Design, Synthesis and Biological Evaluation of 1H-1,2,3-Triazole-Linked-1H-Dibenzo[b,h]xanthenes as Inductors of ROS-Mediated Apoptosis in the Breast Cancer Cell Line MCF-7

Bortolot, Carolina S.; Forezi, Luana da S. M.; Marra, Roberta K. F.; Reis, Marcelo I. P.; Sá, Bárbara V F E; Filho, Ricardo Imbroisi; Ghasemishahrestani, Zeinab; Sola‐Penna, Mauro; Zancan, Patrícia; Ferreira, Vı́tor F.; Silva, Fernando de Carvalho da

doi:10.2174/1573406414666180524071409

Cited by 8 publications

(2 citation statements)

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“…There are three main strategies to develop β-lapachone derivatives or analogues-A-and C-ring modifications and redox center modifications-which can be obtained by copper-catalyzed azide-alkalyne cycloaddition, palladium-catalyzed cross couplings and heterocyclization reactions [156]. The great progress seen in this field is due to essential contributions from Brazilian research groups, such as Vitor Francisco Ferreira and Eufrânio Nunes da Silva Júnior [156][157][158][159][160][161]. However, most studies of β-lapachone derivatives or analogues are composed of a series of compounds with different modifications and analysis of the possible anticancer effect in cancer cell lines [89,156,161].…”

Section: Other Cellular or Molecular Pathwaysmentioning

confidence: 99%

Anticancer Potential of Resveratrol, β-Lapachone and Their Analogues

et al. 2020

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This review aims to explore the potential of resveratrol, a polyphenol stilbene, and beta-lapachone, a naphthoquinone, as well as their derivatives, in the development of new drug candidates for cancer. A brief history of these compounds is reviewed along with their potential effects and mechanisms of action and the most recent attempts to improve their bioavailability and potency against different types of cancer.

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Section: Other Cellular or Molecular Pathwaysmentioning

confidence: 99%

Anticancer Potential of Resveratrol, β-Lapachone and Their Analogues

et al. 2020

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“…Some data from our group have demonstrated that hybrid compounds derived from quinones also have anticancer activity, and it was seen that these compounds interfere in cell metabolism of breast cancer cells by decreasing glucose consumption, lactate production, and ATP intracellular levels. Moreover, these compounds increased ROS production, as a consequence of mitochondrial membrane depolarization (Bortolot et al, 2019; Branco et al, 2018).…”

Section: Isoquinolines Chemotherapymentioning

confidence: 99%

Isoquinolines alkaloids and cancer metabolism: Pathways and targets to novel chemotherapy

Mello

Zancan

2022

Chem Biol Drug Des

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Cancer is one of the main causes of death in the world. This is a complex disease where the development of resistance to chemotherapy is frequent driving the search for new anticancer compounds. In this sense, isoquinolines have gained attention in the past few years. This review aims to highlight the new advances related to the use of isoquinolines compounds against cancer cells, and we point out targets for their anti-tumor action. Isoquinolines are compounds found in plants that are important for their protection. In cancer, many representatives of this class of compounds have demonstrated their efficacy against cancer by acting on cancer metabolism, such as triggering cell death, reducing pro-survival protein expression, inducing ROS production, inhibiting pro-survival cell signaling pathways, among other effects. The mechanisms triggered by isoquinolines in cancer cells represent robust anticancer strategies, which support that this class of compounds are strong candidates for cancer treatment.

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Bioactive 1,2,3‐Triazoles: An Account on their Synthesis, Structural Diversity and Biological Applications

Forezi

Lima

Amaral

et al. 2021

The Chemical Record

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The triazole heterocycle is a privileged scaffold in medicinal chemistry, since its structure is present in a large number of biologically active molecules, including several drugs currently in the market. Due to their vast applications, a wide variety of methods are described for their preparation, such as the 1,3‐dipolar cycloaddition and processes involving diazo compounds and diazo transfer reactions. Considering the significant number of contributions from our research group to this chemistry in recent decades, in this account we discuss both the development of new methods for the synthesis of 1,2,3‐triazoles and the preparation of new triazole‐functionalized biologically active molecules using classical approaches.

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Design, Synthesis and Biological Evaluation of 1H-1,2,3-Triazole-Linked-1H-Dibenzo[b,h]xanthenes as Inductors of ROS-Mediated Apoptosis in the Breast Cancer Cell Line MCF-7

Abstract: Based on these results, we found that compound 12a promote ROS production, interfering with energy metabolism, cell viability and proliferation, and thus promoting an whole cell damage.

Cited by 8 publications

References 50 publications

Anticancer Potential of Resveratrol, β-Lapachone and Their Analogues

Anticancer Potential of Resveratrol, β-Lapachone and Their Analogues

Isoquinolines alkaloids and cancer metabolism: Pathways and targets to novel chemotherapy

Bioactive 1,2,3‐Triazoles: An Account on their Synthesis, Structural Diversity and Biological Applications

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