Jurutka, Peter W.; Kaneko, Ichiro; Yang, Joanna; Bhogal, Jaskaran S.; Swierski, Johnathon C.; Tabacaru, Christa R.; Montano, Luis A.; Huynh, Chanh C.; Jama, Rabia A.; Mahelona, Ryan D.; Sarnowski, Joseph T.; Marcus, Lisa M.; Quezada, Alexis; Lemming, Brittney; Tedesco, Maria A.; Fischer, Audra J.; Mohamed, Said A.; Ziller, Joseph W.; Ma, Ning; Gray, Geoffrey M.; van der Vaart, Arjan; Marshall, Pamela A.; Wagner, Carl E. published the artcile< Modeling, Synthesis, and Biological Evaluation of Potential Retinoid X Receptor (RXR) Selective Agonists: Novel Analogues of 4-[1-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)ethynyl|benzoic Acid (Bexarotene) and (E)-3-(3-(1,2,3,4-tetrahydro-1,1,4,4,6-pentamethylnaphthalen-7-yl)-4-hydroxyphenyl)acrylic Acid (CD3254)>, Electric Literature of 5455-94-7, the main research area is bexarotene methylnaphthylhydroxyphenylacrylic acid preparation retinoic X receptor agonist; structure bexarotene methylnaphthylhydroxyphenylacrylate analog retinoid X receptor agonist activity; mutagenicity vitamin D3 receptor agonism apoptosis bexarotene analog; antitumor activity bexarotene methylnaphthylhydroxyphenylacrylic acid RXR agonist analog; methylnaphthylcyclopropyl pyrimidinecarboxylic acid mol crystal structure.
Analogs of the retinoid X receptor (RXR) agonists bexarotene I (X = CH) and of pentamethylnaphthylhydroxyphenylacrylic acid II such as I (X = N) were prepared as potential antitumor agents and tested for their abilities to act as RXR agonists, to initiate apoptosis in human cancer cells, to modulate transcription mediated by the vitamin D3 receptor, and their mutagenicity in Saccharomyces cerevisiae. Seven of the compounds including I (X = N) stimulate RXR-regulated transcription in mammalian two-hybrid and RXRE-mediated assays, possessed comparable or elevated biol. activity based on EC50 profiles, and retained similar or improved apoptotic activity in CTCL assays compared to bexarotene. The novel compounds demonstrated selectivity for RXR and minimal crossover onto the retinoic acid receptor (RAR) compared to all-trans-retinoic acid, with select analogs also reducing inhibition of other RXR-dependent pathways (e.g., VDR-RXR). The structure of a pentamethylnaphthylcyclopropyl pyrimidinecarboxylic acid RXR agonist was determined by X-ray crystallog.
Journal of Medicinal Chemistry published new progress about Antitumor agents. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Electric Literature of 5455-94-7.
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem