Peroxide-Mediated Release of Organophosphates from Boron-Containing Phosphotriesters: A New Class of Organophosphate Prodrugs.
Journal
Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393
Informations de publication
Date de publication:
28 07 2023
28 07 2023
Historique:
medline:
31
7
2023
pubmed:
18
7
2023
entrez:
18
7
2023
Statut:
ppublish
Résumé
Phosphate mono- and diesters can be liberated efficiently from boryl allyloxy (BAO) and related phosphotriesters by H
Identifiants
pubmed: 37463277
doi: 10.1021/acs.orglett.3c02036
pmc: PMC10391626
doi:
Substances chimiques
Prodrugs
0
Organophosphates
0
Boron
N9E3X5056Q
Hydrogen Peroxide
BBX060AN9V
Nucleotides
0
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
5530-5535Subventions
Organisme : NIGMS NIH HHS
ID : R01 GM127153
Pays : United States
Références
J Med Chem. 2021 Nov 25;64(22):16703-16710
pubmed: 34734726
Ann Rheum Dis. 2011 May;70(5):844-50
pubmed: 21173018
ACS Bio Med Chem Au. 2022 Dec 21;2(6):548-564
pubmed: 36573097
ACS Cent Sci. 2020 May 27;6(5):672-683
pubmed: 32483554
Adv Sci (Weinh). 2016 Jun 08;4(1):1600124
pubmed: 28105390
Org Lett. 2022 May 20;24(19):3510-3514
pubmed: 35500272
J Am Chem Soc. 2014 Oct 1;136(39):13888-94
pubmed: 25238144
Angew Chem Int Ed Engl. 2010 Sep 10;49(38):6795-7
pubmed: 20715043
Nat Rev Cancer. 2011 Jun;11(6):393-410
pubmed: 21606941
Molecules. 2017 Oct 16;22(10):
pubmed: 29035325
Anal Methods. 2015 Sep 7;7(17):7186-7192
pubmed: 26604988
J Med Chem. 1995 Sep 29;38(20):3941-50
pubmed: 7562927
Proc Natl Acad Sci U S A. 1989 Jun;86(12):4695-9
pubmed: 2543984
ACS Pharmacol Transl Sci. 2020 Jul 24;3(4):613-626
pubmed: 32821882
Org Biomol Chem. 2012 Oct 21;10(39):7980-5
pubmed: 22936329
J Am Chem Soc. 2008 Apr 9;130(14):4596-7
pubmed: 18336027
J Mol Biol. 2000 Nov 17;304(1):43-53
pubmed: 11071809
J Biol Chem. 1982 Jun 10;257(11):6595-9
pubmed: 6281279
Nat Prod Rep. 2022 May 26;39(5):1066-1107
pubmed: 35420073
Nature. 2000 Nov 9;408(6809):239-47
pubmed: 11089981
Antiviral Res. 2006 Sep;71(2-3):282-92
pubmed: 16735066
Eur J Med Chem. 2020 Dec 1;207:112670
pubmed: 32858470
Chem Soc Rev. 2022 Jul 4;51(13):5691-5730
pubmed: 35726784
Chem Commun (Camb). 2020 Jun 16;56(48):6484-6487
pubmed: 32458844
J Am Chem Soc. 2004 Apr 28;126(16):5154-63
pubmed: 15099098
Chem Sci. 2021 Feb 9;12(13):4850-4865
pubmed: 34163736
Toxicol Sci. 2015 Feb;143(2):242-55
pubmed: 25628402
J Pharmacol Exp Ther. 2009 Oct;331(1):45-53
pubmed: 19592665
Microbes Infect. 2017 Dec;19(12):580-586
pubmed: 28918004
J Am Chem Soc. 2016 Oct 12;138(40):13353-13360
pubmed: 27636404
Nat Commun. 2015 Apr 20;6:6907
pubmed: 25892552
J Am Chem Soc. 2013 Feb 6;135(5):1783-95
pubmed: 23347279
Nature. 2006 Apr 13;440(7086):944-8
pubmed: 16612386
Expert Opin Drug Discov. 2015 Dec;10(12):1363-77
pubmed: 26563720
Acc Chem Res. 2011 Sep 20;44(9):793-804
pubmed: 21834525
Cancer Res. 1991 Feb 1;51(3):794-8
pubmed: 1846317
J Am Chem Soc. 2011 Dec 7;133(48):19278-81
pubmed: 22035519