134029-70-2Relevant articles and documents
1,2,3-Trimeth-oxy-4-[(E)-2-phenyl-vinyl]benzene and (E,E)-1,4-bis-(2,3,4- trimethoxy-phenyl)buta-1,3-diene
Sopkova-De Oliveira Santos, Jana,Bazin, Marc-Antoine,Lohier, Jean-Francois,El Kihel, Lala,Rault, Sylvain
, (2009)
The stilbene derivative 1,2,3-trimeth-oxy-4-[(E)-2-phenyl-vinyl]benzene, C17H18O3, (I), and its homocoupling co-product (E,E)-1,4-bis-(2,3,4-trimethoxy- phenyl)buta-1,3-diene, C22H26O6, (II), both have double bonds in trans conformations in their conjugat
Original one-pot microwave-promoted Hunsdiecker-Suzuki strategy: straightforward access to trans-1,2-diarylethenes from cinnamic acids
Bazin, Marc-Antoine,Kihel, La?la El,Lancelot, Jean-Charles,Rault, Sylvain
, p. 4347 - 4351 (2008/02/04)
An original strategy combining a Hunsdiecker-type bromodecarboxylation and a Suzuki cross-coupling reaction starting from various cinnamic acids has been developed in one-pot and under microwave heating to give trans-1,2-diarylethenes in few minutes.
Substituted trans-stilbenes, including analogues of the natural product resveratrol, inhibit the human tumor necrosis factor alpha-induced activation of transcription factor nuclear factor kappaB
Heynekamp, Justin J.,Weber, Waylon M.,Hunsaker, Lucy A.,Gonzales, Amanda M.,Orlando, Robert A.,Deck, Lorraine M.,Vander Jagt, David L.
, p. 7182 - 7189 (2007/10/03)
The transcription factor nuclear factor kappaB (NF-κB), which regulates expression of numerous antiinflammatory genes as well as genes that promote development of the prosurvival, antiapoptotic state is up-regulated in many cancer cells. The natural product resveratrol, a polyphenolic trans-stilbene, has numerous biological activities and is a known inhibitor of activation of NF-κB, which may account for some of its biological activities. Resveratrol exhibits activity against a wide variety of cancer cells and has demonstrated activity as a cancer chemopreventive against all stages, i.e., initiation, promotion, and progression. The biological activities of resveratrol are often ascribed to its antioxidant activity. Both antioxidant activity and biological activities of analogues of resveratrol depend upon the number and location of the hydroxy groups. In the present study, phenolic analogues of resveratrol and a series of substituted trans-stilbenes without hydroxy groups were compared with resveratrol for their abilities to inhibit the human tumor necrosis factor alpha-induced (TNF-α) activation of NF-κB, using the Panomics NF-κB stable reporter cell line 293/NF-κB-luc. A series of 75 compounds was screened to identify substituted trans-stilbenes that were more active than resveratrol. Dose-response studies of the most active compounds were carried out to obtain IC50 values. Numerous compounds were identified that were more active than resveratrol, including compounds that were devoid of hydroxy groups and were 100-fold more potent than resveratrol. The substituted trans-stilbenes that were potent inhibitors of the activation of NFκB generally did not exhibit antioxidant activity. The results from screening were confirmed using BV-2 microglial cells where resveratrol and analogues were shown to inhibit LPS-induced COX-2 expression.
