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(Benzyl isocyanide)gold(I) pyrimidine‐2‐thiolate complex: Synthesis and biological activity
Author(s) -
Fereidoonnezhad Masood,
Shahsavari Hamid R.,
Lotfi Elaheh,
Babaghasabha Mojgan,
Fakhri Motahareh,
Faghih Zeinab,
Faghih Zahra,
Hassan Beyzavi M.
Publication year - 2018
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.4200
Subject(s) - chemistry , isocyanide , cisplatin , apoptosis , cytotoxicity , pyrimidine , ligand (biochemistry) , stereochemistry , cell culture , cytotoxic t cell , in vitro , biochemistry , chemotherapy , receptor , medicine , biology , genetics
The reaction of [(Me 2 S)AuCl] with an equimolar amount of benzyl isocyanide (PhCH 2 NC) ligand led to the formation of complex [(PhCH 2 NC)AuCl] ( 1 ). The solid‐state structure of 1 was determined using the X‐ray diffraction method. Through a salt metathesis reaction, the chloride ligand in 1 was replaced by pyrimidine‐2‐thiolate (SpyN − ) to afford the complex [(PhCH 2 NC)Au(η 1 ‐S‐Spy)] ( 2 ), which was characterized spectroscopically. The cytotoxic activities of 1 and 2 were evaluated against three human cancer cell lines: ovarian carcinoma (SKOV3), lung carcinoma (A549) and breast carcinoma (MCF‐7). Complex 2 showed higher cytotoxicity than cisplatin against SKOV3 and MCF‐7 cancer cell lines. It showed a strong anti‐proliferative activity with IC 50 of 7.80, 6.26 and 6.14 μM, compared with that measured for cisplatin which was 7.62, 12.36 and 11.47 μM, against A549, SKOV3 and MCF‐7 cell lines, respectively. The induction of cellular apoptosis by 2 was also studied on MCF‐7 cell line. Our results indicated that 2 could induce apoptosis in cancerous cells in a dose‐dependent manner.