benzofurans and pterostilbene

Dietary stilbenes comprise a class of natural compounds that display significant biological activities of medicinal interest. Among them, their antioxidant, anti-aging and anti-angiogenesic properties are well established and subjects of numerous research endeavors. This mini-review aspires to account and present the literature reports published on research concerning various natural and synthetic stilbenes, such as trans-resveratrol. Special focus was given to most recent research findings, while the mechanisms underlying their anti-aging and anti-angiogenic effects as well as the respective signaling pathways involved were also presented and discussed.

Topics: Aging; Angiogenesis Inhibitors; Animals; Antineoplastic Agents, Phytogenic; Benzofurans; Dibenzocycloheptenes; Dietary Supplements; Humans; Plants; Resorcinols; Resveratrol; Rodentia; Stilbenes

The overexpression of metastasis-associated protein 1 (MTA1) in prostate cancer (PCa) contributes to tumor aggressiveness and metastasis. We have reported the inhibition of MTA1 by resveratrol and its potent analog pterostilbene in vitro and in vivo. We have demonstrated that pterostilbene treatment blocks the progression of prostatic intraepithelial neoplasia and adenocarcinoma in mouse models by inhibiting MTA1 expression and signaling. In the current study, we investigated the MTA1 targeted anticancer effects of Gnetin C, a resveratrol dimer, in comparison with resveratrol and pterostilbene. Using DU145 and PC3M PCa cells, we found that Gnetin C downregulates MTA1 more potently than resveratrol and pterostilbene. Further, Gnetin C demonstrated significant MTA1-mediated inhibitory effect on cell viability, colony formation, and migration, while showing a more potent induction of cell death than resveratrol or pterostilbene. In addition, we identified Gnetin C-induced substantial ETS2 (erythroblastosis E26 transformation-specific 2) downregulation, which is not only MTA1-dependent, but is also independent of MTA1 as a possible mechanism for the superior anticancer efficacy of Gnetin C in PCa. Together, these findings underscore the importance of novel potent resveratrol dimer, Gnetin C, as a clinically promising agent for the future development of chemopreventive and possibly combinatorial therapeutic approaches in PCa.

Topics: Antineoplastic Agents; Benzofurans; Cell Line, Tumor; Gene Expression Regulation, Neoplastic; Humans; Male; Prostatic Neoplasms; Repressor Proteins; Resveratrol; Stilbenes; Trans-Activators

Grapevine (Vitis spp) is susceptible to serious fungal diseases usually controlled by chemical treatments. Arbuscular mycorrhizal fungi (AMF) are obligate plant symbionts which can stimulate plant defences. We investigated the effect of mycorrhization on grapevine stilbenoid defences. Vitis vinifera cvs Chasselas, Pinot noir and the interspecific hybrid Divico, on the rootstock 41B, were mycorrhized with Rhizophagus irregularis before leaf infection by Plasmopara viticola or Botrytis cinerea. Gene expression analysis showed an up-regulation of PAL, STS, and ROMT, involved in the stilbenoid biosynthesis pathway, in plant leaves, 48 h after pathogen inoculation. This defense response could be potentiated under AMF colonization, with an intensity level depending on the gene, the plant cultivar and/or the pathogen. We also showed that higher amounts of active forms of stilbenoids (i.e trans-form of resveratrol, ε- and δ-viniferins and pterostilbene) were produced in mycorrhized plants of the three genotypes in comparison with non-mycorrhized ones, 10 days post-inoculation with either pathogen. These results support the hypothesis that AMF root colonization enhances defence reactions against a biotrophic and a necrotrophic pathogen, in the aerial parts of grapevine.

Topics: Benzofurans; Botrytis; Oomycetes; Phenylpropionates; Plant Components, Aerial; Plant Diseases; Plant Leaves; Resorcinols; Resveratrol; Stilbenes; Symbiosis; Vitis

The interaction between Vitis vinifera and trunk disease fungi requires better understanding. We studied the role of phenolics as possible plant defense compounds in this context. The impact of 24 grapevine phenolic compounds was determined on 6 major wood decay fungi by an in vitro agar plate assay. Hydroxystilbenoids, especially oligomers such as miyabenol C, isohopeaphenol, and vitisin A and B, greatly reduced the growth of the fungi, except that of Phaeoacremonium aleophilum . A detailed investigation in 10 Botryosphaeriaceae strains revealed that all of the studied members of this family display a common susceptibility to phenolics that is more or less significant. Then we undertook a quantitative analysis of stilbenoid content in grapevine plantlets inoculated with Botryosphaeriaceae to investigate whether in planta these fungi have to counteract the most active phenolics. On the basis of our results, the possible role of phenolics in grapevine defense against trunk disease agents is discussed.

Topics: Antifungal Agents; Ascomycota; Benzofurans; Host-Pathogen Interactions; Inhibitory Concentration 50; Phenols; Plant Diseases; Plant Stems; Stilbenes; Vitis; Wine; Wood

Glucose levels in rats with hyperglycemia induced by streptozotocin were determined after i.p. administration of marsupsin (1), pterosupin (2), and pterostilbene (3), three important phenolic constituents of the heartwood of Pterocarpus marsupium. Marsupsin and pterostilbene significantly lowered the blood glucose level of hyperglycemic rats, and the effect was comparable to that of 1,1-dimethylbiguanide (metformin).

Topics: Animals; Benzofurans; Blood Glucose; Body Weight; Cresols; Diabetes Mellitus, Experimental; Female; Glucosides; Hypoglycemic Agents; Male; Metformin; Phenols; Plants, Medicinal; Rats; Stilbenes; Wood