37526-89-9Relevant articles and documents
Complete functionalisation of small and large diameter bromopolystyrene beads; applications for solid-supported reagents, scavengers and diversity-oriented synthesis
Thomas, Gemma L.,Ladlow, Mark,Spring, David R.
, p. 1679 - 1681 (2004)
Bromopolystyrene beads with diameters of up to 600 μm have been derivatized completely, via bromine-magnesium exchange and interception with electrophiles, to yield high quality solid-supported reagents, scavengers and solid supports for use in diversity-
Probing cytochrome P450-mediated activation with a truncated azinomycin analogue
Vinader, Victoria,Sadiq, Maria,Sutherland, Mark,Huang, Mengying,Loadman, Paul M.,Elsalem, Lina,Shnyder, Steven D.,Cui, Hongjuan,Afarinkia, Kamyar,Searcey, Mark,Patterson, Laurence H.,Pors, Klaus
, p. 187 - 191 (2015/02/05)
A deactivated alkene precursor (IC50 = 81 μM) to the azinomycin epoxide natural product can be bioactivated by several cytochromes P450 (CYP) to generate antiproliferative metabolites with increased potency (IC50 = 1-30 μM) in CHOwt cells. CYP1A1 and 3A4 were shown to generate exclusively the unnatural and the natural-configured azinomycin epoxide diastereoisomer respectively, while CYP1B1 produced both epoxides in a 3:1 mixture. The antiproliferative activity is linked to DNA damage as demonstrated using the comet assay. This journal is
O-Nitrophenyl sulfoxides: Efficient precursors for the mild preparation of alkenes
Lu, Xiao,Long, Timothy E.
supporting information; experimental part, p. 249 - 252 (2010/04/06)
(Chemical Equation Presented) o-Nitrophenyl sulfoxides were found to be efficient synthetic precursors of various alkene types. The elimination occurs in toluene and NaOAc to generate substituted and terminal alkenes. Alkene products were easily obtained in high purity due to the simultaneous precipitation of the o-nitrophenyl sulfenic acid byproduct. The methods described have practical applications for the preparation of unsaturated compounds under mild, thermolytic conditions. 2009 American Chemical Society.
Exploration of the molecular origin of the azinomycin epoxide: Timing of the biosynthesis revealed
Sharma, Vasudha,Kelly, Gilbert T.,Watanabe, Coran M. H.
supporting information; experimental part, p. 4815 - 4818 (2009/05/31)
(Equation Presented) Streptomyces sahachiroi whole cell feeding experiments, utilizing putative precursors labeled with stable isotopes, established that the epoxide unit of the DNA cross-linked agents, azinomycin A and B, proceeds via a valine-dependent pathway and that hydroxylation and dehydration precedes formation of the terminal epoxide. Sodium 3-methyl-2-oxobutenoate, formed through a transimination reaction, was shown to be the penultimate precursor incorporated into the azinomycin epoxide.