coupling Reactions

Exploring the Antiproliferative Potential of Morpholine‐Functionalized Aurones: Design, Synthesis, SAR, DFT, Hirshfeld Surface, 3D Energy Frameworks and Molecular Docking Analysis

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