Antiproliferative Flavanoid Dimers Isolated from Brazilian Red Propolis

Banzato, Thais Petrochelli; Gubiani, Juliana R.; Bernardi, Darlon I.; Nogueira, Cláudio Rodrigo; Monteiro, A. F. M.; Juliano, Fernanda Francetto; Alencar, Severino M. de; Pilli, Ronaldo A.; Lima, Carolina A. de; Longato, Giovanna Barbarini; Ferreira, Antônio G.; Foglio, Mary Ann; Carvalho, João Ernesto de; Vendramini–Costa, Débora Barbosa; Berlinck, Roberto G. S.

doi:10.1021/acs.jnatprod.9b01136

Cited by 24 publications

(27 citation statements)

References 35 publications

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“…(Doxorubicin Hydrochloride ® —Europharma) and vincristine (Tecnocris Sulfato de Vincristina ® —Zodiac) were prepared aseptically in DMSO (100 mg/mL) and diluted in in complete medium to afford the final concentration. The final DMSO concentration (≤0.25%) in the experiments did not affect cell viability [ 35 ].…”

Section: Methodsmentioning

confidence: 99%

Reversal of Ovarian Cancer Cell Lines Multidrug Resistance Phenotype by the Association of Apiole with Chemotherapies

et al. 2020

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Multidrug resistance (MDR) is the main obstacle in anticancer therapy. The use of drug combinations to circumvent tumor resistance is a well-established principle in the clinic. Among the therapeutic targets, glycoprotein-P (P-gp), an energy-dependent transmembrane efflux pump responsible for modulating MDR, is highlighted. Many pharmacological studies report the ability of calcium channel blockers to reverse tumor resistance to chemotherapy drugs. Isolated for the first time from parsley, the phenylpropanoid apiole is described as a potent calcium channel inhibitor. Taking this into account, herein, the ability of apiole to potentiate the action of well-established chemotherapeutics in the clinic, as well as the compound’s relationship with the reversal of the resistance phenomenon by blocking P-gp, is reported. The association of apiole with both chemotherapeutic drugs doxorubicin and vincristine resulted in synergistic effect, in a concentration-dependent manner, as evaluated by the concentration reduction index. Molecular docking analysis demonstrated the affinity between apiole and the active site of P-gp, corroborating the inhibitory effect. Moreover, apiole demonstrated druglikeness, according to ADME analysis. In conclusion, apiole possibly blocks the active P-gp site, with strong binding energy, which, in turn, inhibits doxorubicin and vincristine efflux, increasing the antiproliferative response of these chemotherapeutic agents.

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Section: Methodsmentioning

confidence: 99%

Reversal of Ovarian Cancer Cell Lines Multidrug Resistance Phenotype by the Association of Apiole with Chemotherapies

et al. 2020

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“…Brazilian red propolis demonstrated strong cytotoxic potential in vitro , suggesting a potential therapeutic alternative for treatment against Chagas disease ( Dantas Silva et al, 2017 ), schistosomiasis ( Silva et al, 2021 ), and some types of cancer ( da Silva Frozza et al, 2013 ; Dantas Silva et al, 2017 ; Banzato et al, 2020 ). These properties are related to propolis complex chemical composition, including formononetin, isoliquiritigenin, liquiritigenin, and biochanin A, as described by da Silva Frozza et al (2013) .…”

Section: Introductionmentioning

confidence: 99%

Red Propolis as a Source of Antimicrobial Phytochemicals: Extraction Using High-Performance Alternative Solvents

