Application of a sensitive and specific LC–MS/MS method for determination of chinensinaphthol methyl ether in rat plasma for a bioavailability study

Zhou, Shujun; Qiu, Feng; Tong, Zhanqi; Yang, Shihai; Yang, Meihua

doi:10.1016/j.jchromb.2012.06.045

Cited by 8 publications

(4 citation statements)

References 13 publications

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“…This result was further validated by the SOD activity assay, cell-cycle analysis and Annexin V/PI staining. In agreement with these findings, we have previously reported that the oral absolute bioavailability of HJB is better than that of HJA (36.0 ± 13.4%) [39] and CME (3.2 ± 0.2%) [40] . Indeed, the sequence of the bioavailability was HJB > JB > HJC > HJA > CME.…”

Section: Discussionsupporting

confidence: 89%

Evaluation and Structure-Activity Relationship Analysis of a New Series of Arylnaphthalene lignans as Potential Anti-Tumor Agents

Luo

Kong

et al. 2014

PLoS ONE

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Arylnaphthalene lignan lactones have attracted considerable interest because of their anti-tumor and anti-hyperlipidimic activities. However, to our knowledge, few studies have explored the effects of these compounds on human leukemia cell lines. In this study, five arylnaphthalene lignans including 6′-hydroxy justicidin A (HJA), 6′-hydroxy justicidin B (HJB), justicidin B (JB), chinensinaphthol methyl ether (CME) and Taiwanin E methyl ether (TEME) were isolated from Justicia procumbens and their effects on the proliferation and apoptosis of the human leukemia K562 cell line were investigated then used to assess structure-activity relationships. To achieve these aims, cytotoxicity was assayed using the MTT assay, while intracellular SOD activity was detected using the SOD Activity Assay kit. Apoptosis was measured by both the using a cycle TEST PLUS DNA reagent kit as well as the FITC Annexin V apoptosis detection kit in combination with flow cytometry. Activation of caspase-mediated apoptosis was evaluated using a FITC active Caspase-3 apoptosis kit and flow cytometry. The results indicated that HJB, HJA and JB significantly inhibited the growth of K562 cells by decreasing both proliferation and SOD activity and inducing apoptosis. The sequence of anti-proliferative activity induced by the five tested arylnaphthalenes by decreasing strength was HJB > HJA > JB > CME > TEME. HJB, HJA and JB also decreased SOD activity and induced apoptosis in a dose-dependent manner. Activation of caspase-3 further indicated that HJB, HJA and JB induced caspase-dependent intrinsic and/or extrinsic apoptosis pathways. Together, these assays suggest that arylnaphthalene lignans derived from Justicia procumbens induce apoptosis to varying degrees, through a caspase-dependent pathway in human leukemia K562 cells. Furthermore, analysis of structure-activity relationships suggest that hydroxyl substitution at C-1 and C-6′ significantly increased the antiproliferative activity of arylnaphthalene lignans while a methoxyl at C-1 significantly decreased the effect.

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Section: Discussionsupporting

confidence: 89%

Evaluation and Structure-Activity Relationship Analysis of a New Series of Arylnaphthalene lignans as Potential Anti-Tumor Agents

Luo

Kong

et al. 2014

PLoS ONE

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“…Additionally, we performed a study on the pharmacokinetics of HJB in vivo . Compared with previous studies ( Qiu et al, 2012 , 2013 ; Zhou et al, 2012 ; Luo et al, 2017 ), the elimination t 1/2 and MRT last values of HJB were significantly larger than those of HJA, TEME, JB, and CME. In contrast, HJB’s CL value is significantly lower.…”

Section: Discussioncontrasting

confidence: 92%

6′-Hydroxy Justicidin B Triggers a Critical Imbalance in Ca2+ Homeostasis and Mitochondrion-Dependent Cell Death in Human Leukemia K562 Cells

Luo

Qin

et al. 2018

Front. Pharmacol.

