Triterpenoids and triterpenoid saponins from Dipsacus asper and their cytotoxic and antibacterial activities

Yu, Jin‐Hai; Yu, Zhi-Pu; Wang, Yinyin; Bao, Jie; Zhu, Kongkai; Yuan, Tao; Zhang, Hua

doi:10.1016/j.phytochem.2019.03.028

Cited by 39 publications

(19 citation statements)

References 35 publications

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“…[2][3][4][5] The extracts, as well as isolates, of selected Dipsacus species have been shown to exhibit a variety of bioactivities, including neuroprotective, 6 antiosteoporotic, 7 antioxidative, 2 anticomplementary, 8 and antibacterial. 9 In addition, these species have been reported to have a therapeutic effect on allergic asthma 10 and different skin diseases. [11][12][13][14][15] A recent study revealed dozens of bioactive compounds in Dipsacus species, including triterpenoids, triterpenoid saponins, iridoid glycosides, phenolic acids, and alkaloids.…”

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confidence: 99%

“…There have been only a few papers on the antiproliferative activities of its whole root extract, 17 and the isolated active compounds, such as water-soluble polysaccharide (MW 16 kDa), 18 indole alkaloids, 19 and saponins. 9,[20][21][22] Iridoids, another type of bioactive compounds of plant origin, are a large group of cyclopentano [c] pyran monoterpenoids biosynthesized from isoprene. These iridoids and their glycosides are constituents of a large number of plant families, including Dipsacus species.…”

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confidence: 99%

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Anticancer Effect of the Iridoid Glycoside Fraction from Dipsacus fullonum L. Leaves

Kuhtinskaja

Bragina

Kulp

et al. 2020

Natural Product Communications

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Species of Dipsacus have been widely used in folk medicine for their neuroprotective, antiosteoporotic, antioxidative, anticomplementary, and antibacterial activities. However, there has been but a limited amount of research on the anticancer effect of one of the most popular representatives of this genus, D. fullonum. Also, the cytotoxic activity has not yet been investigated of the constituents of D. fullonum leaves. The purpose of this study was to evaluate the cytotoxic activity of the bis-iridoid glycosides isolated from D. fullonum leaves against murine fibroblast NIH/3T3, mouse melanoma B16F10, HeLa human cervical cancer, human breast cancer MCF7 and MDB-MB-231 cells. The bis-iridoids, obtained by chromatographic fractionation of the extract of D. fullonum leaves, were characterized by thin-layer chromatography and high-performance liquid chromatography-mass spectrometry (HPLC-MS)/MS analysis. The cytotoxicity of the iridoid fraction was evaluated by WST-1 assay, and the number of dead cells was determined by the propidium iodide test. HPLC-MS/MS analysis showed the isolated bis-iridoid fraction to consist mainly of sylvestroside III and/or sylvestroside IV. This fraction was applied to cell cultures and kept for 48 and 72 hours. The results demonstrated that the iridoid glycosides had a differential ability to induce cell death in normal and cancer cells. The study confirmed that the bis-iridoids extracted from D. fullonum leaves had a selective cytotoxic effect on human breast cancer cell lines MCF7 and MDB-MD-231, while their cytotoxic effect on noncancer cells was low.

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confidence: 99%

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confidence: 99%

Anticancer Effect of the Iridoid Glycoside Fraction from Dipsacus fullonum L. Leaves

Kuhtinskaja

Bragina

Kulp

et al. 2020

Natural Product Communications

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“…From Figure 1, the dipsacus saponin VI content in D. asperoides from different habitats was significantly different (p < 0.05), and the samples from Hubei contained the highest dipsacus saponin VI. pharmacology [7], and transcriptomics [1]. Triterpenoid saponins, such as dipsacus saponin VI, macranthoidin A and HN saponin F, are the principal active ingredients of D. asperoides [8].…”

Section: Content Of Dipsacus Saponin VI From Different Habitatsmentioning

confidence: 99%

“…However, due to the different growth environments, the accumulated active components and the quality of D. asperoides have shown marked differences in different cultivation bases [2][3][4]. At present, research on D. asperoides has primarily focused on chemical composition [5], cultivation [6], pharmacology [7], and transcriptomics [1]. Triterpenoid saponins, such as dipsacus saponin VI, macranthoidin A and HN saponin F, are the principal active ingredients of D. asperoides [8].…”

