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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
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8초록
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
thienyl; sulfur oxidation; furyl; SH-SY5Y neuroblastoma; isomers; congeners; X-ray structures; intercellular; neuron; crystal structure; FLUORESCENCE; DYES; DIPYRROMETHANES; DERIVATIVES; SYSTEMS
- 제목
- The inorganic DMSO/POCl3 reaction with BODIPY: wide product formation and implications for biological ROS sensing and neurodegenerative disease research
- 저자
- Jun, Taehong; Kim, Kibong; Lee, Kang Mun; Murale, Dhiraj P.; Singh, Atul P.; Natsagdorj, Amgalan; Liew, Hyunjeong; Suh, Yoo-Hun; Churchill, David G.
- 발행일
- 2012-11
- 유형
- Article
- 권
- 16
- 호
- 11
- 페이지
- 1201 ~ 1208
- 언어
- ENG
- 출판사
- WORLD SCI PUBL CO INC
- 발행국가
- 미국
- 분량
- 8 페이지
- ISSN
- E 1099-1409
P 1088-4246