Apoptosis induction and cell cycle arrest induced by Sinkiangenone B, a novel phenylpropanoid derivative from the resin of <i>Ferula sinkiangensis</i> K. M. Shen

Wang, Junchi; Gao, Yuan; Wang, Huijuan; Chen, Lihua; Cao, Li; Xu, Jin; Li, Xiaojin; Zhao, Yaqin; Zhu, Jian; Si, Jianmin

doi:10.1039/c7ra13716h

Cited by 17 publications

(16 citation statements)

References 31 publications

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“…Similar to dillapiole, other phenylpropanoids such as asaricin and isoasarone (Piper sarmentosum Roxb extracts); and 1'S-1'-acetoxyeugenol acetate (Alpinia conchigera Griff extract) also induced apoptosis in MDA-MB-231 [19] breast cancer cells, while Sinkiangenone B (Ferula sinkiangensis extract) induced apoptosis in gastric cancer, AGS cells [20]. Apart from that, the apoptotic effect of safrole, an analogue of dillapiole on various cancer cells has been well documented.…”

Section: Apoptosis Assaymentioning

confidence: 99%

In Vitro Cytotoxic Evaluation and Apoptotic Effects of Dillapiole on Human Nasal Squamous Cell Carcinoma

et al. 2021

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Dillapiole is one of the major compounds in Peperomia pellucida. Dillapiole exerts cytotoxicity effect on several cancer cells such as breast and colon with a minimal effect on normal cells. However, its effect on cancers in head and neck region remains ambiguous. Therefore, in the current study, the cytotoxicity effect of dillapiole on human nasal squamous cell carcinoma, RPMI 2650 and the underlying mechanism were investigated. Normal human gingival fibroblast, HGnF cells was used as comparison. Cisplatin and untreated cells were used as positive and negative controls, respectively. Cell cytotoxicity was determined using WST-1 assay; and validated by trypan blue exclusion assays. Cell death mechanism was determined using Annexin V-FITC detection kit and analyzed by flow cytometer. The cytotoxic effect of dillapiole on RPMI 2650 cells was shown significantly increased with the increasing amount of dillapiole from 25.93 ± 6.39 % to 83.87 ± 8.43 % (p<0.05, n=3) with the respective IC50 and IC75 of 46 µM and 125 µM. None of both IC50 and IC75 were obtained for HGnF cells up to 150 µM. Loss of normal shape, cytoplasm shrinkage and reduction in cell volume were detected in RPMI 2650 cells after dillapiole treatment at respective IC50 (46 µM) and IC75 (125 µM), indicating apoptosis. These findings indicate that dillapiole cytotoxicity effect is more selective towards RPMI 2650 compared to HGnF cells and the mechanism of death was through the induction of apoptosis.

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Section: Apoptosis Assaymentioning

confidence: 99%

In Vitro Cytotoxic Evaluation and Apoptotic Effects of Dillapiole on Human Nasal Squamous Cell Carcinoma

et al. 2021

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“…As a kind of folk medicine, it is often used to reduce the symptoms of indigestion, lumps, ovarian cysts, joint pain, and wound infection by Uygur people [9]. Previous phytochemical investigations of this plant mainly led to the isolation of ferulic acid derivatives [10], phenylpropanoid derivatives [11], sesquiterpene coumarins [12], steroidal esters [13], and disulfides [14]. However, the constituents of lignans have rarely been reported in recent years.…”

Section: Introductionmentioning

confidence: 99%

Racemic Norlignans as Diastereoisomers from Ferula sinkiangensis Resins with Antitumor and Wound-Healing Promotion Activities

Yang

Zheng

et al. 2022

Molecules

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Ferulasinkins A–D (1–4), four new norlignans, were isolated from the resins of Ferula sinkiangensis, a medicinal plant of the Apiaceae family. All of them were obtained as racemic mixtures, chiral HPLC was used to produce their (+)- and (−)-antipodes. The structures of these new compounds, including their absolute configurations, were elucidated by spectroscopic and computational methods. This isolation provides new insight into the chemical profiling of F. sinkiangensis resins beyond the well-investigated structure types such as sesquiterpene coumarins and disulfides. Compounds 2a and 3a were found to significantly inhibit the invasion and migration of triple-negative breast cancer (TNBC) cell lines via CCK-8 assay. On the other hand, the wound-healing assay also demonstrated that compounds 4a and 4b could promote the proliferation of human umbilical vein endothelial cells (HUVECs). Notably, the promoting effects of 4a and 4b were observed as more significant versus a positive control using basic fibroblast growth factor (bFGF).

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“…Previous phytochemical investigations of the resin of F. sinkiangensis mainly focused on sesquiterpene coumarins [22,37]. As part of our ongoing search for bioactive metabolites from the resin of F. sinkiangensis [38], we report here on the isolation and characterization novel phenylpropanoid and monoterpenoid natural products containing a sulfoxide group. In addition, their cytotoxic and NO release inhibitory activities were assessed.…”

Section: Introductionmentioning

confidence: 99%

New Sulfoxide-Containing Derivatives from the Resin of Ferula sinkiangensis

et al. 2021

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Four undescribed sulfoxide-containing derivatives, sinkiangenoxides A and B, (2Z, 4E)-sinkiangenoxide C, and (2E, 4E)-sinkiangenoxide C (1 – 4), and one known compound, 1-(methylthio)propyl (E)-1-propenyl disulfide (5), were isolated from the resin of Ferula sinkiangensis. Their structures were determined based on spectroscopic methods, including IR, UV, HRESIMS, NMR, and CD analysis. Compounds 2 – 4 showed moderate cytotoxic activities against four human cancer cell lines with IC50 values ranging from 15.0 to 40.3 µM. Sinkiangenoxide B (2) was shown to induce apoptosis in HepG2 cells. In addition, compound 5 effectively attenuated lipopolysaccharide-induced nitric oxide release and TNF-α, IL-1β, IL-6, and IL-10 expression.

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Apoptosis induction and cell cycle arrest induced by Sinkiangenone B, a novel phenylpropanoid derivative from the resin of Ferula sinkiangensis K. M. Shen

Abstract: A new compound from Ferula sinkiangensis has the potential to treat gastric cancer through apoptosis induction and cell cycle arrest.

Cited by 17 publications

References 31 publications

In Vitro Cytotoxic Evaluation and Apoptotic Effects of Dillapiole on Human Nasal Squamous Cell Carcinoma

In Vitro Cytotoxic Evaluation and Apoptotic Effects of Dillapiole on Human Nasal Squamous Cell Carcinoma

Racemic Norlignans as Diastereoisomers from Ferula sinkiangensis Resins with Antitumor and Wound-Healing Promotion Activities

New Sulfoxide-Containing Derivatives from the Resin of Ferula sinkiangensis

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