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Synthesis of Alkyl Triphenylphosphonium Ostruthin Derivatives as Potential Cytotoxic Candidates
Author(s) -
Dang Phu H.,
Dao Thien H. X.,
Le Vien T.,
Nguyen Chien M.,
Ly Tin T.,
Nguyen Hai X.,
Le Tho H.,
Do Truong N. V.,
Nguyen Mai T. T.,
Sun Sijia,
Awale Suresh,
Nguyen Nhan T.
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202003152
Subject(s) - hela , cytotoxicity , alkyl , chemistry , stereochemistry , cytotoxic t cell , cell culture , derivative (finance) , cell , biochemistry , in vitro , biology , organic chemistry , genetics , economics , financial economics
Ostruthin, isolated from Paramignya trimera , was used as a scaffold to design its alkyl triphenylphosphonium derivatives. With the optimal reaction conditions in hand, five alkyl triphenylphosphonium ostruthin derivatives ( 1 – 5 ) were synthesized. Ostruthin and its derivatives were tested for cytotoxicity against human PANC‐1 pancreatic, Hela cervical, and HepG2 liver cancer cell lines. Ostruthin and its hexyl and heptyl triphenylphosphonium derivatives ( 4 and 5 ) showed strong preferential cytotoxicity against PANC‐1 cells with the PC 50 values of 10.3 and 14.4 μM, respectively. In addition, compounds 4 and 5 also exhibited potent cytotoxicity towards HeLa cells with the IC 50 values of 24.8 and 18.5 μM, respectively. The hexyl triphenylphosphonium group in 4 was found to slightly enhance cytotoxicity against HepG2 cells. Further, the morphological changes and the live‐cell imaging result suggested the anticancer potential against HeLa cells of the synthesized ostruthin derivative 5 .