Molecular Modeling Studies of β-Sitosterol Extract from Miconia burchellii Triana (Melastomataceae) from Brazilian Cerrado

Silva, Marianna; Duarte, Vitor S.; Sallum, Lóide O.; Cunha, Gracielle; Custodio, Jean; Oliver, Allen G.; Peixoto, Josana Castro; Menezes, Antônio Carlos Severo; Napolitano, Hamilton B.

doi:10.21577/0103-5053.20230040

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“…The O1S atom of the acetone-d 6 molecule performs a bifurcated interaction between the O2 and C6 atoms, forming a R 2 1 (6) motif parallel to the b axis (Figure 6b). The O3−H3•••O5′ hydrogen bond forms infinite zigzag chains along the b axis with the C 1 1 (11) graph set. Similarly, the O4′−H4′•••O4 interaction also forms chains that can be described by C 1 1 (10) perpendicular to the plane bc (Figure 6c).…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…The Cerrado is the second largest biome in Brazil by area and the world’s richest savanna in terms of biodiversity. , Its high degree of endemism and the loss of its native area of approximately 46%, due to agricultural expansion processes, have made it one of the 34 hot spots for conservation in the world. , Among the species of native Cerrado plants, Strychnos pseudoquina stands out, popularly known as “quina-do-cerrado”. − Regarding phytochemical studies using S. pseudoquina, the presence of secondary metabolites such as alkaloids and flavonoids is normally demonstrated, and their occurrence is explained by soil conditions, frequent fires, and water stress existing in the Cerrado. ,− …”

Section: Introductionmentioning

confidence: 99%

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Structural and Anticancer Studies of Methoxyflavone Derivative from Strychnos pseudoquina A.St.-Hil. (Loganiaceae) from Brazilian Cerrado

Silva,

Cunha,

Firmino

et al. 2023

ACS Omega

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The Cerrado biome is the world’s largest and most diversified tropical savanna. Despite its diversity, there remains a paucity of scientific discussion and evidence about the medicinal use of Cerrado plants. One of the greatest challenges is the complexity of secondary metabolites, such as flavonoids, present in those plants and their extraction, purification, and characterization, which involves a wide range of approaches, tools, and techniques. Notwithstanding these difficulties, the search for accurately proven medicinal plants against cancer, a leading cause of death worldwide, has contributed to this growing area of research. This study set out to extract, purify, and characterize 3-O-methylquercetin isolated from the plant Strychnos pseudoquina A.St.-Hil. (Loganiaceae) and to test it for antiproliferative activity and selectivity against different tumor and nontumor human cell lines. A combined-method approach was employed using 1H and 13C nuclear magnetic resonance, thermogravimetric analysis, differential scanning calorimetry, single-crystal X-ray diffraction, Hirshfeld surface analysis, and theoretical calculations to extensively characterize this bioflavonoid. 3-O-methylquercetin melts around 275 °C and crystallizes in a nonplanar conformation with an angle of 18.02° between the pyran ring (C) and the phenyl ring (B), unlike quercetin and luteolin, which are planar. Finally, the in vitro cytotoxicity of 3-O-methylquercetin was compared with data from quercetin, luteolin, and cisplatin, showing that structural differences influenced the antiproliferative activity and the selectivity against different tumor cell lines.

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Section: ■ Results and Discussionmentioning

confidence: 99%