Monomeric and Dimeric Cytotoxic Guaianolide-Type Sesquiterpenoids from the Aerial Parts of <i>Chrysanthemum indicum</i>

Luo, Pan; Cheng, Yanfang; Yin, Zhiyong; Li, Chanjuan; Xu, Jing; Gu, Qiong

doi:10.1021/acs.jnatprod.8b00863

Cited by 19 publications

(6 citation statements)

References 15 publications

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“…It was found that compound 109 concentration-dependently induces G2/M cell arrest. Thus, investigation of the mechanism of action and structure-activity relation (SAR) for compound 109 is worth exploring further [31]. In addition, the Kong Lingyi research group found that the new compound Chrysanthemulide A (CA) (92) demonstrated significant anti-osteosarcoma potential; therefore, its mechanism was studied.…”

Section: Antitumor Activitymentioning

confidence: 99%

Chemistry and Pharmacological Activity of Sesquiterpenoids from the Chrysanthemum Genus

et al. 2021

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Plants from the Chrysanthemum genus are rich sources of chemical diversity and, in recent years, have been the focus of research on natural products chemistry. Sesquiterpenoids are one of the major classes of chemical constituents reported from this genus. To date, more than 135 sesquiterpenoids have been isolated and identified from the whole genus. These include 26 germacrane-type, 26 eudesmane-type, 64 guaianolide-type, 4 bisabolane-type, and 15 other-type sesquiterpenoids. Pharmacological studies have proven the biological potential of sesquiterpenoids isolated from Chrysanthemum species, reporting anti-inflammatory, antibacterial, antitumor, insecticidal, and antiviral activities for these interesting molecules. In this paper, we provide information on the chemistry and bioactivity of sesquiterpenoids obtained from the Chrysanthemum genus which could be used as the scientific basis for their future development and utilization.

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Section: Antitumor Activitymentioning

confidence: 99%

Chemistry and Pharmacological Activity of Sesquiterpenoids from the Chrysanthemum Genus

et al. 2021

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“…The p-hydroxyphenylacetoxyl moiety as recognized based on the 1D NMR data, was placed to C-8 based on the HMBC correlation (Figure 1) of H-8 (δ H 4.84)/C-1" (δ C 172.7). In addition, the presence of a β-glucose moiety at C- 15 6, δ H 3.88, dd, J = 12.0, 2.0 Hz and δ H 3.68, dd, J = 12.0, 5.3 Hz), [17] and the HMBC correlation from H-1' (δ H 4.38) to C-15 (δ C 69.6). The relative configuration of the aglycone part was established as shown, based on the NOESY correlations (Figure 2) of H-7/H-5 and H 3 -13, and H-6/H-8 and H-11.…”

Section: Introductionmentioning

confidence: 99%

Sesquiterpenoids and Cytochalasins with Immunosuppressive Activity from Sonchus wightianus

Xie,

Cui,

Liu

et al. 2024

Chemistry & Biodiversity

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The plant species, Sonchus wightianus DC., was historically used in China for both medicinal and dietary uses. In present study, seven new guaiane sesquiterpenoids (1–7) and one cytochalasin (8), along with five known guaianes (9–13) and two known cytochalasins (14 and 15), were isolated from the whole plants of S. wightianus. These guaianes showed structural variations in the substituents at C‐8 and/or C‐15, and compounds 6 and 7 are two sesquiterpenoid glycoside derivatives. Their structures were determined by extensive analysis of spectroscopic, electronic circular dichroism, and X‐ray diffraction data, and chemical method. Biological tests revealed that compounds 5 and 8 are potent and selective immunosuppressive reagents.

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“…(20) HONE-1, an NPC cell line, is often used to investigate the cytotoxic effect of compounds obtained from a medicinal plant. (21) This cell line has also been used in research that assesses cytotoxicity of extract obtained from Curcuma sp. However, the effect of C. xanthorrhiza rhizome extract (CXRE) on NPC cells, including HONE-1 cell line has not been elucidated yet.…”

Section: Introductionmentioning

confidence: 99%

Curcuma xanthorrhiza Rhizome Extract Induces Apoptosis in HONE-1 Nasopharyngeal Cancer Cells Through Bid

Ranggaini¹,

Sandra

Halim

et al. 2023

Indones Biomed J

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BACKGROUND: Curcuma xanthorrhiza rhizomes have been demonstrated to have anticancer properties toward various types of cancer cells. The effect of C. xanthorrhiza rhizome extract (CXRE) on nasopharyngeal cancer (NPC) cells, including HONE-1 cell line has not been elucidated yet. Therefore, the effect of CXRE on the apoptosis of HONE-1 cells and its possible underlying mechanism are necessary to be explored.METHODS: C. xanthorrhiza rhizomes were minced, dried, extracted with distilled ethanol, filtered, and evaporated to produce CXRE. HONE-1 cells were seeded, starved, and treated with dimethyl sulfoxide (DMSO), Doxorubicin, or various concentrations of CXRE. Treated HONE-1 cells were stained with 4',6'-diamidino-2-phenylindole (DAPI) and the number of viable cells was counted. HONE-1 cells were also collected, lysed, and further processed for immunoblotting analysis to measure Bid activity.RESULTS: The number of viable HONE-1 cells decreased in concentration- and time-dependent manner. The number of viable cells in 50 and 250 μg/mL CXRE-treated groups were significantly lower compared with that in the DMSO-treated group after 24 h. At 48 h incubation period, the number of viable cells in 10, 50 and 250 μg/mL CXRE-treated groups were significantly lower compared with that in the DMSO-treated group. The number of viable cells in 250 μg/mL CXRE-treatment group was not significantly different compared with that in the Doxorubicin-treated group after 48 h. Bid expression levels in CXRE-treated groups were lower compared with that in the DMSO-treated group.CONCLUSION: CXRE could induce apoptosis via Bid activation, hence reducing the viability of HONE-1 cells.KEYWORDS: Curcuma xanthorrhiza, nasopharyngeal cancer, HONE-1 cells, apoptosis, Bid

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Monomeric and Dimeric Cytotoxic Guaianolide-Type Sesquiterpenoids from the Aerial Parts of Chrysanthemum indicum

Cited by 19 publications

References 15 publications

Chemistry and Pharmacological Activity of Sesquiterpenoids from the Chrysanthemum Genus

Chemistry and Pharmacological Activity of Sesquiterpenoids from the Chrysanthemum Genus

Sesquiterpenoids and Cytochalasins with Immunosuppressive Activity from Sonchus wightianus

Curcuma xanthorrhiza Rhizome Extract Induces Apoptosis in HONE-1 Nasopharyngeal Cancer Cells Through Bid

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