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1.
Org Lett ; 22(11): 4053-4057, 2020 06 05.
Artículo en Inglés | MEDLINE | ID: mdl-32283033

RESUMEN

Methods for the focused isolation of low-abundance natural products with specific chemical substructures could expand known bioactive chemical diversity for drug discovery. Here we report the combined use of genome mining and an 15N NMR-based screening method for the targeted isolation of the low-abundance piperazic-acid-containing peptides incarnatapeptins A (1) and B (3). Incarnatapeptin B (3) shows in vitro cytotoxicity to LNCaP prostate cancer cells.

2.
Nat Prod Rep ; 36(12): 1628-1653, 2019 12 11.
Artículo en Inglés | MEDLINE | ID: mdl-30949650

RESUMEN

Covering: up to the end of 2018 Piperazic acid is a cyclic hydrazine and a non-proteinogenic amino acid found in diverse non-ribosomal peptide (NRP) and hybrid NRP-polyketide (PK) structures. Piperazic acid was first identified as a residue in the monamycins in 1959. Since then, the piperazic acid residue has been found in >30 families of natural products, representing >140 compounds. Many of these compounds have potent biological activity, ranging from anti-malarial to anti-apoptotic to anti-bacterial activity, although high toxicity often accompanies this potent biological activity. Recently, we identified a piperazate synthase, responsible for N-N bond formation to give piperazic acid. Here, we review piperazic acid-containing natural products discovered from 1959 to 2018, with an emphasis on the biosynthetic routes to these natural products.


Asunto(s)
Productos Biológicos/química , Productos Biológicos/metabolismo , Piridazinas/química , Productos Biológicos/farmacología , Estructura Molecular , Familia de Multigenes , Péptidos/química , Péptidos/metabolismo , Péptidos Cíclicos/biosíntesis , Péptidos Cíclicos/química , Piridazinas/metabolismo
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