Objective: To confirm the structures of three degradation impurities in fibriuretinin using UPLC-Q-Orbitrap HRMS. Methods: UPLC was applied with a Thermo Gold C18 column (100 mm×2.1 mm, 1.9 μm) and eluted with water-acetonitrile-formic acid (82∶18∶0.1) as mobile phase under the condition of flow rate 0.3 mL·min-1 and column temperature 30 ℃. MS was applied with HESI source and positive ion modes. Fragment analysis was carried out with MsFrontier 7.0 software. Results: Three degradation impurities, which were 5-hydroxy-fibriuretinin (impurity 2), 10-hydroxy-fibriuretinin (impurity 4), and 2-hydroxy-fibriuretinin (impurity 5), were confirmed by methods such as HPLC-DAD, UPLC-HRMS combined with organic reaction theory. Conclusion: The study of the structures of the degradation impurities provides a reference for the quality control and safety evaluation of fibriuretinin.
WEI Xing-hong
. Structure indentification of 3 degradation impurities in fibriuretinin by UPLC-MS*[J]. Chinese Journal of Pharmaceutical Analysis, 2022
, 42(3)
: 460
-467
.
DOI: 10.16155/j.0254-1793.2022.03.13
[1] 胡昌勤. 药物杂质谱分析[M].北京:化学工业出版社, 2015
HU CQ. Impurity Profiling of Pharmacetuticals[M].Beijing:Chemical Industry Press, 2015
[2] SMITH RJ, WEBB ML. Analysis of Drug Impurities[M].Oxford:Blackwell Publishing, 2007
[3] 吕娜, 赵昱玮, 汲立伟, 等. 黄藤的研究进展[J].中国实验方剂学杂志, 2016, 22(19):199
LÜ N, ZHAO YW, JI LW, et al. Review of fibraurea recisa[J].Chin J Exp Tradit Med Form, 2016, 22(19):199
[4] 中华人民共和国药典2020年版. 一部[S].2020:433
ChP 2020. Vol Ⅰ[S].2020:433
[5] 梁美宜,黄韵然,周毅生,等. HPLC法测定黄藤素结肠定位片中盐酸巴马汀的含量及有关物质的检查[J].西北药学杂志,2012,27(4):324
LIANG MY, HUANG YR, ZHOU YS, et al. Determination of the content of palmatine hydrochloride in Fibrauretinum colon targeting tablets and related substances by HPLC[J].Northwest Pharm J, 2012, 27(4):324
[6] 孙高磊,王湘妍. HPLC法测定黄藤素中盐酸巴马汀的含量及有关物质[J].广州化工,2010,38(8):201
SUN GL, WANG XY. Determination of palmatine hydrochloride in fibrauretinum and related substances with HPLC[J].Guangzhou Chem Ind, 2010, 38(8):201
[7] 任乃刚, 刘永明, 黄文姝, 等. 超高效液相色谱-质谱联用法分析黄藤素及其主要杂质[J].实用药物与临床,2013,16(7):597
REN NG, LIU YM, HUANG WS, et al. UPLC-ESI-MS identification of fibriuretinin and major impurities[J].Pract Pharm Clin Remed, 2013, 16(7):597
[8] 周汝顺, 江燕, 李四元. 黄藤素注射液含量测定方法的比较[J].湖南畜牧兽医, 2017(5):36
ZHOU RS, JIANG Y, LI SY. Comparison of determination methods of fibriuretinin injection[J].Hunan Anim Sci Vet Med, 2017(5):36
[9] 梁键谋, 王志英, 王悦, 等. 超高效液相色谱-质谱联用法研究阿洛西林的杂质谱[J].药物分析杂志,2020,40(2):285
LIANG JM, WANG ZY, WANG Y, et al. UPLC/MS determination of the related substances of azlocillin for injection[J].Chin J Pharm Anal, 2020, 40(2):285
[10] 杨园, 李苗, 王珊珊, 等. 盐酸西替利嗪片有关物质分析[J].药物分析杂志, 2019,39(12):2136
YANG Y, LI M, WANG SS, et al. Analysis of related substances in cetirizine hydrochloride tablets[J].Chin J Pharm Anal, 2019, 39(12):2136
[11] 王静静, 堵伟锋, 卫星红, 等. 替硝唑葡萄糖注射液杂质的色谱-质谱结构鉴定[J].药学学报, 2019, 54(9):1655
WANG JJ, DU WF, WEI XH, et al. Identification of impurity profile in tinidazole glucose injection by UPLC-MS[J].Acta Pharm Sin, 2019, 54(9):1655
[12] 李敏. 药物降解的有机化学[M].北京:化学工业出版社, 2019
LI M. Organic Chemistry of Durg Degradation[M].Beijing:Chemical Industry Press, 2019
[13] YANG QC, WU WH, HAN FM, et al. Identification of in-vivo and in-vitro metabolites of palmatine by liquid chromatography-tandem mass spectrometry[J].J Pharm Pharmacol, 2009, 61(5):647
[14] KUN W, LI WC, LI QD, et al. Identification of metabolites of palmatine in rats after oral administration using ultra-high-performance liquid chromatography/quadrupole time-of-flight mass spectrometry[J].Rapid Commun Mass Spectrom, 2017, 31(6):523
[15] ZHANG PY, WANG JX, ZHAO Y, et al. Discovery of novel antagonists on β2-adrenoceptor from natural products using a label-free cell phenotypic assay[J].Naunyn-Schmiedeberg’s Arch Pharmacol, 2018, 391(12):1411
[16] ZHAO HQ, ZHOU SD, ZHANG MM, et al. An in vitro AChE inhibition assay combined with UF-HPLC-ESI-Q-TOF/MS approach for screening and characterizing of AChE inhibitors from roots of Coptis chinensis Franch[J].J Pharm Biomed Anal, 2016, 120(2):235
