Concise Synthesis of (


Journal

ACS omega
ISSN: 2470-1343
Titre abrégé: ACS Omega
Pays: United States
ID NLM: 101691658

Informations de publication

Date de publication:
16 Feb 2021
Historique:
received: 23 11 2020
accepted: 22 01 2021
entrez: 24 2 2021
pubmed: 25 2 2021
medline: 25 2 2021
Statut: epublish

Résumé

Carboxyethyl hydroxychromans (CEHCs) are natural metabolites of vitamin E (VE). Their urinary levels can serve as useful biomarkers for the nutritional assessment of VE. Moreover, specific biological activities of CEHCs deserve further investigation. Here, we report a concise method to build up a chiral 6-hydroxychroman scaffold of VE and CEHCs. The first total synthesis of (

Identifiants

pubmed: 33623846
doi: 10.1021/acsomega.0c05658
pmc: PMC7893788
doi:

Types de publication

Journal Article

Langues

eng

Pagination

4355-4361

Informations de copyright

© 2021 The Authors. Published by American Chemical Society.

Déclaration de conflit d'intérêts

The authors declare no competing financial interest.

Références

Biochem Biophys Res Commun. 2004 Jul 2;319(3):1047-52
pubmed: 15184087
FASEB J. 1999 Jul;13(10):1145-55
pubmed: 10385606
J Org Chem. 2007 Aug 31;72(18):6735-41
pubmed: 17685653
J Radiat Res. 2013 Nov 1;54(6):973-88
pubmed: 23658414
Org Lett. 2005 Sep 15;7(19):4297-300
pubmed: 16146411
Org Lett. 2009 Nov 5;11(21):4930-3
pubmed: 19863149
Angew Chem Int Ed Engl. 2010 Aug 16;49(35):6199-202
pubmed: 20645370
Mol Nutr Food Res. 2005 Nov;49(11):1083-9
pubmed: 16270281
Cancer Chemother Pharmacol. 2016 Jul;78(1):157-65
pubmed: 27278668
J Lipid Res. 1984 Jan;25(1):40-8
pubmed: 6707520
ChemMedChem. 2020 Mar 18;15(6):506-516
pubmed: 31957223
Org Lett. 2010 Feb 5;12(3):580-3
pubmed: 20052974
Chemistry. 2019 Apr 1;25(19):4941-4945
pubmed: 30741456
Anal Biochem. 2009 May 15;388(2):260-5
pubmed: 19250920
Chemistry. 2006 Nov 24;12(34):8770-6
pubmed: 17001611
Kidney Int. 2003 Sep;64(3):978-91
pubmed: 12911548
Angew Chem Int Ed Engl. 2007;46(45):8670-3
pubmed: 17935105
Free Radic Biol Med. 2004 Jan 1;36(1):1-15
pubmed: 14732286
Angew Chem Int Ed Engl. 2012 Mar 12;51(11):2717-21
pubmed: 22298300
Bioorg Med Chem. 2020 Jun 1;28(11):115498
pubmed: 32291146

Auteurs

Matthew Burke (M)

Department of Medicinal Chemistry, College of Pharmacy, University of Florida, 1333 Center Drive, Gainesville, Florida 32610, United States.

Pratik Pal (P)

Department of Medicinal Chemistry, College of Pharmacy, University of Florida, 1333 Center Drive, Gainesville, Florida 32610, United States.

Peiyi Zhang (P)

Department of Medicinal Chemistry, College of Pharmacy, University of Florida, 1333 Center Drive, Gainesville, Florida 32610, United States.

Xuan Zhang (X)

Department of Medicinal Chemistry, College of Pharmacy, University of Florida, 1333 Center Drive, Gainesville, Florida 32610, United States.

Guangrong Zheng (G)

Department of Medicinal Chemistry, College of Pharmacy, University of Florida, 1333 Center Drive, Gainesville, Florida 32610, United States.

Classifications MeSH