Towards New Delivery Agents for Boron Neutron Capture Therapy: Synthesis and In Vitro Evaluation of a Set of Fluorinated Carbohydrate Derivatives
Boron Neutron Capture Therapy (BNCT) is a cancer treatment which combines tumor-selective boron delivery agents with thermal neutrons in order to selectively eradicate cancer cells. In this work, we focus on the early-stage development of carbohydrate delivery agents for BNCT. In more detail, we exp...
Saved in:
Published in | Molecules (Basel, Switzerland) Vol. 29; no. 17; p. 4263 |
---|---|
Main Authors | , , , , , , , |
Format | Journal Article |
Language | English |
Published |
Switzerland
MDPI AG
09.09.2024
|
Subjects | |
Online Access | Get full text |
Cover
Loading…
Abstract | Boron Neutron Capture Therapy (BNCT) is a cancer treatment which combines tumor-selective boron delivery agents with thermal neutrons in order to selectively eradicate cancer cells. In this work, we focus on the early-stage development of carbohydrate delivery agents for BNCT. In more detail, we expand upon our previous GLUT-targeting approach by synthesizing and evaluating the potential embedded in a representative set of fluorinated carbohydrates bearing a boron cluster. Our findings indicate that these species may have advantages over the boron delivery agents in current clinical use, e.g., significantly improved boron delivery capacity at the cellular level. Simultaneously, the carbohydrate delivery agents were found to bind strongly to plasma proteins, which may be a concern requiring further action before progression to in vivo studies. Altogether, this work brings new insights into factors which need to be accounted for if attempting to develop theranostic agents for BNCT based on carbohydrates in the future. |
---|---|
AbstractList | Boron Neutron Capture Therapy (BNCT) is a cancer treatment which combines tumor-selective boron delivery agents with thermal neutrons in order to selectively eradicate cancer cells. In this work, we focus on the early-stage development of carbohydrate delivery agents for BNCT. In more detail, we expand upon our previous GLUT-targeting approach by synthesizing and evaluating the potential embedded in a representative set of fluorinated carbohydrates bearing a boron cluster. Our findings indicate that these species may have advantages over the boron delivery agents in current clinical use, e.g., significantly improved boron delivery capacity at the cellular level. Simultaneously, the carbohydrate delivery agents were found to bind strongly to plasma proteins, which may be a concern requiring further action before progression to in vivo studies. Altogether, this work brings new insights into factors which need to be accounted for if attempting to develop theranostic agents for BNCT based on carbohydrates in the future. Boron Neutron Capture Therapy (BNCT) is a cancer treatment which combines tumor-selective boron delivery agents with thermal neutrons in order to selectively eradicate cancer cells. In this work, we focus on the early-stage development of carbohydrate delivery agents for BNCT. In more detail, we expand upon our previous GLUT-targeting approach by synthesizing and evaluating the potential embedded in a representative set of fluorinated carbohydrates bearing a boron cluster. Our findings indicate that these species may have advantages over the boron delivery agents in current clinical use, e.g., significantly improved boron delivery capacity at the cellular level. Simultaneously, the carbohydrate delivery