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Justicia procumbens (J. procumbens) is a traditional Chinese herbal medicine which was used for the treatment of fever, pain, and cancer. A compound 6′-hydroxy justicidin B (HJB) isolated from J. procumbens exhibits promising biological properties. However, the mechanism of action and the in vivo behavior of HJB remain to be elucidated. In this study, we investigated the mechanism of action of HJB on human leukemia K562 cells and its pharmacokinetic properties in rats. The results demonstrated that HJB significantly inhibited the proliferation of K562 cells and promoted apoptosis. Besides, HJB resulted in decreased mitochondrial membrane potential deltaPSIm, increased the level of the calcium homeostasis regulator protein TRPC6 and cytosolic calcium. The activity of caspase-8, caspase-9 and the expression of p53 were significantly increased after treatment with HJB. Additionally, HJB has rapid absorption rate and relative long elimination t1/2, indicating a longer residence time in vivo. The results indicate that HJB inhibited the proliferation of K562 cells and induced apoptosis by affecting the function of mitochondria and calcium homeostasis to activate the p53 signaling pathway. The pharmacokinetic study of HJB suggested it is absorbed well and has moderate metabolism in vivo. These results present HJB as a potential novel alternative to standard human leukemia therapies.

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“…The results of quantification showed that chinensinaphthol methyl ether was the most significant lignan in J. procumbens , with its content up to 0.37 mg/g. Biological assays indicated that chinensinaphthol methyl ether exhibited antiplatelet, antitumor, and antiviral activities [28]. Justicidin B, an arylnaphthalen lignan, was calculated to be a large quantity (0.30 mg/g), which was famous for its wide array of biological properties ranges from cytotoxic to antifungal, antiviral, and antibacterial activities [29].…”

Section: Resultsmentioning

confidence: 99%

Development of a mesoporous silica based solid‐phase extraction and ultra‐performance liquid chromatography–MS/MS method for quantifying lignans in Justicia procumbens

Shen

Wang

et al. 2020

Electrophoresis

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Justicia procumbens is a food and medicine homologous variety, popularly used for making vegetable soups. In this study, a novel mesoporous silica was synthesized and used as the sorbent of SPE for the purification of lignans from J. procumbens. A laboratory‐made SPE cartridge was packed with 100 mg of mesoporous silica, which was washed with 10% methanol and eluted using 0.8 mL acetonitrile after sample loading. Afterward, the extract was analyzed by ultra‐performance liquid chromatography (UPLC) and MS/MS. All the lignans were efficiently separated in 6 min with the noise level in the range of 50–150 cps. 6′‐Hydroxy justicidin B, 6′‐hydroxy justicidin A, justicidin B, chinensinaphthol methyl ether, justicidin C, and neojusticdin A were identified to be the dominant molecular species in J. procumbens with contents of 0.065−0.37 mg/g in three tested sample batches from different geographic origins. In conclusion, the proposed mesoporous silica based SPE UPLC–MS/MS method is efficient in linearity (R2 = 0.9989−0.9996), sensitivity (LOD ≤0.13 μg/kg and LOQ ≤0.42 μg/kg), precision (RSDintra‐day ≤3.12 and RSDinter‐day ≤4.56), and recovery (83.42−96.11%, RSD ≤2.88%).

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Application of a sensitive and specific LC–MS/MS method for determination of chinensinaphthol methyl ether in rat plasma for a bioavailability study

Cited by 8 publications

References 13 publications

Evaluation and Structure-Activity Relationship Analysis of a New Series of Arylnaphthalene lignans as Potential Anti-Tumor Agents

Evaluation and Structure-Activity Relationship Analysis of a New Series of Arylnaphthalene lignans as Potential Anti-Tumor Agents

6′-Hydroxy Justicidin B Triggers a Critical Imbalance in Ca2+ Homeostasis and Mitochondrion-Dependent Cell Death in Human Leukemia K562 Cells

Development of a mesoporous silica based solid‐phase extraction and ultra‐performance liquid chromatography–MS/MS method for quantifying lignans in Justicia procumbens

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