Synthesis and Evaluation of In Vitro Antibacterial and Antitumor Activities of Novel N,N-Disubstituted Schiff Bases
To get inside the properties of N,N-disubstituted Schiff bases, we synthesized three high-yielding benzaldehyde Schiff bases. We used the reaction between salicylaldehyde and different diamine compounds, including diamine, ethanediamine, and o-phenylenediamine, determining the structure of obtained...
Saved in:
| Main Authors: | , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2017-01-01
|
| Series: | Biochemistry Research International |
| Online Access: | http://dx.doi.org/10.1155/2017/6257240 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1832553571290185728 |
|---|---|
| author | Heng Luo Yu-fen Xia Bao-fei Sun Li-rong Huang Xing-hui Wang Hua-yong Lou Xu-hui Zhu Wei-dong Pan Xiao-dong Zhang |
| author_facet | Heng Luo Yu-fen Xia Bao-fei Sun Li-rong Huang Xing-hui Wang Hua-yong Lou Xu-hui Zhu Wei-dong Pan Xiao-dong Zhang |
| author_sort | Heng Luo |
| collection | DOAJ |
| description | To get inside the properties of N,N-disubstituted Schiff bases, we synthesized three high-yielding benzaldehyde Schiff bases. We used the reaction between salicylaldehyde and different diamine compounds, including diamine, ethanediamine, and o-phenylenediamine, determining the structure of obtained molecules by nuclear magnetic resonance spectroscopy and electrospray ionization mass spectroscopy. We thus evaluated the microbicidal and antitumor activity of these compounds, showing that salicylaldehyde-hydrazine hydrate Schiff base (compound 1a) significantly inhibited the growth of S. aureus; salicylaldehyde-o-phenylenediamine Schiff base (compound 1c) displayed a strong capability to inhibit the proliferation of leukemia cell lines K562 and HEL. Moreover, we observed that the antibacterial action of 1a might be associated with the regulation of the expression of key virulence genes in S. aureus. Compound 1c resulted in a strong apoptotic activity against leukemia cells, also affecting the cell cycle distribution. Overall, our novel N,N-disubstituted Schiff bases possess unique antibacterial or antitumor activities that exhibit the potent application prospect in prophylactic or therapeutic interventions, providing new insights for developing new antibacterial and anticancer chemical agents. |
| format | Article |
| id | doaj-art-c50f02462e284751af3231d4bd5a792a |
| institution | Kabale University |
| issn | 2090-2247 2090-2255 |
| language | English |
| publishDate | 2017-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Biochemistry Research International |
| spelling | doaj-art-c50f02462e284751af3231d4bd5a792a2025-02-03T05:53:44ZengWileyBiochemistry Research International2090-22472090-22552017-01-01201710.1155/2017/62572406257240Synthesis and Evaluation of In Vitro Antibacterial and Antitumor Activities of Novel N,N-Disubstituted Schiff BasesHeng Luo0Yu-fen Xia1Bao-fei Sun2Li-rong Huang3Xing-hui Wang4Hua-yong Lou5Xu-hui Zhu6Wei-dong Pan7Xiao-dong Zhang8Beijing Chao-Yang Hospital, Capital Medical University, Beijing 100043, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guizhou 550014, ChinaGuizhou Medical University, Guizhou 550025, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guizhou 550014, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guizhou 550014, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guizhou 550014, ChinaBeijing Chao-Yang Hospital, Capital Medical University, Beijing 100043, ChinaState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guizhou 550014, ChinaBeijing Chao-Yang Hospital, Capital Medical University, Beijing 100043, ChinaTo get inside the properties of N,N-disubstituted Schiff bases, we synthesized three high-yielding benzaldehyde Schiff bases. We used the reaction between salicylaldehyde and different diamine compounds, including diamine, ethanediamine, and o-phenylenediamine, determining the structure of obtained molecules by nuclear magnetic resonance spectroscopy and electrospray ionization mass spectroscopy. We thus evaluated the microbicidal and antitumor activity of these compounds, showing that salicylaldehyde-hydrazine hydrate Schiff base (compound 1a) significantly inhibited the growth of S. aureus; salicylaldehyde-o-phenylenediamine Schiff base (compound 1c) displayed a strong capability to inhibit the proliferation of leukemia cell lines K562 and HEL. Moreover, we observed that the antibacterial action of 1a might be associated with the regulation of the expression of key virulence genes in S. aureus. Compound 1c resulted in a strong apoptotic activity against leukemia cells, also affecting the cell cycle distribution. Overall, our novel N,N-disubstituted Schiff bases possess unique antibacterial or antitumor activities that exhibit the potent application prospect in prophylactic or therapeutic interventions, providing new insights for developing new antibacterial and anticancer chemical agents.http://dx.doi.org/10.1155/2017/6257240 |
| spellingShingle | Heng Luo Yu-fen Xia Bao-fei Sun Li-rong Huang Xing-hui Wang Hua-yong Lou Xu-hui Zhu Wei-dong Pan Xiao-dong Zhang Synthesis and Evaluation of In Vitro Antibacterial and Antitumor Activities of Novel N,N-Disubstituted Schiff Bases Biochemistry Research International |
| title | Synthesis and Evaluation of In Vitro Antibacterial and Antitumor Activities of Novel N,N-Disubstituted Schiff Bases |
| title_full | Synthesis and Evaluation of In Vitro Antibacterial and Antitumor Activities of Novel N,N-Disubstituted Schiff Bases |
| title_fullStr | Synthesis and Evaluation of In Vitro Antibacterial and Antitumor Activities of Novel N,N-Disubstituted Schiff Bases |
| title_full_unstemmed | Synthesis and Evaluation of In Vitro Antibacterial and Antitumor Activities of Novel N,N-Disubstituted Schiff Bases |
| title_short | Synthesis and Evaluation of In Vitro Antibacterial and Antitumor Activities of Novel N,N-Disubstituted Schiff Bases |
| title_sort | synthesis and evaluation of in vitro antibacterial and antitumor activities of novel n n disubstituted schiff bases |
| url | http://dx.doi.org/10.1155/2017/6257240 |
| work_keys_str_mv | AT hengluo synthesisandevaluationofinvitroantibacterialandantitumoractivitiesofnovelnndisubstitutedschiffbases AT yufenxia synthesisandevaluationofinvitroantibacterialandantitumoractivitiesofnovelnndisubstitutedschiffbases AT baofeisun synthesisandevaluationofinvitroantibacterialandantitumoractivitiesofnovelnndisubstitutedschiffbases AT lironghuang synthesisandevaluationofinvitroantibacterialandantitumoractivitiesofnovelnndisubstitutedschiffbases AT xinghuiwang synthesisandevaluationofinvitroantibacterialandantitumoractivitiesofnovelnndisubstitutedschiffbases AT huayonglou synthesisandevaluationofinvitroantibacterialandantitumoractivitiesofnovelnndisubstitutedschiffbases AT xuhuizhu synthesisandevaluationofinvitroantibacterialandantitumoractivitiesofnovelnndisubstitutedschiffbases AT weidongpan synthesisandevaluationofinvitroantibacterialandantitumoractivitiesofnovelnndisubstitutedschiffbases AT xiaodongzhang synthesisandevaluationofinvitroantibacterialandantitumoractivitiesofnovelnndisubstitutedschiffbases |