Advancements in tetronic acid chemistry. Part 2: Use as a simple precursor to privileged heterocyclic motifs

Abdou, Moaz M.; El‐Saeed, Rasha A.; Elattar, Khaled M.; Seferoğlu, Zeynel; Boukouvalas, John

doi:10.1007/s11030-016-9683-x

Cited by 19 publications

(7 citation statements)

References 74 publications

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“…The structural skeleton is observed in pesticides/insecticides, namely spirodiclofen and spiromesifen. It is a versatile building block in synthetic chemistry toward development of various heterocycles [130,131] …”

Section: Pharmaceutical Significance Of the Knoevenagel Reactionmentioning

confidence: 99%

“…It is a versatile building block in synthetic chemistry toward development of various heterocycles. [130,131] Westwell and group [132] synthesised podophyllotoxin inspired C3-hydroxy azapodophyllotoxins via Knoevenagel reaction involved a greener catalyst or base-free multicomponent reaction. From all the synthesised compounds, 115 exhibited IC 50 values of 0.288 and 0.165 μM against MCF-7 and 22Rv1 cell lines, respectively (Figure 17).…”

Section: Tetronic Acidmentioning

confidence: 99%

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Contribution of Knoevenagel Condensation Products toward the Development of Anticancer Agents: An Updated Review

2022

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Knoevenagel condensation is an entrenched, prevailing, prominent arsenal following greener principles in the generation of α, β-unsaturated ketones/carboxylic acids by involving carbonyl functionalities and active methylenes. This reaction has proved to be a major driving force in many multicomponent reactions indicating the prolific utility toward the development of biologically fascinating molecules. This eminent reaction was acclimatised on different pharmacophoric aldehydes (benzimidazole, β-carboline, phenanthrene, indole, imidazothiadiazole, pyrazole etc.) and active methylenes (oxindole, barbituric acid, Meldrum's acid, thiazolidinedione etc.) to generate the library of chemical compounds. Their potential was also explicit to understand the significance of functionalities involved, which thereby evoke further developments in drug discovery. Furthermore, most of these reaction products exhibited remarkable anticancer activity in nanomolar to micromolar ranges by targeting different cancer targets like DNA, microtubules, Topo-I/II, and kinases (PIM, PARP, NMP, p300/CBP) etc. This review underscores the efficiency of the Knoevenagel condensation explored in the past six-year to generate molecules of pharmacological interest, predominantly toward cancer. The present review also provides the aspects of structure-activity relationships, mode of action and docking study with possible interaction with the target protein.

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Section: Pharmaceutical Significance Of the Knoevenagel Reactionmentioning

confidence: 99%

Section: Tetronic Acidmentioning

confidence: 99%

Contribution of Knoevenagel Condensation Products toward the Development of Anticancer Agents: An Updated Review

2022

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“…In continuation of our investigations on the chemistry of coumarins and their azo/thio isosteric analogs [23][24][25][26][27][28] and based on the above mentioned interesting biological and chemical aspects, this survey mainly highlights the advances in the synthesis of 3-(bromoacetyl)coumarin and its derivatives, besides, their transformations for the construction of different fused heterocyclic systems in detail. Additionally, a wide range of analytical chemistry, uorescent sensors, and biological applications of these moieties are summarized.…”

Section: Introductionmentioning

confidence: 99%

3-(Bromoacetyl)coumarins: unraveling their synthesis, chemistry, and applications

et al. 2021

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“…In addition, an extensive amount of research data proffers a need for a more integrated approach. Continuing our research on organic compounds and their applications, − this review aims to adopt a novel approach to categorizing reactions based on reaction mechanisms and organic functionalities taking part in FA detection.…”

Section: Introductionmentioning

confidence: 99%

Recent Progress in the Development of Organic Chemosensors for Formaldehyde Detection

et al. 2023

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Formaldehyde has become a prominent topic of interest because of its simple molecular structure, release from various compounds in the near vicinity of humans, and associated hazards. Thus, several researchers designed sophisticated instrumentations for formaldehyde detection that exhibit real-time sensing properties and are cost-effective and portable with high detection limits. On these grounds, this review is centered on an analysis of optical chemosensors for formaldehyde that specifically fall under the broad spectrum of organic probes. In this case, this review discusses different organic functionalities, including amines, imines, aromatic pillar arenes, β-ketoesters, and β-diketones, taking part in various reaction mechanisms ranging from aza-Cope rearrangement and Schiff base and Hanztch reactions to aldimine condensation. In addition, this review distinguishes reaction mechanisms according to photophysical phenomena, that is, aggregation-induced emission, photoinduced electron transfer, and intramolecular charge transfer. Furthermore, it addresses the instrumentation involved in gas-based and liquid formaldehyde detection. Finally, it discusses the gaps in existing technologies followed by a succinct set of recommendations for future research.

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Advancements in tetronic acid chemistry. Part 2: Use as a simple precursor to privileged heterocyclic motifs

Cited by 19 publications

References 74 publications

Contribution of Knoevenagel Condensation Products toward the Development of Anticancer Agents: An Updated Review

Contribution of Knoevenagel Condensation Products toward the Development of Anticancer Agents: An Updated Review

3-(Bromoacetyl)coumarins: unraveling their synthesis, chemistry, and applications

Recent Progress in the Development of Organic Chemosensors for Formaldehyde Detection

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