Journal
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
Volume 16, Issue 11, Pages 1201-1208Publisher
WORLD SCI PUBL CO INC
DOI: 10.1142/S1088424612501180
Keywords
thienyl; sulfur oxidation; furyl; SH-SY5Y neuroblastoma; isomers; congeners; X-ray structures; intercellular; neuron; crystal structure
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Funding
- National Research Foundation (NRF) [2009-0070330, 2010-0013660, 2011-0017280]
- Dong-a Pencil Co., Daejeon, Korea [G01100127]
- National Nanotechnology Center of Mongolia-VISION
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We report a refined and expanded synthetic study of 4,4-difluoro-1,3,5,7-tetramethyl-8-(aryl)-4-bora-3a,4a-diaza-s-indacene under treatment with POCl3/DMSO. The 2-chloro-6-methylsulfide derivative (Kim TI, Park S, Choi Y and Kim Y. Chem. Asian J. 2011; 6: 1358-61.) was one of five co-eluants, including 2,6-disulfido and -dichloro species, and mono-substituted counterparts. The 8-meso tail group modifies product distribution. The different sulfur-containing products undergo different off-on responses with NaOCl (10 equiv.). Compounds 4b and 2b exhibit low toxicity and were found to enter juxtanuclear regions in neuroblastoma.
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