agents were found to bind strongly to plasma proteins, which may be a concern requiring further action before progression to in vivo studies. Altogether, this work brings new insights into factors which need to be accounted for if attempting to develop theranostic agents for BNCT based on carbohydrates in the future.Boron Neutron Capture Therapy (BNCT) is a cancer treatment which combines tumor-selective boron delivery agents with thermal neutrons in order to selectively eradicate cancer cells. In this work, we focus on the early-stage development of carbohydrate delivery agents for BNCT. In more detail, we expand upon our previous GLUT-targeting approach by synthesizing and evaluating the potential embedded in a representative set of fluorinated carbohydrates bearing a boron cluster. Our findings indicate that these species may have advantages over the boron delivery agents in current clinical use, e.g., significantly improved boron delivery capacity at the cellular level. Simultaneously, the carbohydrate delivery agents were found to bind strongly to plasma proteins, which may be a concern requiring further action before progression to in vivo studies. Altogether, this work brings new insights into factors which need to be accounted for if attempting to develop theranostic agents for BNCT based on carbohydrates in the future. |
Author | Sarparanta, Mirkka Järvinen, Juulia Ekholm, Filip S Imlimthan, Surachet Rautio, Jarkko Matović, Jelena Sokka, Iris K Aitio, Olli |
Author_xml | – sequence: 1 givenname: Jelena orcidid: 0000-0001-6529-2671 surname: Matović fullname: Matović, Jelena organization: Department of Chemistry, University of Helsinki, FI-00014 Helsinki, Finland – sequence: 2 givenname: Juulia orcidid: 0000-0002-5828-9367 surname: Järvinen fullname: Järvinen, Juulia organization: School of Pharmacy, University of Eastern Finland, FI-70211 Kuopio, Finland – sequence: 3 givenname: Iris K surname: Sokka fullname: Sokka, Iris K organization: Department of Chemistry, University of Helsinki, FI-00014 Helsinki, Finland – sequence: 4 givenname: Surachet surname: Imlimthan fullname: Imlimthan, Surachet organization: Department of Chemistry, University of Helsinki, FI-00014 Helsinki, Finland – sequence: 5 givenname: Olli surname: Aitio fullname: Aitio, Olli organization: Glykos Finland Ltd., FI-00790 Helsinki, Finland – sequence: 6 givenname: Mirkka orcidid: 0000-0002-2956-4366 surname: Sarparanta fullname: Sarparanta, Mirkka organization: Department of Chemistry, University of Helsinki, FI-00014 Helsinki, Finland – sequence: 7 givenname: Jarkko orcidid: 0000-0003-2172-3980 surname: Rautio fullname: Rautio, Jarkko organization: School of Pharmacy, University of Eastern Finland, FI-70211 Kuopio, Finland – sequence: 8 givenname: Filip S orcidid: 0000-0002-4461-2215 surname: Ekholm fullname: Ekholm, Filip S organization: Department of Chemistry, University of Helsinki, FI-00014 Helsinki, Finland |
BackLink | https://www.ncbi.nlm.nih.gov/pubmed/39275111$$D View this record in MEDLINE/PubMed |
BookMark | eNplkc1uEzEUhS1URH_gAdggS2zYBPw3mTG7NrQQqYJFI7ajO57rxtHEDrYn1TwGb4xDSoVgda_t75x7rXNOTnzwSMhrzt5LqdmHbRjQjAMmoXmtxFw-I2dcCTaTTOmTv_pTcp7ShjHBFa9ekFOpRV1xzs_Iz1V4gNgn-hUf6Ccc3B7jRC_v0edEbYj0KsTgy-uYD3UBuzxGpKs1RthNH-nd5PMak0sUfE-Xnn53BaTXexhGyK5IgqVA7zAfmpthDNF5yNgXq9iF9dTHciqTo9sXfo_pJXluYUj46rFekNXN9WrxZXb77fNycXk7M1KwPFO6aZitzdwaLcH0RilmuqYSUGlgWikuGDONlA23XMimE5VUc1vXljPRgLwgy6NtH2DT7qLbQpzaAK79fRHifQsxOzNgq42qO667vuqk4gZ1J7ABa5VBAd2cFa93R69dDD9GTLndumRwGMBjGFMrOVNVWYhXBX37D7oJY_TlowdK6kproQrFj5SJIaWI9mlBztpD9O1_0RfNm0fnsdti_6T4k7X8BS5Wrjo |
