1.Discovery, isolation and structural identification of alkaloid glycosides in six traditional Chinese medicine such as Coptis chinensis.
Ru WANG ; Liang-Jun GUAN ; Liang-Mian CHEN ; Rui PENG ; Jing-Jing ZHU ; Xiao-Qian LIU ; Hui-Min GAO ; Zhi-Min WANG
China Journal of Chinese Materia Medica 2023;48(17):4598-4609
Alkaloids are important active ingredients occurring in many traditional Chinese medicines, and alkaloid glycosides are one of their existence forms. The introduction of saccharide units improves the water solubility of alkaloid glycosides thus presenting better biological activity.Because of the low content in plants, alkaloid glycosides have been not comprehensively studied. In this study, ultrahigh performance liquid chromatography-quadrupole time of flight-tandem mass spectrometry(UPLC-QTOF-MS/MS) was employed to identify and analyze the alkaloid glycosides in Coptis chinensis, Phellodendron chinense, Menispermum dauricum, Sinomenium acutum, Tinospora sagittata and Stephania tetrandra. The results showed that except Tinospora sagittata, the other five herbal medicines contained alkaloid glycosides. Furthermore, the alkaloid glycosides in each herbal medicine were identified based on UV absorption spectra, quasimolecular ion peaks in MS, fragment ions information in the MS/MS, and previous literature reports. A total of 42 alkaloid glycosides were identified. More alkaloid glycosides were identified in C. chinensis and Menispermum dauricum, and eleven in C. chinensis were potential new compounds. Furthermore, the alkaloid glycosides in the water extract of C. chinensis were coarsely se-parated by macroporous adsorption resin, purified by column chromatography with D151 cation exchange resin, ODS and MCI, combined with semi-preparative high performance liquid chromatography. Two new alkaloid glycosides were obtained, and their structures were identified by mass spectrometry and NMR data as(S)-7-hydroxy-1-(p-hydroxybenzyl)-2,2-N,N-dimethyl-1,2,3,4-tetrahydroisoquinoline-6-O-β-D-glucopyranoside and(S)-N-methyltetrahydropalmatubine-9-O-β-D-glucopyranoside, respectively. This study is of great significance for enriching the information about the chemical composition and the in-depth development of C. chinensis. Meanwhile, it can provide a reference for rapid identification and isolation of alkaloid glycosides from other Chinese herbal medicines.
Glycosides/chemistry*
;
Medicine, Chinese Traditional
;
Tandem Mass Spectrometry/methods*
;
Coptis chinensis
;
Drugs, Chinese Herbal/chemistry*
;
Alkaloids/analysis*
;
Plant Extracts/chemistry*
;
Antineoplastic Agents
;
Plants, Medicinal/chemistry*
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Water
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Chromatography, High Pressure Liquid/methods*
;
Coptis/chemistry*
2.Effect of soil moisture on efficacy to eliminate dampness and relieve jaundice and flavonoid content of Sedum sarmentosum.
Meng-Tian YAN ; Hong-Zhuan SHI ; Qiao-Sheng GUO ; Hui-Ying JIANG ; Ya-Ting ZHU ; Zai-Biao ZHU
China Journal of Chinese Materia Medica 2023;48(21):5750-5758
The growth environment of medicinal plants plays an important role in the formation of their medicinal quality. However, there is a lack of combined analysis studying the close relationship between the growth environment, chemical components, and related biological activities of medicinal plants. Therefore, this study investigated the effect of different soil moisture treatments on the efficacy to eliminate dampness and relieve jaundice and the flavonoid content of Sedum sarmentosum, and explored their correlation. The flavonoid content in the decoction of S. sarmentosum growing under field conditions with soil moisture levels of 35%-40%(T1), 55%-60%(T2), 75%-80%(T3), and 95%-100%(T4) was compared. The effects of these treatments on liver function parameters, liver inflammation, and oxidative damage in mice with dampness-heat jaundice were evaluated, and the correlation between pharmacological indicators and flavonoid content was analyzed. The results showed that the total flavonoid and total phenolic acid content in the decoction of S. sarmentosum were highest in the T1 treatment, followed by the T3 treatment. The content of quercetin, kaempferol, and isorhamnetin was highest in the T2, T1, and T3 treatments, respectively. Among the different moisture treatments, the T3 group of S. sarmentosum effectively reduced the levels of serum ALT, AKP, TBIL, DBIL, TBA, as well as hepatic TNF-α and IL-6 in mice with jaundice, followed by T2 treatment, especially in reducing AST level. The T4 treatment had the poorest effect. Correlation analysis showed a significant negative correlation between AST, ALT, AKP levels in mice and the total content of quercetin and the three flavonoids. MDA showed a significant negative correlation with the total flavonoid content and kaempferol. TNF-α exhibited a significant negative correlation with the content of isorhamnetin. In conclusion, S. sarmentosum growing under field conditions with a soil moisture level of 75%-80% exhibited the best efficacy to eliminate dampness and relieve jaundice. This study provides insights for optimizing the cultivation mode of medicinal plants guided by pharmacological experiments.
