4.7 Article

Novel C-17 spirost protostane-type triterpenoids from Alisma plantago-aquatica with anti-inflammatory activity in Caco-2 cells

Journal

ACTA PHARMACEUTICA SINICA B
Volume 9, Issue 4, Pages 809-818

Publisher

INST MATERIA MEDICA, CHINESE ACAD MEDICAL SCIENCES
DOI: 10.1016/j.apsb.2019.04.002

Keywords

Allow plantago-aqua ea Linn.; Protostane-type triterpenoids; Caco-2 cells; EPS-induced NO production

Funding

  1. National Standardization of Traditional Chinese Medicine Project (China) [ZYBZH-C-SH-49]
  2. National Natural Science Foundation of China [81530095]
  3. National Standardization Program for Chinese Medicine (China) [ZYBZH-K-LN-01]
  4. Shanghai Committee of Science and Technology (China) [16DZ0500800]

Ask authors/readers for more resources

Twenty-one protostane-type triterpenoids with diverse structures, including nine new compounds (1-9), were isolated from the of Alisma plantago-aquatica Linn. Structurally, alisolides A-F (1-6), composed of an oxole group coupled to a five-membered ring, represent unusual C-17 spirost protostane-type triterpenoids. Alisolide H (8) is a novel triterpenoid with an unreported endoperoxide bridge. Alisolide I (9) represents the first example of 23,24-acetal triterpenoid. Their structures were elucidated based on spectroscopic analysis, wherein the absolute configurations of 4-6, 8 were further confirmed by the Mo-2(OAc)(4)-induced ECD method. Furthermore, all isolates were evaluated for their inhibitory effects on LPS-induced NO production in Caco-2 cells, and all the compounds showed remarkable inhibitory activities, with IC50 values in the range of 0.76-38.20 mu mol/L. (C) 2019 Chinese Pharmaceutical Association and Institute of Materia Medica, Chinese Academy of Medical Sciences.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.7
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

Article Pharmacology & Pharmacy

An integrated strategy for comprehensive characterization of metabolites and metabolic profiles of bufadienolides from Venenum Bufonis in rats

Wen-Long Wei, Hao-Jv Li, Wen-Zhi Yang, Hua Qu, Zhen-Wei Li, Chang-Liang Yao, Jin-Jun Hou, Wan-Ying Wu, De-An Guo

Summary: This study established an effective strategy to comprehensively characterize the metabolites of bufadienolides in vivo, deduce the metabolic pathways, and describe the metabolic profiles. The strategy successfully identified 147 metabolites and elucidated the main metabolic pathways of bufadienolides in vivo.

JOURNAL OF PHARMACEUTICAL ANALYSIS (2022)

Article Food Science & Technology

Quantitative and fingerprint analysis of proanthocyanidins and phenylpropanoids in Cinnamomum verum bark, Cinnamomum cassia bark, and Cassia twig by UPLC combined with chemometrics

Chen Liu, Huali Long, Xingdong Wu, Jinjun Hou, Lei Gao, Shuai Yao, Min Lei, Zijia Zhang, De-an Guo, Wanying Wu

Summary: This study developed a simple and efficient method for the comprehensive evaluation of Cinnamomum verum, Cinnamomum cassia, and Cassia twig by combining UPLC fingerprint analysis and quantitative analysis using two internal standards. The results revealed significant differences in chemical composition among the three Cinnamomum types, providing a promising approach for accurate differentiation and quality evaluation.

EUROPEAN FOOD RESEARCH AND TECHNOLOGY (2021)

Article Chemistry, Applied

Spatial lipidomics of eight edible nuts by desorption electrospray ionization with ion mobility mass spectrometry imaging

Jinjun Hou, Zijia Zhang, Linlin Zhang, Wenyong Wu, Yong Huang, Zhengwei Jia, Lihong Zhou, Lei Gao, Huali Long, Min Lei, Wanying Wu, De-an Guo

Summary: This study utilized advanced mass spectrometry techniques to visualize the spatial distribution of lipids in eight edible nuts for the first time, highlighting the differences in lipid components among different types of nuts. The results provide a deeper understanding of the diverse metabolite profiles in nuts and their relationship to health benefits.

FOOD CHEMISTRY (2022)

Article Biochemistry & Molecular Biology

Structural characterization of two novel polysaccharides from Gastrodia elata and their effects on Akkermansia muciniphila

Jiangyan Huo, Min Lei, Yang Zhou, Xianchun Zhong, Yameng Liu, Jinjun Hou, Huali Long, Zijia Zhang, Menghua Tian, Cen Xie, Wanying Wu

Summary: Two homogeneous polysaccharides, GEP-3 and GEP-4, were extracted from Gastrodia data, a traditional Chinese medicine. GEP-3 was identified as 1,4-glucan while GEP-4 was characterized as a novel polysaccharide. Bioactivity test indicated that both GEP-3 and GEP-4 significantly promoted the growth of Akkermansia muciniphila.

INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES (2021)

Article Biochemical Research Methods

A five-dimensional data collection strategy for multicomponent discovery and characterization in Traditional Chinese Medicine: Gastrodia Rhizoma as a case study

Haodong Zhu, Xingdong Wu, Jiangyan Huo, Jinjun Hou, Huali Long, Zijia Zhang, Bing Wang, Menghua Tian, Kaixian Chen, De'an Guo, Min Lei, Wanying Wu

Summary: A comprehensive strategy integrating ion mobility mass spectrometry with offline two-dimensional liquid chromatography has been developed to enhance chemical composition characterization and metabolite discernment. This approach allows for efficient and detailed analysis of complex food and drug samples, improving identification of compounds and distinguishing isomers. The technique was successfully applied to characterize 272 compounds in Gastrodia Rhizoma, demonstrating its capacity to support the study of chemical diversity in Traditional Chinese Medicines.

JOURNAL OF CHROMATOGRAPHY A (2021)

Article Biochemical Research Methods

Fast determination of 16 circulating neurotransmitters and their metabolites in plasma samples of spontaneously hypertensive rats intervened with five different Uncaria

Lei Gao, Zijia Zhang, Zijin Feng, Wenlong Wei, Wenyong Wu, Haijuan Zhi, Yanping Deng, Huali Long, Min Lei, Jinjun Hou, De-an Guo, Wanying Wu

Summary: This study established a sensitive, reproducible, and rapid liquid chromatography method with tandem mass spectrometry detection for simultaneous quantitative analysis of 16 neurotransmitters and their metabolites in rats. The intervention with Uncaria, a traditional Chinese medicine, showed significant effects on regulating the levels of neurotransmitters in hypertensive rats, indicating its potential in treating symptoms related to the nervous system. The results suggest a potential relationship between changes in plasma neurotransmitters and hypertension pathogenesis, providing valuable insights into the mechanisms of Uncaria in lowering blood pressure.

JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES (2021)

Article Chemistry, Analytical

A simple and effective method for identification of Fraxini Cortex from different sources by multi-mode fingerprint combined with chemometrics

Huali Long, Shuai Yao, Wenshuai Tian, Jinjun Hou, Min Lei, Zijia Zhang, Dean Guo, Wanying Wu

Summary: This study developed a simple and effective method to identify Fraxini Cortex from different origins using multi-mode fingerprint combined with chemometrics. The method was able to authenticate and quality assess the Fraxini Cortex, and distinguish its two original medicinal materials as well as three adulterants, providing a potential differentiation method for other medicinal and economic plants.

JOURNAL OF SEPARATION SCIENCE (2022)

Article Biochemical Research Methods

Quantitative imaging of natural products in fine brain regions using desorption electrospray ionization mass spectrometry imaging (DESI-MSI): Uncaria alkaloids as a case study

Lei Gao, Zijia Zhang, Wenyong Wu, Yanping Deng, Haijuan Zhi, Huali Long, Min Lei, Jinjun Hou, Wanying Wu, De-an Guo

Summary: This study quantitatively investigated the distribution of Uncaria alkaloids in rat brains using mass spectrometry imaging, revealing the distribution patterns of different alkaloids and the novel detection of Uncaria alkaloids in the pineal gland. The enrichment phenomenon of these alkaloids in the pineal gland has significant implications for future pharmacodynamic studies.

ANALYTICAL AND BIOANALYTICAL CHEMISTRY (2022)

Article Biochemical Research Methods

In-depth exploration and comparison of chemical constituents from two Lilium species through offline two-dimensional liquid chromatography combined with multimode acquisition of high-resolution mass spectrometry

Xingdong Wu, Jinjun Hou, Zijia Zhang, Lingmin Chen, Hui Ni, Yong Qian, Wenyong Wu, Huali Long, Linlin Zhang, Feifei Li, Min Lei, Yong Huang, Dean Guo, Wanying Wu

Summary: This study established an offline two-dimensional separation system combined with high-resolution mass spectrometry data acquisition for in-depth exploration and comparison of chemical components in Lilium. A total of 331 components were identified, with phenylpropanoid derivatives and steroidal saponins being the most abundant. Furthermore, sulfur derivatives and steroidal alkaloids were characterized in Lilium for the first time, providing valuable information for differentiating types of components and enhancing the edible and medicinal values of Lilium.

