{"id":257345,"date":"2025-07-28T14:42:24","date_gmt":"2025-07-28T14:42:24","guid":{"rendered":"https:\/\/project.uniurb.it\/vitality\/?p=257345"},"modified":"2025-10-08T08:33:55","modified_gmt":"2025-10-08T08:33:55","slug":"asymmetric-synthesis-and-biological-evaluation","status":"publish","type":"post","link":"https:\/\/project.uniurb.it\/vitality\/asymmetric-synthesis-and-biological-evaluation\/","title":{"rendered":"Asymmetric Synthesis and Biological Evaluation of Both Enantiomers of 5- and 6\u2011Boronotryptophan as Potential Boron Delivery Agents for Boron Neutron Capture Therapy"},"content":{"rendered":"<p>[et_pb_section fb_built=&#8221;1&#8243; _builder_version=&#8221;4.27.4&#8243; _module_preset=&#8221;default&#8221; custom_padding=&#8221;2px|||||&#8221; global_colors_info=&#8221;{}&#8221;][et_pb_row _builder_version=&#8221;4.27.4&#8243; _module_preset=&#8221;default&#8221; custom_padding=&#8221;50px|||||&#8221; locked=&#8221;off&#8221; global_colors_info=&#8221;{}&#8221;][et_pb_column type=&#8221;4_4&#8243; _builder_version=&#8221;4.27.4&#8243; _module_preset=&#8221;default&#8221; global_colors_info=&#8221;{}&#8221;][et_pb_text _builder_version=&#8221;4.27.4&#8243; _module_preset=&#8221;default&#8221; text_font_size=&#8221;16px&#8221; custom_margin=&#8221;||60px||false|false&#8221; global_colors_info=&#8221;{}&#8221;]<\/p>\n<p><span style=\"font-weight: 400;\">Prof. Giovanni Piersanti<\/span><\/p>\n<p>[\/et_pb_text][et_pb_text _builder_version=&#8221;4.27.4&#8243; _module_preset=&#8221;default&#8221; locked=&#8221;on&#8221; global_colors_info=&#8221;{}&#8221;]<\/p>\n<h3>Abstract<\/h3>\n<p>[\/et_pb_text][et_pb_text _builder_version=&#8221;4.27.4&#8243; _module_preset=&#8221;default&#8221; global_colors_info=&#8221;{}&#8221;]<\/p>\n<p><span style=\"font-weight: 400;\">This research investigates boronated tryptophans as potential boron delivery agents for boron neutron capture therapy (BNCT) of cancer. We synthesized both enantiomers of 5- and 6-boronotryptophans (1a and 1b) using simple and inexpensive methods. Their uptake was assessed in two human cancer cell lines, CAL27 (head and neck cancer) and U87-MG (brain cancer), and compared to L-p-boronophenylalanine (L-BPA) as a reference. To determine whether these tryptophan derivatives are substrates for large amino acid transporter 1, we performed molecular dynamics simulations to explore their transport mechanism. Our findings reveal differences in boron compound accumulation between the cancer cell lines, indicating that tryptophan derivatives could serve as effective boron carriers when the clinically used boron carrier, BPA, is ineffective.<\/span><\/p>\n<p>[\/et_pb_text][et_pb_text _builder_version=&#8221;4.27.4&#8243; _module_preset=&#8221;default&#8221; custom_margin=&#8221;||0px|||&#8221; locked=&#8221;on&#8221; global_colors_info=&#8221;{}&#8221;]<\/p>\n<h4>Keyword<\/h4>\n<p>[\/et_pb_text][et_pb_text _builder_version=&#8221;4.27.4&#8243; _module_preset=&#8221;default&#8221; global_colors_info=&#8221;{}&#8221;]<\/p>\n<p><span style=\"font-weight: 400;\">BNCT, Boron neutron capture therapy, LAT1, Large neutral amino acid transporter 1, Asymmetric synthesis, Tryptophan, BPA, p-Boronophenylalanine, Molecular dynamics<\/span><\/p>\n<p>[\/et_pb_text][et_pb_text _builder_version=&#8221;4.27.4&#8243; _module_preset=&#8221;default&#8221; custom_margin=&#8221;||0px|||&#8221; locked=&#8221;on&#8221; global_colors_info=&#8221;{}&#8221;]<\/p>\n<h4>Link<\/h4>\n<p>[\/et_pb_text][et_pb_text _builder_version=&#8221;4.27.4&#8243; _module_preset=&#8221;default&#8221; link_option_url_new_window=&#8221;on&#8221; global_colors_info=&#8221;{}&#8221;]<\/p>\n<p><a href=\"https:\/\/hdl.handle.net\/11576\/2746671\" target=\"_blank\" rel=\"noopener\" title=\"Asymmetric Synthesis and Biological Evaluation of Both Enantiomers of 5- and 6\u2011Boronotryptophan as Potential Boron Delivery Agents for Boron Neutron Capture Therapy\">https:\/\/hdl.handle.net\/11576\/2746671<\/a>\u00a0<\/p>\n<p>[\/et_pb_text][\/et_pb_column][\/et_pb_row][\/et_pb_section]<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Prof. Giovanni PiersantiAbstractThis research