Synthesis of new derivatives of 2,2-dimethyl-2,3-dihydro-7-benzo[b]furanol with potential antimicrobial activity

Kossakowski, Jerzy; Ostrowska, Kinga; Struga, Marta; Stefańska, Joanna

doi:10.1007/s00044-008-9149-5

Cited by 7 publications

(6 citation statements)

References 20 publications

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“…The literature survey shows that benzofurans containing halogens in their structure constitute an important group of compounds, with antitumor, cytotoxic, spasmolytic, antiarrhythmic, and antifungal activity [9,10,11,12,13,14,15,16,17,18,19,20]. Thus, this group of compounds is interesting for researchers, especially because the presence of halogen can increase the activity and selectivity of derivatives.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of New Derivatives of Benzofuran as Potential Anticancer Agents

et al. 2019

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The results of our previous research indicated that some derivatives of benzofurans, particularly halogeno-derivatives, are selectively toxic towards human leukemia cells. Continuing our work with this group of compounds we here report new data on the synthesis as well as regarding the physico-chemical and biological characterization of fourteen new derivatives of benzofurans, including six brominated compounds. The structures of all new compounds were established by spectroscopic methods (1H- and, 13C-NMR, ESI MS), and elemental analyses. Their cytotoxicity was evaluated against K562 (leukemia), MOLT-4 (leukemia), HeLa (cervix carcinoma), and normal cells (HUVEC). Five compounds (1c, 1e, 2d, 3a, 3d) showed significant cytotoxic activity against all tested cell lines and selectivity for cancer cell lines. The SAR analysis (structure-activity relationship analysis) indicated that the presence of bromine introduced to a methyl or acetyl group that was attached to the benzofuran system increased their cytotoxicity both in normal and cancer cells.

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Section: Introductionmentioning

confidence: 99%

Synthesis of New Derivatives of Benzofuran as Potential Anticancer Agents

et al. 2019

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“…Benzofuran is a heterocyclic compound which formed as antitumor, cytotoxic, anticancer [2], antimicrobial [3], antifungal [4], antiproliferative [5], inhibition of angiogenesis [6].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Some Aryl Ketoxime Derivatives with their in vitro Anti-microbial and Cytotoxic Activity

Burcu¹

2019

Glob J Cancer Ther

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Benzofuwran derivatives found in several natural compounds and synthesized for various purposes. Due to their molecular structure's electron behaviors they have several biological activities such as antitumor, cytotoxic, anticancer, antimicrobial, antifungal, ant proliferative etc. We synthesized (3-methylbenzofuran-2-yl) ketoxime derivatives (one of them are new compound) and structure elucidation of the compounds was performed using IR, 1 H-NMR, MASS spectroscopy and elemental analysis. X-Ray analysis of H2 compound was elucidated for the fi rst time with this study in the literature. Cytotoxic activity against F2408 and HepG2 cell lines was also evaluated for the fi rst time by MTT and NR uptake methods. Antimicrobial activity of H1, H2 and H3 was also investigated with broth micro dilution test. The results show that these ketoximes have cytotoxic and anti-microbial activity on different higher doses.

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“…For many years we have been involved in research in the field of synthesis of new biologically active benzofurans. A large number of compounds synthesized by our team contain halogens in their structure and some of them have shown biological activity [ 19 , 20 , 21 ], e.g. compounds 4 and 5 ( Figure 3 ).…”

Section: Introductionmentioning

confidence: 99%

“…Additionally, derivative 5 demonstrated antifungal activity. Some 1-(3-amino-2-hydroxypropyl) derivatives of 4,5,6-tribromo-2,3-dihydro-2,2-dimethyl-7-benzofuranol ( Figure 4 ) are effective against Gram-positive bacteria and fungi [ 20 , 21 ]. Our research shows that brominated compounds display lower cytotoxity than the corresponding precursor compounds before bromination.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Preliminary Evaluation of the Antimicrobial Activity of Selected 3-Benzofurancarboxylic Acid Derivatives

et al. 2010

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Halogen derivatives of selected 3-benzofurancarboxylic acids were prepared using 6-acetyl-5-hydroxy-2-methyl-3-benzofuranocarboxylic acid as starting material. 1H-NMR spectra were obtained for all of the synthesized structures, and for compound VI, an X-ray crystal structure was also obtained. All derivatives were tested for antimicrobial activity against a selection of Gram-positive cocci, Gram-negative rods and yeasts. Three compounds, III, IV, and VI, showed antimicrobial activity against Gram-positive bacteria (MIC 50 to 200 μg/mL). Compounds VI and III exhibited antifungal activity against the Candida strains C. albicans and C. parapsilosis (MIC – 100 μg/mL).

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Synthesis of new derivatives of 2,2-dimethyl-2,3-dihydro-7-benzo[b]furanol with potential antimicrobial activity

Abstract: A series of 13 new ether-linked derivatives of 2,2-dimethyl-2,3-dihydro-7-benzo[b]furanol have been designed and synthesized. Ten of them were evaluated for their potential antimicrobial activity against some Gram-positive and GramNegative bacteria and fungi of the Candida species.

Cited by 7 publications

References 20 publications

Synthesis of New Derivatives of Benzofuran as Potential Anticancer Agents

Synthesis of New Derivatives of Benzofuran as Potential Anticancer Agents

Synthesis of Some Aryl Ketoxime Derivatives with their in vitro Anti-microbial and Cytotoxic Activity

Synthesis and Preliminary Evaluation of the Antimicrobial Activity of Selected 3-Benzofurancarboxylic Acid Derivatives

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