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. 2017 Oct 19;22(10):1756.
doi: 10.3390/molecules22101756.

Analysis of Non-Volatile Chemical Constituents of Menthae Haplocalycis Herba by Ultra-High Performance Liquid Chromatography-High Resolution Mass Spectrometry

Lu-Lu Xu  1 , Jing-Jing Xu  2 , Kun-Rui Zhong  3 , Zhan-Peng Shang  4 , Fei Wang  5 , Ru-Feng Wang  6 , Le Zhang  7 , Jia-Yu Zhang  8 , Bin Liu  9
Affiliations

Analysis of Non-Volatile Chemical Constituents of Menthae Haplocalycis Herba by Ultra-High Performance Liquid Chromatography-High Resolution Mass Spectrometry

Lu-Lu Xu et al. Molecules. .

Abstract

Menthae Haplocalycis herba, one kind of Chinese edible herbs, has been widely utilized for the clinical use in China for thousands of years. Over the last decades, studies on chemical constituents of Menthae Haplocalycis herba have been widely performed. However, less attention has been paid to non-volatile components which are also responsible for its medical efficacy than the volatile constituents. Therefore, a rapid and sensitive method was developed for the comprehensive identification of the non-volatile constituents in Menthae Haplocalycis herba using ultra-high performance liquid chromatography coupled with linear ion trap-Orbitrap mass spectrometry (UHPLC-LTQ-Orbitrap). Separation was performed with Acquity UPLC® BEH C18 column (2.1 mm × 100 mm, 1.7 μm) with 0.2% formic acid aqueous solution and acetonitrile as the mobile phase under gradient conditions. Based on the accurate mass measurement (<5 ppm), MS/MS fragmentation patterns and different chromatographic behaviors, a total of 64 compounds were unambiguously or tentatively characterized, including 30 flavonoids, 20 phenolic acids, 12 terpenoids and two phenylpropanoids. Finally, target isolation of three compounds named Acacetin, Rosmarinic acid and Clemastanin A (first isolated from Menthae Haplocalycis herba) were performed based on the obtained results, which further confirmed the deduction of fragmentation patterns and identified the compounds profile in Menthae Haplocalycis herba. Our research firstly systematically elucidated the non-volatile components of Menthae Haplocalycis herba, which laid the foundation for further pharmacological and metabolic studies. Meanwhile, our established method was useful and efficient to screen and identify targeted constituents from traditional Chinese medicine extracts.

Keywords: Menthae Haplocalycis herba; UHPLC-ESI-MS/MS; non-volatile constituents; target isolation.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
(A) Base peak chromatogram of Menthae Haplocalycis herba in positive ion mode; (B) base peak chromatogram of mixed reference solution of Menthae Haplocalycis herba. (1. Bohecineole A, 2. Luteolin-7-O-glucoside, 3. Diosmin, 4. Hesperidin, 5. Rosmarinic acid, 6. Lithospermic Acid, 7. Salvianolic acid B, 8. Buddleoside); (C) base peak chromatogram of mixed reference solution of Menthae Haplocalycis herba. (9. (1R,2R,4S)-trans-1,8-cineole-2-O-β-d-glucopyranoside, 10. Naringin). “×10” magnified ten-fold.
Figure 2
Figure 2
The structures of chemical constituents identified in Menthae Haplocalycis herba by UHPLC-ESI-MS/MS.
Figure 3
Figure 3
The representative mass spectra of chemical constituents identified in Menthae Haplocalycis herba in positive ion mode of Diosmin (A); Rosmarinic acid (B); Bohenoside A (C) and Clemastanin A (D).
Figure 3
Figure 3
The representative mass spectra of chemical constituents identified in Menthae Haplocalycis herba in positive ion mode of Diosmin (A); Rosmarinic acid (B); Bohenoside A (C) and Clemastanin A (D).
See this image and copyright information in PMC

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