Li Jianxia, Dong Jieqiong, Ouyang Jie, Cui Jie, Chen Yuan, Wang Fengjun, Wang Jianzhong
School of Nature Conservation , Beijing Forestry University , Beijing 100083 , P.R. China.
College of Biological Sciences and Technology , Beijing Key Laboratory of Forest Food Process and Safety , Beijing Forestry University , No. 35 Tsinghua East Road, Haidian District , Beijing 100083 , P.R. China . Email:
Medchemcomm. 2016 Dec 5;8(2):353-363. doi: 10.1039/c6md00496b. eCollection 2017 Feb 1.
A dihydroquercetin derivative (DHQA) was prepared through aminomethylation to overcome the low water solubility and bioavailability of dihydroquercetin (DHQ). DHQA was characterized through HPLC, nuclear magnetic resonance, scanning electron microscopy, X-ray diffraction, and thermogravimetric analyses. DHQA was converted into the amorphous form, but the major structure of DHQ remained unchanged. Solubilization and dissolution tests were also performed. Results showed that the solubility and dissolution rates of DHQA were approximately 16.28 and 6.31 times higher than those of DHQ, respectively. The MTT assay of DHQA showed a non-toxic effect against non-cancerous HEK-293T cells (EC = 820.00 μM), and potent inhibitory activity against cancerous Hela cells (EC = 138.17 μM). Finally, the antioxidant activity of DHQA was confirmed through DPPH and ABTS radical scavenging activity assays. DHQA displayed high antioxidant activities with low IC values (0.043 and 0.042 mM, respectively). Reducing Fe power assay indicated that DHQA exhibited higher reducing power than DHQ and ascorbic acid.
通过氨甲基化制备了一种二氢槲皮素衍生物（DHQA），以克服二氢槲皮素（DHQ）水溶性和生物利用度低的问题。通过高效液相色谱、核磁共振、扫描电子显微镜、X射线衍射和热重分析对DHQA进行了表征。DHQA转变为无定形形式，但DHQ的主要结构保持不变。还进行了增溶和溶出试验。结果表明，DHQA的溶解度和溶出率分别比DHQ高约16.28倍和6.31倍。DHQA的MTT试验显示对非癌性HEK-293T细胞无毒性作用（EC = 820.00 μM），对癌性Hela细胞有强效抑制活性（EC = 138.17 μM）。最后，通过DPPH和ABTS自由基清除活性试验证实了DHQA的抗氧化活性。DHQA表现出高抗氧化活性，IC值较低（分别为0.043和0.042 mM）。还原铁能力试验表明，DHQA表现出比DHQ和抗坏血酸更高的还原能力。