Mice
;
Animals
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Flavonoids/chemistry*
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Plant Extracts/pharmacology*
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Quercetin
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Sedum/chemistry*
;
Kaempferols
;
Soil
;
Tumor Necrosis Factor-alpha
;
Plants, Medicinal/chemistry*
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Jaundice/drug therapy*
3.Research progress in microevolutionary process of excellent traits and quality of Dao-di herbs.
Cheng-Cai ZHANG ; Jia-Hui SUN ; Yi-Heng WANG ; Hong-Yang WANG ; Xiu-Zhi GUO ; Bin-Bin YAN ; Zhi SUN ; Sheng WANG ; Lan-Ping GUO
China Journal of Chinese Materia Medica 2023;48(22):6021-6029
Dao-di herbs are the treasure of Chinese materia medica and one of the characteristic research objects of traditional Chinese medicine(TCM). Probing into the microevolution of Dao-di herbs can help to reveal their biological essence and quality formation mechanisms. The progress in molecular biology and omics provides the possibility to elucidate the phylogenetic and quality forming characteristics of Dao-di herbs at the molecular level. In particular, genomics serves as a powerful tool to decipher the genetic origins of Dao-di herbs, and molecular markers have been widely used in the research on the genetic diversity and population structure of Dao-di herbs. Focusing on the excellent traits and quality of Dao-di herbs, this paper reviews the studies about the microevolution process of quality formation mechanisms of Dao-di herbs with the application of molecular markers and omics, aiming to underpin the protection and utilization of TCM resources.
Drugs, Chinese Herbal
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Phylogeny
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Plants, Medicinal/chemistry*
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Medicine, Chinese Traditional
;
Phenotype
4.Quality analysis of Rosae Radix et Rhizoma.
Hai-Hui LIU ; Chen-Na LU ; Xuan-Xuan ZHU ; Lu BAI ; Li-Mei LIN ; Qian-Wen CHEN ; Wei-Hong FENG ; Duan-Fang LIAO ; Chun LI
China Journal of Chinese Materia Medica 2023;48(10):2781-2791
Rosae Radix et Rhizoma is a herbal medicine in a variety of famous Chinese patent medicines, while the quality standard for this medicine remains to be developed due to the insufficient research on the quality of Rosae Radix et Rhizoma from different sources. Therefore, this study comprehensively analyzed the components in Rosae Radix et Rhizoma of different sources from the aspects of extract, component category content, identification based on thin-lay chromatography, active component content determination, and fingerprint, so as to improve the quality control. The results showed that the content of chemical components varied in the samples of different sources, while there was little difference in the chemical composition among the samples. The content of components in the roots of Rosa laevigata was higher than that in the other two species, and the content of components in the roots was higher than that in the stems. The fingerprints of triterpenoids and non-triterpenoids were established, and the content of five main triterpenoids including multiflorin, rosamultin, myrianthic acid, rosolic acid, and tormentic acid in Rosae Radix et Rhizoma was determined. The results were consistent with those of major component categories. In conclusion, the quality of Rosae Radix et Rhizoma is associated with the plant species, producing area, and medicinal parts. The method established in this study lays a foundation for improving the quality standard of Rosae Radix et Rhizoma and provides data support for the rational use of the stem.
Drugs, Chinese Herbal/chemistry*
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Rhizome/chemistry*
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Plant Roots/chemistry*
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Plants, Medicinal
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Quality Control
5.Research progress on vesicles from Chinese medicinal herbs.