JOURNAL OF CHROMATOGRAPHY A (2022)

Article Pharmacology & Pharmacy

Dissecting the Regulation of Arachidonic Acid Metabolites by Uncaria rhynchophylla (Miq). Miq. in Spontaneously Hypertensive Rats and the Predictive Target sEH in the Anti-Hypertensive Effect Based on Metabolomics and Molecular Docking

Lei Gao, Xinqin Kong, Wenyong Wu, Zijin Feng, Haijuan Zhi, Zijia Zhang, Huali Long, Min Lei, Jinjun Hou, Wanying Wu, De-an Guo

Summary: This study investigated the hypotensive effect of Uncaria rhynchophylla (UR) extract and its regulatory role in metabolic pathways. The results showed that UR extract could effectively lower blood pressure in spontaneously hypertensive rats (SHRs) for 8 weeks. Non-targeted and targeted metabolomics analyses revealed the reorganization of metabolic pathways and the restoration of cardiovascular active compounds' functions after UR administration. The inhibition of soluble epoxide hydrolase (sEH) enzyme activity and up-regulation of vasodilators epoxyeicosatrienoic acids (EETs) were identified as contributors to the anti-hypertension effect of UR.

FRONTIERS IN PHARMACOLOGY (2022)

Article Chemistry, Analytical

Information Entropy-Based Strategy for the Quantitative Evaluation of Extensive Hyperspectral Images to Better Unveil Spatial Heterogeneity in Mass Spectrometry Imaging

Wenyong Wu, Jinjun Hou, Zijia Zhang, Feifei Li, Rong Zhang, Lei Gao, Hui Ni, Tengqian Zhang, Huali Long, Min Lei, Bing Shen, Jun Yan, Ruimin Huang, Zhongda Zeng, Wanying Wu

Summary: This study presents a novel method for objectively evaluating the image quality of hyperspectral images. The method is validated by analyzing data from human prostate cancer and mouse brain tissue, demonstrating its applicability. The method utilizes information entropy and contrast to assess image quality and reduces high-dimensional data to three-dimensional embeddings for evaluation, resulting in satisfactory visualization results.

ANALYTICAL CHEMISTRY (2022)

Article Chemistry, Analytical

Calculating Relative Correction Factors for Quantitative Analysis with HILIC-HPLC-ELSD Method: Eight Fructooligosaccharides of Morinda Officinalis as a Case Study

Lihong Zhou, Hui Ni, Linlin Zhang, Wenyong Wu, Tengqian Zhang, Qi Su, Jing Zhou, Huali Long, Jinjun Hou, Jiyu Gong, Wanying Wu

Summary: In this study, a QAMS method was developed using HILIC-HPLC-ELSD to determine the seven fructooligosaccharides of Morinda officinalis. A scientific calculation method for RCF in LC-ELSD method was identified. The QAMS method showed good linearity and accuracy for the determination of fructooligosaccharides. Furthermore, the content of the fructooligosaccharides could differentiate Morinda officinalis and its processed products.

JOURNAL OF ANALYTICAL METHODS IN CHEMISTRY (2022)

Article Pharmacology & Pharmacy

Multi-Omics Integration Analysis Identifies Lipid Disorder of a Non-Alcoholic Fatty Liver Disease (NAFLD) Mouse Model Improved by Zexie-Baizhu Decoction

Yuhan Cao, Jingying Shi, Luyao Song, Junjiu Xu, Henglei Lu, Jianhua Sun, Jinjun Hou, Jing Chen, Wanying Wu, Likun Gong

Summary: This study identified the chemical composition of ZXBZ decoction and discovered its hepatoprotective effect in a NAFLD mouse model. Metabolomics and transcriptomics analyses showed that ZXBZ decoction may regulate lipid and glucose metabolism, and influence proteins involved in lipid biosynthesis, catabolism, and transport.

FRONTIERS IN PHARMACOLOGY (2022)

Review Chemistry, Multidisciplinary

Mass spectrometry imaging: new eyes on natural products for drug research and development

Jin-jun Hou, Zi-jia Zhang, Wen-yong Wu, Qing-qing He, Teng-qian Zhang, Ya-wen Liu, Zhao-jun Wang, Lei Gao, Hua-li Long, Min Lei, Wan-ying Wu, De-an Guo

Summary: Natural products and their structural analogs play a major role in novel drug development, but few molecular imaging technologies can detect multiple compounds simultaneously. Mass spectrometry imaging has been instrumental in discovering natural products and evaluating their applications, providing a visualization tool for drug development.

ACTA PHARMACOLOGICA SINICA (2022)

Article Biochemistry & Molecular Biology

The Effects of P53 in the Globular Heads of the C1q Receptor in Gastric Carcinoma Cell Apoptosis Are Exerted via a Mitochondrial-Dependent Pathway

Jinjun Hou, Yang Yang, Tingting Zhang, Chenghai Zhu, Kangtai Lv

Summary: The study explored the mechanism by which cell apoptosis is induced by gC1qR in gastric carcinoma (GC), revealing that gC1qR overexpression can enhance apoptosis of GC cells through increasing reactive oxygen species (ROS) production, decreasing mitochondrial transmembrane potential, and promoting mitochondrial apoptosis. Additionally, the level of P53 increased in response to gC1qR, further enhancing apoptosis of GC cells.

DOKLADY BIOCHEMISTRY AND BIOPHYSICS (2021)

No Data Available