@article{6fbc7d0e333a4983b37a9eb3ba7ad47c,
title = "T3p-promoted synthesis of a series of 2-aryl-3-phenyl-2,3-dihydro-4h-pyrido[3,2-e][1,3]thiazin-4-ones and their activity against the kinetoplastid parasite trypanosoma brucei",
abstract = "A series of fourteen 2-aryl-3-phenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-ones was prepared at room temperature by T3P-mediated cyclization of N-phenyl-C-aryl imines with thion-icotinic acid, two difficult substrates. The reactions were operationally simple, did not require specialized equipment or anhydrous solvents, could be performed as either two or three component reactions, and gave moderate–good yields as high as 63%. This provides ready access to N-phenyl compounds in this family, which have been generally difficult to prepare. As part of the study, the first crystal structure of neutral thionicotinic acid is also reported, and showed the molecule to be in the form of the thione tautomer. Additionally, the synthesized compounds were tested against T. brucei, the causative agent of Human African Sleeping Sickness. Screening at 50 µM concentration showed that five of the compounds strongly inhibited growth and killed parasites.",
author = "Silverberg, {Lee J.} and Mal, {Tapas K.} and Pacheco, {Carlos N.} and Povelones, {Megan L.} and Malfara, {Madeline F.} and Lagalante, {Anthony F.} and Olsen, {Mark A.} and Yennawar, {Hemant P.} and Sobhi, {Hany F.} and Baney, {Kayla R.} and Bozeman, {Robin L.} and Eroh, {Craig S.} and Fleming, {Michael J.} and Garcia, {Tracy L.} and Gregory, {Casey L.} and Hahn, {Julia E.} and Hatter, {Alyssa M.} and Johns, {Lexi L.} and Klinger, {Tianna L.} and Li, {Jennie J.} and Menig, {Andrew J.} and Muench, {Grace C.} and Ramirez, {Melissa E.} and Jordyn Reilly and Nicole Sacco and Sheidy, {Alexandra M.} and Stoner, {Marla M.} and Thompson, {Eric N.} and Yazdani, {Soroush F.}",
note = "Funding Information: Funding: The research reported here was supported by the following: a Penn State Schuylkill Research De-velopment Grant to L.J.S., a Major Research Instrumentation Grant from the National Science Foundation to Villanova University (CHE-2018399), the Center for Organic Synthesis at Coppin State University to H.F.S., SIG S10 of the National Institutes of Health under award numbers 1S10OD028589-01 and 1S10RR023439-01 to Neela H. Yennawar (Penn State University Park), and the National Science Foundation under grant number MCB-1651517 to M.L.P. (Villa-nova University). Publisher Copyright: {\textcopyright} 2021 by the authors. Licensee MDPI, Basel, Switzerland.",
year = "2021",
month = oct,
day = "1",
doi = "10.3390/molecules26206099",
language = "English (US)",
volume = "26",
journal = "Molecules",
issn = "1420-3049",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "20",
}