Cites_doi | 10.1186/s40880-018-0280-5 10.1126/science.123.3191.309 10.1016/j.apradiso.2013.11.109 10.3390/iecm-1-C005 10.1021/acs.molpharmaceut.0c00917 10.1016/j.carres.2008.12.011 10.1016/j.radonc.2014.11.001 10.1002/anie.201510551 10.1021/cr941195u 10.1021/acsomega.2c03646 10.1039/C9OB00405J 10.1016/S0010-8545(02)00087-5 10.1002/mrc.3847 10.3390/cells13100798 10.1002/mrc.2061 10.1016/j.apradiso.2013.11.115 10.1021/acs.molpharmaceut.3c00119 10.1002/anie.201907001 10.1002/anie.200462172 10.1016/0883-2889(91)90133-L 10.1002/hed.20418 10.1002/ejoc.200800114 10.1016/0040-4039(94)02348-F 10.1021/acs.molpharmaceut.0c00630 10.1039/D1OB00199J 10.3390/sym14020182 10.1021/jo0100345 10.1093/nar/gkac456 10.1111/j.1582-4934.2009.00856.x 10.1002/cber.19360690807 10.1007/s11060-005-9099-4 10.1097/MD.0000000000013122 10.1186/s40880-018-0299-7 10.1021/jm00010a012 10.1021/jo9914667 |
ContentType | Journal Article |
Copyright | 2024 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://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. |
Copyright_xml | – notice: 2024 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://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. |
DBID | CGR CUY CVF ECM EIF NPM AAYXX CITATION 3V. 7X7 7XB 88E 8FI 8FJ 8FK ABUWG AFKRA AZQEC BENPR CCPQU DWQXO FYUFA GHDGH K9. M0S M1P PIMPY PQEST PQQKQ PQUKI PRINS 7X8 DOA |
DOI | 10.3390/molecules29174263 |
DatabaseName | Medline MEDLINE MEDLINE (Ovid) MEDLINE MEDLINE PubMed CrossRef ProQuest Central (Corporate) Health & Medical Collection ProQuest Central (purchase pre-March 2016) Medical Database (Alumni Edition) Hospital Premium Collection Hospital Premium Collection (Alumni Edition) ProQuest Central (Alumni) (purchase pre-March 2016) ProQuest Central (Alumni) ProQuest Central UK/Ireland ProQuest Central Essentials ProQuest Central ProQuest One Community College ProQuest Central Health Research Premium Collection Health Research Premium Collection (Alumni) ProQuest Health & Medical Complete (Alumni) Health & Medical Collection (Alumni Edition) Medical Database Publicly Available Content Database ProQuest One Academic Eastern Edition (DO NOT USE) ProQuest One Academic ProQuest One Academic UKI Edition ProQuest Central China MEDLINE - Academic DOAJ Directory of Open Access Journals |
DatabaseTitle | MEDLINE Medline Complete MEDLINE with Full Text PubMed MEDLINE (Ovid) CrossRef Publicly Available Content Database ProQuest Central Essentials ProQuest One Academic Eastern Edition ProQuest Health & Medical Complete (Alumni) ProQuest Central (Alumni Edition) ProQuest One Community College ProQuest Hospital Collection Health Research Premium Collection (Alumni) ProQuest Central China ProQuest Hospital Collection (Alumni) ProQuest Central ProQuest Health & Medical Complete Health Research Premium Collection ProQuest Medical Library ProQuest One Academic UKI Edition Health and Medicine Complete (Alumni Edition) ProQuest Central Korea ProQuest One Academic ProQuest Medical Library (Alumni) ProQuest Central (Alumni) MEDLINE - Academic |
DatabaseTitleList | MEDLINE MEDLINE - Academic CrossRef Publicly Available Content Database |
Database_xml | – sequence: 1 dbid: DOA name: DOAJ Directory of Open Access Journals url: https://www.doaj.org/ sourceTypes: Open Website – sequence: 2 dbid: NPM name: PubMed url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed sourceTypes: Index Database – sequence: 3 dbid: EIF name: MEDLINE url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/medline/basic-search sourceTypes: Index Database – sequence: 4 dbid: 7X7 name: Health & Medical Collection url: https://search.proquest.com/healthcomplete sourceTypes: Aggregation Database |
