Design, synthesis and anticancer evaluation of novel 1,3-benzodioxoles and 1,4-benzodioxines

Hassan, Rasha M.; Abd‐Allah, Walaa Hamada; Salman, Asmaa; El‐Azzouny, Aida A.; Aboul‐Enein, Mohamed Nabil

doi:10.1016/j.ejps.2019.105045

Cited by 29 publications

(16 citation statements)

References 44 publications

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“…Hassan and colleagues [69] synthesized new thiazolidine derivatives 30(a-d) from hydrazide 29, ethyl bromoacetate and anhydrous sodium acetate using ethanol, and also evaluated their anticancer activity against HepG2, PC-3, MCF-7 and A549 human cancer cell lines (Scheme 14). However, these compounds did not show good anticancer activity.…”

Section: Scheme 10mentioning

confidence: 99%

“…Nanjan et al [57] reviewed the antidiabetic activity of thiazolidinone. But there is no detailed review of the synthesis and biological activity of 4 Comparative study of various synthetic protocols [58][59][60][61][62][63][64][65][66][67][68][69] Fig. 5 Comparative study of various synthetic protocols [77][78][79][80][81][82][83][84][85][86] Topics in Current Chemistry (2020) 378:34 1 3 34 Page 8 of 90 hoping to inspire new and even more creative approaches for researchers ( Fig.…”

Section: Introductionmentioning

confidence: 99%

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Saturated Five-Membered Thiazolidines and Their Derivatives: From Synthesis to Biological Applications

Sahiba¹,

Sethiya²,

Soni³

et al. 2020

Top Curr Chem (Z)

100

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In past decades, interdisciplinary research has been of great interest for scholars. Thiazolidine motifs behave as a bridge between organic synthesis and medicinal chemistry and compel researchers to explore new drug candidates. Thiazolidine motifs are very intriguing heterocyclic five-membered moieties present in diverse natural and bioactive compounds having sulfur at the first position and nitrogen at the third position. The presence of sulfur enhances their pharmacological properties, and, therefore, they are used as vehicles in the synthesis of valuable organic combinations. They show varied biological properties viz. anticancer, anticonvulsant, antimicrobial, anti-inflammatory, neuroprotective, antioxidant activity and so on. This diversity in the biological response makes it a highly prized moiety. Based on literature studies, various synthetic approaches like multicomponent reaction, click reaction, nano-catalysis and green chemistry have been employed to improve their selectivity, purity, product yield and pharmacokinetic activity. In this review article, we have summarized systematic approaches for the synthesis of thiazolidine and its derivatives, along with their pharmacological activity, including advantages of green synthesis, atom economy, cleaner reaction profile and catalyst recovery which will help scientists to probe and stimulate the study of these scaffolds.

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Section: Scheme 10mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Saturated Five-Membered Thiazolidines and Their Derivatives: From Synthesis to Biological Applications

Sahiba¹,

Sethiya²,

Soni³

et al. 2020

Top Curr Chem (Z)

100

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“…Generally, The 7‐chloro‐4‐(piperazin‐1‐yl)quinolines exhibited good anticancer activity. However, they lack deep study on enzymatic and molecular levels for anticancer activity like other scaffolds such as: aminoquinazolines (Abouzid & Shouman, 2008; Blake et al, 2010), thiohydantoins (Majumdar et al, 2015), spiroindolines (Hati et al, 2016; Kumar et al, 2017), furopyridinediones (Bathula et al, 2017), benzodioxines (Hassan, Abd‐Allah, Salman, El‐Azzouny, & Aboul‐Enein, 2019), and chromene derivatives (Bian et al, 2018).…”

Section: Pharmacological and Biological Activitiesmentioning

confidence: 99%

Structural and biological survey of 7‐chloro‐4‐(piperazin‐1‐yl)quinoline and its derivatives

El‐Azzouny

Aboul‐Enein

Hamissa

2020

Drug Development Research

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The 7‐chloro‐4‐(piperazin‐1‐yl)quinoline structure is an important scaffold in medicinal chemistry. It exhibited either alone or as hybrid with other active pharmacophores diverse pharmacological profiles such as: antimalarial, antiparasitic, anti‐HIV, antidiabetic, anticancer, sirtuin Inhibitors, dopamine‐3 ligands, acetylcholinesterase inhibitors, and serotonin antagonists. In the presented review, a comprehensive discussion of compounds having this structural core is surveyed and illustrated.

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“…Cancer refers to a number of diseases characterized by the development of uncontrollable cells that can infiltrate and destroy normal body tissue. It is considered the second major cause of death after cardiovascular diseases [ 1 , 2 ]. In terms of 2020 statistics, it is the main cause of death in 112 out of 183 countries [ 3 ].…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis and Anticancer Profile of New 4-(1H-benzo[d]imidazol-1-yl)pyrimidin-2-amine-Linked Sulfonamide Derivatives with V600EBRAF Inhibitory Effect

Abdel‐Maksoud

Mohamed

Hassan

et al. 2021

IJMS

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A new series of 4-(1H-benzo[d]imidazol-1-yl)pyrimidin-2-amine linked sulfonamide derivatives 12a–n was designed and synthesized according to the structure of well-established V600EBRAF inhibitors. The terminal sulfonamide moiety was linked to the pyrimidine ring via either ethylamine or propylamine bridge. The designed series was tested at fixed concentration (1 µM) against V600EBRAF, finding that 12e, 12i and 12l exhibited the strongest inhibitory activity among all target compounds and 12l had the lowest IC50 of 0.49 µM. They were further screened on NCI 60 cancer cell lines to reveal that 12e showed the most significant growth inhibition against multiple cancer cell lines. Therefore, cell cycle analysis of 12e was conducted to investigate the effect on cell cycle progression. Finally, virtual docking studies was performed to gain insights for the plausible binding modes of vemurafenib, 12i, 12e and 12l.

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Design, synthesis and anticancer evaluation of novel 1,3-benzodioxoles and 1,4-benzodioxines

Cited by 29 publications

References 44 publications

Saturated Five-Membered Thiazolidines and Their Derivatives: From Synthesis to Biological Applications

Saturated Five-Membered Thiazolidines and Their Derivatives: From Synthesis to Biological Applications

Structural and biological survey of 7‐chloro‐4‐(piperazin‐1‐yl)quinoline and its derivatives

Design, Synthesis and Anticancer Profile of New 4-(1H-benzo[d]imidazol-1-yl)pyrimidin-2-amine-Linked Sulfonamide Derivatives with V600EBRAF Inhibitory Effect

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