Abstract Chiral Soderquist borane is used to prepare various chiral diols in a one‐pot three‐step reaction of allenyl trifluoroborate (I) with two different aldehydes.
The NADPH oxidase (NOX) family catalyzes the regulated formation of reactive oxygen species (ROS). ROS generated via NOX1 have been reported to play a role in a growing number of diseases, including cancer, atherosclerosis, hypertension, neurological disorders and inflammation. Since ROS are also produced by other cellular enzymes, the ability to selectively inhibit NOX1 can be expected to provide reversible, mechanistic insights into these cellular processes with which it is involved. The Scripps Research Institute Molecular Screening Center (SRIMSC), part of the Molecular Libraries Probe Production Centers Network (MLPCN), identified a potent and selective phenothiazine NOX1 inhibitor probe, ML171, by high-throughput screening using a cell-based luminescence assay. ML171 is a potent and selective inhibitor of NOX1, with an IC50 of 129–156 nM in cell-based assays. ML171 is not cytotoxic, and is selective among NOX family members NOX2, NOX3, and NOX4, as well as against xanthine oxidase, another cellular source of ROS. In addition, ML171 is highly effective in inhibiting the cellular production of invadopodia in a human colon cancer cell line. These results elucidate the relevance of NOX1-dependent ROS generation in mechanisms of cancer invasion, and define compound ML171 as a powerful NOX1 chemical probe and a potential therapeutic agent for treatment of this pathology.
Abstract Alkylierung der Imidazolidinthione (Ia) bzw. der Hexahydro‐ ?yrimidinthione (Ib) mit MeI ergibt die Thioetherhydroiodide (IIa) bzw. (IIb), die durch basische Deprotonierung in die Methylrnercaptoirnidazoline (IIIa) bzw. ‐tetrahydropyrimidine (IIIb) übergehen.
Abstract A variety of α‐substituted butenolides was efficiently synthesized starting from commercially available tetronic acid and carboxylic acids in four steps. The effectiveness of this approach is illustrated in the short synthesis of one of the first butenolide acetogenins: (+)‐ancepsenolide.
Abstract Aus p‐Methoxyanilin bzw. p‐ Nitrochlorbenzol werden in 6, 8 bzw. 10 Etappen die Benzimidazole (I) dargestellt, deren quaternäre Tosylate (II) durch Reaktion mit 5‐Nitro‐o‐vanillin (III) und anschließendes Rückflußkochen in Toluol in die Titelverbindungen (IV) übergeführt werden.
1-Benzotriazole-1-carbothioamide (2), prepared from 1-cyanobenzotriazole (1) and hydrogen sulfide, reacts with amines to give thioureas 3a-e. Reactions of (benzotriazol-1-yl)carboximidamides 4a-d,f-j and acyl- 5a-f,i-k or arylaminocarbonyl- 5g,h (benzotriazol-1-yl)carboximidamides with hydrogen sulfide give the corresponding thioureas 3a-d,f-j, and N-acylthioureas 6a-f,i-k or N-carbamoylthioureas 6g,h, respectively.