DeliveryMethod | fulltext_linktorsrc |
Discipline | Chemistry |
EISSN | 1420-3049 |
ExternalDocumentID | oai_doaj_org_article_9c47b19bd5b341ce9b2e8aff4ce2ab60 10_3390_molecules29174263 39275111 |
Genre | Journal Article |
GrantInformation_xml | – fundername: Syöpäsäätiö – fundername: Deerfield Management Company L.P. – fundername: Ruth and Nils-Erik Stenbäck foundation – fundername: Aviko Radiopharmaceuticals Inc. – fundername: Jane and Aatos Erkko Foundation – fundername: Research Council of Finland – fundername: University of Helsinki |
GroupedDBID | --- 0R~ 123 2WC 3V. 53G 5VS 7X7 88E 8FE 8FG 8FH 8FI 8FJ A8Z AADQD AAFWJ AAHBH ABDBF ABJCF ABUWG ACGFO ACIWK ACPRK AEGXH AENEX AFKRA AFPKN AFRAH AFZYC AIAGR ALIPV ALMA_UNASSIGNED_HOLDINGS BBNVY BENPR BHPHI BPHCQ BVXVI CCPQU CGR CS3 CUY CVF D1I DIK DU5 E3Z EBD ECM EIF EMOBN ESTFP ESX FYUFA GROUPED_DOAJ GX1 HCIFZ HH5 HMCUK HYE HZ~ I09 IAO ITC KB. KQ8 LK8 M1P M7P MODMG M~E NPM O-U O9- OK1 P2P PDBOC PIMPY PQQKQ PROAC PSQYO RIG RPM SV3 TR2 TUS UKHRP ~8M AAYXX CITATION 7XB 8FK AZQEC DWQXO K9. PQEST PQUKI PRINS 7X8 |
ID | FETCH-LOGICAL-c320t-49880f7c6fc93acdc440cb852a59a09441200c83381f1238b25346f77f1028a3 |
IEDL.DBID | DOA |
ISSN | 1420-3049 |
IngestDate | Tue Oct 22 15:13:43 EDT 2024 Sat Oct 26 04:01:12 EDT 2024 Thu Oct 10 21:51:32 EDT 2024 Thu Sep 26 20:26:32 EDT 2024 Sat Nov 02 12:26:32 EDT 2024 |
IsDoiOpenAccess | true |
IsOpenAccess | true |
IsPeerReviewed | true |
IsScholarly | true |
Issue | 17 |
Keywords | carbohydrates chemical synthesis cancer therapeutics preclinical profiling structural elucidation boron neutron capture therapy |
Language | English |
LinkModel | DirectLink |
MergedId | FETCHMERGED-LOGICAL-c320t-49880f7c6fc93acdc440cb852a59a09441200c83381f1238b25346f77f1028a3 |
Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ORCID | 0000-0003-2172-3980 0000-0002-5828-9367 0000-0002-2956-4366 0000-0001-6529-2671 0000-0002-4461-2215 |
OpenAccessLink | https://doaj.org/article/9c47b19bd5b341ce9b2e8aff4ce2ab60 |
PMID | 39275111 |
PQID | 3103959924 |
PQPubID | 2032355 |
ParticipantIDs | doaj_primary_oai_doaj_org_article_9c47b19bd5b341ce9b2e8aff4ce2ab60 proquest_miscellaneous_3104541215 proquest_journals_3103959924 crossref_primary_10_3390_molecules29174263 pubmed_primary_39275111 |
PublicationCentury | 2000 |
PublicationDate | 2024-Sep-09 |
PublicationDateYYYYMMDD | 2024-09-09 |
PublicationDate_xml | – month: 09 year: 2024 text: 2024-Sep-09 day: 09 |
PublicationDecade | 2020 |
PublicationPlace | Switzerland |
PublicationPlace_xml | – name: Switzerland – name: Basel |
PublicationTitle | Molecules (Basel, Switzerland) |
PublicationTitleAlternate | Molecules |
PublicationYear | 2024 |
Publisher | MDPI AG |
Publisher_xml | – name: MDPI AG |
References | Lebedel (ref_21) 2019; 58 Locher (ref_1) 1936; 36 Valliant (ref_26) 2002; 232 Gerecs (ref_22) 1936; 69 Shie (ref_24) 2005; 44 Yokoyama (ref_35) 2006; 78 ref_33 Aihara (ref_16) 2006; 28 Trivillin (ref_6) 2014; 88 Tai (ref_23) 2001; 66 ref_19 Sokka (ref_8) 2021; 18 ref_38 Patra (ref_36) 2016; 55 Yuen (ref_13) 2021; 19 Humphreys (ref_37) 2022; 50 Nemoto (ref_5) 1995; 38 Tynkkynen (ref_30) 2012; 50 Cai (ref_17) 2008; 2008 Soloway (ref_34) 1998; 98 Niemitz (ref_29) 2007; 45 Moss (ref_3) 2014; 88 Sokka (ref_9) 2022; 7 Wittig (ref_4) 2009; 13 Crich (ref_31) 2000; 65 ref_20 Tani (ref_12) 2014; 113 ref_2 DeNinno (ref_25) 1995; 36 ref_28 ref_27 Warburg (ref_11) 1956; 123 Ishiwata (ref_15) 1991; 42 Nycholat (ref_32) 2009; 344 Bland (ref_7) 2020; 17 Uhrig (ref_18) 2019; 17 Bahrami (ref_10) 2023; 20 Kabalka (ref_14) 1997; 38 |