Junyan LI ; Wenping WANG ; Yi ZHANG ; Zhizhong YANG
Journal of Zhejiang University. Medical sciences 2023;52(3):349-360
Vesicles derived from Chinese medicinal herbs (VCMH) are nano-vesicular entities released by the cells of Chinese medicinal herbs. VCMHs have various biological effects and targeting characteristics, and their component chemicals and functional activities are closely related to the parent plant. VCMH differs from animal-derived vesicles in three ways: stability, specificity, and safety. There are a number of extraction and isolation techniques for VCMH, each with their own benefits and drawbacks, and there is no unified standard. When two or more approaches are used, high quantities of intact vesicles can be obtained more quickly and efficiently. The obtained VCMHs were systematically examined and evaluated. Firstly, they are generally saucer-shaped, cup-shaped or sphere, with particle size of 10-300 nm. Secondly, they contain lipids, proteins, nucleic acids and other active substances, and these components are an important part for intercellular information transfer. Finally, they mostly have good biocompatibility and low toxicity, with anti-inflammatory, antioxidant, anti-tumor and anti-fibrotic effects. As a new drug carrier, VCMHs have outstanding active targeting capabilities, and the capsule form can effectively preserve the drugs, considerably enhancing drug delivery efficiency and stability in vitro and in vivo. The modification of its vesicular structure by suitable physical or chemical means can further create more stable and precise drug carriers. This article reviews the extraction and purification techniques, activity evaluation and application of VCMH to provide information for further research and application of new active substances and targeted drug carriers.
Animals
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Drugs, Chinese Herbal/chemistry*
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Plants, Medicinal
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Antioxidants
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Anti-Inflammatory Agents
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Drug Carriers
6.Study on the dynamic variation of the secondary metabolites in Viscum coloratum using targeted metabolomics.
Ruizhen ZHANG ; Rong DUAN ; Weiqing WANG ; Zhiguo YU ; Yun LI ; Yunli ZHAO
Chinese Journal of Natural Medicines (English Ed.) 2023;21(4):308-320
Viscum coloratum (Kom.) Nakai is a well-known medicinal plant. However, the optimal harvest time for V. coloratum is unknown. Few studies were performed to analyze compound variation during storage and to improve post-harvest quality control. Our study aimed to comprehensively evaluate the quality of V. coloratum in different growth stages, and determine the dynamic variation of metabolites. Ultra-performance liquid chromatography tandem mass spectrometry was used to quantify 29 compounds in V. coloratum harvested in six growth periods, and the associated biosynthetic pathways were explored. The accumulation of different types of compounds were analyzed based on their synthesis pathways. Grey relational analysis was used to evaluate the quality of V. coloratum across different months. The compound variation during storage was analyzed by a high-temperature high-humidity accelerated test. The results showed that the quality of V. coloratum was the hightest in March, followed by November, and became the lowest in July. During storage, compounds in downstream steps of the biosynthesis pathway were first degraded to produce the upstream compounds and some low-molecular-weight organic acids, leading to an increase followed by a decrease in the content of some compounds, and resulted in a large gap during the degradation time course among different compounds. Due to the rapid rate and large degree of degradation, five compounds were tentatively designated as "early warning components" for quality control. This report provides reference for better understanding the biosynthesis and degradation of metabolites in V. coloratum and lays a theoretical foundation for rational application of V. coloratum and better quality control of V. coloratum during storage.
Viscum/chemistry*
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Plants, Medicinal/chemistry*
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Chromatography, Liquid
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Mass Spectrometry
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Metabolomics
7.New di-spirocyclic labdane diterpenoids from the aerial parts of Leonurus japonicus.
Xinxin CAO ; Xinxin WANG ; Yu ZHANG ; Defeng XU ; Xiuqing SONG ; Jinhai YU ; Jie BAO ; Junsheng ZHANG ; Hua ZHANG
Chinese Journal of Natural Medicines (English Ed.) 2023;21(7):551-560
Phytochemical investigation on the ethanol extract of a well-known medicinal herb Leonurus japonicus, led to the separation of 18 labdane type diterpenoids (1-18). Through comprehensive spectroscopic analyses and quantum chemical calculations, these compounds were structurally characterized as six new interesting 5,5,5-di-spirocyclic ones (1-6), two new (7 and 8) and six known (13-18) interesting 6,5,5-di-spirocyclic ones, a new rare 14,15-dinor derivative (9), and three new ones incorporating a γ-lactone unit (10-12). An in vitro neuroprotective assay in RSC96 cells revealed that compounds 7 and 12 exhibited neuroprotective activity in a concentration-dependent way, comparable to the reference drug N-acetylcysteine.
