3-Aryl-4-nitrobenzothiochromans <i>S,S</i>-dioxide: From Calcium-Channel Modulators Properties to Multidrug-Resistance Reverting Activity
Our research groups have been involved for many years in studies aimed at identifying new active organic compounds endowed with pharmacological properties. In this work, we focused our attention on the evaluation of cardiovascular and molecular drug resistance (MDR) reverting activities of some nitr...
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| Language: | English |
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MDPI AG
2020-02-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/5/1056 |
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| author | Matteo Micucci Maurizio Viale Alberto Chiarini Domenico Spinelli Maria Frosini Cinzia Tavani Massimo Maccagno Lara Bianchi Rosaria Gangemi Roberta Budriesi |
| author_facet | Matteo Micucci Maurizio Viale Alberto Chiarini Domenico Spinelli Maria Frosini Cinzia Tavani Massimo Maccagno Lara Bianchi Rosaria Gangemi Roberta Budriesi |
| author_sort | Matteo Micucci |
| collection | DOAJ |
| description | Our research groups have been involved for many years in studies aimed at identifying new active organic compounds endowed with pharmacological properties. In this work, we focused our attention on the evaluation of cardiovascular and molecular drug resistance (MDR) reverting activities of some nitrosubstituted sulphur-containing heterocycles. Firstly, we have examined the effects of 4-nitro-3-(4-methylphenyl)-3,6-dihydro-2<i>H</i>-thiopyran <i>S,S</i>-dioxide <b>5</b>, and have observed no activity. Then we have extended our investigation to the 3-aryl-4-nitrobenzothiochromans <i>S,S</i>-dioxide <b>6</b> and <b>7</b>, and have observed an interesting biological profile. Cardiovascular activities were assessed for all compounds using ex vivo studies, while the MDR reverting effect was evaluated only for selected compounds using tumor cell lines. All compounds were shown to affect cardiovascular parameters. Compound <b>7i</b> exerted the most effect on negative inotropic activity, while <b>6d</b> and <b>6f</b> could be interesting molecules for the development of more active ABCB1 inhibitors. Both <b>6</b> and <b>7</b> represent structures of large possible biological interest, providing a scaffold for the identification of new ABCB1 inhibitors. |
| first_indexed | 2024-12-11T08:51:25Z |
| format | Article |
| id | doaj.art-60cdc34dff5047fca3f2b0b3bea77510 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-11T08:51:25Z |
| publishDate | 2020-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-60cdc34dff5047fca3f2b0b3bea775102022-12-22T01:13:59ZengMDPI AGMolecules1420-30492020-02-01255105610.3390/molecules25051056molecules250510563-Aryl-4-nitrobenzothiochromans <i>S,S</i>-dioxide: From Calcium-Channel Modulators Properties to Multidrug-Resistance Reverting ActivityMatteo Micucci0Maurizio Viale1Alberto Chiarini2Domenico Spinelli3Maria Frosini4Cinzia Tavani5Massimo Maccagno6Lara Bianchi7Rosaria Gangemi8Roberta Budriesi9Dipartimento di Farmacia & Biotecnologia, Alma Mater Studiorum-University of Bologna, Via Belmeloro 6, 40126 Bologna, ItalyIRCCS Ospedale Policlinico San Martino, U.O. Bioterapie, L.go R. Benzi 10, 16132 Genova, ItalyDipartimento di Farmacia & Biotecnologia, Alma Mater Studiorum-University of Bologna, Via Belmeloro 6, 40126 Bologna, ItalyDipartimento di Chimica “G. Ciamician”, Alma Mater Studiorum-University of Bologna, via F. Selmi 2, 40126 Bologna, ItalyDipartimento di Scienze della Vita, Università degli Studi di Siena, Via A. Moro 2, 53100 Siena, ItalyDipartimento di Chimica e Chimica Industriale, Università degli Studi di Genova, Via Dodecaneso 31, 16146 Genova, ItalyDipartimento di Chimica