Moscatilin, a bibenzyl derivative from the India orchid Dendrobrium loddigesii, suppresses tumor angiogenesis and growth in vitro and in vivo

Tsai, Andy; Pan, Shiow Lin; Liao, Cho Hwa; Guh, Jih‐Hwa; Wang, Shih‐Wei; Sun, Hui; Liu, Yi Nan; Chen, Chien Chih; Shen, Chien Chang; Chang, Ya Ling; Teng, Che-Ming

doi:10.1016/j.canlet.2009.11.020

Cited by 62 publications

(49 citation statements)

References 33 publications

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“…Furthermore, moscatilin was revealed to strongly suppress pancreatic tumor growth and development, without any apparent toxicity, in vivo . In previous studies, moscatilin has been demonstrated to possess proapoptotic effects in esophageal cancer, antimetastatic effects in lung and breast cancer, and anti-angiogenic activity against malignant tumors (16–19). These previous data indicated that moscatilin is worthy of being developed into a therapeutic agent for the prevention and treatment of pancreatic cancer.…”

Section: Discussionmentioning

confidence: 99%

“…This species has been used in China, India, and other countries in subtropical and Southeast Asia, for >2,000 years (9–11). For decades, bibenzyls, which are the main bioactive components derived from Dendrobium species, have been subjected to extensive investigation as likely candidates for cancer treatment (12–19). For example, erianin exhibits anti-angiogenic activity via inducing endothelial cytoskeletal disorganization and activating the c-Jun N-terminal kinase (JNK)/stress-associated protein kinases (SAPK) signaling pathway (12,13).…”

Section: Introductionmentioning

confidence: 99%

“…denneanum , was revealed to exert proapoptotic effects in pancreatic cancer cells. Moscatilin has been reported to exert proapoptotic effects in esophageal cancer, antimetastatic effects in lung and breast cancer, and anti-angiogenic activities against malignant tumors (16–19). The present study aimed to investigate whether the cytotoxicity of moscatilin on Panc-1 cells was associated with intracellular ROS production, and to determine the underlying mechanisms.…”

Section: Introductionmentioning

confidence: 99%

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Moscatilin induces apoptosis of pancreatic cancer cells via reactive oxygen species and the JNK/SAPK pathway

Zhang

Fang

et al. 2017

Molecular Medicine Reports

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Moscatilin is a bibenzyl derivative extracted from the Dendrobium aurantiacum var. denneanum, which has traditionally been used as an immunomodulatory treatment in China. The present study was designed to determine whether moscatilin is a pro-apoptotic agent in pancreatic cancer, and to elucidate the underlying mechanisms. The apoptotic and anti-proliferative effects of moscatilin on pancreatic cancer cells were determined in vitro using biochemical assays, such as the MTT assay, colony formation assay, Hoechst staining and DNA fragmentation assay, and in vivo using Panc-1 pancreatic cancer xenografts. Western blotting was also conducted to evaluate the expression levels of B-cell lymphoma 2 (Bcl2), Bcl2-associated X protein (Bax), Bcl2 homologous antagonist killer (Bak), caspase 3, cleaved-caspase 3, poly (ADP-ribose) polymerase, p-c-Jun N-terminal kinase (JNK)/stress-activated protein kinases (SAPK) and JNK/SAPK in response to moscatilin. We used DCFH-DA to detect the production of reactive oxygen species (ROS) induced by moscatilin. The present study demonstrated that moscatilin markedly inhibited pancreatic cancer cell viability and induced cell apoptosis in a concentration-dependent manner. Conversely, moscatilin did not affect the cell viability of human umbilical vein endothelial cells at the comparable dosage. Treatment with moscatilin suppressed clonogenicity of Panc-1 cells in a concentration-dependent manner. Furthermore, a decrease in Bcl2 expression, and an increase in the expression levels of Bak and Bax, was detected following treatment with moscatilin, resulting in an increase in the proapoptotic/anti-apoptotic expression ratio (Bax/Bcl2) in Panc-1 cells. Moscatilin also induced activation of the caspase-dependent mitochondrial apoptotic pathway. In addition, moscatilin enhanced cellular ROS production and induced activation of JNKSAPK signaling pathway. Conversely, pretreatment with the ROS scavenger N-acetylcysteine or the JNK/SAPK-specific inhibitor SP600125 prevented moscatilin-mediated reductions in cell viability. Furthermore, moscatilin inhibited tumor growth in nude mice bearing Panc-1 cells, without apparent toxicity. In conclusion, these results demonstrated that moscatilin may induce pancreatic cell apoptosis, and therefore may be considered a potential therapeutic agent for the treatment of pancreatic cancer.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Moscatilin induces apoptosis of pancreatic cancer cells via reactive oxygen species and the JNK/SAPK pathway

Zhang

Fang

et al. 2017

Molecular Medicine Reports

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“…In a previous study, D. officinale and its closely related species, such as Dendrobium aphyllum and Dendrobium crystallinum, could not be separated solely by their polysaccharide content and monosaccharide composition [7]. Besides polysaccharides, bibenzyl is relatively common in the genus and has neuro-protective and antitumor activities [8][9][10]. Phytochemical analyses of D. officinale have shown that it contains a wide variety of low molecular weight compounds including bibenzyls, phenanthrenes, and flavanones [11,12].…”

mentioning

confidence: 99%

Discrimination of the rare medicinal plant Dendrobium officinale based on naringenin, bibenzyl, and polysaccharides

Chen

Wang

et al. 2012

Sci. China Life Sci.

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The aim of this study was to establish a method for discriminating Dendrobium officinale from four of its close relatives Dendrobium chrysanthum, Dendrobium crystallinum, Dendrobium aphyllum and Dendrobium devonianum based on chemical composition analysis. We analyzed 62 samples of 24 Dendrobium species. High performance liquid chromatography analysis confirmed that the four low molecular weight compounds 4′,5,7-trihydroxyflavanone (naringenin), 3,4-dihydroxy-4′,5-dimethoxybibenzyl (DDB-2), 3′,4-dihydroxy-3,5′-dimethoxybibenzyl (gigantol), and 4,4′-dihydroxy-3,3′,5-trimethoxybibenzyl (moscatilin), were common in the genus. The phenol-sulfuric acid method was used to quantify polysaccharides, and the monosaccharide composition of the polysaccharides was determined by gas chromatography. Stepwise discriminant analysis was used to differentiate among the five closely related species based on the chemical composition analysis. This proved to be a simple and accurate approach for discriminating among these species. The results also showed that the polysaccharide content, the amounts of the four low molecular weight compounds, and the mannose to glucose ratio, were important factors for species discriminant. Therefore, we propose that a chemical analysis based on quantification of naringenin, bibenzyl, and polysaccharides is effective for identifying D. officinale. Dendrobium officinale, naringenin, bibenzyl, polysaccharide, discriminant analysis Citation:Chen X M, Wang F F, Wang Y Q, et al. Discrimination of the rare medicinal plant Dendrobium officinale based on naringenin, bibenzyl, and polysaccharides.

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“…[28] This compound also exhibited antiangiogenic activity by inhibition of angiogenic factor signaling pathway. [29] As above data, moscatilin has been shown to be a potential anticancer agent, and D. williamsonii can be asource for this compound. For anti-HSV activity, only compound 3 exhibited antiviral effect against HSV-1 and HSV-2 (IC 50 304.1 µM and 334.5 µM, respectively), when compared with acyclovir (IC 50 1.5 µM and 2.9 µM, respectively), whereas, other compounds were devoid of anti-herpetic activity.…”

Section: Resultsmentioning

confidence: 94%

Chemical Constituents of Dendrobium williamsonii

Rungwichaniwat¹,

Sritularak²,

Likhitwitayawuid³

2014

Phcog J.

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Objective: Isolation of compounds from Dendrobium williamsonii and evaluation of each isolates for its free radical scavenging, antiherpetic and cytotoxic activities. Results: Six phenolic compounds were isolated including tetratriacontanyltrans-p-coumarate (1), trans-docosanoylferulate (2), 3,3′-dihydroxy-4,5-dimethoxybibenzyl (3), moscatilin (4), apigenin (5) and vanillic acid (6). Among these isolates, compounds 3, 4 and 5 exhibited recognizable DPPH free radical scavenging potential.Only 3 exhibited weak activity against Herpes simplex virus, whereas 3 and 4 showed cytotoxicity against KB and MCF-7 cancer cells. Conclusion: This study is the first report on the chemical and biological properties of D. williamsonii.Compounds 3, 4 and 5 are responsible for free radical scavenging activity of this plant. Compound 4 showed the strongest cytotoxic effect on KB cancer cells.

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Moscatilin, a bibenzyl derivative from the India orchid Dendrobrium loddigesii, suppresses tumor angiogenesis and growth in vitro and in vivo

Cited by 62 publications

References 33 publications

Moscatilin induces apoptosis of pancreatic cancer cells via reactive oxygen species and the JNK/SAPK pathway

Moscatilin induces apoptosis of pancreatic cancer cells via reactive oxygen species and the JNK/SAPK pathway

Discrimination of the rare medicinal plant Dendrobium officinale based on naringenin, bibenzyl, and polysaccharides

Chemical Constituents of Dendrobium williamsonii

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