Section: Introductionmentioning

confidence: 99%

Comparative Proteomic Analysis of Dipsacus asperoides Roots from Different Habitats in China

Jin

Wang

et al. 2020

Molecules

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Dipsacus asperoides is a kind of Chinese herbal medicine with beneficial health properties. To date, the quality of D. asperoides from different habitats has shown significant differences. However, the molecular differences in D. asperoides from different habitats are still unknown. The aim of this study was to investigate the differences in protein levels of D. asperoides from different habitats. Isobaric tags for relative and absolute quantification (iTRAQ) and 2DLC/MS/MS were used to detect statistically significant changes in D. asperoides from different habitats. Through proteomic analysis, a total of 2149 proteins were identified, of which 42 important differentially expressed proteins were screened. Through in-depth analysis of differential proteins, the protein metabolism energy and carbohydrate metabolism of D. asperoides from Hubei Province were strong, but their antioxidant capacity was weak. We found that three proteins, UTP-glucose-1-phosphate uridylyltransferase, allene oxide cyclase, and isopentyl diphosphate isomerase 2, may be the key proteins involved in dipsacus saponin VI synthesis. Eight proteins were found in D. asperoides in response to environmental stress from different habitats. Quantitative real-time PCR analysis confirmed the accuracy and authenticity of the proteomic analysis. The results of this study may provide the basic information for exploring the cause of differences in secondary metabolites in different habitats of D. asperoides and the protein mechanism governing differences in quality.

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“…Usually, the roots of D. asper were decocted for treatment of insufficiency of liver and kidney, rheumatic arthralgia, bone fracture, and so on. Previous studies have led to the identification of the active compounds from the roots of D. asper mainly as iridoid glycosides and triterpenoid saponins, which have been discovered to possess anti-inflammatory, cytotoxic, and acetylcholine esterase inhibitory activities [13,14]. Nowadays, more and more pharmacological studies have been carried out to research the bioactivities of these specialized metabolites.…”

Section: Introductionmentioning

confidence: 99%

Comprehensive separation of iridoid glycosides and triterpenoid saponins from Dipsacus asper with salt‐containing solvent by high‐speed countercurrent chromatography coupled with recycling mode

Sun

Xiao

et al. 2020

J of Separation Science

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The roots of Dipsacus asper Wall as a commonly used traditional Chinese medicine are used for tonifying liver and kidney and strengthening bones and muscles. However, an effective separation strategy for comprehensive and rapid separation of the main active compounds from the roots of D. asper is nonexistent. This investigation provided an effective separation method based on AB-8 macroporous resin column chromatography using different ratios of ethanol in water and two different modes of high-speed countercurrent chromatography with salt-containing solvent system for rapid enrichment and separation from the roots of D. asper. The macroporous resin column chromatography was performed on AB-8 resin using ethanol in water ratios of 10, 30, 40, 50, and 80% as the optimized enrichment conditions for iridoid glycosides and triterpenoid saponins with different polarities. For high-speed countercurrent chromatography separation, the conventional and recycling modes were combined together to develop a strategy for 12 compounds (1-12) from the enriched parts of 30, 40, and 80% ethanol, including six high-polarity iridoid glycosides (1-6) using inorganic salt-containing solvent system and six triterpenoid saponins (7-12). Recycling high-speed countercurrent chromatography separation was successfully applied to separate two isomers (9 and 10) after 11 cycles. K E Y W O R D Shigh-speed countercurrent chromatography, iridoid glycosides, salt-containing solvent, traditional Chinese medicine, triterpenoid saponins

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Triterpenoids and triterpenoid saponins from Dipsacus asper and their cytotoxic and antibacterial activities

Cited by 39 publications

References 35 publications

Anticancer Effect of the Iridoid Glycoside Fraction from Dipsacus fullonum L. Leaves

Anticancer Effect of the Iridoid Glycoside Fraction from Dipsacus fullonum L. Leaves

Comparative Proteomic Analysis of Dipsacus asperoides Roots from Different Habitats in China

Comprehensive separation of iridoid glycosides and triterpenoid saponins from Dipsacus asper with salt‐containing solvent by high‐speed countercurrent chromatography coupled with recycling mode

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