Synthesis and Structure–Activity Relationship Study of Novel Pyrazolylthiazoles as Potential Anti‐Breast Cancer Agents

Abbas, Eman M. H.; Dawood, Dina H.; Farghaly, Thoraya A.; El‐Hag, Fatma A. A.; Ali, Mamdouh M.

doi:10.1002/jhet.2794

Cited by 10 publications

(3 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This information underscores the importance of strategic structural modifications in tailoring the pharmacological properties of these compounds, shedding light on potential avenues for further drug development in the field of kinase inhibition (Scheme 30). Abbas et al 88 devised a synthetic methodology to synthesize thiazole-based pyrazolines 79a−79b as potential anticancer agents. The synthesis involved the reaction of pyrazole-1carbothioic acid amide derivatives 78 and phenacyl bromide 25 in ethanol, catalyzed by anhydrous sodium acetate.…”

Section: Morpholine-linked Hybridsmentioning

confidence: 99%

See 1 more Smart Citation

Development in the Synthesis of Bioactive Thiazole-Based Heterocyclic Hybrids Utilizing Phenacyl Bromide

Kumari,

Dhillon,

Rani

et al. 2024

ACS Omega

View full text Add to dashboard Cite

Heterocyclic hybrid frameworks represent a burgeoning domain within the realms of drug discovery and medicinal chemistry, attracting considerable attention in recent years. Thiazole pharmacophore fragments, inherent in natural products such as peptide alkaloids, metabolites, and cyclopeptides, have demonstrated a broad spectrum of pharmacological potentials. Given their profound biological significance, a plethora of thiazole-based hybrids have been synthesized through the conjugation of thiazole moieties with bioactive pyrazole and pyrazoline fragments. This review systematically presents a compendium of robust methodologies for the synthesis of thiazole-linked hybrids, employing the (3 + 2) heterocyclization reaction, specifically the Hantzsch-thiazole synthesis, utilizing phenacyl bromide as the substrate. The strategic approach of molecular hybridization has markedly enhanced drug efficacy, mitigated resistance to multiple drugs, and minimized toxicity concerns. The resultant thiazole-linked hybrids exhibit a myriad of medicinal properties viz. anticancer, antibacterial, anticonvulsant, antifungal, antiviral, and antioxidant activities. This compilation of methodologies and insights serves as a valuable resource for medicinal chemists and researchers engaged in the design of novel thiazole-linked hybrids endowed with therapeutic attribute.

show abstract

Section: Morpholine-linked Hybridsmentioning

confidence: 99%

“…Abbas et al 88 devised a synthetic methodology to synthesize thiazole-based pyrazolines 79a – 79b as potential anticancer agents. The synthesis involved the reaction of pyrazole-1-carbothioic acid amide derivatives 78 and phenacyl bromide 25 in ethanol, catalyzed by anhydrous sodium acetate.…”

Section: Thiazolyl-pyrazoline Hybridsmentioning

confidence: 99%

Development in the Synthesis of Bioactive Thiazole-Based Heterocyclic Hybrids Utilizing Phenacyl Bromide

Kumari,

Dhillon,

Rani

et al. 2024

ACS Omega

View full text Add to dashboard Cite

show abstract

“…Also, pyrazolylthiazoles(Scheme 10)showed anticancer activity against human malignant hepatoma HepG2, MCF-7, and human lung cancer. The outcomes showed that some of the tested samples revealed powerful activity against human breast cancer cell line (Table 6) (Abbas, et al, 2017).…”

Section: Fig (7):anticancer Pyridazine Derivativesmentioning

confidence: 99%

Review Article; Anticancer Activities of Some Fused Heterocyclic Moieties Containing Nitrogen and/or Sulfur Heteroatoms

Omar

2020

Al-Azhar Journal of Pharmaceutical Sciences

View full text Add to dashboard Cite

Cancer cells often have a high demand for antiapoptotic proteins in order to resist programmed cell death. Heterocyclic compounds present themselves as a fundamental division of organic chemistry. Most clinically effective antitumor agents are inhibitors of DNA, RNA or protein synthesis, enzyme inhibition and/or interfere with the metabolism of other cell components, frequently lacking or displaying poor selective antitumor activity. The majority of heterocycle compounds and typically common heterocycle fragments present in most pharmaceuticals currently marketed, alongside with their intrinsic versatility and unique physicochemical properties have poised them as true cornerstones of medicinal chemistry. The S-heterocyclic core (Thiophene) has been reported to possess significant importance in various fields from medicinal chemistry. Many diverse biologically active products were prepared, several of which exhibited antimicrobial, analgesic, anti-inflammatory, antioxidant, antitumor, local anesthetic, anticoagulant and antithrombotic activities. Many N-heterocyclic compounds that are broadly distributed in Nature, possess physiological and pharmacological properties and are constituents of many biologically important molecules, including many vitamins, nucleic acids, pharmaceuticals, antibiotics, dyes and agrochemicals, amongst many others. The base pairs of DNA and RNA (Guanine, cytosine, adenine, and thymine) are also made up of N-heterocyclic compounds, namely purines, pyrimidines, etc. These nitrogen-containing heterocyclic molecules with distinct characteristics and applications have gained prominence in the rapidly expanding fields of organic and medicinal chemistry and the pharmaceutical industry. Finally, many of these compounds have higher activity against cancer cells using the standard MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide)assay.

show abstract

Insight into the therapeutic potential of pyrazole‐thiazole hybrids: A comprehensive review

Sumran,

Sharma,

Aggarwal

2024

Archiv der Pharmazie

View full text Add to dashboard Cite

Several pyrazole‐thiazole hybrids featuring two potentially bioactive pharmacophores with or without linker have been synthesized using the molecular hybridization approach as target structures by medicinal chemists to modulate multiple drug targets simultaneously. The presented review aims to provide an overview of the diversified and wide array of pharmacological activities of these hybrids bestowing anticancer, antifungal, antibacterial, analgesic, anti‐inflammatory, antioxidant, antitubercular, antiviral, antiparasitic, and miscellaneous activities. The structure–activity relationships and potential mechanism of action are also reviewed to shed light on the development of more effective and biotargeted candidates. This review focuses on the latest research advances in the biological profile of pyrazole‐thiazole hybrids reported from 2015 to the present, providing medicinal researchers with a comprehensive platform to rationally design and develop more promising pyrazole‐thiazole hybrids.

show abstract

Synthesis and Structure–Activity Relationship Study of Novel Pyrazolylthiazoles as Potential Anti‐Breast Cancer Agents

Cited by 10 publications

References 27 publications

Development in the Synthesis of Bioactive Thiazole-Based Heterocyclic Hybrids Utilizing Phenacyl Bromide

Development in the Synthesis of Bioactive Thiazole-Based Heterocyclic Hybrids Utilizing Phenacyl Bromide

Review Article; Anticancer Activities of Some Fused Heterocyclic Moieties Containing Nitrogen and/or Sulfur Heteroatoms

Insight into the therapeutic potential of pyrazole‐thiazole hybrids: A comprehensive review

Contact Info

Product

Resources

About