PMID- 33358623
OWN - NLM
STAT- MEDLINE
DCOM- 20210617
LR  - 20210617
IS  - 1873-264X (Electronic)
IS  - 0731-7085 (Linking)
VI  - 195
DP  - 2021 Feb 20
TI  - Separation and characterization of impurity P in azithromycin product.
PG  - 113853
LID - S0731-7085(20)31740-4 [pii]
LID - 10.1016/j.jpba.2020.113853 [doi]
AB  - Azithromycin is a macrolide antibiotic which is used to treat a wide variety of 
      bacterial infections. Impurity P is one of the impurities in azithromycin 
      product, which is registered in Pharmacopoeias of Europe and USA. However, to 
      date, the structure of this impurity has still not been elucidated. In this work, 
      we separated impurity P from azithromycin product using preparative 
      chromatography and successfully identified its chemical structure using multiple 
      analytical techniques. First, high-resolution ion trap-time-of-flight mass 
      spectrometry (IT-TOF MS) was used to determine the accurate molecular mass 
      ([M+H](+)m/z 777.5121) and the chemical formula (C(39)H(72)N(2)O(13)) of the 
      impurity. Second, Fourier transforming infrared spectroscopy (FT-IR), 
      ultraviolet-visible absorption spectroscopy (UV-vis) and tandem mass spectrometry 
      (MS/MS) analyses were performed to probe into the key functional groups of the 
      impurity to aid the NMR analysis. Finally, the structure of the impurity was 
      successfully resolved using multidimensional NMR. In addition, a mechanism for 
      the formation of this impurity was proposed.
CI  - Copyright (c) 2020 Elsevier B.V. All rights reserved.
FAU - Guo, Nian
AU  - Guo N
AD  - College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, Zhejiang, 
      310058, China.
FAU - He, Quan
AU  - He Q
AD  - College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, Zhejiang, 
      310058, China.
FAU - Jin, Yong
AU  - Jin Y
AD  - Zhejiang Guobang Pharmaceutical Co. Ltd., Shangyu, Zhejiang, 312300, China.
FAU - Hou, Zhouke
AU  - Hou Z
AD  - Zhejiang Guobang Pharmaceutical Co. Ltd., Shangyu, Zhejiang, 312300, China.
FAU - Pan, Yuanjiang
AU  - Pan Y
AD  - College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, Zhejiang, 
      310058, China.
FAU - Liu, Jian
AU  - Liu J
AD  - Department of Surgical Oncology, The First Affiliated Hospital, College of 
      Medicine, Zhejiang University, Hangzhou, Zhejiang, 310003, China. Electronic 
      address: liujianzy@zju.edu.cn.
FAU - Sun, Cuirong
AU  - Sun C
AD  - College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, Zhejiang, 
      310058, China. Electronic address: suncuirong@zju.edu.cn.
LA  - eng
PT  - Journal Article
DEP - 20201217
PL  - England
TA  - J Pharm Biomed Anal
JT  - Journal of pharmaceutical and biomedical analysis
JID - 8309336
RN  - 83905-01-5 (Azithromycin)
SB  - IM
MH  - *Azithromycin
MH  - Chromatography, High Pressure Liquid
MH  - Drug Contamination
MH  - Europe
MH  - Spectroscopy, Fourier Transform Infrared
MH  - *Tandem Mass Spectrometry
OTO - NOTNLM
OT  - Azithromycin
OT  - IT-TOF MS
OT  - Identification
OT  - Impurity
OT  - MS/MS
OT  - Multidimensional NMR
COIS- Declaration of Competing Interest The authors report no declarations of interest.
EDAT- 2020/12/29 06:00
MHDA- 2021/06/22 06:00
CRDT- 2020/12/28 10:38
PHST- 2020/09/22 00:00 [received]
PHST- 2020/12/07 00:00 [revised]
PHST- 2020/12/11 00:00 [accepted]
PHST- 2020/12/29 06:00 [pubmed]
PHST- 2021/06/22 06:00 [medline]
PHST- 2020/12/28 10:38 [entrez]
AID - S0731-7085(20)31740-4 [pii]
AID - 10.1016/j.jpba.2020.113853 [doi]
PST - ppublish
SO  - J Pharm Biomed Anal. 2021 Feb 20;195:113853. doi: 10.1016/j.jpba.2020.113853. 
      Epub 2020 Dec 17.