152126-31-3Relevant academic research and scientific papers
The discovery of potent small molecule cyclic urea activators of STING
Banerjee, Monali,Basu, Sourav,Ghosh, Rajib,Middya, Sandip,Pryde, David C.,Shrivastava, Ritesh,Surya, Arjun,Yadav, Dharmendra B.
supporting information, (2022/02/07)
STING mediates innate immune responses that are triggered by the presence of cytosolic DNA. Activation of STING to boost antigen recognition is a therapeutic modality that is currently being tested in cancer patients using nucleic-acid based macrocyclic STING ligands. We describe here the discovery of 3,4-dihydroquinazolin-2(1H)-one based 6,6-bicyclic heterocyclic agonists of human STING that activate all known human variants of STING with high potency.
Synthesis, antimycobacterial activity and influence on mycobacterial InhA and PknB of 12-membered cyclodepsipeptides
Laqua, Katja,Klemm, Marcel,Richard-Greenblatt, Melissa,Richter, Adrian,Liebe, Linda,Huang, Tingting,Lin, Shuangjun,Guardia, Ana,Pérez-Herran, Esther,Ballell, Lluís,Av-Gay, Yossef,Imming, Peter
, p. 3166 - 3190 (2018/05/05)
In recent years, several small natural cyclopeptides and cyclodepsipeptides were reported to have antimycobacterial activity. Following this lead, a synthetic pathway was developed for a small series of 12-membered ring compounds with one amide and two ester bonds (cyclotridepsipeptides). Within the series, the ring system proved to be necessary for growth inhibition of Mycobacterium smegmatis and Mycobacterium tuberculosis in the low micromolar range. Open-chain precursors and analogues were inactive. The compounds modulated autophosphorylation of the mycobacterial protein kinase B (PknB). PknB inhibitors were active at μM concentration against mycobacteria while inducers were inactive. PknB regulates the activity of the mycobacterial reductase InhA, the target of isoniazid. The activity of the series against Mycobacterium bovis BCG InhA overexpressing strains was indistinguishable from that of the parental strain suggesting that they do not inhibit InhA. All substances were not cytotoxic (HeLa > 5 μg/ml) and did not show any significant antiproliferative effect (HUVEC > 5 μg/ml; K-562 > 5 μg/ml). Within the scope of this study, the molecular target of this new type of small cyclodepsipeptide was not identified, but the data suggest interaction with PknB or other kinases may partly cause the activity.
SPECIFIC CARBOXAMIDES AS KCNQ2/3 MODULATORS
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Page/Page column 38, (2014/06/23)
The invention relates to specific carboxamides of formula (I) as KCNQ2/3 modulators, to processes for their preparation, to medicaments comprising these compounds and to the use of these compounds in the preparation of medicaments.
Converting core compounds into building blocks: The concept of regiochemically exhaustive functionalization
Marzi, Elena,Bobbio, Carla,Cottet, Fabrice,Schlosser, Manfred
, p. 2116 - 2123 (2007/10/03)
In a model study, 3-fluorophenol and 3-fluoropyridine were converted into the each time four possible carboxylic acids by passing through the corresponding organometallic intermediates. As an attempt to generalize the findings reveals, a restricted set of principles and methods suffices to cope with all standard scenarios. The most valuable and versatile tools for the regiochemically exhaustive functionalization of a great variety of substrate patterns are the optionally site-selective metalation (either by reagent/substrate matching or by peripheral coordination control), the use of activating or congesting protective groups and the basicity gradient-driven heavy halogen migration (followed by halogen/metal permutation). Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
Reactivity of 1-(des-3-hydroxy-picolinoyl) pristinamycin I(A)
Barriere, Jean-Claude,Bacque, Eric,Puchault, Gerard,Quenet, Yves,Molherat, Christian,Cassayre, Jerome,Paris, Jean-Marc
, p. 12859 - 12886 (2007/10/03)
1-(Des-3-hydroxy-picolinoyl) pristinamycin I(A) (PI-NH2) was shown to undergo a variety of reactions, including two unexpected transformations, to afford new pristinamycin I(A) derivatives.
