Cytotoxic Flavonoids with Isoprenoid Groups from Morus mongolica

Shi, Ying; Fukai, Toshio; Sakagami, Hiroshi; Chang, Wen-Jin; Yang, Po; Wang, Feng‐Peng; Nomura, Taro

doi:10.1021/np000317c

Cited by 158 publications

(94 citation statements)

References 13 publications

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“…Flavonoids have demonstrated to possess cytotoxic activity (SHI et al, 2001). The flavonoids of Humulus lupulus L. and Lonchocarpus spp.…”

Section: Resultsmentioning

confidence: 99%

Chromatographic analysis, antiproliferative effect and genotoxicity of aqueous extracts of Citrus sinensis (L.) osbeck on the Allium cepa L. test system

Tedesco¹,

Kuhn²,

Boligon³

et al. 2015

Biosci. J.

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ABSTRACT:The species Citrus sinensis (L.) Osbeck (orange) is used in folk medicine as an infusion (tea) for the treatment of nerve irritation, insomnia, spasms, whooping cough, flue, and gastrointestinal problems. The aim of this study was to evaluate the antiproliferative and genotoxic potential of aqueous extracts of C. sinensis testing by Allium cepa L., as well as to determine the components in the complex mixture (tea). Leaves from two populations of this species were used in the preparation of infusions at two concentrations: 6g.L -1 and 24g.L -1 , besides using distilled water as a negative control and 9.6% glyphosate as a positive control. Six groups of four bulbs of A. cepa were used, each group corresponding to one of the treatments. The bulbs were rooted in distilled water and then transferred to the respective treatments where they remained for 24 hours (the bulbs of the negative control remained in distilled water). The rootlets were collected, fixated in ethanol-acetic acid (3:1) for 24 hours and stored in 70% alcohol. 4,000 cells were analyzed per group of bulbs, and the calculated mitotic indices were submitted to statistical analysis using the χ 2 test. The aqueous extracts of C. sinensis have as main components flavonoids and phenolic acids. The values of the mitotic index decreased with increasing concentration of the extracts relative to the control in water. The results indicated that the orange aqueous extracts in the studied concentrations in both populations have antiproliferative and genotoxic effects on the cell cycle of A. cepa.

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“…Flavonoids have demonstrated to possess cytotoxic activity (SHI et al, 2001). The flavonoids of Humulus lupulus L. and Lonchocarpus spp.…”

Section: Resultsmentioning

confidence: 99%

Chromatographic analysis, antiproliferative effect and genotoxicity of aqueous extracts of Citrus sinensis (L.) osbeck on the Allium cepa L. test system

Tedesco¹,

Kuhn²,

Boligon³

et al. 2015

Biosci. J.

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“…LDH release as shown in (E), and cell death assay by flow cytometry was shown in (F) and (G). Table 1 1 H (500 MHz) and 13 C (125 MHz) NMR spectral data (DMSO-d 6 ) for Sanggenon C …”

Section: Discussionmentioning

confidence: 99%

“…Among the flavonoids in Morus Mongolia, the Diels-Alder type flavanone Sanggenon C was the most potent (13). In the current study, the inhibitory effect of Sanggenon C on cell proliferation was first evaluated by Alamur blue assay in two murine cancer lines: hepatoma H22 and leukemic P388 cells.…”

Section: Cytotoxicity Of Sanggenon C In Murine Hepatoma H22 and Leukementioning

confidence: 95%

Sanggenon C decreases tumor cell viability associated with proteasome inhibition

Huang¹

2009

Front Biosci

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Several flavonoids have been reported to be proteasome inhibitors, but whether prenylated flavonoids are able to inhibit proteasome function remains unknown. We report for the first time that Sanggenon C, a natural prenylated flavonoid, inhibits tumor cellular proteasomal activity and cell viability. We found that (1) Sanggenon C inhibited tumor cell viability and induced cell cycle arrest at G0/G1 phase; (2) Sanggenon C inhibited the chymotrypsin-like activity of purified human 20S proteasome and 26S proteasome in H22 cell lysate, and Sanggenon C was able to dosedependently accumulate ubiquitinated proteins and proteasome substrate protein p27; (3) Sanggenon C-induced proteasome inhibition occurred prior to cell death in murine H22 and P388 cell lines; (4) Sanggenon C induced death of human K562 cancer cells and primary cells isolated from leukemic patients. We conclude that Sanggenon C inhibits tumor cell viability via induction of cell cycle arrest and cell death, which is associated with its ability to inhibit the proteasome function and that proteasome inhibition by Sanggenon C at least partially contributes to the observed tumor cell growth-inhibitory activity. Proteasome inhibition has been demonstrated as a novel therapeutic strategy in multiple disease models, including fibrosis (4), inflammation (5), ischemia-reperefusion injury (6), myocardial hypertrophy (7) and cancer (8). Proteasome inhibitor bortezomib (Valcade or PS-341) has been approved by the United States FDA to treat multiple myeloma. Other proteasome inhibitors are now under clinical trials for cancer therapy (8). However, there were some associated toxicity observed in the clinical trials using bortezomib (8). Therefore, there is a need to search for novel proteasome inhibitors with decreased side effect. It is an attractive idea to identify and isolate novel natural proteasome inhibitors from medicinal plants. Many of the reported natural proteasome inhibitors belong to the flavonoid family (3). Among all these reported natural flavonoid proteasome inhibitors, an aromatic ketone structure plays a very important role for binding to the threonine residue at the N terminus (Thr 1) of the proteasome subunits and inhibiting the proteasomal activities (3, 9, 10). KeywordsSeveral flavonoids have been isolated from the stem bark of Morus cathayana (SANGPAIPI), including Sanggenon C. Sanggenon C is a flavanone Diel-Alder adduct compound. Up to now, there are only a few reports on the biological and pharmacological effects of Sanggenon C. It has been reported that Sanggenon C has anti-oxidant and antiinflammation activities (2) and could inhibit TNF-alpha-stimulated cell adhesion and expression of VCAM-1 by suppressing the activation of NF-kappa B. It has also been proposed that Sanggenon C decreases ICAM-1 protein expression at a post-translational level (11). In addition, it was reported that Sanggenon C inhibited protein tyrosine phosphatase 1B (12) and possessed the function to decrease blood pressure. Since Sanggenon C possesses the mo...

