N-benzyl-N-methyldecan-1-amine and its derivative mitigate 2,4- dinitrobenzenesulfonic acid-induced colitis and collagen-induced rheumatoid arthritis
As our previous study revealed that N-benzyl-N-methyldecan-1-amine (BMDA), a new molecule originated from Allium sativum, exhibits anti-neoplastic activities, we herein explored other functions of the compound and its derivative [decyl-(4-methoxy-benzyl)-methyl-amine; DMMA] including anti-inflammato...
| Main Authors: | , , , , , , , , , , , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Frontiers Media S.A.
2023-04-01
|
| Series: | Frontiers in Pharmacology |
| Subjects: | |
| Online Access: | https://www.frontiersin.org/articles/10.3389/fphar.2023.1095955/full |
| _version_ | 1827964087782342656 |
|---|---|
| author | Ji Eun Kim Changyu Kang Phatcharaporn Budluang Natpaphan Yawut Il-Rae Cho Yun Ju Choi Jaejeong Kim Sanghyun Ju Beomgu Lee Dong Hyun Sohn Hyung-Soon Yim Kyeong Won Lee Jinsol Han Youngmi Jung Ho Young Kang Jin Kyoon Park Yunjin Jung Dae Youn Hwang Young-Hwa Chung Young-Hwa Chung |
| author_facet | Ji Eun Kim Changyu Kang Phatcharaporn Budluang Natpaphan Yawut Il-Rae Cho Yun Ju Choi Jaejeong Kim Sanghyun Ju Beomgu Lee Dong Hyun Sohn Hyung-Soon Yim Kyeong Won Lee Jinsol Han Youngmi Jung Ho Young Kang Jin Kyoon Park Yunjin Jung Dae Youn Hwang Young-Hwa Chung Young-Hwa Chung |
| author_sort | Ji Eun Kim |
| collection | DOAJ |
| description | As our previous study revealed that N-benzyl-N-methyldecan-1-amine (BMDA), a new molecule originated from Allium sativum, exhibits anti-neoplastic activities, we herein explored other functions of the compound and its derivative [decyl-(4-methoxy-benzyl)-methyl-amine; DMMA] including anti-inflammatory and anti-oxidative activities. Pretreatment of THP-1 cells with BMDA or DMMA inhibited tumor necrosis factor (TNF)-α and interleukin (IL)-1β production, and blocked c-jun terminal kinase (JNK), p38 mitogen-activated protein kinase (MAPK), MAPKAP kinase (MK)2 and NF-κΒ inflammatory signaling during LPS stimulation. Rectal treatment with BMDA or DMMA reduced the severity of colitis in 2,4-dinitrobenzenesulfonic acid (DNBS)-treated rat. Consistently, administration of the compounds decreased myeloperoxidase (MPO) activity (representing neutrophil infiltration in colonic mucosa), production of inflammatory mediators such as cytokine-induced neutrophil chemoattractant (CINC)-3 and TNF-α, and activation of JNK and p38 MAPK in the colon tissues. In addition, oral administration of these compounds ameliorated collagen-induced rheumatoid arthritis (RA) in mice. The treatment diminished the levels of inflammatory cytokine transcripts, and protected connective tissues through the expression of anti-oxidation proteins such as nuclear factor erythroid-related factor (Nrf)2 and heme oxygenase (HO)1. Additionally, aspartate aminotransferase (AST) and alanine aminotransferase (ALT) levels did not differ between the BMDA- or DMMA-treated and control animals, indicating that the compounds do not possess liver toxicity. Taken together, these findings propose that BMDA and DMMA could be used as new drugs for curing inflammatory bowel disease (IBD) and RA. |
| first_indexed | 2024-04-09T17:10:02Z |
| format | Article |
| id | doaj.art-35bcd7a36ac2466ea03488283a585c87 |
| institution | Directory Open Access Journal |
| issn | 1663-9812 |
| language | English |
| last_indexed | 2024-04-09T17:10:02Z |
| publishDate | 2023-04-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Pharmacology |
