RESUMO
Five new nitrogen-containing compounds (1-3, 5, and 6), two compounds which was firstly isolated from natural origin (7 and 10), along with six known ones, were isolated from the ethanol extract of the whole bodies of Polyphaga plancyi. The structures of the new compounds including their absolute configurations at stereogenic centers were assigned on the basis of spectroscopic analyses and computational methods. Racemic 10 was separated by chiral HPLC. Biological activities of these isolates against extracellular matrix components in rat renal proximal tubular cells, EV71, COX-2, ROCK2, JAK3, and tuberculosis were evaluated. Importantly, 8 was found to be a selective Smad3 phosphorylation inhibitor.
Assuntos
Antituberculosos/farmacologia , Produtos Biológicos/farmacologia , Besouros/química , Ciclo-Oxigenase 2/metabolismo , Inibidores Enzimáticos/farmacologia , Janus Quinase 3/antagonistas & inibidores , Tuberculose/tratamento farmacológico , Animais , Antituberculosos/química , Antituberculosos/isolamento & purificação , Produtos Biológicos/química , Produtos Biológicos/isolamento & purificação , Células Cultivadas , Teoria da Densidade Funcional , Relação Dose-Resposta a Droga , Inibidores Enzimáticos/química , Inibidores Enzimáticos/isolamento & purificação , Janus Quinase 3/metabolismo , Estrutura Molecular , Ratos , Relação Estrutura-AtividadeRESUMO
Ten neolignans or norlignans (1-10) including eight new compounds were isolated from the whole bodies of Polyphaga plancyi Bolivar. Their structures were identified by spectroscopic data. Compounds 3, 4, 8, and 9 are racemates indicated by chiral HPLC analysis. Chiral separation followed by ECD calculations allowed to clarify the absolute configurations of all the antipodes. All the new compounds were evaluated for their biological properties toward extracellular matrix in rat renal proximal tubular cells, human cancer cells (K562, A549, and Huh7), EV71, ROCK2, JAK3, DDR1, and coagulation.
RESUMO
The complete mitochondrial genome of Polyphaga plancyi is a 15,547 bp circular molecule, which contains 37 typical mitochondrial genes (13 protein-coding genes, 2 rRNAs and 22 tRNAs) and a 854 bp D-loop. Its gene arrangement pattern is identical with typical other cockroaches. All protein-coding genes start with an ATG codon except COI, ND3, ND5, ND4, ND4L ND6 and ND1. TAA is the most frequent stop codon, and TAG, GCA, TA- and T- are also occurred very common. The mtDNA sequence contains 12S rRNA and 16S rRNA of rRNA. Except for tRNASer(AGY) and tRNALeu(CUN) without the dihydrouridine (DHU) arm, all tRNAs could be folded into canonical cloverleaf secondary structures. The phylogenetic trees from the ML and BI analyses based on the complete mtDNA of nine cockroaches' species, share similar topologies and high node support values. Polyphaga plancy has close relative with Eupolyphaga sinensis.
RESUMO
Plancyamides A (1) and B (3), plancypyrazine A (2), and plancyols A (4) and B (5), five new compounds (1-5), and three known ones (6-8), were isolated from the whole bodies of Polyphaga plancyi Bolivar. Their structures were elucidated by a combination of spectroscopic analyses including 1D and 2D NMR, and HRESIMS. Among them, compound 3 is racemic, chiral HPLC separation afforded its respective enantiomers. The absolute configuration of 1 was assigned by computational methods. Biological evaluation of all the compounds with exception of 7 and 8 discloses that compounds 2 and 4 could inhibit JAK3 kinase with IC50 values of 12.6 and 5.0µM, respectively. In addition, compound 4 exhibit inhibitory activity towards DDR1 kinase with IC50 value of 4.87µM.