Nobiletin (NOB), a polymethoxyflavonoid, is known for its antioxidant and anti-inflammatory effects and has antitumor activity. However, its poor solubility and low bioavailability pose a significant challenge in its delivery. In this experiment, NOB was added to Soluplus® (Sol)/l-ascorbyl 2,6-dipalmitate (ASC-DP) as a ternary system, and Sol/ASC-DP/NOB nanoparticles were obtained using the hydration method. The purpose of this study was to enhance the solubility of NOB, apply it for skin permeation, and improve antitumor activity. The preparation of Sol/ASC-DP/NOB nanoparticles was attempted using the hydration method, and particle size, zeta potential, and stability tests were performed to evaluate the formation of nanoparticles. 1H-1H NOESY/ROESY NMR spectral measurements were also performed to identify molecular interaction between NOB and Sol/ASC-DP. To evaluate its functionality, DPPH radical scavenging, skin permeation, fluorescence microscopy, and cell viability analyses were performed. The particles were approximately 100 nm in size in the ternary system (weight ratio (Sol/ASCDP/NOB=8/1/1)) and were relatively stable for approximately 7 days at 25 °C under light-shielded conditions. From the NMR spectrum measurements of Sol/ASCDP/NOB, a cross-peak was observed between the –OCH3 group: C6,8 (3.8 ppm) derived from NOB, the methyl group (2.0 ppm) derived from Sol, and the side chain portion (1.2 ppm) derived from ASC-DP. Cross-peaks were observed between the polyethylene glycol (PEG) backbone of Sol (3.6 ppm) and the side chain of ASC-DP (0.8–1.2 ppm). The formation of Sol/ASC-DP/NOB nanoparticles facilitated its skin permeation, and fluorescence microscopy confirmed improved permeation. The DPPH radical scavenging test revealed that Sol/ASC-DP/NOB had an IC50 of 46.7 μg/mL. Cell viability assays showed a 20–40% decrease in cell viability with the addition of Sol/ASC-DP/NOB at 0.1 mg/mL. Sol/ASC-DP/NOB nanoparticles were successfully prepared, and these were found to inhibit melanin formation and have antitumor activity.

中文翻译：

---

使用川陈皮素作为甲氧基黄酮衍生物验证纳米粒子形成、皮肤渗透和细胞凋亡

Nobiletin (NOB) 是一种多甲氧基类黄酮，以其抗氧化和抗炎作用而闻名，并具有抗肿瘤活性。然而，其溶解度差和生物利用度低对其递送提出了重大挑战。在本实验中，将 NOB 作为三元体系添加到 Soluplus® (Sol)/l-抗坏血酸 2,6-二棕榈酸酯 (ASC-DP) 中，采用水合法获得 Sol/ASC-DP/NOB 纳米粒子。本研究的目的是提高NOB的溶解度，应用于皮肤渗透，提高抗肿瘤活性。尝试采用水化法制备 Sol/ASC-DP/NOB 纳米粒子，并通过粒径、zeta 电位和稳定性测试来评估纳米粒子的形成。还进行了 1H-1H NOESY/ROESY NMR 光谱测量，以确定 NOB 和 Sol/ASC-DP 之间的分子相互作用。为了评估其功能，进行了 DPPH 自由基清除、皮肤渗透、荧光显微镜和细胞活力分析。在三元体系（重量比（Sol/ASCDP/NOB=8/1/1））中，颗粒大小约为 100 nm，并且在 25 °C 避光条件下可相对稳定约 7 天。根据 Sol/ASCDP/NOB 的 NMR 光谱测量，在 –OCH3 基团之间观察到交叉峰：来自 NOB 的 C6,8 (3.8 ppm)、来自 Sol 的甲基 (2.0 ppm) 和侧链部分 (1.2 ppm) 来自 ASC-DP。在 Sol 的聚乙二醇 (PEG) 骨架 (3.6 ppm) 和 ASC-DP 的侧链 (0.8–1.2 ppm) 之间观察到交叉峰。Sol/ASC-DP/NOB 纳米粒子的形成促进了其皮肤渗透，荧光显微镜证实了渗透性的改善。DPPH 自由基清除试验显示 Sol/ASC-DP/NOB 的 IC50 为 46.7 μg/mL。细胞活力测定显示，添加 0.1 mg/mL 的 Sol/ASC-DP/NOB 后，细胞活力降低了 20-40%。成功制备了 Sol/ASC-DP/NOB 纳米颗粒，发现这些纳米颗粒可抑制黑色素形成并具有抗肿瘤活性。