The inorganic DMSO/POCl3 reaction with BODIPY: wide product formation and implications for biological ROS sensing and neurodegenerative disease research

  • Jun, Taehong
  • Kim, Kibong
  • Lee, Kang Mun
  • Murale, Dhiraj P.
  • Singh, Atul P.
  • 외 4명
Citations

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10
Citations

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8

초록

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.

키워드

thienylsulfur oxidationfurylSH-SY5Y neuroblastomaisomerscongenersX-ray structuresintercellularneuroncrystal structureFLUORESCENCEDYESDIPYRROMETHANESDERIVATIVESSYSTEMS
제목
The inorganic DMSO/POCl3 reaction with BODIPY: wide product formation and implications for biological ROS sensing and neurodegenerative disease research
저자
Jun, TaehongKim, KibongLee, Kang MunMurale, Dhiraj P.Singh, Atul P.Natsagdorj, AmgalanLiew, HyunjeongSuh, Yoo-HunChurchill, David G.
DOI
10.1142/S1088424612501180
발행일
2012-11
유형
Article
저널명
Journal of Porphyrins and Phthalocyanines
16
11
페이지
1201 ~ 1208