37790-20-8Relevant articles and documents
Straight, bendable and bent organic crystals
Yadava, Khushboo,Qin, Xian,Liu, Xiaogang,Vittal, Jagadese J.
, p. 14749 - 14752 (2019)
trans-4-Phenylazobenzoic acid (pab) crystallized in three different morphologies: long rod-like crystals, bendable long thin crystals, and bent crystals. Of them, the bent crystals were obtained by recrystallizing after subjecting pab to UV-irradiation in solution. A small amount of cis-form in the bent crystals is responsible for the bent nature, while the elastic bending of thin platy crystals can be understood from the crystal packing.
Light-Switchable Antagonists for the Histamine H1 Receptor at the Isolated Guinea Pig Ileum
Rustler, Karin,Pockes, Steffen,K?nig, Burkhard
, p. 636 - 644 (2019/02/14)
The histamine H1 G protein-coupled receptor (GPCR) plays an important role in allergy and inflammation. Existing drugs that address the H1 receptor differ in their chemical structure, pharmacology, and side effects. Light-controllable spatial and temporal activity regulation of photochromic H1 ligands may contribute to a better mechanistic understanding and the development of improved correlations between ligand structure and pharmacologic effects. We report photochromic H1 receptor ligands, which were investigated in an organ-pharmacological assay. Initially, five photochromic azobenzene derivatives of reported dual H1–H4 receptor antagonists were designed, synthesized, photochemically characterized, and organ-pharmacologically tested on the isolated guinea pig ileum. Among them, one compound [trans-19: (Z)-1-(4-chlorophenyl)-1-(4-methylpiperazin-1-yl)-N-(4-((E)-phenyldiazenyl)phenyl)methanimine] retained the antagonistic activity of its non-photochromic lead, and trans–cis isomerization by irradiation induced a fourfold difference in the pharmacological response. Further structural optimization resulted in two bathochromically shifted derivatives of 19 [NO2-substituted 35 {(Z)-1-(4-chlorophenyl)-1-(4-methylpiperazin-1-yl)-N-(4-((E)-(4-nitrophenyl)diazenyl)phenyl)methanimine} and SO3?-substituted 41 {4-((E)-(4-(((Z)-(4-chlorophenyl)(4-methylpiperazin-1-yl)methylene)amino)phenyl)diazenyl)benzenesulfonate}], which do not require the use of UV light for photoisomerization and which also have improved solubility and show reduced tissue impairment. The trans isomers of both compounds showed a remarkable increase in antagonistic activity relative to their lead trans-19; furthermore, a 46-fold difference in activity on the isolated guinea pig ileum was observed between trans- and cis-35.
Photoswitchable catalysis by a nanozyme mediated by a lightsensitive cofactor
Neri, Simona,Martin, Sergio Garcia,Pezzato, Cristian,Prins, Leonard J.
supporting information, p. 1794 - 1997 (2017/02/15)
The activity of a gold nanoparticle-based catalyst can be reversibly up-and down-regulated by light. Light is used to switch a small molecule between cis-and trans-isomers, which inhibits the catalytic activity of the nanoparticles to different extent. Th
