- Pyrrole-based enone dyes as radical photointiator under 405/460 nm LED lamp: The effect of ketone structure
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Enone dyes have gained tremendous attention as photoinitiator in visible light induced photopolymerization. However, the structure-relationship of the enone's photochemical-reactivity, which strongly determined their initiation efficiency, were not fully uncovered. In this work, pyrrole-based enones (PYOs) were synthesized by the condensation of N-methypyrrole-2-aldehyde and four different ketones, yielding C3PY, C6PY, C6NPY, and C6SPY. It was found that variation of ketone part slightly affected their absorption properties but significantly changed their photophysical behavior. Accordingly, initiation performance of PYOs toward an acrylate monomer, when co-used with onimum salt or triethanolamine as additives, differentiated with each other, which is in line with the photolysis experiment results. DFT calculation proved that imposing a six-member ring on ketone part decreases the molecular planarity of C6PY, C6NPY, and C6SPY, which in turn, enhances their internal conversion yield and decrease their photochemical reactivity. This work provides meaningful information for the structure-property relationships territory of enone dyes.
- Xue, Tanlong,Li, Yang,Tang, Liqun,Tang, Ruifen,Nie, Jun,Zhu, Xiaoqun
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- The products of the reaction between 6-amine-1,3-dimethyl uracil and bis-chalcones induce cytotoxicity with massive vacuolation in HeLa cervical cancer cell line
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As a part of our research in the chemistry of chalcones we have prepared four pyrimidine monoadducts of bis-chalcones through the reaction with 6-amino-1,3-dimethyl uracil. These compounds displayed cytotoxicity with a massive vacuolation in different human cell lines in vitro. Compound 6 was the most cytotoxic inducer of vacuoles, this compound induced G1 phase cell cycle arrest, and their cytotoxicity went without morphological and biochemical evidence of apoptotic cell death in HeLa cells. In addition, our results showed that this vacuole formation does not require de novo protein synthesis and the content vacuolar is acidic. Compound 6 induce necrotic cell death with excessive vacuolation, similar to a process of autophagy. Spautin-1 an inhibitor of autophagy, decreased the transformation of microtubule-associated protein 1 light chain 3 (LC3B-I) to LC3B-II and the vacuolation induced by compound 6 in HeLa cells, both autophagy processes. These compounds could be of pivotal importance in the study of non-apoptotic cell death with vacuole formation and could be useful in research into new autophagy inhibitors agents.
- Solano, Jose D.,Gonzalez-Sanchez, Ignacio,Cerbon, Marco A.,Guzman, Angel,Martinez-Urbina, Miguel A.,Vilchis-Reyes, Miguel A.,Martinez-Zuniga, Eduardo C.,Alvarado, Cuauhtemoc,Quintero, Angelina,Diaz, Eduardo
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p. 350 - 359
(2013/04/10)
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