References_xml | – ident: ref_28 – ident: ref_2 doi: 10.1186/s40880-018-0280-5 – volume: 123 start-page: 309 year: 1956 ident: ref_11 article-title: On the Origin of Cancer Cells publication-title: Science doi: 10.1126/science.123.3191.309 contributor: fullname: Warburg – volume: 88 start-page: 2 year: 2014 ident: ref_3 article-title: Critical Review, with an Optimistic Outlook, on Boron Neutron Capture Therapy (BNCT) publication-title: Appl. Radiat. Isot. doi: 10.1016/j.apradiso.2013.11.109 contributor: fullname: Moss – ident: ref_27 doi: 10.3390/iecm-1-C005 – volume: 18 start-page: 285 year: 2021 ident: ref_8 article-title: Exploring the Biochemical Foundations of a Successful GLUT1-Targeting Strategy to BNCT: Chemical Synthesis and In Vitro Evaluation of the Entire Positional Isomer Library of Ortho-Carboranylmethyl-Bearing Glucoconjugates publication-title: Mol. Pharm. doi: 10.1021/acs.molpharmaceut.0c00917 contributor: fullname: Sokka – volume: 344 start-page: 555 year: 2009 ident: ref_32 article-title: Synthesis of Monodeoxy and Mono-O-Methyl Congeners of Methyl β-d-Mannopyranosyl-(1→2)-β-d-Mannopyranoside for Epitope Mapping of Anti-Candida Albicans Antibodies publication-title: Carbohydr. Res. doi: 10.1016/j.carres.2008.12.011 contributor: fullname: Nycholat – volume: 113 start-page: 193 year: 2014 ident: ref_12 article-title: Correlation of 18F-BPA and 18F-FDG Uptake in Head and Neck Cancers publication-title: Radiother. Oncol. doi: 10.1016/j.radonc.2014.11.001 contributor: fullname: Tani – volume: 55 start-page: 2550 year: 2016 ident: ref_36 article-title: A Potent Glucose-Platinum Conjugate Exploits Glucose Transporters and Preferentially Accumulates in Cancer Cells publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201510551 contributor: fullname: Patra – volume: 98 start-page: 1515 year: 1998 ident: ref_34 article-title: The Chemistry of Neutron Capture Therapy publication-title: Chem. Rev. doi: 10.1021/cr941195u contributor: fullname: Soloway – volume: 7 start-page: 30376 year: 2022 ident: ref_9 article-title: Synthesis and In Vitro Evaluation of a Set of 6-Deoxy-6-Thio-Carboranyl d-Glucoconjugates Shed Light on the Substrate Specificity of the GLUT1 Transporter publication-title: ACS Omega doi: 10.1021/acsomega.2c03646 contributor: fullname: Sokka – volume: 17 start-page: 5173 year: 2019 ident: ref_18 article-title: Synthetic Strategies for Fluorination of Carbohydrates publication-title: Org. Biomol. Chem. doi: 10.1039/C9OB00405J contributor: fullname: Uhrig – volume: 232 start-page: 173 year: 2002 ident: ref_26 article-title: The Medicinal Chemistry of Carboranes publication-title: Coord. Chem. Rev. doi: 10.1016/S0010-8545(02)00087-5 contributor: fullname: Valliant – volume: 50 start-page: 598 year: 2012 ident: ref_30 article-title: 1H NMR Spectral Analysis and Conformational Behavior of N-Alkanes in Different Chemical Environments publication-title: Magn. Reson. Chem. doi: 10.1002/mrc.3847 contributor: fullname: Tynkkynen – ident: ref_20 doi: 10.3390/cells13100798 – volume: 45 start-page: 878 year: 2007 ident: ref_29 article-title: Complete 1H NMR Spectral Fingerprint of Huperzine A publication-title: Magn. Reson. Chem. MRC doi: 10.1002/mrc.2061 contributor: fullname: Niemitz – volume: 88 start-page: 94 year: 2014 ident: ref_6 article-title: Biodistribution of the Boron Carriers Boronophenylalanine (BPA) and/or Decahydrodecaborate (GB-10) for Boron Neutron Capture Therapy (BNCT) in an Experimental Model of Lung Metastases publication-title: Appl. Radiat. Isot. doi: 10.1016/j.apradiso.2013.11.115 contributor: fullname: Trivillin – volume: 20 start-page: 3127 year: 2023 ident: ref_10 article-title: Sweet Battle of the Epimers─Continued Exploration of Monosaccharide-Derived Delivery Agents for Boron Neutron Capture Therapy publication-title: Mol. Pharm. doi: 10.1021/acs.molpharmaceut.3c00119 contributor: fullname: Bahrami – volume: 58 start-page: 13758 year: 2019 ident: ref_21 article-title: Structural and Computational Analysis of 2-Halogeno-Glycosyl Cations in the Presence of a Superacid: An Expansive Platform publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201907001 contributor: fullname: Lebedel – volume: 44 start-page: 1665 year: 2005 ident: ref_24 article-title: Cu(OTf)2 as an Efficient and Dual-Purpose Catalyst in the Regioselective Reductive Ring Opening of Benzylidene Acetals publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.200462172 contributor: fullname: Shie – volume: 42 start-page: 325 year: 1991 ident: ref_15 article-title: Synthesis and Radiation Dosimetry of 4-Borono-2-[18F]Fluoro-d,l-Phenylalanine: A Target Compound for PET and Boron Neutron Capture Therapy publication-title: Int. J. Rad. Appl. Instrum. [A] doi: 10.1016/0883-2889(91)90133-L contributor: fullname: Ishiwata – volume: 28 start-page: 850 year: 2006 ident: ref_16 article-title: First Clinical Case of Boron Neutron Capture Therapy for Head and Neck Malignancies using18F-BPA PET publication-title: Head Neck doi: 10.1002/hed.20418 contributor: fullname: Aihara – volume: 2008 start-page: 2853 year: 2008 ident: ref_17 article-title: Chemistry with [18F]Fluoride Ion publication-title: Eur. J. Org. Chem. doi: 10.1002/ejoc.200800114 contributor: fullname: Cai – volume: 36 start-page: 669 year: 1995 ident: ref_25 article-title: A Method for the Selective Reduction of Carbohydrate 4,6-O-Benzylidene Acetals publication-title: Tetrahedron Lett. doi: 10.1016/0040-4039(94)02348-F contributor: fullname: DeNinno – volume: 36 start-page: 1 year: 1936 ident: ref_1 article-title: Biological Effects and Therapeutic Possibilities of Neutrons publication-title: Am. J. Roentgenol. Radium Ther. contributor: fullname: Locher – volume: 17 start-page: 3885 year: 2020 ident: ref_7 article-title: Addressing the Biochemical Foundations of a Glucose-Based “Trojan Horse”-Strategy to Boron Neutron Capture Therapy: From Chemical Synthesis to In Vitro Assessment publication-title: Mol. Pharm. doi: 10.1021/acs.molpharmaceut.0c00630 contributor: fullname: Bland – volume: 19 start-page: 3241 year: 2021 ident: ref_13 article-title: Design, Synthesis, and Evaluation of Positron Emission Tomography/Fluorescence Dual Imaging Probes for Targeting Facilitated Glucose Transporter 1 (GLUT1) publication-title: Org. Biomol. Chem. doi: 10.1039/D1OB00199J contributor: fullname: Yuen – ident: ref_19 doi: 10.3390/sym14020182 – volume: 66 start-page: 6217 year: 2001 ident: ref_23 article-title: Substrate Specificity of the Glycosyl Donor for Oligosaccharyl Transferase publication-title: J. Org. Chem. doi: 10.1021/jo0100345 contributor: fullname: Tai – volume: 38 start-page: 1762 year: 1997 ident: ref_14 article-title: Evaluation of Fluorine-18-BPA-Fructose for Boron Neutron Capture Treatment Planning publication-title: J. Nucl. Med. Off. Publ. Soc. Nucl. Med. contributor: fullname: Kabalka – volume: 50 start-page: 6020 year: 2022 ident: ref_37 article-title: Considerations and Recommendations for Assessment of Plasma Protein Binding and Drug–Drug Interactions for siRNA Therapeutics publication-title: Nucleic Acids Res. doi: 10.1093/nar/gkac456 contributor: fullname: Humphreys – volume: 13 start-page: 1653 year: 2009 ident: ref_4 article-title: EORTC Trial 11001: Distribution of Two 10B-Compounds in Patients with Squamous Cell Carcinoma of Head and Neck, a Translational Research/Phase 1 Trial publication-title: J. Cell. Mol. Med. doi: 10.1111/j.1582-4934.2009.00856.x contributor: fullname: Wittig – volume: 69 start-page: 1827 year: 1936 ident: ref_22 article-title: Über Die Verseifung Acetylierter Kohlenhydrate publication-title: Berichte Dtsch. Chem. Ges. B Ser. doi: 10.1002/cber.19360690807 contributor: fullname: Gerecs – volume: 78 start-page: 227 year: 2006 ident: ref_35 article-title: Pharmacokinetic Study of BSH and BPA in Simultaneous Use for BNCT publication-title: J. Neurooncol. doi: 10.1007/s11060-005-9099-4 contributor: fullname: Yokoyama – ident: ref_38 doi: 10.1097/MD.0000000000013122 – ident: ref_33 doi: 10.1186/s40880-018-0299-7 – volume: 38 start-page: 1673 year: 1995 ident: ref_5 article-title: Synthesis and Biological Properties of Water-Soluble p-Boronophenylalanine Derivatives. Relationship between Water Solubility, Cytotoxicity, and Cellular Uptake publication-title: J. Med. Chem. doi: 10.1021/jm00010a012 contributor: fullname: Nemoto – volume: 65 start-page: 801 year: 2000 ident: ref_31 article-title: Direct Stereoselective Synthesis of β-Thiomannosides publication-title: J. Org. Chem. doi: 10.1021/jo9914667 contributor: fullname: Crich |
SSID | ssj0021415 |
Score | 2.4632707 |
Snippet | Boron Neutron Capture Therapy (BNCT) is a cancer treatment which combines tumor-selective boron delivery agents with thermal neutrons in order to selectively... |
SourceID | doaj proquest crossref pubmed |
SourceType | Open Website Aggregation Database Index Database |
StartPage | 4263 |
SubjectTerms | Acids Boron Boron - chemistry boron neutron capture therapy Boron Neutron Capture Therapy - methods cancer therapeutics Cancer therapies Carbohydrates Carbohydrates - chemistry Cell Line, Tumor Chemical synthesis Drug Delivery Systems Glucose Halogenation Head & neck cancer Humans Libraries Neoplasms - drug therapy Neoplasms - radiotherapy Neutrons preclinical profiling structural elucidation |
SummonAdditionalLinks | – databaseName: Health & Medical Collection dbid: 7X7 link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV1Lb9QwELagHOCCSgs00CIj9VQpauw4ccylapeuChK9dEF7i_xsK5Vk2ewi7c_gH3fGyW6FEL1FieVEnrHnm0e-IeTQIqeIK7LUGo2hG5CFYZVKA9eCMetCbjDe8e2yvPguvk6L6RBw64ayyvWZGA9q11qMkR9jPyxVKHAXTma_UuwahdnVoYXGU_KMcVBe0Gc5fXC4GFinPpOZg2t__LNvOOs7Dj4KEpX_ZYsiZf__cWa0N-Nt8nIAivS0l-wr8sQ3O-T5aN2fbZf8mcSK147COUU_-zsssFjRU_xVqqMARekZkhPA0yVGu-lIzzBZQCc9jcAnerVqAPx1tx3VjaNfGvrjFgbS8w39N20D1fTKL_BifLfEUj1Apg6mmpv2ZuWQZQLePI8N0n777jWZjM8no4t0aLCQ2pxni1Qo2L1B2jJYlWvrrBCZNVXBdaE0-H0CFjWzFXixLICFqwwvclEGKQPCEp2_IVtN2_g9Ql3ppNABFlYEwZ2EkRagh5NBc2YrlZCj9UrXs55Gowb3A8VS_yOWhJyhLDYDkQE73mjn1_WwoWplhTRMGVcYMMTWK8N9pUMQ2OHMlFlC9teSrIdt2dUPSpSQj5vHIDfMkujGt8s4RhQCSTcS8rbXgM2XAJiUgFDZu8cnf09ecMA-sRRN7ZOtxXzpDwC7LMyHqKD3B7nwvA priority: 102 providerName: ProQuest |
Title | Towards New Delivery Agents for Boron Neutron Capture Therapy: Synthesis and In Vitro Evaluation of a Set of Fluorinated Carbohydrate Derivatives |
