Petrovici Anca Roxana, Simionescu Natalia, Sandu Andreea Isabela, Paraschiv Vasile, Silion Mihaela, Pinteala Mariana
Centre of Advanced Research in Bionanoconjugates and Biopolymers, "Petru Poni" Institute of Macromolecular Chemistry, 41A Grigore Ghica Voda Alley, 700487 Iasi, Romania.
SC OVVA IASI SRL, 707025 Baltati-Iasi, Romania.
Antioxidants (Basel). 2021 May 7;10(5):738. doi: 10.3390/antiox10050738.
This study aimed to obtain and characterize extracted hemp oil enriched in cannabidiol (CBD) by decarboxylation of cannabidiolic acid (CBDA) and to give new insights into its antioxidant and anticancer effects. Optimization of CBDA decarboxylation in hemp oil was performed, and CBD and CBDA contents and purities were determined by flash chromatography, H- and C-NMR. The antioxidant properties of CBD-enriched oil were investigated by Fe chelating activity, Fe reducing antioxidant power assay, O scavenging activity, HO scavenging ability and lipid peroxidation inhibitory assay, and its cytotoxicity, apoptosis- and oxidative stress-inducing effects on NHDF, MeWo, HeLa, HepG2 and HOS cells were determined. The CBD concentration in hemp oil was increased by CBDA soft decarboxylation optimized at 90 °C, for 1 h and the resulting oil was capable of reducing iron, scavenging free radicals and inhibiting lipid peroxidation in cell-free oxidative conditions. CBD-enriched oil promoted NHDF proliferation at up to 15 µg CBD/mL, while inducing apoptosis and ROS production and modulating antioxidant enzymes' gene expression in cancer cells, being selective for osteosarcoma cells, and induced apoptosis by p53- and ROS-independent mechanisms. CBD-enriched hemp oil demonstrated antioxidant properties in oxidative conditions and promoted normal fibroblasts' proliferation, while inducing apoptosis and ROS production in cancer cells.
本研究旨在通过大麻二酚酸(CBDA)的脱羧作用获得富含大麻二酚(CBD)的提取大麻油并对其进行表征,并对其抗氧化和抗癌作用提供新的见解。对大麻油中CBDA的脱羧进行了优化,并通过快速色谱法、氢核磁共振和碳核磁共振测定了CBD和CBDA的含量及纯度。通过铁螯合活性、铁还原抗氧化能力测定、超氧阴离子清除活性、羟基自由基清除能力和脂质过氧化抑制测定研究了富含CBD的油的抗氧化性能,并测定了其对正常人皮肤成纤维细胞(NHDF)、黑色素瘤细胞(MeWo)、宫颈癌HeLa细胞、肝癌HepG2细胞和骨肉瘤HOS细胞的细胞毒性、诱导凋亡和氧化应激的作用。在90℃下优化1小时的CBDA温和脱羧增加了大麻油中CBD的浓度,所得的油能够在无细胞氧化条件下还原铁、清除自由基并抑制脂质过氧化。富含CBD的油在高达15μg CBD/mL时促进NHDF增殖,同时在癌细胞中诱导凋亡和活性氧生成并调节抗氧化酶的基因表达,对骨肉瘤细胞具有选择性,并通过不依赖p53和活性氧的机制诱导凋亡。富含CBD的大麻油在氧化条件下表现出抗氧化性能,促进正常成纤维细胞增殖,同时在癌细胞中诱导凋亡和活性氧生成。