| spelling | doaj.art-35bcd7a36ac2466ea03488283a585c872023-04-20T06:01:33ZengFrontiers Media S.A.Frontiers in Pharmacology1663-98122023-04-011410.3389/fphar.2023.10959551095955N-benzyl-N-methyldecan-1-amine and its derivative mitigate 2,4- dinitrobenzenesulfonic acid-induced colitis and collagen-induced rheumatoid arthritisJi Eun Kim0Changyu Kang1Phatcharaporn Budluang2Natpaphan Yawut3Il-Rae Cho4Yun Ju Choi5Jaejeong Kim6Sanghyun Ju7Beomgu Lee8Dong Hyun Sohn9Hyung-Soon Yim10Kyeong Won Lee11Jinsol Han12Youngmi Jung13Ho Young Kang14Jin Kyoon Park15Yunjin Jung16Dae Youn Hwang17Young-Hwa Chung18Young-Hwa Chung19Department of Biomaterials Science (BK21 FOUR Program), College of Natural Resources and Life Science, Pusan National University, Miryang, Republic of KoreaCollege of Pharmacy, Pusan National University, Busan, Republic of KoreaDepartment of Cogno-Mechatronics Engineering, Optomechatronics Research Institute, Pusan National University, Busan, Republic of KoreaDepartment of Cogno-Mechatronics Engineering, Optomechatronics Research Institute, Pusan National University, Busan, Republic of KoreaDepartment of Microbiology and Immunology, College of Medicine, Pusan National University, Yangsan, Republic of KoreaDepartment of Biomaterials Science (BK21 FOUR Program), College of Natural Resources and Life Science, Pusan National University, Miryang, Republic of KoreaCollege of Pharmacy, Pusan National University, Busan, Republic of KoreaCollege of Pharmacy, Pusan National University, Busan, Republic of KoreaDepartment of Microbiology and Immunology, College of Medicine, Pusan National University, Yangsan, Republic of KoreaDepartment of Microbiology and Immunology, College of Medicine, Pusan National University, Yangsan, Republic of KoreaKorea Institute of Ocean Science and Technology, Marine Biotechnology Research Center, Busan, Republic of KoreaKorea Institute of Ocean Science and Technology, Marine Biotechnology Research Center, Busan, Republic of KoreaDepartment of Chemistry and Chemistry Institute of Functional Materials, Pusan National University, Busan, Republic of KoreaDepartment of Chemistry and Chemistry Institute of Functional Materials, Pusan National University, Busan, Republic of KoreaDepartment of Microbiology, Pusan National University, Busan, Republic of KoreaDepartment of Chemistry and Chemistry Institute of Functional Materials, Pusan National University, Busan, Republic of KoreaCollege of Pharmacy, Pusan National University, Busan, Republic of KoreaDepartment of Biomaterials Science (BK21 FOUR Program), College of Natural Resources and Life Science, Pusan National University, Miryang, Republic of KoreaDepartment of Cogno-Mechatronics Engineering, Optomechatronics Research Institute, Pusan National University, Busan, Republic of KoreaDepartment of Microbiology and Immunology, College of Medicine, Pusan National University, Yangsan, Republic of KoreaAs our previous study revealed that N-benzyl-N-methyldecan-1-amine (BMDA), a new molecule originated from Allium sativum, exhibits anti-neoplastic activities, we herein explored other functions of the compound and its derivative [decyl-(4-methoxy-benzyl)-methyl-amine; DMMA] including anti-inflammatory and anti-oxidative activities. Pretreatment of THP-1 cells with BMDA or DMMA inhibited tumor necrosis factor (TNF)-α and interleukin (IL)-1β production, and blocked c-jun terminal kinase (JNK), p38 mitogen-activated protein kinase (MAPK), MAPKAP kinase (MK)2 and NF-κΒ inflammatory signaling during LPS stimulation. Rectal treatment with BMDA or DMMA reduced the severity of colitis in 2,4-dinitrobenzenesulfonic acid (DNBS)-treated rat. Consistently, administration of the compounds decreased myeloperoxidase (MPO) activity (representing neutrophil infiltration in colonic mucosa), production of inflammatory mediators such as cytokine-induced neutrophil chemoattractant (CINC)-3 and TNF-α, and activation of JNK and p38 MAPK in the colon tissues. In addition, oral administration of these compounds ameliorated collagen-induced rheumatoid arthritis (RA) in mice. The treatment diminished the levels of inflammatory cytokine transcripts, and protected connective tissues through the expression of anti-oxidation proteins such as nuclear