Spectral Analysis and Structural Elucidation of Tenofovir Disoproxil Fumarate

doi:10.11938/cjmr20150315

Chinese Journal of Magnetic Resonance ›› 2015, Vol. 32 ›› Issue (3): 542-550.doi: 10.11938/cjmr20150315

Spectral Analysis and Structural Elucidation of Tenofovir Disoproxil Fumarate

SONG Ai-hua¹，ZHANG Yan-feng²，SHA Yi¹，GAO Yuan³，LI Ning³，MA Yue-ping^3*

1. School of Pharmacy, Shenyang Pharmaceutical University, Shenyang 110016, China; 2. Shijiazhuang Pharm. Group Zhongnuo Pharmaceutical (Shijiazhuang) Co. Ltd., Shijiazhuang 050000, China; 3. School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China

Received:2014-10-11 Revised:2015-07-21 Online:2015-09-05 Published:2015-09-05
About author:*Corresponding author：MA Yue-ping, Tel: +86-24-23986469, E-mail: yuepingma@163.com.
Supported by:
沈阳药科大学大学生创新创业训练计划资助项目

Abstract

Abstract:

Ultraviolet spectrum, infrared spectrum, mass spectra and nuclear magnetic resonance spectra (i.e., ¹H NMR, ¹³C NMR, ³¹P NMR, DEPT-135, COSY, HSQC and HMBC) of tenofovir disoproxil fumarate were collected and interpreted. All NMR signals were assigned. Based on the mass spectral data, the possible fragmentation pathways were discussed. The infrared spectrum was used to analyze the types of vibration of the functional groups in the compound. The structure of the compound was determined.

Key words: NMR, assignment, chemical shift, tenofovir disoproxil fumarate, structural elucidation

CLC Number:

O482.53

SONG Ai-hua1，ZHANG Yan-feng2，SHA Yi1，GAO Yuan3，LI Ning3，MA Yue-ping3*. Spectral Analysis and Structural Elucidation of Tenofovir Disoproxil Fumarate[J]. Chinese Journal of Magnetic Resonance, 2015, 32(3): 542-550.

References

[1] Michailidis E, Kirby Ka, Hachiya A, et al. Antiviral therapies: focus on hepatitis Breverse transcriptase[J]. Int J Biochem Cell B, 2012, 44(7): 1 060－1 071.

[2] Yan Nan (严楠), Lin Chun-hua(林春花), Liao Wei-lin(廖维林), et al. Synthesis of tenofovir disoproxil fumarate(富马酸替诺福韦二吡呋酯的合成)[J]. Fine Chemicals(精细化工), 2014, 31(8): 983－987.

[3] Gong Xu(宫旭), Imene Adouani, Hang Tai-jun(杭太俊), et al. Pharmacokinetics and bioequivalence of tenofovir disoproxil fumarate tablets in healthy Chinese volunteers(富马酸替诺福韦二吡呋酯片在健康国热体内的药动学及生物等效性研究)[J]. Chinese Journal of New Drugs(中国新药杂志), 2013, 22(6): 686－690.

[4] Jiang Li-yuan(姜莉苑), Ding Li(丁黎), Zhong Shui-sheng(钟水生), et al. Pharmacokinetics of tenofovir disoproxil fumarate capsule in Chinese volunteers (富马酸替诺福韦二吡呋酯胶囊在中国人体内的药代动力学)[J]. Journal of China Pharmaceutical University(中国药科大学学报), 2013, 44(4): 348－351.

[5] Zhou Hai-yun(周海云), Chen Xiao-hong(陈晓红), Li Wei(李玮), et al. Mass analysis of tenofovir disoproxil fumarate and determination of fumarate combination ratio by NMR(富马酸替诺福韦二吡呋酯的质谱分析及NMR测定富马酸相对含量)[J]. Chinese Journal Pharmaceutical Analysis(药物分析杂志), 2012, 32(12): 2 180－2 183.

[6] Wu Chun-li(吴春丽), Li Jie-ming(李杰明), Wei Hui-jie(魏会杰), et al. Spectral analysis and structural elucidation of atorvastatin lactone(阿托伐他汀内酯的波谱学数据与结构确证)[J]. Chinese J Magn Reson(波谱学杂志), 2014, 31(2): 268－277.

[7] Yuan Yun-fei(袁云飞), Hong Hai(洪海), Yang Xiao-yun(杨晓云), et al. Spectroscopic data of fluacrypyrim and interpretations(嘧螨酯波谱学数据全归属)[J]. Chinese J Magn Reson(波谱学杂志), 2013, 30(4): 567－575.

[8] Song Ai-hua(宋爱华), Sha Yi(沙沂), Xu Xiao-xue(徐晓雪), et al. Differentiating Bupleurum bicaule from Bupleurum chinense using ¹H NMR spectroscopy(基于¹H NMR技术的锥叶柴胡与北柴胡鉴别研究)[J]. Chinese J Magn Reson(波谱学杂志), 2014, 31(2): 214－221.

