Pharmacological and Structure-Activity Relationship Evaluation of 4-aryl-1-Diphenylacetyl(thio)semicarbazides
This article describes the synthesis of six 4-aryl-(thio)semicarbazides (series a and b) linked with diphenylacetyl moiety along with their pharmacological evaluation on the central nervous system in mice and computational studies, including conformational analysis and electrostatic properties. All...
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| Language: | English |
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MDPI AG
2014-04-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/19/4/4745 |
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| author | Monika Wujec Ewa Kędzierska Edyta Kuśmierz Tomasz Plech Andrzej Wróbel Agata Paneth Jolanta Orzelska Sylwia Fidecka Piotr Paneth |
| author_facet | Monika Wujec Ewa Kędzierska Edyta Kuśmierz Tomasz Plech Andrzej Wróbel Agata Paneth Jolanta Orzelska Sylwia Fidecka Piotr Paneth |
| author_sort | Monika Wujec |
| collection | DOAJ |
| description | This article describes the synthesis of six 4-aryl-(thio)semicarbazides (series a and b) linked with diphenylacetyl moiety along with their pharmacological evaluation on the central nervous system in mice and computational studies, including conformational analysis and electrostatic properties. All thiosemicarbazides (series b) were found to exhibit strong antinociceptive activity in the behavioural model. Among them, compound 1-diphenylacetyl-4-(4-methylphenyl)thiosemicarbazide 1b was found to be the most potent analgesic agent, whose activity is connected with the opioid system. For compounds from series a significant anti-serotonergic effect, especially for compound 1-diphenylacetyl-4-(4-methoxyphenyl)semicarbazide 2b was observed. The computational studies strongly support the obtained results. |
| first_indexed | 2024-12-22T07:04:05Z |
| format | Article |
| id | doaj.art-c9232793f11a4c0f9e3841780f699f6c |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-22T07:04:05Z |
| publishDate | 2014-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-c9232793f11a4c0f9e3841780f699f6c2022-12-21T18:34:43ZengMDPI AGMolecules1420-30492014-04-011944745475910.3390/molecules19044745molecules19044745Pharmacological and Structure-Activity Relationship Evaluation of 4-aryl-1-Diphenylacetyl(thio)semicarbazidesMonika Wujec0Ewa Kędzierska1Edyta Kuśmierz2Tomasz Plech3Andrzej Wróbel4Agata Paneth5Jolanta Orzelska6Sylwia Fidecka7Piotr Paneth8Department of Organic Chemistry, Medical University, Chodźki 4a, 20-093 Lublin, PolandDepartment of Pharmacology and Pharmacodynamics, Medical University, Chodźki 4a, 20-093 Lublin, PolandDepartment of Organic Chemistry, Medical University, Chodźki 4a, 20-093 Lublin, PolandDepartment of Organic Chemistry, Medical University, Chodźki 4a, 20-093 Lublin, PolandHistory of Medical Sciences Department, Medical University, Szkolna 18, 20-124 Lublin, PolandDepartment of Organic Chemistry, Medical University, Chodźki 4a, 20-093 Lublin, PolandDepartment of Pharmacology and Pharmacodynamics, Medical University, Chodźki 4a, 20-093 Lublin, PolandDepartment of Pharmacology and Pharmacodynamics, Medical University, Chodźki 4a, 20-093 Lublin, PolandInstitute of Applied Radiation Chemistry, Technical University of Lodz, Zeromskiego 116, 90-924 Lodz, PolandThis article describes the synthesis of six 4-aryl-(thio)semicarbazides (series a and b) linked with diphenylacetyl moiety along with their pharmacological evaluation on the central nervous system in mice and computational studies, including conformational analysis and electrostatic properties. All thiosemicarbazides (series b) were found to exhibit strong antinociceptive activity in the behavioural model. Among them, compound 1-diphenylacetyl-4-(4-methylphenyl)thiosemicarbazide 1b was found to be the most potent analgesic agent, whose activity is connected with the opioid system. For compounds from series a significant anti-serotonergic effect, especially for compound 1-diphenylacetyl-4-(4-methoxyphenyl)semicarbazide 2b was observed. The computational studies strongly support the obtained results.http://www.mdpi.com/1420-3049/19/4/4745(thio)semicarbazidesconformational analysiselectrostatic propertiesCNS activityanalgesic activityserotonergic activity |
| spellingShingle | Monika Wujec Ewa Kędzierska Edyta Kuśmierz Tomasz Plech Andrzej Wróbel Agata Paneth Jolanta Orzelska Sylwia Fidecka Piotr Paneth Pharmacological and Structure-Activity Relationship Evaluation of 4-aryl-1-Diphenylacetyl(thio)semicarbazides Molecules (thio)semicarbazides conformational analysis electrostatic properties CNS activity analgesic activity serotonergic activity |
| title | Pharmacological and Structure-Activity Relationship Evaluation of 4-aryl-1-Diphenylacetyl(thio)semicarbazides |
| title_full | Pharmacological and Structure-Activity Relationship Evaluation of 4-aryl-1-Diphenylacetyl(thio)semicarbazides |
| title_fullStr | Pharmacological and Structure-Activity Relationship Evaluation of 4-aryl-1-Diphenylacetyl(thio)semicarbazides |
| title_full_unstemmed | Pharmacological and Structure-Activity Relationship Evaluation of 4-aryl-1-Diphenylacetyl(thio)semicarbazides |
| title_short | Pharmacological and Structure-Activity Relationship Evaluation of 4-aryl-1-Diphenylacetyl(thio)semicarbazides |
| title_sort | pharmacological and structure activity relationship evaluation of 4 aryl 1 diphenylacetyl thio semicarbazides |
| topic | (thio)semicarbazides conformational analysis electrostatic properties CNS activity analgesic activity serotonergic activity |
| url | http://www.mdpi.com/1420-3049/19/4/4745 |
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