TY - JOUR
T1 - A water-dependent reversible photoacidity strategy for cancer treatment
AU - Kang, Lin
AU - Zhao, Hongyou
AU - Liu, Shiyang
AU - Liu, Yupeng
AU - Liu, Yidi
AU - Chen, Defu
AU - Qiu, Haixia
AU - Yang, Jian
AU - Gu, Ying
AU - Zhao, Yuxia
N1 - Publisher Copyright:
© 2022 Elsevier Masson SAS
PY - 2022/11/15
Y1 - 2022/11/15
N2 - In the reported mechanisms of reversible photoacidity, protons were dissociated from compounds which contained hydroxyl, indazole or formed hydroxyl via intramolecular hydrogen abstraction under irradiation. Herein, a water-dependent reversible photoacidity (W-RPA) mechanism mediated by a thiadiazoloquinoxaline compound (TQs-Th-PEG5) has been found, in which the proton is not dissociated from TQs-Th-PEG5 itself but from a water locked by TQs-Th-PEG5 under the irradiation of a 660 nm laser. After turning off the laser, the produced acid will disappear quickly. This process is repeatable with no consumption of TQs-Th-PEG5. More importantly, water is indispensable. Furthermore, it is confirmed that there is no other element involved in the process except TQs-Th-PEG5, light and water. Excitingly, W-RPA therapy mediated by TQs-Th-PEG5 nanoparticle exhibits remarkable antitumor effect both in vitro and in vivo, especially in hypoxic tumors with diameter larger than 10 mm owing to its oxygen-independent feature. This study not only discovers a W-RPA mechanism but also provides a novel phototherapy strategy for cancer treatment.
AB - In the reported mechanisms of reversible photoacidity, protons were dissociated from compounds which contained hydroxyl, indazole or formed hydroxyl via intramolecular hydrogen abstraction under irradiation. Herein, a water-dependent reversible photoacidity (W-RPA) mechanism mediated by a thiadiazoloquinoxaline compound (TQs-Th-PEG5) has been found, in which the proton is not dissociated from TQs-Th-PEG5 itself but from a water locked by TQs-Th-PEG5 under the irradiation of a 660 nm laser. After turning off the laser, the produced acid will disappear quickly. This process is repeatable with no consumption of TQs-Th-PEG5. More importantly, water is indispensable. Furthermore, it is confirmed that there is no other element involved in the process except TQs-Th-PEG5, light and water. Excitingly, W-RPA therapy mediated by TQs-Th-PEG5 nanoparticle exhibits remarkable antitumor effect both in vitro and in vivo, especially in hypoxic tumors with diameter larger than 10 mm owing to its oxygen-independent feature. This study not only discovers a W-RPA mechanism but also provides a novel phototherapy strategy for cancer treatment.
KW - Cancer
KW - Hydrogen bonds
KW - Mechanism
KW - Reversible photoacidity
KW - Water
UR - http://www.scopus.com/inward/record.url?scp=85135975510&partnerID=8YFLogxK
U2 - 10.1016/j.ejmech.2022.114669
DO - 10.1016/j.ejmech.2022.114669
M3 - Article
C2 - 35987019
AN - SCOPUS:85135975510
SN - 0223-5234
VL - 242
JO - European Journal of Medicinal Chemistry
JF - European Journal of Medicinal Chemistry
M1 - 114669
ER -
