Synthesis and biological evaluation of new oxadiazoline-substituted naphthalenyl acetates as anticancer agents

Chaaban, I.; Khawass, El Sayeda M. El; Razik, Heba A. Abd El; Salamouni, Nehad S. El; Redondo‐Horcajo, Mariano; Barasoaín, Isabel; Díaz, J. Fernando; Yli‐Kauhaluoma, Jari; Moreira, Vânia M.

doi:10.1016/j.ejmech.2014.10.015

Cited by 22 publications

(7 citation statements)

References 41 publications

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“…[3] Moreover, the emergence of multidrug resistance and serious side effects of currently used clinical anticancer agents and therapies creates an urgent requirement for the development of potent and selective anticancer candidates. [4,5] There are several classes of compounds used for the treatment of this deadly disease. Amongst different known moieties, pyrimidine and benzimidazole based compounds are known to have significant cytotoxic effects.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of benzimidazole pendant cyanopyrimidine derivatives as anticancer agents

Wang

Akhtar

Nainwal

et al. 2020

Journal of Heterocyclic Chem

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Thirteen new benzimidazole pendant cyanopyrimidine derivatives were synthesized. The compounds were synthesized through multistep reaction protocol. The structures of synthesized derivatives were studied by EI‐MS, 1H NMR, FT‐IR and elemental analysis. All the compounds were studied for their anticancer activity at National Cancer Institute. Except compound 7j, all the compounds unveiled cytotoxicity against cancer cells. The most active compound 7a had shown highest value of growth inhibition of 88.44% and 84.19% against HOP‐92 and T‐47D cancer cell lines.

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Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of benzimidazole pendant cyanopyrimidine derivatives as anticancer agents

Wang

Akhtar

Nainwal

et al. 2020

Journal of Heterocyclic Chem

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“…Similarly, 1,3,4-oxadiazoline is a versatile lead molecule for the design of bioactive agents. Compounds containing the 1,3,4-oxadiazoline system have been reported to exhibit various biological activities such as anticancer [ 4 , 5 ], antibacterial, antifungal, anticonvulsant and anti-inflammatory [ 6 – 8 ]. Moreover, the association of the thiazole system and the oxadiazoline backbone in the same molecule may show antimicrobial synergistic effect.…”

Section: Background and Aimsmentioning

confidence: 99%

Synthesis, lipophilicity and antimicrobial activity evaluation of some new thiazolyl-oxadiazolines

Stoica

Ionuț

Pı̂rnău

et al. 2015

Medicine and Pharmacy Reports

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Background and aimsSynthesis of new potential antimicrobial agents and evaluation of their lipophilicity.MethodsTen new thiazolyl-oxadiazoline derivatives were synthesized and their structures were validated by 1H-NMR and mass spectrometry. The lipophilicity of the compounds was evaluated using the principal component analysis (PCA) method. The necessary data for applying this method were obtained by reverse-phase thin-layer chromatography (RP-TLC). The antimicrobial activities were tested in vitro against four bacterial strains and one fungal strain.ResultsThe lipophilicity varied with the structure but could not be correlated with the antimicrobial activity, since this was modest.ConclusionsWe have synthesized ten new heterocyclic compounds. After their physical and chemical characterization, we determined their lipophilicity and screened their antimicrobial activity.

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“…Carbohydrazides are useful intermediates for the preparation of 1,3,4‐oxadiazolines and 1,2,4‐triazoles . We have recently shown that oxadiazoline‐substituted naphthalenyl acetates prepared by cyclization of the respective hydrazides with acetic anhydride are potent anti‐proliferative agents with moderate selectivity against non‐solid (leukemia and melanoma) tumor cell lines . In continuation of our efforts to discover potent anticancer agents, herein we report on the synthesis of a series of new sulfanyltriazolylnaphthalenols and ‐naphthalene‐1,4‐diones by reacting carbohydrazides with several aryl isothiocyanates with base‐promoted cyclization of the resulting intermediates, and their anti‐proliferative activity against a panel of tumor cell lines.…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and Anti‐Proliferative Activity of Sulfanyltriazolylnaphthalenols and Sulfanyltriazolylnaphthalene‐1,4‐diones

Chaaban

Khawass

Razik

et al. 2016

Archiv der Pharmazie

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A series of new sulfanyltriazolylnaphthalenols (10a-f and 13a-f) and sulfanyltriazolylnaphthalene-1,4-diones (14a-f) were synthesized and evaluated against a panel of cancer cell lines. Among the tested compounds, 10b and 10d showed the best anti-proliferative activity with GI50 values ranging from 2.72 to 10 and 3.13 to 13.1 µM, respectively, in several of the tumor cell lines tested. Compound 10d is highly selective toward leukemia cell lines and can be regarded as a good model for the development of new anti-leukemic agents.

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Synthesis and biological evaluation of new oxadiazoline-substituted naphthalenyl acetates as anticancer agents

Cited by 22 publications

References 41 publications

Synthesis and biological evaluation of benzimidazole pendant cyanopyrimidine derivatives as anticancer agents

Synthesis and biological evaluation of benzimidazole pendant cyanopyrimidine derivatives as anticancer agents

Synthesis, lipophilicity and antimicrobial activity evaluation of some new thiazolyl-oxadiazolines

Synthesis and Anti‐Proliferative Activity of Sulfanyltriazolylnaphthalenols and Sulfanyltriazolylnaphthalene‐1,4‐diones

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