3555-86-0Relevant articles and documents
Synthesis of 3-geranyl- and 3-prenyl-2,4,6-trihydroxybenzophenone
Mzozoyana, Vuyisa,van Heerden, Fanie R.
, p. 599 - 603 (2017)
Biologically active phenyl[3-(3,7-dimethyl-2,6-octadienyl)-2,4,6-trihydroxyphenyl]methanone (2) and phenyl[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]methanone (3) were synthesized by an efficient and convenient synthetic sequence. The reaction steps of this synthesis included methylation, Friedel-Crafts acylation, demethylation and geranylation steps.
Expedient Synthesis of Lupulones and Their Derivatization to 2,8-7H-Dihydrochromen-7-ones
Blondeel, Eline,D'hooghe, Matthias,Decuyper, Lena,Depetter, Yves,Kaur, Gurkirat,Van Hecke, Kristof,Versyck, Charlotte
, p. 442 - 444 (2020/10/02)
A convenient and improved method for the synthesis of beta acids or lupulones, which are known to possess e. g. anti-cancer, anti-inflammatory, anti-oxidative and antimicrobial activity, has been developed successfully. Further derivatization of these complex structures to the corresponding dihydrochromen-7-ones, including the natural product machuone, was realized to simplify their analysis and to confirm their molecular structure. In addition to practical and safe laboratory procedures, the advantages associated with this new approach involve the use of water as a solvent and the direct crystallization of lupunones from acetonitrile, rendering our strategy more efficient and benign as compared to available methods.
The Natural Product Elegaphenone Potentiates Antibiotic Effects against Pseudomonas aeruginosa
Zhao, Weining,Cross, Ashley R.,Crowe-McAuliffe, Caillan,Weigert-Munoz, Angela,Csatary, Erika E.,Solinski, Amy E.,Krysiak, Joanna,Goldberg, Joanna B.,Wilson, Daniel N.,Medina, Eva,Wuest, William M.,Sieber, Stephan A.
, p. 8581 - 8584 (2019/05/28)
Natural products represent a rich source of antibiotics that address versatile cellular targets. The deconvolution of their targets via chemical proteomics is often challenged by the introduction of large photocrosslinkers. Here we applied elegaphenone, a largely uncharacterized natural product antibiotic bearing a native benzophenone core scaffold, for affinity-based protein profiling (AfBPP) in Gram-positive and Gram-negative bacteria. This study utilizes the alkynylated natural product scaffold as a probe to uncover intriguing biological interactions with the transcriptional regulator AlgP. Furthermore, proteome profiling of a Pseudomonas aeruginosa AlgP transposon mutant provided unique insights into the mode of action. Elegaphenone enhanced the elimination of intracellular P. aeruginosa in macrophages exposed to sub-inhibitory concentrations of the fluoroquinolone antibiotic norfloxacin.