Synthesis, Characterization and Antimicrobial Evaluation of (E)-N'-[(1-(2-methoxy-6-pentadecylbenzyl)-1H-1,2,3-triazol-4-yl]- methylene)benzohydrazide Derivatives

Rambabu, Namala; Dubey, PK; Ram, B.; Bhavani, B.S.

doi:10.14233/ajchem.2016.19310

Cited by 8 publications

(6 citation statements)

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“…Rambabu et al [ 54 ] have synthesized fluorinated hydrazide-hydrazones 126 and 127 ( Figure 35 ) by condensing equimolar quantities of 2-hydroxy-6-pentadecylbenzoylhydrazide with 4-fluorobenzaldehyde or 4-(trifluoromethoxy)benzaldehyde, respectively, in ethanol under reflux for 0.5 h.…”

Section: Fluorinated Hydrazide-hydrazonesmentioning

confidence: 99%

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An Insight into Fluorinated Imines and Hydrazones as Antibacterial Agents

Sztanke,

Wilk,

Sztanke

2024

IJMS

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Fluorinated imines (Schiff bases) and fluorinated hydrazones are of particular interest in medicinal chemistry due to their potential usefulness in treating opportunistic strains of bacteria that are resistant to commonly used antibacterial agents. The present review paper is focused on these fluorinated molecules revealing strong, moderate or weak in vitro antibacterial activities, which have been reported in the scientific papers during the last fifteen years. Fluorinated building blocks and reaction conditions used for the synthesis of imines and hydrazones are mentioned. The structural modifications, which have an influence on the antibacterial activity in all the reported classes of fluorinated small molecules, are highlighted, focusing mainly on the importance of specific substitutions. Advanced research techniques and innovations for the synthesis, design and development of fluorinated imines and hydrazones are also summarized.

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Section: Fluorinated Hydrazide-hydrazonesmentioning

confidence: 99%

“…Hydrazone 127 —with the para -(trifluoromethoxy)phenyl group—was found to be more antibacterially active than 126 —with the para -fluorophenyl moiety. The activity of both compounds at the highest concentration proved to be similar to that of ampicillin at a concentration of 715.5 μM [ 54 ].…”

Section: Fluorinated Hydrazide-hydrazonesmentioning

confidence: 99%

An Insight into Fluorinated Imines and Hydrazones as Antibacterial Agents

Sztanke,

Wilk,

Sztanke

2024

IJMS

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“…The triazole‐hydrazone (Rambabu et al, 2016), 1,2,3‐triazole‐silatrane (Singh et al, 2018), 1,2,3‐triazole‐nucleoside (Malkowski et al, 2017; Tachallait et al, 2018), 1,2,3‐triazole‐guanidine (Bakka et al, 2017), 1,2,3‐triazole‐biotin (Paparella et al, 2018), 1,2,3‐triazole‐betulin (Bębenek et al, 2017), and 1,2,3‐triazole‐pseudoaglycon (Szűcs et al, 2017) are the some other hybrids which possessed weak to moderate activities but were less active than the reference drugs.…”

Section: Biologically Active 123‐triazole‐o‐heterocycle Hybridsmentioning

confidence: 99%

A minireview of 1,2,3‐triazole hybrids with O‐heterocycles as leads in medicinal chemistry

Saroha

Kumar

et al. 2021

Chem Biol Drug Des

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Over the past few decades, the dynamic progress in the synthesis and screening of heterocyclic compounds against various targets has made a significant contribution in the field of medicinal chemistry. Among the wide array of heterocyclic compounds, triazole moiety has attracted the attention of researchers owing to its vast therapeutic potential and easy preparation via copper and ruthenium-catalyzed azide-alkyne cycloaddition reactions. Triazole skeletons are found as major structural components in a different class of drugs possessing diverse pharmacological profiles including anti-cancer, anti-bacterial, anti-fungal, anti-viral, anti-oxidant, anti-inflammatory, anti-diabetic, anti-tubercular, and anti-depressant among B. subtilis(MIC) 26a 1.56 µg/mL 26b 3.125 µg/mL 26c 3.125 µg/mL S. aureus(MIC) 26a 1.56 µg/mL 26b 3.125 µg/mL 26c 1.56 µg/mL A. nigar(MIC) 26d 3.125 µg/mL 26e 3.125 µg/mL C. albians(MIC) 26d 3.125 µg/mL 26e 3.125 µg/mL gram negative bacteria(MIC) 26a 3.125 µg/mL 26b 3.125 µg/mL 26c 3.125 µg/mL

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“…A limited number of derivatizations of anacardic acid are reported by now, including the synthesis of lactones [18–20], sulfonamides [21] or hydrazones [22], typically bioactive compounds though with low commercial value. However, several studies suggest that anacardic acid and its derivatives display a broad range of biological activities such as antimicrobial [23], antioxidant [24], molluscicidal [25] and antiplaque [26]. Ginkgolic acids, structurally closely related analogues of anacardic acid, have been reported to exhibit tyrosinase inhibitory activity [27].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a tyrosinase inhibitor by consecutive ethenolysis and cross-metathesis of crude cashew nutshell liquid

Pollini

Bragoni

Gooßen

2018

Beilstein J. Org. Chem.

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A convenient and sustainable three-step synthesis of the tyrosinase inhibitor 2-hydroxy-6-tridecylbenzoic acid was developed that starts directly from the anacardic acid component of natural cashew nutshell liquid (CNSL). Natural CNSL contains 60–70% of anacardic acid as a mixture of several double bond isomers. The anacardic acid component was converted into a uniform starting material by ethenolysis of the entire mixture and subsequent selective precipitation of 6-(ω-nonenyl)salicylic acid from cold pentane. The olefinic side chain of this intermediate was elongated by its cross-metathesis with 1-hexene using a first generation Hoveyda–Grubbs catalyst, which was reused as precatalyst in a subsequent hydrogenation step. Overall, the target compound was obtained in an overall yield of 61% based on the unsaturated anacardic acid content and 34% based on the crude CNSL.

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Synthesis, Characterization and Antimicrobial Evaluation of (E)-N'-[(1-(2-methoxy-6-pentadecylbenzyl)-1H-1,2,3-triazol-4-yl]- methylene)benzohydrazide Derivatives

Cited by 8 publications

References 0 publications

An Insight into Fluorinated Imines and Hydrazones as Antibacterial Agents

An Insight into Fluorinated Imines and Hydrazones as Antibacterial Agents

A minireview of 1,2,3‐triazole hybrids with O‐heterocycles as leads in medicinal chemistry

Synthesis of a tyrosinase inhibitor by consecutive ethenolysis and cross-metathesis of crude cashew nutshell liquid

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