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If <jats:italic>N<\/jats:italic>-benzenesulfonyl substituents are introduced into BAPs, the configuration of the BAPs would change significantly and their anti-inflammatory activities should improve. Four <jats:italic>N<\/jats:italic>-benzenesulfonyl BAPs, namely (3<jats:italic>E<\/jats:italic>,5<jats:italic>E<\/jats:italic>)-1-(4-methylbenzenesulfonyl)-3,5-bis[4-(trifluoromethyl)benzylidene]piperidin-4-one dichloromethane monosolvate, C<jats:sub>28<\/jats:sub>H<jats:sub>21<\/jats:sub>F<jats:sub>6<\/jats:sub>NO<jats:sub>3<\/jats:sub>S\u00b7CH<jats:sub>2<\/jats:sub>Cl<jats:sub>2<\/jats:sub>, (<jats:bold>4<\/jats:bold>), (3<jats:italic>E<\/jats:italic>,5<jats:italic>E<\/jats:italic>)-1-(4-fluorobenzenesulfonyl)-3,5-bis[4-(trifluoromethyl)benzylidene]piperidin-4-one, C<jats:sub>27<\/jats:sub>H<jats:sub>18<\/jats:sub>F<jats:sub>7<\/jats:sub>NO<jats:sub>3<\/jats:sub>S, (<jats:bold>5<\/jats:bold>), (3<jats:italic>E<\/jats:italic>,5<jats:italic>E<\/jats:italic>)-1-(4-nitrobenzenesulfonyl)-3,5-bis[4-(trifluoromethyl)benzylidene]piperidin-4-one, C<jats:sub>27<\/jats:sub>H<jats:sub>18<\/jats:sub>F<jats:sub>6<\/jats:sub>N<jats:sub>2<\/jats:sub>O<jats:sub>5<\/jats:sub>S, (<jats:bold>6<\/jats:bold>), and (3<jats:italic>E<\/jats:italic>,5<jats:italic>E<\/jats:italic>)-1-(4-cyanobenzenesulfonyl)-3,5-bis[4-(trifluoromethyl)benzylidene]piperidin-4-one dichloromethane monosolvate, C<jats:sub>28<\/jats:sub>H<jats:sub>18<\/jats:sub>F<jats:sub>6<\/jats:sub>N<jats:sub>2<\/jats:sub>O<jats:sub>3<\/jats:sub>S\u00b7CH<jats:sub>2<\/jats:sub>Cl<jats:sub>2<\/jats:sub>, (<jats:bold>7<\/jats:bold>), were prepared by Claisen\u2013Schmidt condensation and <jats:italic>N<\/jats:italic>-sulfonylation. They were characterized by NMR, FT\u2013IR and HRMS (high resolution mass spectrometry). Single-crystal structure analysis reveals that the two 4-(trifluoromethyl)phenyl rings on both sides of the piperidone ring in (<jats:bold>4<\/jats:bold>)\u2013(<jats:bold>7<\/jats:bold>) adopt an <jats:italic>E<\/jats:italic> stereochemistry of the olefinic double bonds. Molecules of both (<jats:bold>4<\/jats:bold>) and (<jats:bold>6<\/jats:bold>) are connected by hydrogen bonds into one-dimensional chains. In (<jats:bold>5<\/jats:bold>) and (<jats:bold>7<\/jats:bold>), pairs of adjacent molecules embrace through intermolecular hydrogen bonds to form a bimolecular combination, which are further extended into a two-dimensional sheet. The anti-inflammatory activity data reveal that (<jats:bold>4<\/jats:bold>)\u2013(<jats:bold>7<\/jats:bold>) significantly inhibit LPS-induced interleukin (IL-6) and tumour necrosis factor (TNF-\u03b1) secretion. Most importantly, (<jats:bold>6<\/jats:bold>) and (<jats:bold>7<\/jats:bold>), with strong electron-withdrawing substituents, display more potential inhibitory effects than (<jats:bold>4<\/jats:bold>) and (<jats:bold>5<\/jats:bold>).<\/jats:p>","DOI":"10.1107\/s2053229618013232","type":"journal-article","created":{"date-parts":[[2018,9,28]],"date-time":"2018-09-28T13:05:49Z","timestamp":1538139949000},"page":"1171-1179","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":16,"title":["Synthesis, crystal structures and anti-inflammatory activity of four 3,5-bis(arylidene)-<i>N<\/i>-benzenesulfonyl-4-piperidone derivatives"],"prefix":"10.1107","volume":"74","author":[{"given":"Ning","family":"Li","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xianyong","family":"Bai","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lianshuang","family":"Zhang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yun","family":"Hou","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2018,9,28]]},"reference":[{"key":"sk3698_bb1","doi-asserted-by":"crossref","first-page":"206","DOI":"10.1111\/j.1749-6632.2009.03704.x","volume":"1155","author":"Berasain","year":"2009","journal-title":"Ann. 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