Owen, W. John; Meyer, Kevin G.; Slanec, Thomas J.; Wang, Nick X.; Meyer, Stacy T.; Niyaz, Noormohamed M.; Rogers, Richard B.; Bravo-Altamirano, Karla; Herrick, Jessica L.; Yao, Chenglin published the article 《Synthesis and biological activity of analogs of the antifungal antibiotic UK-2A. I. Impact of picolinamide ring replacement》. Keywords: Leptosphaeria nodorum; Puccinia triticina; Qi-site; UK-2A; Zymoseptoria tritici; antifungal activity; cytochrome c reductase; picolinic acid SAR.They researched the compound: Picolinamide( cas:1452-77-3 ).Recommanded Product: 1452-77-3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:1452-77-3) here.
BACKGROUND : The antifungal antibiotic UK-2A strongly inhibits mitochondrial electron transport at the Qi site of the cytochrome bc1 complex. Previous reports have described semi-synthetic modifications of UK-2A to explore the structure-activity relationship (SAR), but efforts to replace the picolinic acid moiety have been limited. RESULTS : Nineteen UK-2A analogs were prepared and evaluated for Qi site (cytochrome c reductase) inhibition and antifungal activity. While the majority are weaker Qi site inhibitors than UK-2A (IC50, 3.8 nM), compounds 2, 5, 13 and 16 are slightly more active (IC50, 3.3, 2.02, 2.89 and 1.55 nM, resp.). Compared to UK-2A, compounds 13 and 16 also inhibit growth of Zymoseptoria tritici and Leptosphaeria nodorum more strongly, while 2 and 13 provide stronger control of Z. tritici and Puccinia triticina in glasshouse tests. The relative activities of compounds 1-19 are rationalized based on a homol. model constructed for the Z. tritici Qi binding site. Phys. properties of compounds 1-19 influence translation of intrinsic activity to antifungal growth inhibition and in planta disease control. CONCLUSIONS : The 3-hydroxy-4-methoxy picolinic acid moiety of UK-2A can be replaced by a variety of o-hydroxy-substituted arylcarboxylic acids that retain strong activity against Z. tritici and other agriculturally relevant fungi. © 2018 Society of Chem. Industry
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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem