{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,27]],"date-time":"2026-03-27T14:13:39Z","timestamp":1774620819595,"version":"3.50.1"},"reference-count":60,"publisher":"MDPI AG","issue":"1","license":[{"start":{"date-parts":[[2018,1,30]],"date-time":"2018-01-30T00:00:00Z","timestamp":1517270400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Sci. Pharm."],"abstract":"<jats:p>Pinostrobin (PNS) belongs to the flavanone subclass of flavonoids which shows several biological activities such as anti-inflammatory, anti-cancerogenic, anti-viral and anti-oxidative effects. Similar to other flavonoids, PNS has a quite low water solubility. The purpose of this work is to improve the solubility and the biological activities of PNS by forming inclusion complexes with \u03b2-cyclodextrin (\u03b2CD) and its derivatives, heptakis-(2,6-di-O-methyl)-\u03b2-cyclodextrin (2,6-DM\u03b2CD) and (2-hydroxypropyl)-\u03b2-cyclodextrin (HP\u03b2CD). The AL-type diagram of the phase solubility studies of PNS exhibited the formed inclusion complexes with the 1:1 molar ratio. Inclusion complexes were prepared by the freeze-drying method and were characterized by differential scanning calorimetry (DSC). Two-dimensional nuclear magnetic resonance (2D-NMR) and steered molecular dynamics (SMD) simulation revealed two different binding modes of PNS, i.e., its phenyl- (P-PNS) and chromone- (C-PNS) rings preferably inserted into the cavity of \u03b2CD derivatives whilst only one orientation of PNS, where the C-PNS ring is inside the cavity, was detected in the case of the parental \u03b2CD. All PNS\/\u03b2CDs complexes had a higher dissolution rate than free PNS. Both PNS and its complexes significantly exerted a lowering effect on the IL-6 secretion in LPS-stimulated macrophages and showed a moderate cytotoxic effect against MCF-7 and HeLa cancer cell lines in vitro.<\/jats:p>","DOI":"10.3390\/scipharm86010005","type":"journal-article","created":{"date-parts":[[2018,1,30]],"date-time":"2018-01-30T05:02:34Z","timestamp":1517288554000},"page":"5","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":23,"title":["Theoretical and Experimental Studies on Inclusion Complexes of Pinostrobin and \u03b2-Cyclodextrins"],"prefix":"10.3390","volume":"86","author":[{"given":"Jintawee","family":"Kicuntod","sequence":"first","affiliation":[{"name":"Structural and Computational Biology Research Group, Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand"},{"name":"Starch and Cyclodextrin Research Unit, Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand"}]},{"given":"Kanyani","family":"Sangpheak","sequence":"additional","affiliation":[{"name":"Program in Biotechnology, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand"}]},{"given":"Monika","family":"Mueller","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Technology and Biopharmaceutics, University of Vienna, 1090 Vienna, Austria"}]},{"given":"Peter","family":"Wolschann","sequence":"additional","affiliation":[{"name":"Structural and Computational Biology Research Group, Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand"},{"name":"Department of Pharmaceutical Technology and Biopharmaceutics, University of Vienna, 1090 Vienna, Austria"},{"name":"Institute of Theoretical Chemistry, University of Vienna, 1090 Vienna, Austria"}]},{"given":"Helmut","family":"Viernstein","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Technology and Biopharmaceutics, University of Vienna, 1090 Vienna, Austria"}]},{"given":"Saeko","family":"Yanaka","sequence":"additional","affiliation":[{"name":"Institute for Molecular Science and Okazaki Institute for Integrative Bioscience, National Institutes of Natural Science, 5-1 Higashiyama Myodaiji, Okazaki 444-8787, Japan"}]},{"given":"Koichi","family":"Kato","sequence":"additional","affiliation":[{"name":"Institute for Molecular Science and Okazaki Institute for Integrative Bioscience, National Institutes of Natural Science, 5-1 Higashiyama Myodaiji, Okazaki 444-8787, Japan"},{"name":"School of Physical Sciences, SOKENDAI (The Graduate University for Advanced Studies), 5-1 Higashiyama Myodaiji, Okazaki 444-8787, Japan"}]},{"given":"Warinthorn","family":"Chavasiri","sequence":"additional","affiliation":[{"name":"Natural Products Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand"}]},{"given":"Piamsook","family":"Pongsawasdi","sequence":"additional","affiliation":[{"name":"Starch and Cyclodextrin Research Unit, Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand"}]},{"given":"Nawee","family":"Kungwan","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand"},{"name":"Center of Excellence in Materials Science and Technology, Chiang Mai University, Chiang Mai 50200, Thailand"}]},{"given":"Thanyada","family":"Rungrotmongkol","sequence":"additional","affiliation":[{"name":"Structural and Computational Biology Research Group, Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand"},{"name":"Program in Bioinformatics and Computational Biology, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand"},{"name":"Molecular Sensory Science Center, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand"}]}],"member":"1968","published-online":{"date-parts":[[2018,1,30]]},"reference":[{"key":"ref_1","first-page":"72","article-title":"Antimicrobial activity of natural products from medical plants","volume":"7","author":"Sher","year":"2009","journal-title":"Gomal J. 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