Synthesis, Characterization And Biological Studies On Symmetrical 2,7- Disubstituted 9,9’-Dihexylfluorene Derivatives With Amine And Ether Bridging Groups
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))b...
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my-usm-ep.483092021-02-16T04:42:09Z Synthesis, Characterization And Biological Studies On Symmetrical 2,7- Disubstituted 9,9’-Dihexylfluorene Derivatives With Amine And Ether Bridging Groups 2019-07 Ishak, Syarmila QD1-999 Chemistry 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. 2019-07 Thesis http://eprints.usm.my/48309/ http://eprints.usm.my/48309/1/SYARMILA%20BINTI%20ISHAK%20cut.pdf application/pdf en public masters Universiti Sains Malaysia Pusat Pengajian Sains Kimia |
| institution |
Universiti Sains Malaysia |
| collection |
USM Institutional Repository |
| language |
English |
| topic |
QD1-999 Chemistry |
| spellingShingle |
QD1-999 Chemistry Ishak, Syarmila Synthesis, Characterization And Biological Studies On Symmetrical 2,7- Disubstituted 9,9’-Dihexylfluorene Derivatives With Amine And Ether Bridging Groups |
| description |
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. |
| format |
Thesis |
| qualification_level |
Master's degree |
| author |
Ishak, Syarmila |
| author_facet |
Ishak, Syarmila |
| author_sort |
Ishak, Syarmila |
| title |
Synthesis, Characterization And
Biological Studies On Symmetrical 2,7-
Disubstituted 9,9’-Dihexylfluorene
Derivatives With Amine And Ether
Bridging Groups |
| title_short |
Synthesis, Characterization And
Biological Studies On Symmetrical 2,7-
Disubstituted 9,9’-Dihexylfluorene
Derivatives With Amine And Ether
Bridging Groups |
| title_full |
Synthesis, Characterization And
Biological Studies On Symmetrical 2,7-
Disubstituted 9,9’-Dihexylfluorene
Derivatives With Amine And Ether
Bridging Groups |
| title_fullStr |
Synthesis, Characterization And
Biological Studies On Symmetrical 2,7-
Disubstituted 9,9’-Dihexylfluorene
Derivatives With Amine And Ether
Bridging Groups |
| title_full_unstemmed |
Synthesis, Characterization And
Biological Studies On Symmetrical 2,7-
Disubstituted 9,9’-Dihexylfluorene
Derivatives With Amine And Ether
Bridging Groups |
| title_sort |
synthesis, characterization and
biological studies on symmetrical 2,7-
disubstituted 9,9’-dihexylfluorene
derivatives with amine and ether
bridging groups |
| granting_institution |
Universiti Sains Malaysia |
| granting_department |
Pusat Pengajian Sains Kimia |
| publishDate |
2019 |
| url |
http://eprints.usm.my/48309/1/SYARMILA%20BINTI%20ISHAK%20cut.pdf |
| _version_ |
1747821914809696256 |