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“…The species of Morus have been shown to exhibit anti-HIV, anti-oxidative, anti-hypotensive, and cytotoxic activities. [6][7][8] Plants of this genus are known to be rich in flavonoids, 9,10) a group of chemicals shown to have potent antiviral activities against herpes simplex virus, rhinovirus, human immunodeficiency virus, and various respiratory viruses. [11][12][13] This herb has been long used as an antiphlogistic, diuretic, and expectorant, 14) and also applied for control of inflammation, diabetes, and bronchial asthma.…”

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confidence: 99%

Inhibitory Effects of Morus alba on Compound 48/80-Induced Anaphylactic Reactions and Anti-Chicken Gamma Globulin IgE- Mediated Mast Cell Activation

Chai

Lee

Han

et al. 2005

Biological & Pharmaceutical Bulletin

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Mast cells are widely distributed throughout vascularized tissues and certain epithelia.1) Mast cells are responsible for a variety of allergic disorders including allergic rhinitis, dermatitis, asthma, and food allergies, as well as catastrophic anaphylactic reactions to insect stings and some drugs. These cells respond to IgE-directed antigens via the high-affinity receptor for IgE, Fce RI, by releasing granules that contain preformed inflammatory mediators and generating inflammatory lipids and cytokines. 2,3) Species of the genus Dorstenia (Moraceae) are perennial, herbaceous plants that are widely distributed in tropical Africa, Asia, Middle-East, Central and South America. 4,5) Moraceae comprises a large family of sixty genera and nearly 1400 species, including important groups such as Artocarpus, Morus, and Ficus. The species of Morus have been shown to exhibit anti-HIV, anti-oxidative, anti-hypotensive, and cytotoxic activities. [6][7][8] Plants of this genus are known to be rich in flavonoids, 9,10) a group of chemicals shown to have potent antiviral activities against herpes simplex virus, rhinovirus, human immunodeficiency virus, and various respiratory viruses. [11][12][13] This herb has been long used as an antiphlogistic, diuretic, and expectorant, 14) and also applied for control of inflammation, diabetes, and bronchial asthma. 15,16) The phenolic constituents and flavonoids of mulberry tree inhibits cAMP phosphodiesterase activity and regulates arachidonate metabolism in rat platelet homogenates. 17) Although studies have demonstrated that various effects of M. alba on numerous disease, the anti-allergic activity of the root bark of M. alba is poorly understood. Since calcium and cAMP have been shown to play a pivotal role in the mast cell activations, we have assessed the effect of the root bark of M. alba on calcium uptake and change of intracellular cAMP in mast cells. In this paper, we show that the root bark of M. alba inhibits the compound 48/80-induced systemic anaphylactic shock and anti-CGG IgE-induced rat peritoneal mast cell activations and the increased vascular permeability while cAMP level is increased. In addition, its effects are compared with disodium cromoglycate (DSCG), a known cell stabilizer which inhibits the release of pre-formed and newly synthesized chemical mediators from a variety of cells involved in allergic and inflammatory responses. 18) MATERIALS AND METHODS MaterialsCompound 48/80, bovine serum albumin (BSA), disodium cromoglycate (DSCG) and HEPES, chicken gamma globulin (CGG) were purchased from Sigma Chemical Co. (MO, U.S.A.). DSCG, an antianaphylactic agent, was used as positive control in order to compare with HEMA activity. Percoll solution was purchased from Pharmacia (Uppsala, Sweden). Anti-CGG IgE antibodies were supplied by Hern-Ku Lee works for department of immunology, Chonbuk National University Medical School.Experimental Animals Male ICR mice and SpragueDawley rats aged 8-10 weeks were purchased from Dae Han Experimental Animal Center (Daejeon, Korea...

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Cytotoxic Flavonoids with Isoprenoid Groups from Morus mongolica

Cited by 158 publications

References 13 publications

Chromatographic analysis, antiproliferative effect and genotoxicity of aqueous extracts of Citrus sinensis (L.) osbeck on the Allium cepa L. test system

Chromatographic analysis, antiproliferative effect and genotoxicity of aqueous extracts of Citrus sinensis (L.) osbeck on the Allium cepa L. test system

Sanggenon C decreases tumor cell viability associated with proteasome inhibition

Inhibitory Effects of Morus alba on Compound 48/80-Induced Anaphylactic Reactions and Anti-Chicken Gamma Globulin IgE- Mediated Mast Cell Activation

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