Dimeric Benzodiazepines as Peptide Mimetics to Overcome p53-Dependent Drug Resistance of Tumors.
benzodiazepines
cytotoxicity
drug resistance
p53 protein
selectivity
Journal
Biomolecules
ISSN: 2218-273X
Titre abrégé: Biomolecules
Pays: Switzerland
ID NLM: 101596414
Informations de publication
Date de publication:
03 02 2023
03 02 2023
Historique:
received:
15
12
2022
revised:
26
01
2023
accepted:
31
01
2023
entrez:
25
2
2023
pubmed:
26
2
2023
medline:
3
3
2023
Statut:
epublish
Résumé
Benzodiazepines that consist of one α- and one β-amino acid residues linked together in a seven-membered heterocyclic ring could be treated as small, rigid, cyclic dipeptides capable of exhibiting a wide range of biological activities. During our research on novel analogues of anthramycin, a tricyclic antibiotic benzodiazepine, we developed the synthesis of two benzodiazepine dimers, obtained through the cyclization of appropriate linear tripeptides. The synthesized compounds were tested on a panel of seven cancer and normal cell lines. The developed molecules exhibited promising cytotoxic activity against the lung cancer cell lines A549 and NCI-H1299 and the epidermoid carcinoma cell line A-431. Moreover, they showed significant selectivity compared to the reference cell lines (BJ-human normal skin fibroblasts and MRC-5-human normal lung cell line). When tested on two isogenic cell lines, HCT116 and HCT116p53
Identifiants
pubmed: 36830660
pii: biom13020291
doi: 10.3390/biom13020291
pmc: PMC9953746
pii:
doi:
Substances chimiques
Tumor Suppressor Protein p53
0
Benzodiazepines
12794-10-4
Antineoplastic Agents
0
Peptides
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Références
Planta Med. 1997 Feb;63(1):55-7
pubmed: 17252328
Expert Opin Investig Drugs. 2011 Jun;20(6):733-44
pubmed: 21457108
Molecules. 2020 Jun 20;25(12):
pubmed: 32575784
Bioorg Med Chem Lett. 2020 Nov 1;30(21):127493
pubmed: 32798652
Mini Rev Med Chem. 2014;14(3):229-56
pubmed: 25311001
J Toxicol Sci. 2020;45(4):219-226
pubmed: 32238696
Cancer Res. 2004 Sep 15;64(18):6700-6
pubmed: 15374987
Future Med Chem. 2010 Sep;2(9):1441-9
pubmed: 21426139
Molecules. 2021 Feb 03;26(4):
pubmed: 33546456
3 Biotech. 2020 Mar;10(3):107
pubmed: 32095421
Med Res Rev. 2022 Jan;42(1):5-55
pubmed: 33846985
Pharmaceuticals (Basel). 2021 Aug 26;14(9):
pubmed: 34577551
Biomolecules. 2021 Oct 14;11(10):
pubmed: 34680148
Angew Chem Int Ed Engl. 2017 Jan 9;56(2):462-488
pubmed: 27862776
Chem Biodivers. 2021 Jan;18(1):e2000733
pubmed: 33236468
Nat Prod Commun. 2015 Sep;10(9):1549-51
pubmed: 26594756
Hum Cell. 2001 Sep;14(3):165-71
pubmed: 11774736
Biochem J. 1954 Aug;57(4):587-95
pubmed: 13198807
RNA Biol. 2012 Jun;9(6):703-19
pubmed: 22664915
Chem Pharm Bull (Tokyo). 2004 Mar;52(3):368-70
pubmed: 14993765
Carcinogenesis. 2015 Jun;36 Suppl 1:S2-18
pubmed: 26106139
Oncogene. 2008 Oct 27;27(50):6507-21
pubmed: 18955976
Molecules. 2020 Feb 18;25(4):
pubmed: 32085499
Biochem J. 1963 Nov;89:196-202
pubmed: 14084602
Chem Rev. 2011 Apr 13;111(4):2815-64
pubmed: 21166464
Nat Prod Res. 2016;30(1):52-7
pubmed: 25906695
Drugs. 1980 Mar;19(3):195-219
pubmed: 6102508
Cancer Res. 2004 Sep 15;64(18):6693-9
pubmed: 15374986
Bioorg Med Chem Lett. 2018 Feb 15;28(4):618-625
pubmed: 29395971
Chemotherapy. 1966;11(5):249-60
pubmed: 4959850