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The dichloromethane extract of Ferula huber-morathii roots showed selective cytotoxicity against COLO 205, K-562, and MCF-7 cell lines, with quantified IC50 values. Bioactivity-directed isolation yielded fifteen sesquiterpene coumarin ethers, structures clarified by spectroscopic analysis and chemical transformations. Samarcandin’s absolute configuration was established via X-ray crystallography of a semi-synthetic (R)-MTPA ester. Conferol and mogoltadone were most potent across tested cancers, while sparing non-cancerous HUVEC cells. Mechanistic assessment indicated mogoltadone suppresses Bcl-XL and procaspase-3 in COLO 205 without comparable changes in HUVEC, supporting cytotoxic selectivity.",{"@graph":14,"@context":73},[15,34,56],{"@type":16,"itemListElement":17},"BreadcrumbList",[18,23,27,31],{"item":19,"name":20,"@type":21,"position":22},"https://docshare.wps.com","Home","ListItem",1,{"item":24,"name":25,"@type":21,"position":26},"https://docshare.wps.com/document/","Document",2,{"item":28,"name":29,"@type":21,"position":30},"https://docshare.wps.com/document/healthcare/","Healthcare",3,{"item":32,"name":10,"@type":21,"position":33},"https://docshare.wps.com/document/sesquiterpene-coumarin-ethers-with-selective-cytotoxic-activities-from-the-roots-of-ferula-huber-morathii-and-unequivocal-determination-of-the-absolute-stereochemistry-of-samarcandin-article/380127/",4,{"url":32,"name":10,"@type":35,"image":36,"author":41,"headline":10,"publisher":44,"fileFormat":47,"inLanguage":8,"description":12,"dateModified":48,"datePublished":49,"encodingFormat":47,"isAccessibleForFree":50,"interactionStatistic":51},"DigitalDocument",{"url":37,"@type":38,"width":39,"height":40},"https://docshare.wps.com/thumbnails/sesquiterpene-coumarin-ethers-with-selective-cytotoxic-activities-from-the-roots-of-ferula-huber-morathii-and-unequivocal-determination-of-the-absolute-stereochemistry-of-samarcandin-article/380127.png","ImageObject",300,407,{"name":42,"@type":43},"Rhys","Person",{"url":19,"name":45,"@type":46},"DocShare","Organization","application/pdf","2026-10-30","2026-09-24",true,{"@type":52,"interactionType":53,"userInteractionCount":55},"InteractionCounter",{"@type":54},"ViewAction",5,{"@type":57,"mainEntity":58},"FAQPage",[59,65,69],{"name":60,"@type":61,"acceptedAnswer":62},"What did the roots of Ferula huber-morathii show in cytotoxicity assays?","Question",{"text":63,"@type":64},"The dichloromethane root extract exhibited cytotoxic activities against COLO 205, K-562, and MCF-7 cancer cell lines, with reported IC50 values.","Answer",{"name":66,"@type":61,"acceptedAnswer":67},"How many sesquiterpene coumarin ethers were isolated, and what was done to identify them?",{"text":68,"@type":64},"Fifteen sesquiterpene coumarin ethers with cytotoxic activity were isolated. Their structures were elucidated using extensive spectroscopic analyses and chemical transformations.",{"name":70,"@type":61,"acceptedAnswer":71},"How was the absolute stereochemistry of samarcandin determined?",{"text":72,"@type":64},"The absolute configuration of samarcandin was unequivocally determined by X-ray crystallographic analysis of the semi-synthetic (R)-MTPA ester of samarcandin.","https://schema.org",{"og:url":32,"og:type":75,"og:title":10,"og:site_name":45,"og:description":12},"article",{"robots":77,"canonical":32},"index,follow",{"doc_id":79,"site_id":7},380127,1790791816,{"code":4,"msg":82,"data":83},"success",[84,88,92,96,100,105,109,114,119,122,126],{"id":22,"doc_module":4,"doc_module_name":25,"category_name":85,"show_sort_weight":86,"slug":87},"Story & Novel",90,"story-novel",{"id":26,"doc_module":4,"doc_module_name":25,"category_name":89,"show_sort_weight":90,"slug":91},"Literature",80,"literature",{"id":33,"doc_module":4,"doc_module_name":25,"category_name":93,"show_sort_weight":94,"slug":95},"Exam",70,"exam",{"id":55,"doc_module":4,"doc_module_name":25,"category_name":97,"show_sort_weight":98,"slug":99},"Comic",60,"comic",{"id":101,"doc_module":4,"doc_module_name":25,"category_name":102,"show_sort_weight":103,"slug":104},6,"Technology",50,"technology",{"id":106,"doc_module":4,"doc_module_name":25,"category_name":29,"show_sort_weight":107,"slug":108},7,40,"healthcare",{"id":110,"doc_module":4,"doc_module_name":25,"category_name":111,"show_sort_weight":112,"slug":113},8,"Research & Report",30,"research-report",{"id":115,"doc_module":4,"doc_module_name":25,"category_name":116,"show_sort_weight":117,"slug":118},9,"Religion & Spirituality",20,"religion-spirituality",{"id":117,"doc_module":4,"doc_module_name":25,"category_name":120,"show_sort_weight":117,"slug":121},"World Cup","world-cup",{"id":123,"doc_module":4,"doc_module_name":25,"category_name":124,"show_sort_weight":123,"slug":125},10,"Lifestyle","lifestyle",{"id":127,"doc_module":4,"doc_module_name":25,"category_name":128,"show_sort_weight":55,"slug":129},19,"General","general",{"code":4,"msg":82,"data":131},{"doc_id":79,"user_id":132,"nickname":42,"user_avatar":133,"doc_module":4,"category_id":106,"category_name":29,"doc_title":10,"doc_description":12,"doc_content":134,"file_id":135,"file_url":136,"file_type":137,"file_size":138,"view_count":55,"is_deleted":4,"is_public":22,"is_downloadable":22,"audit_status":22,"page_count":139,"language":140,"language_code":8,"site_id":7,"html_lang":8,"table_of_contents":141,"faqs":142,"seo_title":143,"seo_description":12,"update_tm":144,"read_time":145},687207024643,"https://ap-avatar.wpscdn.com/davatar_3d24733baf745e90a7e4bdd5f77d97b2","pharmaceuticals  \nArticle  \nSesquiterpene Coumarin Ethers with Selective Cytotoxic Activities from the Roots of Ferula huber-morathii Pe¸smen (Apiaceae) and Unequivocal Determination of the Absolute Stereochemistry of Samarcandin  \nFatma Memnune Eruçar 1, Fadıl Kaan Kuran 1, Gülsüm Altıparmak Ülbegi 2, Süheyla Özbey 3,¸Sule Nur Karavu¸s 4, Gül¸sah Gamze Arcan 2, Seçil Yazıcı Tütüni¸s 1, Nur Tan 1, Pınar Aksoy Sa ˘gırlı 2 and Mahmut Miski 1, *  \nCitation: Eruçar, F.M.; Kuran, F.K.; Altıparmak Ülbegi, G.; Özbey, S.; Karavu¸s, ¸S.N.; Arcan, G.G.; Yazıcı Tütüni¸s, S.; Tan, N.; Aksoy Sa˘gırlı, P.; Miski, M. Sesquiterpene Coumarin Ethers with Selective Cytotoxic Activities from the Roots of Ferula huber-morathii Pe¸smen (Apiaceae) and Unequivocal Determination of the Absolute Stereochemistry of Samarcandin. Pharmaceuticals 2023, 16, 792. [https://doi.org/10.3390/](https://doi.org/10.3390/)[ ](https://doi.org/10.3390/)ph16060792  \nAcademic Editors: Anita Kornicka and Łukasz Balewski  \nReceived: 28 April 2023  \nRevised: 22 May 2023  \nAccepted: 23 May 2023  \nPublished: 26 May 2023  \nCopyright: © 2023 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license ([https://](https://)[ ](https://)[creativecommons.org/licenses/by/](creativecommons.org/licenses/by/)[ ](creativecommons.org/licenses/by/)[4.0/](4.0/)) .  \n1 Department of Pharmacognosy, Faculty of Pharmacy, ˙Istanbul University, 34116 ˙Istanbul, Türkiye; [memnune.erucar@istanbul.edu.tr](memnune.erucar@istanbul.edu.tr) (F.M.E.); [kaankuran@istanbul.edu.tr](kaankuran@istanbul.edu.tr) (F.K.K.); [secilyaz@istanbul.edu.tr](secilyaz@istanbul.edu.tr) (S.Y.T.); [nurtan@istanbul.edu.tr](nurtan@istanbul.edu.tr) (N.T.)  \n2 Department of Biochemistry, Faculty of Pharmacy, ˙Istanbul University, 34116 ˙Istanbul, Türkiye; [gulsum.altiparmakulbegi@istanbul.edu.tr](gulsum.altiparmakulbegi@istanbul.edu.tr) (G.A.Ü.); [gamze.arcan@istanbul.edu.tr](gamze.arcan@istanbul.edu.tr) (G.G.A.); [aksoyp@istanbul.edu.tr](aksoyp@istanbul.edu.tr) (P.A.S.)  \n3 Department of Engineering Physics, Faculty of Engineering, Hacettepe University, 06800 Ankara, Türkiye; [sozbey@hacettepe.edu.tr](sozbey@hacettepe.edu.tr)  \n4 Department of Pharmacognosy, School of Pharmacy, ˙Istanbul Medipol University, 34810 ˙Istanbul, Türkiye; [sule.karavus@medipol.edu.tr](sule.karavus@medipol.edu.tr)  \n* [Correspondence: mahmut.miski@gmail.com](Correspondence: mahmut.miski@gmail.com); Tel.: +90-545-550-4455  \nAbstract: Ancient physicians frequently used the resin of Ferula species to treat cancer. Today, some folkloric recipes used for cancer treatment also contain the resin of Ferula species. The dichloromethane extract of the roots of Ferula huber-morathii exhibited cytotoxic activities against COLO 205 (colon), K-562 (lymphoblast), and MCF-7 (breast) cancer cell lines (IC 50 = 52 􀀖g/mL, 72 􀀖g/mL, and 20 􀀖g/mL, respectively) . Fifteen sesquiterpene coumarin ethers with cytotoxic activity were isolated from the dichloromethane extract of the roots of F. huber-morathii using bioactivitydirected isolation studies. Extensive spectroscopic analyses and chemical transformations have elucidated the structures of these sesquiterpene coumarin ethers as conferone (1), conferol (2), feselol (3), badrakemone (4), mogoltadone (5), farnesiferol A (6), farnesiferol A acetate (7), gummosin (8), ferukrin (9), ferukrin acetate (10), deacetylkellerin (11), kellerin (12), samarcandone (13), samarcandin (14), and samarcandin acetate (15) . The absolute configuration of samarcandin (14) was unequivocally determined by the X-ray crystallographic analysis of the semi-synthetic (R)-MTPA ester of samarcandin (24) . Conferol (2) and mogoltadone (5) were found to be the most potent cytotoxic compounds against all three cancer cell lines; furthermore, these compounds exhibit low cytotoxic activity against the non-cancerous human umbilical v","cbCaikWNEfo3Kcmg","https://ap.wps.com/l/cbCaikWNEfo3Kcmg","pdf",9588011,27,"English","# Abstract\n# Keywords\n# 1. Introduction","[{\"question\":\"What did the roots of Ferula huber-morathii show in cytotoxicity assays?\",\"answer\":\"The dichloromethane root extract exhibited cytotoxic activities against COLO 205, K-562, and MCF-7 cancer cell lines, with reported IC50 values.\"},{\"question\":\"How many sesquiterpene coumarin ethers were isolated, and what was done to identify them?\",\"answer\":\"Fifteen sesquiterpene coumarin ethers with cytotoxic activity were isolated. Their structures were elucidated using extensive spectroscopic analyses and chemical transformations.\"},{\"question\":\"How was the absolute stereochemistry of samarcandin determined?\",\"answer\":\"The absolute configuration of samarcandin was unequivocally determined by X-ray crystallographic analysis of the semi-synthetic (R)-MTPA ester of samarcandin.\"}]","Sesquiterpene Coumarin Ethers with Selective Cytotoxic Activities from the Roots of Ferula huber-morathii and Unequivocal Determination of the Absolute Stereochemistry of Samarcandin - Article | PDF",1790238844,68]