[1]	HU Kun, SUN Han-dong, PUNO Pema-tenzin. Application of Quantum Chemical Calculation of Nuclear Magnetic Resonance Parameters in the Structure Elucidation of Natural Products [J]. Chinese Journal of Magnetic Resonance, 2019, 36(3): 359-376.
[2]	LIU Wen-qing, SONG Yan-hong, WANG Xue-lu, YAO Ye-feng. In Operando Nuclear Magnetic Resonance Spectroscopy Study on Photocatalytic Methanol Reforming [J]. Chinese Journal of Magnetic Resonance, 2019, 36(3): 298-308.
[3]	YIN Tian-peng, WANG Ya-rong, WANG Min, SHI Wen-zhi, ZHANG Zheng-qian, HE Sha-sha. Complete Assignments of NMR Spectral Data of Three C₁₉-Diterpenoid Alkaloids [J]. Chinese Journal of Magnetic Resonance, 2019, 36(3): 331-340.
[4]	YANG Yun-han, DU Yao, YING Fei-xiang, YANG Jun-li, XIA Da-zhen, XIA Fu-ting, YANG Li-juan. Inclusion Behavior of Naringenin/β-Cyclodextrin Supramolecular Complex [J]. Chinese Journal of Magnetic Resonance, 2019, 36(3): 319-330.
[5]	WANG Ya-lan, WANG Xiao-jing, WANG Zhi-wei. Spectral Analyses and Structural Elucidation of Azilsartan [J]. Chinese Journal of Magnetic Resonance, 2019, 36(3): 350-358.
[6]	LIU Ji-hong, JIN Kun, WANG Ping, LUO Gen. An NMR Study on Esculetin and It's Derivatives [J]. Chinese Journal of Magnetic Resonance, 2019, 36(3): 341-349.
[7]	WAN Zhi-bin, SONG Jian-hui, GUO Ming-ming. The Application of in Operando Liquid State NMR on Macromolecular Material Characterization [J]. Chinese Journal of Magnetic Resonance, 2019, 36(3): 408-424.
[8]	TANG Ming-xue, SCHMIDT Claudia. Estimation of Nematic Order Parameters via Haller Analysis of ¹H NMR Spectra of Liquid Crystals [J]. Chinese Journal of Magnetic Resonance, 2019, 36(2): 138-147.
[9]	CAO Yuan, WU Yong-ping, CHEN Dong-jun. A Spectroscopic Study on Tautomerism of Selaginellins from Selaginella [J]. Chinese Journal of Magnetic Resonance, 2019, 36(2): 155-163.
[10]	TANG Heng, Gilbert NSHOGOZA, LIU Ming-qing, LIU Ya-qian, RUAN Ke, MA Rong-sheng, GAO Jia. Identification of Novel Hits of the NSD1 SET Domain by NMR Fragment-Based Screening [J]. Chinese Journal of Magnetic Resonance, 2019, 36(2): 148-154.
[11]	XU Xiao-jun, WANG Shen-lin. Probing Membrane Protein Interactions by ¹⁹F Solid-State NMR [J]. Chinese Journal of Magnetic Resonance, 2019, 36(2): 238-251.
[12]	KOU Xin-hui, LIU Yi-xiang, LIU Xing-hong, LI Cong-gang, LIU Mai-li, JIANG Ling. Visualizing the Pre-Active Conformation of Response Regulator PhoB_N^F20D in Its apo State [J]. Chinese Journal of Magnetic Resonance, 2019, 36(2): 164-171.
[13]	WANG Shuang-hong, ZENG Pei, PAN Si-na, WANG Jia, WANG Shu-mei, YANG Yong-xia. Effects of Gegen Qinlian Decoction on the Fecal Metabonome of High Fructose-Induced Insulin Resistance Rats Studied by ¹H NMR Spectroscopy [J]. Chinese Journal of Magnetic Resonance, 2019, 36(2): 182-194.
[14]	CHEN Xiao-ying, YU Gang-jin, MAO Shi-zhen, LIU Mai-li, DU You-ru. Mixing-Induced Decreases in Critical Micelle Concentration in Aqueous Solution of Surfactants:Probing into the Mechanisms with ¹H NMR Spectroscopy [J]. Chinese Journal of Magnetic Resonance, 2019, 36(2): 219-224.
[15]	XIAO Xiong-jie, HU Mary, ZHANG Xu, HU Jian-zhi. An NMR-Based Metabolomics Study of Kidneys from Mice Exposed to Ionizing Radiation [J]. Chinese Journal of Magnetic Resonance, 2019, 36(2): 172-181.

Spectral Analysis and Structural Elucidation of Tenofovir Disoproxil Fumarate

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments