New Wnt/β‐Catenin Signaling Inhibitors Isolated from <i>Eleutherine palmifolia</i>

Li, Xiaofan; Ohtsuki, Takashi; Koyano, Takashi; Kowithayakorn, Thaworn; Ishibashi, Masami

doi:10.1002/asia.200800354

Cited by 63 publications

(49 citation statements)

References 24 publications

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“…Also, dammarane-type triterpene sapogenin (20(S)-25-OCH3-PPD; PPD25) isolated from the leaves of Panax notoginseng exerts its anticancer effect by targetting β-catenin signaling, suggesting that PPD25 may have potential as a chemotherapeutic and/or chemopreventive agent for colon and lung cancer [47]. A plant extract of Eleutherine palmifolia led to a significant decrease in the level of nuclear beta-catenin protein, resulted in the inhibitory effect on the transcription of TCF/beta-catenin in SW480 colon cancer cells in a dose-dependent manner together with selective cytotoxicity against three colorectal cancer cell lines [48]. Luteolin-7-O-Glucoside induced apoptosis by scavenging ROS and suppressing the expression of β-catenin in COLO 320 DM cells and effectively inhibited ACF development in DMH-induced experimental carcinogenesis [15].…”

Section: Discussionmentioning

confidence: 99%

Chemopreventive effects of caraway powder and oils to suppress 1, 2- dimethylhydrazine-induced colon carcinogenesis

Dadkhah¹,

Fooladvand²,

Fatemi³

et al. 2014

Turk J Bioch

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Objective: Caraway is native to western Asia, Europe and northern Africa with various pharmacological properties. To gain insight more into the mechanism(s) by which the caraway seed reduced colon premalignancies, in this study, for the first time, we decided to consider the chemopreventive effects of the whole caraway seed in comparing with its essential oils at higher dose (0.2% in diet). Methods: Colon cancer was induced by 1, 2-dimethylhydrazine (DMH) in rats (20 mg/kg body weight for 5 weeks) and groups of animals were given caraway preparations (0.2% in diet). After 16 weeks, the colon tissue biopsies were collected and analyzed for pathological observation of aberrant crypt (AC) and aberrant crypt foci (ACF) formations. In parallel, hepatic cytochrome P4501A1 (CYP1A1) and glutathione S-transferase (GST) activities were measured. In addition, colonic β-catenin was measured either at protein or mRNA levels through ELISA and RT-PCT-ELISA assays, respectively. Results:The results showed that DMH-induced changes in hepatic CYP1A1 and GST activities were recovered in animals treated with caraway preparations. Also, elevated colonic β-catenin both at protein and mRNA levels were diminished in animals treated with caraway seed powder as well as caraway essential oils. These results are in parallel with decreased ACF formations in histopathological biopsies in caraway treated groups. Conclusion: From this study, it is obvious that one of the mechanism(s) of colon chemopreventive effects applied by caraway powder and its oils may be the decreased of colonic β-catenin at protein and mRNA levels through modulation of DMH metabolism(s). Key Words: Caraway seed, Essential oil, β, -catenin, DMH, Colon carcinogenesis Conflict of Interest: This research was conducted by the research deputy grant of Qom Branch, Islamic Azad University. ÖZETAmaç: Kimyon, batı Asya, Avrupa ve kuzey Afrika için birçok farmakolojik özellikleri ile yöresel bir üründür. Bu çalışmada, kimyon tohumunun kolonun premalignitelerini azaltmaya yönelik mekanizmalarını ilk defa detaylı anlamak için, bütün kimyon tohumunun ve diette alınan yüksek doz (%0.2) yağının karşılaştırılarak kemopreventif etkilerinin değerlendirilmesine karar verildi. Metod: Ratlarda kolon kanseri 1, 2-dimetilhidrazin (DMH)'in 20 mg/kg/tüm vücut ağırlığına 5 hafta boyunca uygulanması ile oluşturuldu ve gruplara diette %0.2 olacak şekilde kimyon preparatları verildi. 16 hafta sonunda kolon doku örnekleri alınarak aberant kript (AC) ve aberant kript odak (ACF) oluşumları patolojik olarak değerlendirildi. Eş zamanlı olarak hepatik sitokrom P4501A1 (CYP1A1) ve glutatyon-S-transferaz aktiviteleri ölçüldü. Ayrıca kolon β-katenin tayini protein ve mRNA düzeyinde ELIZA ve RT-PCT-ELIZA yöntemleri ile ölçüldü. Bulgular: Kimyon preparatları ile tedavi edilen hayvanlarda, DMH indüklenmesi ile hepatik CYP1A1 ve glutatyon-S-transferaz aktivitelerinde gözlenen değişikliklerin düzeldiği görüldü. Ayrıca hem protein hem de mRNA düzeyinde artmış β-katenin düzeyi kimyon tohumu tozu ve aynı za...

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Section: Discussionmentioning

confidence: 99%

Chemopreventive effects of caraway powder and oils to suppress 1, 2- dimethylhydrazine-induced colon carcinogenesis

Dadkhah¹,

Fooladvand²,

Fatemi³

et al. 2014

Turk J Bioch

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“…Activity-guided fractionations led to the isolation of 15 naphthalene derivatives (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15), including 4 new glycosides, eleutherinosides B-E (1-4), and 10 of the 15 compounds showed strong activities with high viability among 293T cells, whose data showed that 2 and 9 inhibited the transcription of TCF/beta-catenin in SW480 colon cancer cells in a dosedependent manner and selective cytotoxicity against three colorectal cancer cell lines. In addition, treatment with 9 led to a significant decrease in the level of nuclear beta-catenin protein, suggesting this reduction to have resulted in the inhibitory effect of 9 on the transcription of TCF/beta-catenin [23].…”

Section: Natural Products With Anti-inflammatory and Anti-tumor Activitymentioning

confidence: 98%

Targeting Colon Drug Delivery by Natural Products

Kim¹

2012

Inflammatory Bowel Disease

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“…However, there are not many effective Wnt signal inhibitors. We have also reported natural products or their derivatives that act as Wnt signal inhibitors, such as bisindole alkaloid cis-dihydroarcyriarubin C, 48) and the new natural products eleutherinoside B-E. 49) Luo et al reported the first total synthesis of 21, 4R-epimer and other derivatives by intramolecular lactamization at the N5-C6 amide bond, 50) and found moderate Wnt inhibition in 4-epi-melleumin B and 4-epi-deoxymelleumin A. We also succeeded in the total synthesis of melleumin A (21) and its 3R-epimer (26).…”

Section: Synthesis and Evaluation Of Small Molecules Based On Naturalmentioning

confidence: 99%

Approaches to Neural Stem Cells and Cancer Cells Based on Natural Products

Arai

2011

CHEMICAL & PHARMACEUTICAL BULLETIN

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We have developed "protein-and cell-based screen methods" for the isolation of new natural products. By using VDR (vitamin D receptor) immobilized magnetic beads, two new natural products were isolated rapidly. To find inhibitors of Hes1 protein, which is one of the important transcriptional factors in neural stem cells, a Hes1 dimer plate assay was developed, and then first Hes1 dimer inhibitors were found from our natural products library. As a "cell-based screen method," a reporter gene assay for screening Hh (hedgehog) signaling inhibitors was constructed. New Hh signaling inhibitors were isolated from our natural extracts library. We evaluated their Hh inhibitory activity in Hh related protein synthesis and cytotoxicity against cancers, in which Hh signaling is aberrantly activated. In addition to the naturally made compounds library (extracts library), "small molecules based on natural products" were synthesized. The total synthesis of Melleumin A, B, which were isolated by our group, was achieved. From their synthetic derivatives, inhibitors of the Wnt signal, which has been reported to cause colon cancers, were discovered. Moreover, flavanone and chromone were selected as natural product scaffolds. Many flavonoids and chromones with diverse heterocyclic units were constructed using our efficient synthetic method.

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New Wnt/β‐Catenin Signaling Inhibitors Isolated from Eleutherine palmifolia

Cited by 63 publications

References 24 publications

Chemopreventive effects of caraway powder and oils to suppress 1, 2- dimethylhydrazine-induced colon carcinogenesis

Chemopreventive effects of caraway powder and oils to suppress 1, 2- dimethylhydrazine-induced colon carcinogenesis

Targeting Colon Drug Delivery by Natural Products

Approaches to Neural Stem Cells and Cancer Cells Based on Natural Products

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