Synthesis, Characterization And Biological Studies On Symmetrical 2,7- Disubstituted 9,9’-Dihexylfluorene Derivatives With Amine And Ether Bridging Groups

Ishak, Syarmila (2019) Synthesis, Characterization And Biological Studies On Symmetrical 2,7- Disubstituted 9,9’-Dihexylfluorene Derivatives With Amine And Ether Bridging Groups. Masters thesis, Universiti Sains Malaysia.

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Abstract

Three new fluorene derivatives namely, 1,1’-(9,9-dihexyl-9H-fluorene-2,7- diyl)bis(N,N-bis(pyridine-2-ylmethyl)methanamine (FP1), 1,1'-(9,9-dihexyl-9Hfluorene- 2,7-diyl)bis(N,N-bis(benzo[d]thiazol-2-ylmethyl)methanamine (FT2) and 8,8'-(((9,9-dihexyl-9H-fluorene-2,7-diyl)bis(methylene))bis(oxy))diquinoline (FQ3) have been successfully synthesized in moderate yield 60 %, 66 % and 63 %, respectively. The molecular structure of all the synthesized compounds were elucidated via FT-IR, 1H NMR, 13C NMR, DEPT, 1H-1H COSY, 1H-13C HMQC, 1H- 13C HMBC spectroscopy. Fluorescence properties of all the final compounds were examined by UV-Vis and fluorescence. Biological studies including in-vitro cytotoxicity, antimicrobial and antioxidant activities of the title compounds were investigated. The in-vitro cytotoxic activity of the title compounds was evaluated against human cervical (HeLa) cancer cell line, with 5-fluororacil used as standard drug (IC50 = 27.82 μg/mL). FP1 demonstrated cytotoxic activity with IC50 value 28.58 ± 0.05 μg/mL while FT2 and FQ3 showed no activity for HeLa cell as the IC50 values were determined to be 141.13 ± 0.03 μg/mL and 223.81 ± 0.02 μg/mL, respectively. Antioxidant activity of the target compounds was demonstrated by DPPH radical scavenging activity where the title compounds were found to exhibit very low scavenging activity.

Item Type: Thesis (Masters)
Subjects: Q Science > QD Chemistry > QD1-999 Chemistry
Divisions: Pusat Pengajian Sains Kimia (School of Chemistry) > Thesis
Depositing User: Mr Mohammad Harish Sabri
Date Deposited: 16 Feb 2021 04:42
Last Modified: 16 Feb 2021 04:42
URI: http://eprints.usm.my/id/eprint/48309

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