TY - JOUR
T1 - Synthesis of group 6 (chromium, molybdenum, and tungsten) photoCORMs as potential antimicrobial and anticancer agents
AU - Lee, Shiaw Xian
AU - Tan, Chun Hoe
AU - Mah, Wee Li
AU - Wong, Richard Chee Seng
AU - Cheow, Yuen Lin
AU - Sim, Kae Shin
AU - Tan, Kong Wai
N1 - Funding Information:
This work is supported by MOHE (FRGS/1/2015/SG01/UM/02/4) and the Universiti Malaya Research Grant (RP033A-17AFR). SX Lee would like to thank MyBrainSc for his scholarship.
Publisher Copyright:
© 2021 Elsevier B.V.
PY - 2021/9/24
Y1 - 2021/9/24
N2 - A new ligand 1 (1,10-phenanthrolin-5-amine, N-(2-fluorenylmethylene)) was synthesized and reacted with group 6 metal carbonyls to form UV activable photoCORMs with the formulation of M(1)(CO)4 (M = Cr, Mo, and W, which correspond to 2, 3, and 4, respectively). All synthesized compounds were characterized by FT-IR, 1H NMR, 13C NMR, CHN elemental analysis, and single crystal X-ray diffraction. Compounds 2–4 contain four COs bonded to the metal centre displaying distorted octahedral geometry, and the CO can be released via UV (365 nm) illumination. Compound 2 displayed the shortest half-life and shortest CO-releasing rate when tested using modified three-layered myoglobin solution assay. All compounds generally showed no appreciable antibacterial activities, with or without the illumination of UV light, except for 2 which demonstrated considerable antifungal activity against Candida albicans and C. tropicalis. In contrast, compounds 1–4 exhibited potent cytotoxicity against human colorectal cancer cell lines (HT-29 and HCT 116) and 2–4 displayed strong photo-induced cytotoxicity against the same cell lines with remarkedly high selectivity.
AB - A new ligand 1 (1,10-phenanthrolin-5-amine, N-(2-fluorenylmethylene)) was synthesized and reacted with group 6 metal carbonyls to form UV activable photoCORMs with the formulation of M(1)(CO)4 (M = Cr, Mo, and W, which correspond to 2, 3, and 4, respectively). All synthesized compounds were characterized by FT-IR, 1H NMR, 13C NMR, CHN elemental analysis, and single crystal X-ray diffraction. Compounds 2–4 contain four COs bonded to the metal centre displaying distorted octahedral geometry, and the CO can be released via UV (365 nm) illumination. Compound 2 displayed the shortest half-life and shortest CO-releasing rate when tested using modified three-layered myoglobin solution assay. All compounds generally showed no appreciable antibacterial activities, with or without the illumination of UV light, except for 2 which demonstrated considerable antifungal activity against Candida albicans and C. tropicalis. In contrast, compounds 1–4 exhibited potent cytotoxicity against human colorectal cancer cell lines (HT-29 and HCT 116) and 2–4 displayed strong photo-induced cytotoxicity against the same cell lines with remarkedly high selectivity.
KW - Anticancer
KW - Antimicrobial
KW - Cancer cells selectivity
KW - Modified myoglobin assay
KW - MTT assay
KW - Photo-induced cytotoxicity
KW - Three-layered myoglobin solution
KW - UV activable photoCORMs
UR - http://www.scopus.com/inward/record.url?scp=85107706926&partnerID=8YFLogxK
U2 - 10.1016/j.ica.2021.120491
DO - 10.1016/j.ica.2021.120491
M3 - Article
AN - SCOPUS:85107706926
SN - 0020-1693
VL - 525
JO - Inorganica Chimica Acta
JF - Inorganica Chimica Acta
M1 - 120491
ER -