Synthesis, Spectroscopic Characterization, DFT Calculations and Preliminary Antifungal Activity of New Piperine Derivatives

Jr., Joselito S. Souza; Martins, Evandro Paulo Soares; Souza, Helivaldo Diógenes da Silva; Oliveira, Rafael F. de; Alves, Francinara S.; Lima, Edeltrudes O.; Cordeiro, Laísa Vilar; Trindade, Emmely O.; Lira, Bruno Freitas; Rocha, Gerd B.; Athayde-Filho, Petrônio Filgueiras de; Barbosa-Filho, José Maria

doi:10.21577/0103-5053.20200203

Cited by 2 publications

(2 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Souza, Jr. et al synthesized the compound 15 ( Figure 4 ) and evaluated its antifungal activity against Candida, Trichophyton, and Microsporum strains. As a result, compound 15 exhibited 70% inhibition in seven tested strains, such as Candida albicans ATCC 76645, LM-111, LM-122 and Candida krusei LM-656, LM-13 and Microsporum canis LM-12, and Microsporum gypseum LM-512, with a minimum inhibitory concentration (MIC) ranging from 1.23–2.46 μmol/mL and a minimum fungicide concentration (MFC) ranging from 9.84–19.68 μmol/mL [ 55 ].…”

Section: Bioactivities Of Piperine and Its Derivativesmentioning

confidence: 99%

Piperine: Chemistry and Biology

Han,

Zhang,

et al. 2023

Toxins

View full text Add to dashboard Cite

Piperine is a plant-derived promising piperamide candidate isolated from the black pepper (Piper nigrum L.). In the last few years, this natural botanical product and its derivatives have aroused much attention for their comprehensive biological activities, including not only medical but also agricultural bioactivities. In order to achieve sustainable development and improve survival conditions, looking for environmentally friendly pesticides with low toxicity and residue is an extremely urgent challenge. Fortunately, plant-derived pesticides are rising like a shining star, guiding us in the direction of development in pesticidal research. In the present review, the recent progress in the biological activities, mechanisms of action, and structural modifications of piperine and its derivatives from 2020 to 2023 are summarized. The structure-activity relationships were analyzed in order to pave the way for future development and utilization of piperine and its derivatives as potent drugs and pesticides for improving the local economic development.

show abstract

Section: Bioactivities Of Piperine and Its Derivativesmentioning

confidence: 99%

Piperine: Chemistry and Biology

Han,

Zhang,

et al. 2023

Toxins

View full text Add to dashboard Cite

show abstract

“…Piperine exhibits several biochemical and pharmaceutical properties, being capable of interacting with chemically and functionally diverse molecular targets [ 24 ], as confirmed by in vitro and in vivo studies. The attention attributed to the study of this molecule is mainly due to its biological properties, such as anti-inflammatory [ 25 ], antimicrobial [ 26 , 27 ], antidepressant [ 28 , 29 ], antifungal [ 30 , 31 ], and anticancer properties [ 32 , 33 ]. In addition, piperine is regarded as a target compound, as it is the principal molecule in black pepper extract and belongs to the class of alkaloids, which have already proven anticancer activity through chemical interactions and activation of different pathways in tumor cells [ 34 ].…”

Section: Introductionmentioning

confidence: 99%

Extraction, Characterization, and Evaluation of the Cytotoxic Activity of Piperine in Its Isolated form and in Combination with Chemotherapeutics against Gastric Cancer

et al. 2023

View full text Add to dashboard Cite

Gastric cancer is one of the most frequent types of neoplasms worldwide, usually presenting as aggressive and difficult-to-manage tumors. The search for new structures with anticancer potential encompasses a vast research field in which natural products arise as promising alternatives. In this scenario, piperine, an alkaloid of the Piper species, has received attention due to its biological activity, including anticancer attributes. The present work proposes three heating-independent, reliable, low-cost, and selective methods for obtaining piperine from Piper nigrum L. (Black pepper). Electronic (SEM) and optical microscopies, X-ray diffraction, nuclear magnetic resonance spectroscopies (13C and 1H NMR), and optical spectroscopies (UV–Vis, photoluminescence, and FTIR) confirm the obtention of piperine crystals. The MTT assay reveals that the piperine samples exhibit good cytotoxic activity against primary and metastasis models of gastric cancer cell lines from the Brazilian Amazon. The samples showed selective cytotoxicity on the evaluated models, revealing higher effectiveness in cells bearing a higher degree of aggressiveness. Moreover, the investigated piperine crystals demonstrated the ability to act as a good cytotoxicity enhancer when combined with traditional chemotherapeutics (5-FU and GEM), allowing the drugs to achieve the same cytotoxic effect in cells employing lower concentrations. These results establish piperine as a promising molecule for therapy investigations in aggressive gastric cancer, both in its isolated form or as a bioenhancer.

show abstract

Synthesis, Spectroscopic Characterization, DFT Calculations and Preliminary Antifungal Activity of New Piperine Derivatives

Cited by 2 publications

References 1 publication

Piperine: Chemistry and Biology

Piperine: Chemistry and Biology

Extraction, Characterization, and Evaluation of the Cytotoxic Activity of Piperine in Its Isolated form and in Combination with Chemotherapeutics against Gastric Cancer

Contact Info

Product

Resources

About