Browsing by Author "Wu, Wen-Chun"

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One-pot synthesis of benzazoles and quinazolinones via iron pentacarbonyl mediated carbonylation of aryl iodides under microwave irradiation
(2017)
Lin, Wun-Huei
;
Wu, Wen-Chun
;
Selvaraju, Manikandan
;
Sun, Chung-Ming
;
應用化學系
A direct and unconventional method for the synthesis of benzazoles and quinazolinones is discovered by using iron pentacarbonyl as a reducing agent and a carbon monoxide source under microwave irradiation. The reaction of substituted aryl iodides with o-amino/mercapto/hydroxyl nitrobenzenes and o-nitrobenzamides successfully delivered a wide variety of benzazoles and quinazolinones, respectively.
One-pot synthesis of benzazoles and quinazolinones via iron pentacarbonyl mediated carbonylation of aryl iodides under microwave irradiation
(2017)
Lin, Wun-Huei
;
Wu, Wen-Chun
;
Selvaraju, Manikandan
;
Sun, Chung-Ming
;
應用化學系
A direct and unconventional method for the synthesis of benzazoles and quinazolinones is discovered by using iron pentacarbonyl as a reducing agent and a carbon monoxide source under microwave irradiation. The reaction of substituted aryl iodides with o-amino/mercapto/hydroxyl nitrobenzenes and o-nitrobenzamides successfully delivered a wide variety of benzazoles and quinazolinones, respectively.
Skeletally Diverse Synthesis of Innovative [2,1-c]-1,4-Oxazepine and [1,4]-Quinoxaline Systems
(2015-10-01)
Lee, Chia-Hsin
;
Wu, Wen-Chun
;
Dangate, Prasad S.
;
Shen, Li-Ching
;
Chung, Wen-Sheng
An efficient, innovative synthesis of [2,1-c]-1, 4-oxazepine and [1,4]-quinoxaline heterocycles along with the embodied pyrimido-pyrrolo motifs was established. Initially, the pyrrole ring was installed using microwave irradiation through an intramolecular base-catalyzed cyclization between acetyl bromomethyl pyrimidine dione and o-amino phenyl methanol or o-phenylenediamine methyl benzoates. Furthermore, oxazepine, and quinoxaline scaffolds were constructed by an acid-catalyzed condensation with a variety of aldehydes by an unconventional Pictet-Spengler reaction strategy. An important aspect of this work is to build novel heterocyclic ring systems with potential medicinal interest.
Synthesis and inhibitory effects of novel pyrimido-pyrrolo-quinoxalinedione analogues targeting nucleoproteins of influenza A virus H1N1
(2015-09-18)
Lin, Meng-I.
;
Su, Bo-Han
;
Lee, Chia-Hsin
;
Wang, Suz-Ting
;
Wu, Wen-Chun
The influenza nucleoprotein (NP) is a single-strand RNA-binding protein and the core of the influenza ribonucleoprotein (RNP) particle that serves many critical functions for influenza replication. NP has been considered as a promising anti-influenza target. A new class of anti-influenza compounds, nudeozin and analogues were reported recently in several laboratories to inhibit the synthesis of influenza macromolecules and prevent the cytoplasmic trafficking of the influenza RNP. In this study, pyrimidopyrrolo-quinoxalinedione (PPQ) analogues as a new class of novel anti-influenza agents are reported. Compound PPQ-581 was identified as a potential anti-influenza lead with EC50 value of 1 mu M for preventing virus-induced cytopathic effects. PPQ produces similar anti-influenza effects as nucleozin does in influenza-infected cells. Treatment with PPQ at the beginning of H1N1 infection inhibited viral protein synthesis, while treatment at later times blocked the RNP nuclear export and the appearance of cytoplasmic RNP aggregation. PPQ resistant H1N1 (WSN) viruses were isolated and found to have a NPS377G mutation. Recombinant WSN carrying the S377G NP is resistant to PPQ in anti-influenza and RNA polymerase assays. The WSN virus with the NPS377G mutation also is devoid of the PPQ-mediated RNP nuclear retention and cytoplasmic aggregation. The NPS377G expressing WSN virus is not resistant to the reported NP inhibitors nucleozin. Similarly, the nucleozin resistant WSN viruses are not resistant to PPQ suggesting that PPQ targets a different site from the nucleozin-binding site. Our results also suggest that NP can be targeted through various binding sites to interrupt the crucial RNP trafficking, resulting in influenza replication inhibition. (C) 2015 Elsevier Masson SAS. All rights reserved.