Magnetic Resonance Spectroscopy
;
Leonurus/chemistry*
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Plants, Medicinal
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Diterpenes/chemistry*
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Plant Components, Aerial
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Molecular Structure
8.Plant Pharmacophylogeny: Review and Future Directions.
Xue GONG ; Min YANG ; Chun-Nian HE ; Ya-Qiong BI ; Chun-Hong ZHANG ; Min-Hui LI ; Pei-Gen XIAO
Chinese journal of integrative medicine 2022;28(6):567-574
Medicinal plants have provided numerous medicinal active ingredients for thousands of years and these ingredients have been used in Chinese medicine (CM) and traditional pharmacologies worldwide. Recently, the exploitation and utilisation of medicinal plant resources has increased significantly. The results of the studies have led to the identification of many active components, such as steroidal alkaloids, saponins, terpenoids, and glycosides, in various medicinal plants with different evolutionary levels. Moreover, research on the chemical classification, molecular phylogeny, and pharmacological activity of medicinal plants is increasing in popularity. Pharmacophylogeny is an interdisciplinary topic that studies the correlation between plant phylogeny, chemical composition, and curative effects (pharmacological activity and the traditional curative effect) of medicinal plants. In addition, it provides the basic tools to enable research and development of CM resources. This literature review, based on the genetic relationship between phytogroup and species, highlights the formation process, research content, applications, and future directions of pharmacophylogeny.
Alkaloids
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Glycosides
;
Plant Extracts/chemistry*
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Plants, Medicinal/chemistry*
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Saponins
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Terpenes
9.Research progress on saponins, biological activities of saponins, and quality control of Panax quinquefolium.
Hui-Li TANG ; Xian-Chang WANG ; Jia LI ; Jiao-Hong ZHANG ; Cheng-Gang SHAN
China Journal of Chinese Materia Medica 2022;47(1):36-47
Panax quinquefolium, as a common precious medicinal plant, has complex chemical components and unique pharmacological activities, which can play a healthcare role in the human body. With the deepening of research, the application of P. quinquefolium has become increasingly extensive. This paper summarized the research progress of the saponins isolated and identified from diffe-rent parts of P. quinquefolium, the structural classification and pharmacological activities of the saponins, and the quality control of Panacis Quinquefolii Radix. Further, this paper put forward the urgent problems to be solved in the development of P. quinquefolium. It is hoped to lay a foundation for the further study and provide reference for the research direction of P. quinquefolium.
Ginsenosides
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Humans
;
Panax/chemistry*
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Plants, Medicinal/chemistry*
;
Quality Control
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Saponins/pharmacology*
10.Quality standard of Lobeliae Chinensis Herba.
Qian ZHANG ; Hui-Xia HUO ; Hui-Na YAO ; Yun-Fang ZHAO ; Peng-Fei TU ; Jun LI ; Qing-Ying ZHANG
China Journal of Chinese Materia Medica 2022;47(1):127-133
In light of related methods in Chinese Pharmacopoeia(2020 edition), this study established the quality standard for Lobeliae Chinensis Herba. The TLC identification method was established with silica gel GF_(254) thin layer plate, diosmin standard, linarin standard, and the reference material of Lobeliae Chinensis Herba. The loss on drying, total ash, acid-insoluble ash, and ethanol-soluble extracts of 18 batches of Lobeliae Chinensis Herba samples were determined according to the general principles in Chinese Pharmacopoeia. Then, HPLC was adopted in the establishment of characteristic chromatogram and content determination. The results showed that the established method can achieve good separation for diosmin, linarin, and lobetyolin. Based on the results of detection for 18 batches of Lobeliae Chinensis Herba samples, the draft quality standard was established, which was expected to provide reference for the revision of this medicinal herb in Chinese Pharmacopoeia.
Chromatography, High Pressure Liquid
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Drugs, Chinese Herbal/standards*
;
Lobelia/chemistry*
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Plants, Medicinal/chemistry*

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