e Chimica Industriale, Università degli Studi di Genova, Via Dodecaneso 31, 16146 Genova, ItalyDipartimento di Chimica e Chimica Industriale, Università degli Studi di Genova, Via Dodecaneso 31, 16146 Genova, ItalyIRCCS Ospedale Policlinico San Martino, U.O. Bioterapie, L.go R. Benzi 10, 16132 Genova, ItalyDipartimento di Farmacia & Biotecnologia, Alma Mater Studiorum-University of Bologna, Via Belmeloro 6, 40126 Bologna, ItalyOur research groups have been involved for many years in studies aimed at identifying new active organic compounds endowed with pharmacological properties. In this work, we focused our attention on the evaluation of cardiovascular and molecular drug resistance (MDR) reverting activities of some nitrosubstituted sulphur-containing heterocycles. Firstly, we have examined the effects of 4-nitro-3-(4-methylphenyl)-3,6-dihydro-2<i>H</i>-thiopyran <i>S,S</i>-dioxide <b>5</b>, and have observed no activity. Then we have extended our investigation to the 3-aryl-4-nitrobenzothiochromans <i>S,S</i>-dioxide <b>6</b> and <b>7</b>, and have observed an interesting biological profile. Cardiovascular activities were assessed for all compounds using ex vivo studies, while the MDR reverting effect was evaluated only for selected compounds using tumor cell lines. All compounds were shown to affect cardiovascular parameters. Compound <b>7i</b> exerted the most effect on negative inotropic activity, while <b>6d</b> and <b>6f</b> could be interesting molecules for the development of more active ABCB1 inhibitors. Both <b>6</b> and <b>7</b> represent structures of large possible biological interest, providing a scaffold for the identification of new ABCB1 inhibitors.https://www.mdpi.com/1420-3049/25/5/10563-aryl-4-nitrothiochromans <i>s</i>,<i>s</i>-dioxide<span style="font-variant: small-caps">l</span>-type calcium channels (ltcc)anticancer therapymultidrug resistance (mdr1)in vitro experimentscardiovascular activity |
| spellingShingle | Matteo Micucci Maurizio Viale Alberto Chiarini Domenico Spinelli Maria Frosini Cinzia Tavani Massimo Maccagno Lara Bianchi Rosaria Gangemi Roberta Budriesi 3-Aryl-4-nitrobenzothiochromans <i>S,S</i>-dioxide: From Calcium-Channel Modulators Properties to Multidrug-Resistance Reverting Activity Molecules 3-aryl-4-nitrothiochromans <i>s</i>,<i>s</i>-dioxide <span style="font-variant: small-caps">l</span>-type calcium channels (ltcc) anticancer therapy multidrug resistance (mdr1) in vitro experiments cardiovascular activity |
| title | 3-Aryl-4-nitrobenzothiochromans <i>S,S</i>-dioxide: From Calcium-Channel Modulators Properties to Multidrug-Resistance Reverting Activity |
| title_full | 3-Aryl-4-nitrobenzothiochromans <i>S,S</i>-dioxide: From Calcium-Channel Modulators Properties to Multidrug-Resistance Reverting Activity |
| title_fullStr | 3-Aryl-4-nitrobenzothiochromans <i>S,S</i>-dioxide: From Calcium-Channel Modulators Properties to Multidrug-Resistance Reverting Activity |
| title_full_unstemmed | 3-Aryl-4-nitrobenzothiochromans <i>S,S</i>-dioxide: From Calcium-Channel Modulators Properties to Multidrug-Resistance Reverting Activity |
| title_short | 3-Aryl-4-nitrobenzothiochromans <i>S,S</i>-dioxide: From Calcium-Channel Modulators Properties to Multidrug-Resistance Reverting Activity |
| title_sort | 3 aryl 4 nitrobenzothiochromans i s s i dioxide from calcium channel modulators properties to multidrug resistance reverting activity |
| topic | 3-aryl-4-nitrothiochromans <i>s</i>,<i>s</i>-dioxide <span style="font-variant: small-caps">l</span>-type calcium channels (ltcc) anticancer therapy multidrug resistance (mdr1) in vitro experiments cardiovascular activity |
| url | https://www.mdpi.com/1420-3049/25/5/1056 |
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