An Effective Synthesis Method for Tilorone Dihydrochloride with Obvious IFN-α Inducing Activity
Tilorone dihydrochloride (1) has great potential for inducing interferon against pathogenic infection. In this paper, we describe a convenient preparation method for 2,7-dihydroxyfluoren-9-one (2), which is a usual pharmaceutical intermediate for preparing tilorone dihydrochloride (1). In the novel...
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| Format: | Article |
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MDPI AG
2015-12-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/20/12/19781 |
| _version_ | 1818899760369631232 |
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| author | Junren Zhang Qizheng Yao Zuliang Liu |
| author_facet | Junren Zhang Qizheng Yao Zuliang Liu |
| author_sort | Junren Zhang |
| collection | DOAJ |
| description | Tilorone dihydrochloride (1) has great potential for inducing interferon against pathogenic infection. In this paper, we describe a convenient preparation method for 2,7-dihydroxyfluoren-9-one (2), which is a usual pharmaceutical intermediate for preparing tilorone dihydrochloride (1). In the novel method, methyl esterification of 4,4′-dihydroxy-[1,1′-biphenyl]-2-carboxylic acid (4) was carried out under milder conditions with higher yield and played an important role in the preparation of compound 2. The structures of the relative intermediates and target compound were characterized by melting point, IR, MS, and 1H-NMR. Furthermore, the synthesized tilorone dihydrochloride exhibited an obvious effect on induction of interferon-α (IFN-α) in mice within 12 h, and the peak level was observed until 24 h. This fruitful work has resulted in tilorone dihydrochloride becoming available in large-scale and wide application in clinics, which has a good pharmaceutical development prospects. |
| first_indexed | 2024-12-19T19:53:05Z |
| format | Article |
| id | doaj.art-574ea923ad634a819922868143ff91bf |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-19T19:53:05Z |
| publishDate | 2015-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-574ea923ad634a819922868143ff91bf2022-12-21T20:07:53ZengMDPI AGMolecules1420-30492015-12-012012214582146310.3390/molecules201219781molecules201219781An Effective Synthesis Method for Tilorone Dihydrochloride with Obvious IFN-α Inducing ActivityJunren Zhang0Qizheng Yao1Zuliang Liu2School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, ChinaSchool of Pharmacy, China Pharmaceutical University, Nanjing 210009, ChinaSchool of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, ChinaTilorone dihydrochloride (1) has great potential for inducing interferon against pathogenic infection. In this paper, we describe a convenient preparation method for 2,7-dihydroxyfluoren-9-one (2), which is a usual pharmaceutical intermediate for preparing tilorone dihydrochloride (1). In the novel method, methyl esterification of 4,4′-dihydroxy-[1,1′-biphenyl]-2-carboxylic acid (4) was carried out under milder conditions with higher yield and played an important role in the preparation of compound 2. The structures of the relative intermediates and target compound were characterized by melting point, IR, MS, and 1H-NMR. Furthermore, the synthesized tilorone dihydrochloride exhibited an obvious effect on induction of interferon-α (IFN-α) in mice within 12 h, and the peak level was observed until 24 h. This fruitful work has resulted in tilorone dihydrochloride becoming available in large-scale and wide application in clinics, which has a good pharmaceutical development prospects.http://www.mdpi.com/1420-3049/20/12/19781synthesis2,7-dihydroxyfluoren-9-onetiloronemethyl esterificationIFN-α |
| spellingShingle | Junren Zhang Qizheng Yao Zuliang Liu An Effective Synthesis Method for Tilorone Dihydrochloride with Obvious IFN-α Inducing Activity Molecules synthesis 2,7-dihydroxyfluoren-9-one tilorone methyl esterification IFN-α |
| title | An Effective Synthesis Method for Tilorone Dihydrochloride with Obvious IFN-α Inducing Activity |
| title_full | An Effective Synthesis Method for Tilorone Dihydrochloride with Obvious IFN-α Inducing Activity |
| title_fullStr | An Effective Synthesis Method for Tilorone Dihydrochloride with Obvious IFN-α Inducing Activity |
| title_full_unstemmed | An Effective Synthesis Method for Tilorone Dihydrochloride with Obvious IFN-α Inducing Activity |
| title_short | An Effective Synthesis Method for Tilorone Dihydrochloride with Obvious IFN-α Inducing Activity |
| title_sort | effective synthesis method for tilorone dihydrochloride with obvious ifn α inducing activity |
| topic | synthesis 2,7-dihydroxyfluoren-9-one tilorone methyl esterification IFN-α |
| url | http://www.mdpi.com/1420-3049/20/12/19781 |
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