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?-Elemene derivatives produced from SeO2-mediated oxidation reaction.

ABSTRACT: Herein, we report the first access of ?-elemene derivatives through the SeO2-mediated oxidation reaction. Several new compounds were isolated through such a one-step reaction, and their structures were elucidated using various 2D-NMR techniques. This method provides easy access to multiple oxidative ?-elemene derivatives in one single step and represents the first modifications on cyclohexyl ring of ?-elemene. It is expected to open up the opportunity for future derivatization on cyclohexyl ring of ?-elemene. The new compounds obtained above showed better anti-proliferation activities than ?-elemene itself on several cancer cell lines. Among them, compound 17 shows the best activity in antiproliferation assays of A549 and U-87MG cell lines.

SUBMITTER: He X

PROVIDER: S-EPMC7277271 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature

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β-Elemene derivatives produced from SeO<sub>2</sub>-mediated oxidation reaction.

He Xingrui X Zhuo Xiao-Tao XT Gao Yuan Y Bai Renren R Ye Xiang-Yang XY Xie Tian T

Royal Society open science 20200513 5

Herein, we report the first access of β-elemene derivatives through the SeO<sub>2</sub>-mediated oxidation reaction. Several new compounds were isolated through such a one-step reaction, and their structures were elucidated using various 2D-NMR techniques. This method provides easy access to multiple oxidative β-elemene derivatives in one single step and represents the first modifications on cyclohexyl ring of β-elemene. It is expected to open up the opportunity for future derivatization on cycl ...[more]

PMID: 32537215

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Project description:This study bio-synthesized Ag@SeO2 bmNPs successfully, using turmeric ethanol extract, and characterized them using various techniques. The FT-IR analysis reveals the involvement of these plant-derived compounds, especially phenolics, in the reduction process by acting as electron donors and stabilizing/capping agents. Zeta potential analysis showed a slight negative surface charge for the stability of Ag@SeO2 NPs, where TEM revealed spherical nanoparticles with an average size of 20 nm. The XRD confirmed crystallinity and a core-shell structure, and EDX identified elements consistent with Ag@SeO2 and a 3 : 1 Ag/Se atomic ratio. Further, SEM supported the spherical shape and uniform size. These findings highlight the successful biosynthesis of Ag@SeO2 bmNPs with promising properties for diverse applications. Moreover, the Box-Behnken design (BBD) and artificial neural network (ANN) model were engaged to optimize Ag@SeO2 bmNP biosynthesis. BBD identified significant influences of pH, bioconversion temperature, time, and turmeric concentration on bmNP yield, with adjusted R2 and predictive R2 being 0.9075 and 0.8829, respectively. However, its limitations were revealed by a significant lack of fit. ANN modeling with a 3-5-7-1 topology showed superior predictive accuracy and identified optimal conditions for maximizing yield (pH 9.83, 51.7 °C, 1.0 h, 3.71 mg mL-1 turmeric). Validation experiments confirmed the model's reliability. Turmeric extract exhibited significantly higher amounts of phenolics, and flavonoids compared to the bmNPs, suggesting its potential for strong antioxidant activity. Both turmeric extract and bmNPs displayed antioxidant activity in ABTS and DPPH assays, with turmeric extract being the most potent due to its curcuminoid content. The potential activity of Ag@SeO2 bmNPs against S. aureus, K. pneumonia, E. coli, and B. cereus was investigated, with inhibition zones ranging from 22 to 32 mm. The MIC values of tested NPs towards pathogenic bacteria ranged from 165.625 and 331.25 μg mL-1.

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?-Elemene derivatives produced from SeO2-mediated oxidation reaction.

Publications

β-Elemene derivatives produced from SeO<sub>2</sub>-mediated oxidation reaction.

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