URI | https://www.ncbi.nlm.nih.gov/pubmed/39275111 https://www.proquest.com/docview/3103959924 https://www.proquest.com/docview/3104541215 https://doaj.org/article/9c47b19bd5b341ce9b2e8aff4ce2ab60 |
Volume | 29 |
hasFullText | 1 |
inHoldings | 1 |
isFullTextHit | |
isPrint | |
link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV1da9swFL1s3cP2Mrpvb23QYE8D08iWLWtvTZqsG6yMNRt5M_qkhc4pcVLIz-g_7r2WEzbG2MtejLGELXSvpHOk63MB3lnSFHHFMLVG09YN2sLwSqUh04Jz60JuaL_jy1l5-l18nhfzX1J9UUxYlAeOHXekrJCGK-MKgxOu9cpkvtIhCMpkZcrI1odqS6Z6qsVxXYpnmDmS-qOfMdWsbzNkJyRR_tsq1In1_x1hdivNdB8e9xCRHcemPYF7vnkKD8fbzGzP4HbWxbq2DGcoduKvKLRiw47pJ6mWIQhlI5IlwNI17XOzsb6mYwI2iwICH9j5pkHY1162TDeOfWrYj0usyCY74W-2CEyzc7-im-nVmoL0EJM6fNXSLC42jvQl8MvLLjXajW-fw2w6mY1P0z61QmrzbLhKhcJxG6Qtg1W5ts4KMbSmKjJdKI2MT3AcPbZC_soDrm2VyYpclEHKQIBE5y9gr1k0_hUwVzopdMCOFUFkTmJNi6DDyaAzbiuVwPttT9fXUUCjRuJBZqn_MEsCI7LFriJpX3cP0CPq3iPqf3lEAgdbS9b9gGxrSqemCoVsM4G3u2K0G52P6MYv1l0dUQiS20jgZfSAXUsQRkrEpvz1_2jhG3iUITbqQtXUAeytlmt_iNhmZQZwX84lXqvpxwE8GE3Ovn4bdK59B_w2_jg |
link.rule.ids | 315,783,787,867,2109,12070,12779,21402,27938,27939,31733,31734,33387,33388,33758,33759,43324,43614,43819,74081,74371,74638 |
linkProvider | Directory of Open Access Journals |
linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV1Lb9QwELagHMoF8SalgJE4IUVdO04cc0Ht0tUW2l4a0N4iP0ulkmw3u0j7M_jHzDjZrRCCW5SMnMhje7555BtC3lnkFHH5KLVGY-gGdGFYqdLAtWDMupAZjHecnRfTr-LzLJ8NAbduKKvcnInxoHatxRj5AfbDUrkCd-Hj_CbFrlGYXR1aaNwl95CHC7nz5ezW4WJgnfpMZgau_cGPvuGs7zj4KEhU_octipT9_8aZ0d5MHpIHA1Ckh71mH5E7vnlMdseb_mxPyK8qVrx2FM4p-slfY4HFmh7ir1IdBShKj5CcAJ6uMNpNx3qOyQJa9TQCH-jFugHw1111VDeOnjT02xUI0uMt_TdtA9X0wi_xYnK9wlI9QKYOhlqY9vvaIcsEvHkRG6T99N1TUk2Oq_E0HRospDbjo2UqFOzeIG0RrMq0dVaIkTVlznWuNPh9gsEesiV4sSyAhSsNzzNRBCkDwhKdPSM7Tdv4F4S6wkmhA0ysCII7CZIWoIeTQXNmS5WQ95uZruc9jUYN7geqpf5LLQk5Ql1sBZEBO95oF5f1sKFqZYU0TBmXGzDE1ivDfalDENjhzBSjhOxvNFkP27KrbxdRQt5uH4PeMEuiG9-uoozIBZJuJOR5vwK2XwJgUgJCZXv_H_wN2Z1WZ6f16cn5l5fkPgccFMvS1D7ZWS5W_hXgmKV5HRfrb4LY86w |
linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwfV1Lb9QwELagSMAF8SyBAkbihBTt2nHimAtqtw0tjwqpC-ot8hMqlWTZ7CLtz-AfM-NkgxCCW5RYTuSZ8XwznnxDyAuLnCIun6bWaEzdgCwMK1UauBaMWRcyg_mOD6fF8Sfx9jw_H-qfuqGscrsnxo3atRZz5BPsh6VyBeHCJAxlER8Pq9eL7yl2kMKT1qGdxlVyDbyiRCMtqzdj8MXAU_WnmhmE-ZNvffNZ33GIV5C0_A-_FOn7_405o--pbpNbA2ik-72U75ArvrlLbsy2vdrukZ_zWP3aUdiz6KG_xGKLDd3H36Y6CrCUHiBRATxdY-abzvQCDw7ovKcUeEXPNg0Awe6io7px9KShny9gID0aqcBpG6imZ36FF9XlGsv2AKU6mGpp2q8bh4wT8OZlbJb2w3f3ybw6ms-O06HZQmozPl2lQoElB2mLYFWmrbNCTK0pc65zpSEGFAzsyZYQ0bIA3q40PM9EEaQMCFF09oDsNG3jHxLqCieFDrCwIgjuJIy0AEOcDJozW6qEvNyudL3oKTVqCEVQLPVfYknIAcpiHIhs2PFGu_xSD8ZVKyukYcq43IBTtl4Z7ksdgsBuZ6aYJmRvK8l6MNGu_q1QCXk-Pga54YmJbny7jmNELpCAIyG7vQaMXwLAUgJaZY_-P_kzch30tH5_cvruMbnJARLFCjW1R3ZWy7V_ApBmZZ5GXf0Fv5X34Q |
openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Towards+New+Delivery+Agents+for+Boron+Neutron+Capture+Therapy%3A+Synthesis+and+In+Vitro+Evaluation+of+a+Set+of+Fluorinated+Carbohydrate+Derivatives&rft.jtitle=Molecules+%28Basel%2C+Switzerland%29&rft.au=Matovi%C4%87%2C+Jelena&rft.au=J%C3%A4rvinen%2C+Juulia&rft.au=Sokka%2C+Iris+K.&rft.au=Imlimthan%2C+Surachet&rft.date=2024-09-09&rft.issn=1420-3049&rft.eissn=1420-3049&rft.volume=29&rft.issue=17&rft.spage=4263&rft_id=info:doi/10.3390%2Fmolecules29174263&rft.externalDBID=n%2Fa&rft.externalDocID=10_3390_molecules29174263 |
thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1420-3049&client=summon |
thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1420-3049&client=summon |
thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1420-3049&client=summon |