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...
| Main Author: | |
|---|---|
| Format: | Thesis |
| Language: | English |
| Published: |
2019
|
| Subjects: | |
| Online Access: | http://eprints.usm.my/48309/ http://eprints.usm.my/48309/1/SYARMILA%20BINTI%20ISHAK%20cut.pdf |
| _version_ | 1848881118413062144 |
|---|---|
| author | Ishak, Syarmila |
| author_facet | Ishak, Syarmila |
| author_sort | Ishak, Syarmila |
| building | USM Institutional Repository |
| collection | Online Access |
| 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. |
| first_indexed | 2025-11-15T18:13:56Z |
| format | Thesis |
| id | usm-48309 |
| institution | Universiti Sains Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T18:13:56Z |
| publishDate | 2019 |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | usm-483092021-02-16T04:42:09Z http://eprints.usm.my/48309/ Synthesis, Characterization And Biological Studies On Symmetrical 2,7- Disubstituted 9,9’-Dihexylfluorene Derivatives With Amine And Ether Bridging Groups 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 NonPeerReviewed application/pdf en http://eprints.usm.my/48309/1/SYARMILA%20BINTI%20ISHAK%20cut.pdf 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. |
| 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 |
| title | 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_short | 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 |
| topic | QD1-999 Chemistry |
| url | http://eprints.usm.my/48309/ http://eprints.usm.my/48309/1/SYARMILA%20BINTI%20ISHAK%20cut.pdf |