Pepticinnamins N, O, and P, Nonribosomal Peptides from the Soil-Derived Streptomyces mirabilis P8-A2.

Autor: Mohamed MMM; Department of Biotechnology and Biomedicine, Technical University of Denmark, Søltofts Plads 221, 2800 Kgs. Lyngby, Denmark., Abboud MM; Department of Biotechnology and Biomedicine, Technical University of Denmark, Søltofts Plads 221, 2800 Kgs. Lyngby, Denmark., Maleckis M; Department of Biotechnology and Biomedicine, Technical University of Denmark, Søltofts Plads 221, 2800 Kgs. Lyngby, Denmark.; The Novo Nordisk Foundation Center for Biosustainability, Technical University of Denmark, Søltofts Plads, Building 220, 2800 Kgs. Lyngby, Denmark., Souza LDO; Sino-Danish Center for Education and Research, Denmark; Department of Drug Design and Pharmacology, University of Copenhagen, 2100 Copenhagen, Denmark.; Department of Drug Design and Pharmacology, University of Copenhagen, 2100 Copenhagen, Denmark., Moreira JMA; Department of Drug Design and Pharmacology, University of Copenhagen, 2100 Copenhagen, Denmark., Gotfredsen CH; Department of Chemistry, Technical University of Denmark, Kemitorvet, Building 207, 2800 Kgs. Lyngby, Denmark., Weber T; The Novo Nordisk Foundation Center for Biosustainability, Technical University of Denmark, Søltofts Plads, Building 220, 2800 Kgs. Lyngby, Denmark., Ding L; Department of Biotechnology and Biomedicine, Technical University of Denmark, Søltofts Plads 221, 2800 Kgs. Lyngby, Denmark.
Jazyk: angličtina
Zdroj: Journal of natural products [J Nat Prod] 2024 Apr 26; Vol. 87 (4), pp. 1075-1083. Date of Electronic Publication: 2024 Apr 09.
DOI: 10.1021/acs.jnatprod.4c00029
Abstrakt: Cinnamoyl moiety containing nonribosomal peptides represented by pepticinnamin E are a growing family of natural products isolated from different Streptomyces species and possess diverse bioactivities. The soil bacterium Streptomyces mirabilis P8-A2 harbors a cryptic pepticinnamin biosynthetic gene cluster, producing azodyrecins as major products. Inactivation of the azodyrecin biosynthetic gene cluster by CRISPR-BEST base editing led to the activation and production of pepticinnamin E ( 1 ) and its analogues, pepticinnamins N, O, and P ( 2 - 4 ), the structures of which were determined by detailed NMR spectroscopy, HRMS data, and Marfey's reactions. These new compounds did not show a growth inhibitory effect against the LNCaP and C4-2B prostate cancer lines, respectively.
Databáze: MEDLINE