Solid-Phase Synthesis of 2-Benzothiazolyl and 2-(Aminophenyl)benzothiazolyl Amino Acids and Peptides.
2-(aminophenyl)benzothiazoles
2-benzothiazoles
amino acids
chiral purity
racemization
solid-phase synthesis
Journal
Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009
Informations de publication
Date de publication:
14 Jul 2023
14 Jul 2023
Historique:
received:
22
06
2023
revised:
09
07
2023
accepted:
12
07
2023
medline:
31
7
2023
pubmed:
29
7
2023
entrez:
29
7
2023
Statut:
epublish
Résumé
2-benzothiazoles and 2-(aminophenyl)benzothiazoles represent biologically interesting heterocycles with high pharmacological activity. The combination of these heterocycles with amino acids and peptides is of special interest, as such structures combine the advantages of amino acids and peptides with the advantages of the 2-benzothiazolyl and 2-(aminophenyl)benzothiazolyl pharmacophore group. In this work, we developed an easy and efficient method for the solid-phase synthesis of 2-benzothiazolyl (BTH) and 2-(aminophenyl)benzothiazolyl (AP-BTH) C-terminal modified amino acids and peptides with high chiral purity.
Identifiants
pubmed: 37513284
pii: molecules28145412
doi: 10.3390/molecules28145412
pmc: PMC10385376
pii:
doi:
Substances chimiques
Amino Acids
0
Amines
0
Benzothiazoles
0
Peptides
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Subventions
Organisme : University of Patras
ID : 81762
Références
Methods Mol Biol. 2020;2103:111-128
pubmed: 31879921
Curr Med Chem. 2004 Apr;11(8):1009-21
pubmed: 15078163
Chem Soc Rev. 2021 Oct 4;50(19):11098-11155
pubmed: 34605832
Amyotroph Lateral Scler Frontotemporal Degener. 2020 Nov;21(7-8):509-518
pubmed: 32573277
Methods Enzymol. 1997;289:3-13
pubmed: 9353714
Mini Rev Med Chem. 2020;20(1):12-23
pubmed: 31288719
Eur J Med Chem. 2019 Oct 15;180:154-170
pubmed: 31302448
Molecules. 2022 Apr 18;27(8):
pubmed: 35458794
Mini Rev Med Chem. 2006 Jun;6(6):633-7
pubmed: 16787373
Arch Pharm (Weinheim). 2006 Aug;339(8):466-72
pubmed: 16881039
Chem Commun (Camb). 2014 Feb 18;50(14):1691-3
pubmed: 24394494
Bioorg Med Chem Lett. 2015 Dec 1;25(23):5561-5
pubmed: 26514745
J Med Chem. 1996 Aug 16;39(17):3375-84
pubmed: 8765521
Bioorg Chem. 2019 Mar;83:6-19
pubmed: 30339863
Org Biomol Chem. 2010 Aug 21;8(16):3665-73
pubmed: 20556294
Medchemcomm. 2017 May 16;8(7):1393-1407
pubmed: 30108850
Molecules. 2020 Feb 21;25(4):
pubmed: 32098280
Int J Oncol. 2021 Nov;59(5):
pubmed: 34713302
J Pharm Pharmacol. 2020 Nov;72(11):1459-1480
pubmed: 32705690
Methods Enzymol. 1997;289:313-36
pubmed: 9353728
J Enzyme Inhib Med Chem. 2022 Dec;37(1):51-61
pubmed: 34894972
J Enzyme Inhib Med Chem. 2020 Dec;35(1):265-279
pubmed: 31790602
J Med Chem. 1991 Jan;34(1):108-22
pubmed: 1899452
Eur J Med Chem. 2019 Dec 15;184:111773
pubmed: 31630053
Bioorg Med Chem Lett. 2020 Jul 1;30(13):127237
pubmed: 32386981
J Med Chem. 2019 Mar 14;62(5):2638-2650
pubmed: 30768272
Biomacromolecules. 2020 Dec 14;21(12):4685-4698
pubmed: 33112137
Molecules. 2020 Apr 05;25(7):
pubmed: 32260500
J Med Chem. 2002 Jan 31;45(3):744-7
pubmed: 11806726
Eur J Med Chem. 2015 Jan 7;89:207-51
pubmed: 25462241
Mini Rev Med Chem. 2021;21(3):314-335
pubmed: 32819243
ChemMedChem. 2013 Sep;8(9):1462-4
pubmed: 23857942
Int J Pept Protein Res. 1996 Mar;47(3):148-53
pubmed: 8740963
Eur J Med Chem. 2020 Oct 15;204:112607
pubmed: 32721784
ACS Med Chem Lett. 2017 Sep 18;8(10):1089-1092
pubmed: 29057056
Molecules. 2022 Mar 28;27(7):
pubmed: 35408577