Total synthesis and biological evaluation of viscolin, a 1,3-diphenylpropane as a novel potent anti-inflammatory agent

Su, Chung Ren; Shen, Yuh Chiang; Kuo, Ping Chung; Leu, Yann Lii; Damu, Amooru G.; Wang, Yea Hwey; Wu, Tian Shung

doi:10.1016/j.bmcl.2006.09.046

Cited by 25 publications

(7 citation statements)

References 13 publications

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“…In addition to its anti-inflammatory effects[3, 4], we have previously demonstrated that viscolin attenuates vascular cell adhesion molecule (VCAM) expression and monocyte adherence of tumor necrosis factor-α (TNF-α)-treated human umbilical vein endothelial cells (HUVECs)[5]. This protective effect appears critical in preventing the development of vascular inflammation and disease.…”

Section: Introductionmentioning

confidence: 99%

Viscolin Inhibits In Vitro Smooth Muscle Cell Proliferation and Migration and Neointimal Hyperplasia In Vivo

et al. 2016

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Viscolin, an extract of Viscum coloratum, has anti-inflammatory and anti-proliferative properties against harmful stimuli. The aim of the study was to examine the anti-proliferative effects of viscolin on platelet derived growth factor-BB (PDGF)-treated human aortic smooth muscle cells (HASMCs) and identify the underlying mechanism responsible for these effects. Viscolin reduced the PDGF-BB-induced HASMC proliferation and migration in vitro; it also arrested HASMCs in the G0/G1 phase by decreasing the protein expression of Cyclin D1, CDK2, Cyclin E, CDK4, and p21Cip1 as detected by Western blot analysis. These effects may be mediated by reduced PDGF-induced phosphorylation of ERK1/2, JNK, and P38, but not AKT as well as inhibition of PDGF-mediated nuclear factor (NF)-κB p65 and activator protein 1 (AP-1)/c-fos activation. Furthermore, viscolin pre-treatment significantly reduced neointimal hyperplasia of an endothelial-denuded femoral artery in vivo. Taken together, viscolin attenuated PDGF–BB-induced HASMC proliferation in vitro and reduced neointimal hyperplasia in vivo. Thus, viscolin may represent a therapeutic candidate for the prevention and treatment of vascular proliferative diseases.

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Section: Introductionmentioning

confidence: 99%

Viscolin Inhibits In Vitro Smooth Muscle Cell Proliferation and Migration and Neointimal Hyperplasia In Vivo

et al. 2016

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“…Azide 12 and 15 were prepared as following (Scheme 2). We have synthesized the styrene derivative 9 in two different methods: (i) Vinylphenols 7 , which were prepared from commercially available vanillin 6 and malonic acid through classical Knoevenagel condensation reaction (25), were alkylated with halohydrocarbon to give compound 9 ; (ii) Compound 6 was firstly alkylated (26) and then reacted with methylidene‐triphenyl‐phosphorane to form compounds 9a–d through Wittig reaction (27). Compounds 9a–d were hydroborated with sodium borohydride/boron trifluoride, followed by oxidation, to afford phenylethanol 10 (28).…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Biological Evaluation of Isosteric Analogs of Mandipropamid for the Control of Oomycete pathogens

Wang

et al. 2011

Chem Biol Drug Des

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A series of isosteric analogs of mandipropamid were designed and synthesized via 'click chemistry'. The amide bond of mandipropamid was substituted by a 1,2,3-triazole functional group. The bioassay results have indicated that some of the title compounds exhibited moderate fungicidal activity against Pseudoperonospora cubensis, and the activity has been systematically studied as a function of molecular structure. The low activity of the mandipropamid analog that contains a lipid chain is likely due to the presence of a weak hydrogen bond donor in the 1,2,3-triazole. Furthermore, we have performed the molecular modeling and found that N-methylamide could be more effective than amide as the surrogates to 1,2,3-triazole, which ultimately leads to a longer distance (1.1 Å longer) between the two substitutes in the 1,4-disubstituted 1,2,3-triazole compound.

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“…*p < 0.05 compared to the OVA group. of viscolin isolated from plants is limited, chemical synthesis could allow large amounts of viscolin to be obtained (Su et al, 2006). Therefore, there may be a cost advantage for using viscolin to treat asthma.…”

Section: Discussionmentioning

confidence: 99%

Partially purified extract and viscolin from Viscum coloratum attenuate airway inflammation and eosinophil infiltration in ovalbumin-sensitized mice

Shen

Chiang

Kuo

et al. 2011

Journal of Ethnopharmacology

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Total synthesis and biological evaluation of viscolin, a 1,3-diphenylpropane as a novel potent anti-inflammatory agent

Cited by 25 publications

References 13 publications

Viscolin Inhibits In Vitro Smooth Muscle Cell Proliferation and Migration and Neointimal Hyperplasia In Vivo

Viscolin Inhibits In Vitro Smooth Muscle Cell Proliferation and Migration and Neointimal Hyperplasia In Vivo

Synthesis and Biological Evaluation of Isosteric Analogs of Mandipropamid for the Control of Oomycete pathogens

Partially purified extract and viscolin from Viscum coloratum attenuate airway inflammation and eosinophil infiltration in ovalbumin-sensitized mice

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