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Mar Drugs ; 17(9)2019 Sep 01.
Artículo en Inglés | MEDLINE | ID: mdl-31480589

RESUMEN

Identification and analysis of the whole genome of the marine-derived fungus Penicillium brasilianum HBU-136 revealed the presence of an interesting biosynthetic gene cluster (BGC) for non-ribosomal peptide synthetases (NRPS), highly homologous to the BGCs of indole-diketopiperazine derivatives. With the aid of genomic analysis, eight indole-diketopiperazines (1-8), including three new compounds, spirotryprostatin G (1), and cyclotryprostatins F and G (2 and 3), were obtained by large-scale cultivation of the fungal strain HBU-136 using rice medium with 1.0% MgCl2. The absolute configurations of 1-3 were determined by comparison of their experimental electronic circular dichroism (ECD) with calculated ECD spectra. Selective cytotoxicities were observed for compounds 1 and 4 against HL-60 cell line with the IC50 values of 6.0 and 7.9 µM, respectively, whereas 2, 3, and 5 against MCF-7 cell line with the IC50 values of 7.6, 10.8, and 5.1 µM, respectively.


Asunto(s)
Organismos Acuáticos/química , Dicetopiperazinas/química , Hongos/química , Hongos/genética , Indoles/química , Penicillium/química , Penicillium/genética , Organismos Acuáticos/genética , Línea Celular Tumoral , Dicroismo Circular , Genoma/genética , Genómica , Células HL-60 , Humanos , Células MCF-7 , Familia de Multigenes/genética , Péptido Sintasas/genética
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