et al. 2021

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Propolis is a resinous material rich in flavonoids and involved in several biological activities such as antimicrobial, fungicide, and antiparasitic functions. Conventionally, ethanolic solutions are used to obtain propolis phytochemicals, which restrict their use in some cultures. Given this, we developed an alcohol-free high-performance extractive approach to recover antibacterial and antioxidants phytochemicals from red propolis. Thus, aqueous-solutions of ionic liquids (IL) and eutectic solvents were used and then tested for their total flavonoids, antioxidant, and antimicrobial activities. The surface-responsive technique was applied regarding some variables, namely, the time of extraction, the number of extractions, and cavitation power (W), to optimize the process (in terms of higher yields of flavonoids and better antioxidant activity). After that, four extractions with the same biomass (repetitions) using 1-hexyl-3-methylimidazolium chloride [C6mim]Cl, under the operational conditions fixed at 3.3 min and 300 W, were able to recover 394.39 ± 36.30 mg RuE. g−1 of total flavonoids, with total antioxidant capacity evaluated up to 7595.77 ± 5.48 μmol TE. g−1dried biomass, besides inhibiting the growth of Staphylococcus aureus and Salmonella enteritidis bacteria (inhibition halo of 23.0 ± 1.0 and 15.7 ± 2.1, respectively). Aiming at the development of new technologies, the antimicrobial effect also presented by [C6mim]Cl may be appealing, and future studies are required to understand possible synergistic actions with propolis phytochemicals. Thereby, we successfully applied a completely alcohol-free method to obtain antimicrobials phytochemicals and highly antioxidants from red propolis, representing an optimized process to replace the conventional extracts produced until now.

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“…No entanto, a própolis de diferentes regiões geográficas pode apresentar variações na sua composição e vários tipos de própolis são encontrados no Brasil, incluindo a vermelha. A existência de própolis vermelha foi relatada em alguns países como México, China e Venezuela e no Brasil é encontrada na costa nordestina (Alagoas, Bahia, Paraíba, Sergipe e Pernambuco) (8). Estudos sobre as fontes vegetais de própolis vermelha não são muito extensos, como os encontrados sobre a própolis verde, por exemplo.…”

Section: Introductionunclassified

“…No Brasil, a espécie Dalbergia ecastaphyllum foi relatada como sendo uma das fontes principais de coleta de resina vermelha pelas abelhas (9). (6)(7)(8)(9)(10)(11)(12)(13)(14). Os primeiros estudos sobre a própolis vermelha, relataram sua atividade contra psoríase, anti-inflamatória e analgésica (15,16).…”

Section: Introductionunclassified

Atividade antimicrobiana de própolis de diferentes origens

Reis¹,

Emiliano²,

Costa³

et al. 2021

Braz. J. Nat. Sci

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A própolis é um produto natural utilizado pelas abelhas para vedar as frestas da colmeia, preservando-a contra microrganismos e invasores. Possui inúmeras atividades biológicas, como antimicrobiana, antioxidante, antitumoral, reforçadora do sistema imunológico, entre outras. Considerando-se as atividades biológicas de diferentes tipos de própolis, foi preparada uma mistura de três amostras para se obter um extrato etanólico a 21%, denominada de fusion. No presente trabalho, avaliou-se a atividade antimicrobiana através da técnica de difusão em disco, dos extratos etanólicos da própolis silvestre, verde, vermelha e da fusion, contra cinco espécies de leveduras, seis linhagens de bactérias e um fungo. Os extratos obtidos apresentaram diferentes cores, característica devida a presença de distintos compostos fenólicos, inerentes a cada tipo de própolis. O extrato de própolis vermelha destacou-se na atividade antifúngica, seja contra células leveduriformes ou filamentosas. Conclui-se que a união de diferentes própolis num único extrato, aqui denominado fusion, apresenta resultados superiores ao esperado na maior parte dos testes.

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Antiproliferative Flavanoid Dimers Isolated from Brazilian Red Propolis

Cited by 24 publications

References 35 publications

Reversal of Ovarian Cancer Cell Lines Multidrug Resistance Phenotype by the Association of Apiole with Chemotherapies

Reversal of Ovarian Cancer Cell Lines Multidrug Resistance Phenotype by the Association of Apiole with Chemotherapies

Red Propolis as a Source of Antimicrobial Phytochemicals: Extraction Using High-Performance Alternative Solvents

Atividade antimicrobiana de própolis de diferentes origens

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