Pseudiline: halogenierte, allosterische Inhibitoren des Enzyms IspD aus dem Mevalonat‐unabhängigen Biosyntheseweg

Molecular Recognition in Chemical and Biological Systems

“…The interplay of XB and metal‐chelating interactions at the allosteric pocket of IspD42 (see Sections 2.3 and 3.2 as well as Figure 7) was uncovered in a collaborative study from a consortium of scientists from BASF and academia 203. The inhibition of enzymes from the non‐mevalonate pathway of isoprenoid biosynthesis is of interest to both the development of new agents against infectious diseases (Section 3.2)77 and new herbicides 204.…”

“… a) X‐ray cocrystal structure of At IspD with inhibitor 56 d (1.80 Å resolution, PDB ID: 4NAK) 203. One Br atom of 56 d is engaged in XB with the CO group of Val239.…”

Direct C sp2H and C sp3H Arylation Enabled by Heterogeneous Palladium Catalysts

“…Pearlman's catalyst was also effective in the direct C sp 2 ÀH arylation of pyrroles with aryl iodides under very simple experimental conditions with triethanolamine that acts as a base, ligand, and solvent at 100 8C. [19] The direct C sp 2 ÀH arylation of pyrroles is an appealing strategy as 2-arylpyrroles are very attractive intermediates in the synthesis of natural products, [20] pharmaceuticals, [21] and photochemical materials such as the boron dipyrromethene (BODIPY) family. [22] The arylation of free NH-pyrroles is a great challenge for synthetic chemists as it provides a straightforward and atom-economical route to 2-arylpyrrole moieties, without the requirement of N-protecting groups.…”

Three‐Component Synthesis of Pyrrole‐Related Nitrogen Heterocycles by a Hantzsch‐Type Process: Comparison between Conventional and High‐Speed Vibration Milling Conditions

“…Pyrrole cores are presenti nav ariety of natural products including two pigmentse ssential for life, namely heme and chlorophyll,a sw ell as al argen umber of bioactive secondary metabolites, many of which are of am arine origin. [11][12][13] Al arge number of bioactive non-natural pyrroles are also known, exhibiting properties such as antimycobacterial [14] and antimalarial [15] activities, inhibition of HIV virus fusion, [16] and hepatoprotection, [17] among many others; some of these compounds have reached the pharmaceutical market, including the anti-inflammatory drugs zomepirac and tolmetin, the antihypercholesterolemic agent atorvastatin, [18] which is the best-selling drug in history,a nd the anticancer drug sunitinib (Figure 1). Furthermore, pyrroles are also very important in the preparation of new materials [19] and they are also valuableb uilding blocks for the synthesis of alkaloids and unnatural heterocycles.…”