factor erythroid-related factor (Nrf)2 and heme oxygenase (HO)1. Additionally, aspartate aminotransferase (AST) and alanine aminotransferase (ALT) levels did not differ between the BMDA- or DMMA-treated and control animals, indicating that the compounds do not possess liver toxicity. Taken together, these findings propose that BMDA and DMMA could be used as new drugs for curing inflammatory bowel disease (IBD) and RA.https://www.frontiersin.org/articles/10.3389/fphar.2023.1095955/fullRA: rheumatoid arthritisN-benzyl-N-methyldecane-1-aminerat colitisanti-inflammatory activityanti-oxidative activity |
| spellingShingle | Ji Eun Kim Changyu Kang Phatcharaporn Budluang Natpaphan Yawut Il-Rae Cho Yun Ju Choi Jaejeong Kim Sanghyun Ju Beomgu Lee Dong Hyun Sohn Hyung-Soon Yim Kyeong Won Lee Jinsol Han Youngmi Jung Ho Young Kang Jin Kyoon Park Yunjin Jung Dae Youn Hwang Young-Hwa Chung Young-Hwa Chung N-benzyl-N-methyldecan-1-amine and its derivative mitigate 2,4- dinitrobenzenesulfonic acid-induced colitis and collagen-induced rheumatoid arthritis Frontiers in Pharmacology RA: rheumatoid arthritis N-benzyl-N-methyldecane-1-amine rat colitis anti-inflammatory activity anti-oxidative activity |
| title | N-benzyl-N-methyldecan-1-amine and its derivative mitigate 2,4- dinitrobenzenesulfonic acid-induced colitis and collagen-induced rheumatoid arthritis |
| title_full | N-benzyl-N-methyldecan-1-amine and its derivative mitigate 2,4- dinitrobenzenesulfonic acid-induced colitis and collagen-induced rheumatoid arthritis |
| title_fullStr | N-benzyl-N-methyldecan-1-amine and its derivative mitigate 2,4- dinitrobenzenesulfonic acid-induced colitis and collagen-induced rheumatoid arthritis |
| title_full_unstemmed | N-benzyl-N-methyldecan-1-amine and its derivative mitigate 2,4- dinitrobenzenesulfonic acid-induced colitis and collagen-induced rheumatoid arthritis |
| title_short | N-benzyl-N-methyldecan-1-amine and its derivative mitigate 2,4- dinitrobenzenesulfonic acid-induced colitis and collagen-induced rheumatoid arthritis |
| title_sort | n benzyl n methyldecan 1 amine and its derivative mitigate 2 4 dinitrobenzenesulfonic acid induced colitis and collagen induced rheumatoid arthritis |
| topic | RA: rheumatoid arthritis N-benzyl-N-methyldecane-1-amine rat colitis anti-inflammatory activity anti-oxidative activity |
| url | https://www.frontiersin.org/articles/10.3389/fphar.2023.1095955/full |
| work_keys_str_mv | AT jieunkim nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT changyukang nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT phatcharapornbudluang nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT natpaphanyawut nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT ilraecho nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT yunjuchoi nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT jaejeongkim nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT sanghyunju nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT beomgulee nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT donghyunsohn nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT hyungsoonyim nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT kyeongwonlee nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT jinsolhan nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT youngmijung nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT hoyoungkang nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT jinkyoonpark nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT yunjinjung nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT daeyounhwang nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT younghwachung nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis AT younghwachung nbenzylnmethyldecan1amineanditsderivativemitigate24dinitrobenzenesulfonicacidinducedcolitisandcollageninducedrheumatoidarthritis |