Abstract:
:Photodeoxygenation of Dibenzothiophene-S-oxide (DBTO) in UV-A light produces atomic oxygen [O(3P)] and the corresponding sulfide, dibenzothiophene (DBT). Recently, DBTO has been derivatized to study the effect of UV-A light-driven photodeoxygenation in lipids, proteins, and nucleic acids. In this study, two DBTO derivatives with triphenylphosphonium groups were synthesized to promote mitochondrial accumulation. The sulfone analogs of these derivatives were also synthesized and used as fluorescent mitochondrial dyes to assess localization in mitochondria of HeLa cells. These derivatives were then used to study the effect of photodeoxygenation on MDA-MB-231 breast cancer cell line using cell viability assays, cell cycle phase determination tests, and RNA-Seq analysis. The DBTO derivatives were found to significantly decrease cell viability only after UV-A irradiation as a result of generating corresponding sulfides that were found to significantly affect gene expression and cell cycle.
journal_name
Bioorg Chemjournal_title
Bioorganic chemistryauthors
Isor A,O'Dea AT,Petroff JT 2nd,Skubic KN,Grady SF,Arnatt CK,McCulla RDdoi
10.1016/j.bioorg.2020.104442subject
Has Abstractpub_date
2020-12-01 00:00:00pages
104442eissn
0045-2068issn
1090-2120pii
S0045-2068(20)31740-5journal_volume
105pub_type
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