investigates boronated tryptophans as potential boron delivery agents for boron neutron capture therapy (BNCT) of cancer. We synthesized both enantiomers of 5- and 6-boronotryptophans (1a and 1b) using simple and inexpensive methods. Their uptake was assessed in two human cancer cell lines, CAL27 (head and neck cancer) and U87-MG (brain cancer), [&hellip;]<\/p>\n","protected":false},"author":4,"featured_media":0,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"_et_pb_use_builder":"on","_et_pb_old_content":"","_et_gb_content_width":"","footnotes":""},"categories":[19],"tags":[],"class_list":["post-257345","post","type-post","status-publish","format-standard","hentry","category-wp1"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v25.5 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Asymmetric Synthesis and Biological Evaluation of Both Enantiomers of 5- and 6\u2011Boronotryptophan as Potential Boron Delivery Agents for Boron Neutron Capture Therapy - Vitality<\/title>\n<meta name=\"description\" content=\"Asymmetric synthesis and evaluation of boron\u2011tryptophan enantiomers for cancer boron neutron capture therapy.\" \/>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/project.uniurb.it\/vitality\/asymmetric-synthesis-and-biological-evaluation\/\" \/>\n<meta property=\"og:locale\" content=\"it_IT\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Asymmetric Synthesis and Biological Evaluation of Both Enantiomers of 5- and 6\u2011Boronotryptophan as Potential Boron Delivery Agents for Boron Neutron Capture Therapy - Vitality\" \/>\n<meta property=\"og:description\" content=\"Asymmetric synthesis and evaluation of boron\u2011tryptophan enantiomers for cancer boron neutron capture therapy.\" \/>\n<meta property=\"og:url\" content=\"https:\/\/project.uniurb.it\/vitality\/asymmetric-synthesis-and-biological-evaluation\/\" \/>\n<meta property=\"og:site_name\" content=\"Vitality\" \/>\n<meta property=\"article:published_time\" content=\"2025-07-28T14:42:24+00:00\" \/>\n<meta property=\"article:modified_time\" content=\"2025-10-08T08:33:55+00:00\" \/>\n<meta name=\"author\" content=\"Sofia Fiorentini\" \/>\n<meta name=\"twitter:card\" content=\"summary_large_image\" \/>\n<meta name=\"twitter:label1\" content=\"Scritto da\" \/>\n\t<meta name=\"twitter:data1\" content=\"Sofia Fiorentini\" \/>\n\t<meta name=\"twitter:label2\" content=\"Tempo di lettura stimato\" \/>\n\t<meta name=\"twitter:data2\" content=\"1 minuto\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\/\/schema.org\",\"@graph\":[{\"@type\":\"Article\",\"@id\":\"https:\/\/project.uniurb.it\/vitality\/asymmetric-synthesis-and-biological-evaluation\/#article\",\"isPartOf\":{\"@id\":\"https:\/\/project.uniurb.it\/vitality\/asymmetric-synthesis-and-biological-evaluation\/\"},\"author\":{\"name\":\"Sofia Fiorentini\",\"@id\":\"https:\/\/project.uniurb.it\/vitality\/#\/schema\/person\/6bf3aef708bc5fae080796827fec93b1\"},\"headline\":\"Asymmetric Synthesis and Biological Evaluation of Both Enantiomers of 5- and 6\u2011Boronotryptophan as Potential Boron Delivery Agents for Boron Neutron Capture Therapy\",\"datePublished\":\"2025-07-28T14:42:24+00:00\",\"dateModified\":\"2025-10-08T08:33:55+00:00\",\"mainEntityOfPage\":{\"@id\":\"https:\/\/project.uniurb.it\/vitality\/asymmetric-synthesis-and-biological-evaluation\/\"},\"wordCount\":345,\"commentCount\":0,\"publisher\":{\"@id\":\"https:\/\/project.uniurb.it\/vitality\/#organization\"},\"articleSection\":[\"WP1\"],\"inLanguage\":\"it-IT\",\"potentialAction\":[{\"@type\":\"CommentAction\",\"name\":\"Comment\",\"target\":[\"https:\/\/project.uniurb.it\/vitality\/asymmetric-synthesis-and-biological-evaluation\/#respond\"]}]},{\"@type\":\"WebPage\",\"@id\":\"https:\/\/project.uniurb.it\/vitality\/asymmetric-synthesis-and-biological-evaluation\/\",\"url\":\"https:\/\/project.uniurb.it\/vitality\/asymmetric-synthesis-and-biological-evaluation\/\",\"name\":\"Asymmetric Synthesis and Biological Evaluation of Both Enantiomers of 5- and 6\u2011Boronotryptophan as Potential Boron Delivery Agents for Boron Neutron Capture Therapy - 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