Rapid Screening and Identification of Diterpenoids in Tinospora sinensis Based on High-Performance Liquid Chromatography Coupled with Linear Ion Trap-Orbitrap Mass Spectrometry.

Lu-Lu Xu,Feng-Xia Guo,Zi-Jian Wang,Jia-Yu Zhang,Yan-Yan Jiang,Sen-Sen Chi,Bin Liu

doi:10.3390/molecules22060912

Lu-Lu Xu, Feng-Xia Guo + Show 5 more

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https://doi.org/10.3390/molecules22060912

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Abstract

Diterpenoids are considered the major active compounds in Tinospora sinensis in virtue of their special structures and activities. Herein, an analytical method was developed for rapid screening and identification of diterpenoids in T. sinensis using high-performmance liquid chromatography coupled with linear ion trap-Orbitrap mass spectrometry (HPLC-LTQ-Orbitrap) in negative ion mode. Two diterpenoid reference standards were first analyzed to obtain their characteristic ESI-MS/MS fragmentation patterns. Then, based on the extracted ion chromatogram (EIC) data-mining method and characteristic fragmentation pathways analysis, diterpenoids in T. sinensis were rapidly screened and identified. After that, an important parameter, Clog P, was adopted to discriminate between the isomers of diterpenoids. As a result, 63 diterpenoids were characterized from the extract of T. sinensis, including 10 diterpenoids and 53 diterpenoid glycosides. Among them, 15 compounds were tentatively identified as new compounds. Finally, target isolation of one diterpenoid glycoside named tinosineside A was performed based on the obtained results, which further confirmed the deduced fragmentation patterns and identified diterpenoid profile in T. sinensis. The results demonstrated that the established method could be a rapid, effective analytical tool for screening and characterization of diterpenoids in the complex systems of natural medicines.

Highlights

Tinospora sinensis (Kuanjinteng in Chinese) is commonly known as ‘Gurch’ and belongs to the family Menispermaceae, which is mainly distributed in the tropical parts of the eastern hemisphere.It has been traditionally used as folk medicine for treating debility, dyspepsia, rheumatism, gonorrhea, fever, inflammation, syphilis, ulcer, bronchitis, jaundice, urinary disease, skin disease and liver disease [1,2,3]
Target isolation of one diterpenoid glycoside named tinosineside A was performed based on the obtained results, which further confirmed the deduced fragmentation patterns
A sensitive HPLC-LTQ-Orbitrap coupled with extracted ion chromatogram (EIC) data-mining method was established for the rapid characterization of diterpenoids in T. sinensis

Summary

Introduction

Tinospora sinensis (Kuanjinteng in Chinese) is commonly known as ‘Gurch’ and belongs to the family Menispermaceae, which is mainly distributed in the tropical parts of the eastern hemisphere.It has been traditionally used as folk medicine for treating debility, dyspepsia, rheumatism, gonorrhea, fever, inflammation, syphilis, ulcer, bronchitis, jaundice, urinary disease, skin disease and liver disease [1,2,3]. Tinospora sinensis (Kuanjinteng in Chinese) is commonly known as ‘Gurch’ and belongs to the family Menispermaceae, which is mainly distributed in the tropical parts of the eastern hemisphere. Previous phytochemical investigations have discovered that this species contains diterpenoids, alkaloids, flavonoids, lignans, triterpenes, amino acids, and so on These constituents were reported to exert anti-inflammatory, immunomodulatory, antidiabetic, antitumor, antiadhesive, antiviral, anti-infective, antioxidant, antimutagenic, hematopoietic activities, etc. Off-line processing of data, such as extracted ion chromatogram (EIC) data-mining method, plays a vital role in component identification [14,15] These advantages have made LTQ-Orbitrap MS one of the most powerful approaches for the rapid identification and characterization of the multiple constituents found in TCMs [16]. The characterization of diterpenoids in T. sinensis is of great significance

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