Balanced Intersystem Crossing in Iodinated Silicon-Fluoresceins Allows New Class of Red Shifted Theranostic Agents

Cetin, Sultan
Elmazoglu, Zubeyir
Karaman, Osman
Gunduz, Hande
Günbaş, Emrullah Görkem
Kolemen, Safacan
Iodination of the silicon-fluorescein core revealed a new class of highly cytotoxic, red-shifted and water-soluble photosensitizer (SF-I) which is also fairly emissive to serve as a theranostic agent. Singlet oxygen generation capacity of SF-I was evaluated chemically, and up to 45% singlet oxygen quantum yield was reported in aqueous solutions. SF-I was further tested in triple negative breast (MDA MB-231) and colon (HCT-116) cancer cell lines, which are known to have limited chemotherapy options as well as very poor prognosis. SF-I induced efficient singlet oxygen generation and consequent photocytotoxicity in both cell lines upon light irradiation with a negligible dark toxicity while allowing cell imaging at the same time. SF-I marks the first ever example of a silicon xanthene-based photosensitizer and holds a lot of promise as a small-molecule-based theranostic scaffold.
ACS Medicinal Chemistry Letters


Unusual manganese(III)-mediated oxidative free radical additions of 1,3-dicarbonyl compounds to benzonorbornadiene and 7-heterobenzonorbornadienes: Mechanistic studies
Caliskan, Rasit; Ali, Mohamed Fadelalla; Sahin, Ertan; Watson, William H.; Balcı, Metin (American Chemical Society (ACS), 2007-04-27)
Benzonorbornadiene and heterobenzonorbornadiene were reacted with dimedone/acetylacetone and Mn(OAc)3 in the presence and absence of Cu(OAc)2. The reaction of benzonorbornadiene with dimedone gave mainly the dihydrofuran addition product, whereas the reaction with acetylacetone produced a rearranged product in addition to the dihydrofuran derivative. On the other hand, oxanorbornadiene gave unusual products such as the cycloproponated compound and a product arising from the incorporation of 2 mol of dimedon...
Electrochromic Properties of a Copolymer of 1-4-Di[2,5-di(2-thieny1)-1H-1-pyrroly1]benzene with EDOT
KİRALP, S; ÇAMURLU, PINAR; Günbaş, Emrullah Görkem; Tanyeli, Cihangir; AKHMEDOV, I; Toppare, Levent Kamil (2009-04-15)
Homopolymer of 1-4-di[2,5-di(2-thienyl)- 1H-1-pyrroly1]benzene and its copolymer with 3,4-ethylenedioxythiophene (EDOT) were electrochemically synthesized and characterized. Resulting homopolymer and copolymer films have distinct electrochromic properties. At the neutral state, homopolymer has lambda(max) due to the pi-pi* transition as 410 nm and E-g was calculated as 2.03 eV. The resultant copolymer revealed multichromism through the entire visible region, displaying red-violet, brownish yellow green, and...
Tautomerism in 11-Hydroxyaklavinone: A DFT Study
Türker, Lemi (Hindawi Limited, 2012)
The antharquinone-based chromophore of 11-hydroxyaklavinone is present in the structure of an anticancer agent, daunomycin. On the other hand, aklavinone is the parent aglycone of certain anthracycline antibiotics that possess anti-cancer activity too. The structures of aklavinone and its 11-hydroxy derivative have many –OH groups, and two keto groups which may take place in certain tautomeric equilibria. Of these tautomeric forms, presently the one involving the anthraquinone based tautomers of 11-hydroxya...
Direct growth of type II InAs/GaSb superlattice MWIR photodetector on GaAs substrate
SERİNCAN, UĞUR; Arikan, Bulent; Senel, Onur (Elsevier BV, 2018-08-01)
We report on the direct growth and characterization of type-II InAs/GaSb superlattice (T2SL) MWIR photodetector structure grown on a GaAs substrate by molecular beam epitaxy. The designed photodetector structure contains 140 period of 8.0 ML InAs/8.3 ML GaSb p-i-n SL structure with a 50% cutoff wavelength of 3.78 pm. We achieved a peak specific detectivity (D*) and differential resistance area product at zero bias (R(0)A) of 1.3 x 10(12)cm Hz(1/2) W-1 and 10(4) Omega cm(2) at 80 K, respectively. The obtaine...
Optical Response of Lorentzian Nanoshells in the Quasistatic Limit
Gulen, Demet (American Chemical Society (ACS), 2013-09-26)
Recently, plexcitonic systems consisting of a plasmonic nanoshell or a core covered by an excitonic shell are engineered. Such systems hold promise for tunable nano-photonic devices for imaging, chemical sensing, and resonance energy transfer. Their plasmonic response is grasped well, while understanding of their excitonic response remains to be improved. To this end, we have developed a methodology in which the functionalities of the dispersive properties of the spherical shell and the nanoenvironment in t...
Citation Formats
S. Cetin, Z. Elmazoglu, O. Karaman, H. Gunduz, E. G. Günbaş, and S. Kolemen, “Balanced Intersystem Crossing in Iodinated Silicon-Fluoresceins Allows New Class of Red Shifted Theranostic Agents,” ACS Medicinal Chemistry Letters, pp. 0–0, 2021, Accessed: 00, 2021. [Online]. Available: