Enyne acetogenins from Porcelia macrocarpa displayed anti-Trypanosoma cruzi activity and cause a reduction in the intracellular calcium level.
Journal
Scientific reports
ISSN: 2045-2322
Titre abrégé: Sci Rep
Pays: England
ID NLM: 101563288
Informations de publication
Date de publication:
24 06 2023
24 06 2023
Historique:
received:
01
03
2023
accepted:
22
06
2023
medline:
26
6
2023
pubmed:
25
6
2023
entrez:
24
6
2023
Statut:
epublish
Résumé
Natural products are a promising source of new compounds with a wide spectrum of pharmacological properties, including antiprotozoal activities. Chagas disease, caused by the protozoan parasite Trypanosoma cruzi, is one of several neglected tropical diseases with reduced options for treatment, which presents limitations such as toxicity and ineffectiveness in the chronic stage of the disease. Aiming to investigate the Brazilian flora for the discovery of new anti-T. cruzi compounds, the MeOH extract from Porcelia macrocarpa R.E. Fries (Annonaceae) fruit peels displayed potent activity against trypomastigotes and intracellular amastigotes and was subjected to bioactivity-guided fractionation. Using different chromatographic steps, a fraction composed of a mixture of four new chemically related acetogenins was obtained. The compounds were characterized as (2S*,3R*,4R*)-3-hydroxy-4-methyl-2-(n-octadeca-13',17'-dien-11'-inil)butanolide (1), (2S*,3R*,4R*)-3-hydroxy-4-methyl-2-(n-eicosa-13',19'-dien-11'-inil)butanolide (2), (2S*,3R*,4R*)-3-hydroxy-4-methyl-2-(n-octadec-13'-en-11'-inil)butanolide (3), and (2S*,3R*,4R*)-3-hydroxy-4-methyl-2-(n-eicosa-13'-en-11'-inil)butanolide (4) by NMR analysis and UHPLC/ESI-HRMS data. The mixture of compounds 1-4, displayed an EC
Identifiants
pubmed: 37355735
doi: 10.1038/s41598-023-37520-3
pii: 10.1038/s41598-023-37520-3
pmc: PMC10290671
doi:
Substances chimiques
Acetogenins
0
Calcium
SY7Q814VUP
Trypanocidal Agents
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
10254Informations de copyright
© 2023. The Author(s).
Références
Nat Rev Mol Cell Biol. 2022 Jun;23(6):387
pubmed: 35422514
J Nat Prod. 2020 Mar 27;83(3):770-803
pubmed: 32162523
Br J Clin Pharmacol. 2022 Feb;88(2):383-402
pubmed: 33314266
Front Physiol. 2021 Apr 23;12:627837
pubmed: 33967820
Curr Opin Microbiol. 2003 Aug;6(4):359-64
pubmed: 12941405
Front Public Health. 2019 Jul 02;7:166
pubmed: 31312626
Bioorg Chem. 2020 Sep;102:104068
pubmed: 32653609
Sci Rep. 2020 Mar 25;10(1):5467
pubmed: 32214193
Proc Natl Acad Sci U S A. 2010 Sep 28;107(39):16783-7
pubmed: 20837548
Chem Biol Interact. 2022 Oct 1;366:110129
pubmed: 36067825
Curr Top Med Chem. 2020;20(17):1518-1520
pubmed: 32830620
Parasit Vectors. 2011 Mar 25;4:44
pubmed: 21439063
Biology (Basel). 2021 May 06;10(5):
pubmed: 34066383
Clin Microbiol Rev. 2022 Apr 20;35(2):e0015221
pubmed: 35239422
Chem Biodivers. 2021 Oct;18(10):e2100466
pubmed: 34263530
Glob Heart. 2020 Mar 30;15(1):26
pubmed: 32489799
J Venom Anim Toxins Incl Trop Dis. 2017 May 30;23:30
pubmed: 28572816
ACS Omega. 2022 Aug 04;7(32):28561-28570
pubmed: 35990437
Biochem Biophys Res Commun. 2011 Dec 9;416(1-2):7-12
pubmed: 22100811
Am J Physiol Cell Physiol. 2004 Oct;287(4):C817-33
pubmed: 15355853
Bioorg Chem. 2020 Jan;95:103510
pubmed: 31884137
J Nat Prod. 2019 May 24;82(5):1177-1182
pubmed: 31046273
Sci Rep. 2019 Apr 16;9(1):6114
pubmed: 30992481
PLoS Negl Trop Dis. 2015 Jun 04;9(6):e0003697
pubmed: 26042730
Expert Rev Anti Infect Ther. 2019 Mar;17(3):145-157
pubmed: 30712412
Cell Calcium. 2011 Aug;50(2):113-9
pubmed: 21752464
Res Rep Trop Med. 2021 May 28;12:63-76
pubmed: 34093053
Glob Heart. 2020 Oct 13;15(1):69
pubmed: 33150134
Cell Calcium. 2015 Mar;57(3):194-202
pubmed: 25468729
Biomed Pharmacother. 2021 Oct;142:112020
pubmed: 34392087
Mini Rev Med Chem. 2018;18(1):26-41
pubmed: 28443518
J Biol Chem. 2002 Jul 5;277(27):24717-27
pubmed: 11983701
Curr Pharm Des. 2002;8(4):297-318
pubmed: 11860368
Phytomedicine. 2021 Dec;93:153748
pubmed: 34628240
Bioorg Chem. 2018 Aug;78:307-311
pubmed: 29625270
Mem Inst Oswaldo Cruz. 2022 Mar 14;117:e220004
pubmed: 35293439
Mem Inst Oswaldo Cruz. 2022 May 23;117:e210501chgsa
pubmed: 35613159