{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,11]],"date-time":"2026-06-11T12:07:34Z","timestamp":1781179654870,"version":"3.54.1"},"reference-count":36,"publisher":"Wiley","issue":"11","license":[{"start":{"date-parts":[[2025,7,28]],"date-time":"2025-07-28T00:00:00Z","timestamp":1753660800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2025,7,28]],"date-time":"2025-07-28T00:00:00Z","timestamp":1753660800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100007288","name":"Mahasarakham University","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100007288","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry &amp;amp; Biodiversity"],"published-print":{"date-parts":[[2025,11]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    Phytochemical investigation of the methanol extract of\n                    <jats:italic>Clausena excavata<\/jats:italic>\n                    roots led to the isolation of six pyranocoumarin derivatives, including xanthyletin (\n                    <jats:bold>1<\/jats:bold>\n                    ), kinocoumarin (\n                    <jats:bold>2<\/jats:bold>\n                    ), clausarin (\n                    <jats:bold>3<\/jats:bold>\n                    ), nordentatin (\n                    <jats:bold>4<\/jats:bold>\n                    ), dentatin (\n                    <jats:bold>4a<\/jats:bold>\n                    ), and citrusarin A (\n                    <jats:bold>5<\/jats:bold>\n                    ), and three carbazole alkaloids, that is, heptaphylline (\n                    <jats:bold>6<\/jats:bold>\n                    ), 7\u2010methoxymukonal (\n                    <jats:bold>7<\/jats:bold>\n                    ), and clausine K (\n                    <jats:bold>8<\/jats:bold>\n                    ). Seven new semisynthetic analogs of compounds\n                    <jats:bold>2<\/jats:bold>\n                    ,\n                    <jats:bold>3,<\/jats:bold>\n                    and\n                    <jats:bold>4<\/jats:bold>\n                    (\n                    <jats:bold>2a<\/jats:bold>\n                    ,\n                    <jats:bold>3b<\/jats:bold>\n                    \u2013\n                    <jats:bold>3d<\/jats:bold>\n                    , and\n                    <jats:bold>4b<\/jats:bold>\n                    \u2013\n                    <jats:bold>4d<\/jats:bold>\n                    ) were prepared through methylation, etherification, and basic hydrolysis for biological assays. Compounds\n                    <jats:bold>2<\/jats:bold>\n                    ,\n                    <jats:bold>6<\/jats:bold>\n                    ,\n                    <jats:bold>3b<\/jats:bold>\n                    ,\n                    <jats:bold>3c<\/jats:bold>\n                    ,\n                    <jats:bold>4b,<\/jats:bold>\n                    and\n                    <jats:bold>4c<\/jats:bold>\n                    displayed stronger \u03b1\u2010glucosidase inhibitory activity than the positive control, acarbose (IC\n                    <jats:sub>50<\/jats:sub>\n                    391.47\u00a0\u00b5M), with IC\n                    <jats:sub>50<\/jats:sub>\n                    values in the range of 32.89\u201392.55\u00a0\u00b5M. Molecular docking suggested that these compounds bind near the enzyme's active site via van der Waals forces, hydrogen bonds, and hydrophobic interactions. Compound\n                    <jats:bold>3<\/jats:bold>\n                    showed the strongest nitric oxide (NO) inhibitory activity (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a027.95\u00a0\u00b5M), followed by\n                    <jats:bold>3d<\/jats:bold>\n                    (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a033.62\u00a0\u00b5M) and\n                    <jats:bold>4<\/jats:bold>\n                    (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a035.41\u00a0\u00b5M). For the two compounds tested for cytotoxicity against A549 cells,\n                    <jats:bold>3b<\/jats:bold>\n                    (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a011.71\u00a0\u00b5M) was more potent than cisplatin (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a021.56\u00a0\u00b5M), whereas\n                    <jats:bold>4b<\/jats:bold>\n                    (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a022.39\u00a0\u00b5M) showed similar activity to cisplatin. Drug\u2010likeness and pharmacokinetic properties of the isolated and semisynthetic compounds were also evaluated.\n                  <\/jats:p>","DOI":"10.1002\/cbdv.202500510","type":"journal-article","created":{"date-parts":[[2025,7,28]],"date-time":"2025-07-28T18:48:37Z","timestamp":1753728517000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["\u03b1\u2010Glucosidase and Nitric Oxide Inhibitory Activities of Pyranocoumarins and Carbazoles From the Roots of\n                    <i>Clausena excavata<\/i>\n                    and the Semisynthetic Analogs of Clausarin and Nordentatin"],"prefix":"10.1002","volume":"22","author":[{"given":"Thanatcha","family":"Samsee","sequence":"first","affiliation":[{"name":"Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH\u2010CIC) Faculty of Science Mahasarakham University, Khamriang, Kantarawichai  Maha Sarakham Thailand"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sirilug","family":"Wongpakham","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH\u2010CIC) Faculty of Science Mahasarakham University, Khamriang, Kantarawichai  Maha Sarakham Thailand"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Worrawat","family":"Promden","sequence":"additional","affiliation":[{"name":"Division of General Science, Faculty of Education Buriram Rajabhat University  Buriram Thailand"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ruchilak","family":"Rattarom","sequence":"additional","affiliation":[{"name":"Faculty of Pharmacy Mahasarakham University, Kantarawichai  Maha Sarakham Thailand"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ployvadee","family":"Sripadung","sequence":"additional","affiliation":[{"name":"Faculty of Pharmacy Mahasarakham University, 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