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1.
Int J Mol Sci ; 22(5)2021 Mar 04.
Artigo em Inglês | MEDLINE | ID: mdl-33806336

RESUMO

1',4'-trans-diol-ABA is a key precursor of the biosynthesis of abscisic acid (ABA) biosynthesis in fungi. We successfully obtained the pure compound from a mutant of Botrytis cinerea and explored its function and possible mechanism on plants by spraying 2 mg/L 1',4'-trans-diol-ABA on tobacco leaves. Our results showed that this compound enhanced the drought tolerance of tobacco seedlings. A comparative transcriptome analysis showed that a large number of genes responded to the compound, exhibiting 1523 genes that were differentially expressed at 12 h, which increased to 1993 at 24 h and 3074 at 48 h, respectively. The enrichment analysis demonstrated that the differentially expressed genes (DEGs) were primarily enriched in pathways related to hormones and resistance. The DEGs of transcription factors were generally up-regulated and included the bHLH, bZIP, ERF, MYB, NAC, WRKY and HSF families. Moreover, the levels of expression of PYL/PYR, PP2C, SnRK2, and ABF at the ABA signaling pathway responded positively to exogenous 1',4'-trans-diol-ABA. Among them, seven ABF transcripts that were detected were significantly up-regulated. In addition, the genes involved in salicylic acid, ethylene and jasmonic acid pathways, reactive oxygen species scavenging system, and other resistance related genes were primarily induced by 1',4'-trans-diol-ABA. These findings indicated that treatment with 1',4'-trans-diol-ABA could improve tolerance to plant abiotic stress and potential biotic resistance by regulating gene expression, similar to the effects of exogenous ABA.


Assuntos
Ácido Abscísico/análogos & derivados , Nicotiana/efeitos dos fármacos , Nicotiana/genética , Estresse Fisiológico/efeitos dos fármacos , Estresse Fisiológico/genética , Ácido Abscísico/farmacologia , Botrytis/química , Secas , Regulação da Expressão Gênica de Plantas/efeitos dos fármacos , Ontologia Genética , Redes Reguladoras de Genes , Genes de Plantas , Modelos Biológicos , Reguladores de Crescimento de Plantas/genética , Proteínas de Plantas/genética , Estômatos de Plantas/anatomia & histologia , Estômatos de Plantas/efeitos dos fármacos , Estômatos de Plantas/fisiologia , Transdução de Sinais/efeitos dos fármacos , Transdução de Sinais/genética , Nicotiana/fisiologia , Fatores de Transcrição/genética
2.
Molecules ; 23(9)2018 Aug 30.
Artigo em Inglês | MEDLINE | ID: mdl-30200229

RESUMO

Roussoella species are well recorded from both monocotyledons and dicotyledons. As part of a research program to discover biologically active compounds from plant-associated Dothideomycetes in Thailand, the strain Roussoella sp. (MFLUCC 17-2059), which represents an undescribed species, was isolated from Clematis subumbellata Kurz, fermented in yeast-malt medium and explored for its secondary metabolite production. Bioassay-guided fractionation of the crude extract yielded the new abscisic acid derivative, roussoellenic acid (1), along with pestabacillin B (2), a related congener, and the cyclodipeptide, cyclo(S-Pro-S-Ile) (3). The structure of 1 was determined by 2D NMR spectroscopy and HR-ESIMS data analysis. Compounds 1 and 2 showed inhibitory activity on biofilm formation by Staphylococcus aureus. The biofilm formation of S. aureus was reduced to 34% at 16 µg/mL by roussoellenic acid (1), while pestabacillin B (2) only showed 36% inhibition at 256 µg/mL. In addition, compound 1 also had weak cytotoxic effects on L929 murine fibroblasts and human KB3-1 cancer cells.


Assuntos
Ácido Abscísico/farmacologia , Anti-Infecciosos/farmacologia , Ascomicetos/genética , Biofilmes/efeitos dos fármacos , Produtos Biológicos/farmacologia , Ácido Abscísico/análogos & derivados , Ácido Abscísico/química , Anti-Infecciosos/química , Ascomicetos/química , Produtos Biológicos/química , Humanos , Estrutura Molecular
3.
Int J Mol Sci ; 17(5)2016 May 06.
Artigo em Inglês | MEDLINE | ID: mdl-27164091

RESUMO

Three new γ-ionylideneacetic acid derivatives, phellinulins A-C (1-3), were characterized from the mycelium extract of Phellinus linteus. The chemical structures were established based on the spectroscopic analysis. In addition, phellinulin A (1) was subjected to the examination of effects on activated rat hepatic stellate cells and exhibited significant inhibition of hepatic fibrosis.


Assuntos
Células Estreladas do Fígado/efeitos dos fármacos , Extratos Vegetais/química , Ácido Abscísico/análogos & derivados , Ácido Abscísico/química , Animais , Basidiomycota/química , Células Hep G2 , Humanos , Norisoprenoides/química , Norisoprenoides/farmacologia , Phellinus , Extratos Vegetais/farmacologia , Ratos
4.
Nat Prod Res ; 30(14): 1598-604, 2016 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-26727880

RESUMO

A megastigmane sulphoglycoside together with three phenolic compounds were isolated from the water-soluble fraction of the pericarps of Garcinia mangostana. The structure of the new compound was determined as 4-O-sulpho-ß-d-glucopyranosyl abscisate (1) by spectroscopic data. Proanthocyanidin A2 (2) showed potent α-glucosidase inhibitory and DPPH scavenging activities with IC50 values of 3.46 and 11.6 µM, respectively.


Assuntos
Frutas/química , Garcinia/química , Ácido Abscísico/análogos & derivados , Compostos de Bifenilo , Inibidores Enzimáticos/farmacologia , Sequestradores de Radicais Livres/farmacologia , Glucosídeos , Espectroscopia de Ressonância Magnética , Norisoprenoides , Fenóis/química , Fenóis/isolamento & purificação , Picratos , Extratos Vegetais/química , Espectrometria de Massas por Ionização por Electrospray , Espectrofotometria Infravermelho , Espectrofotometria Ultravioleta , alfa-Glucosidases
5.
Bioorg Med Chem ; 23(1): 22-32, 2015 Jan 01.
Artigo em Inglês | MEDLINE | ID: mdl-25496807

RESUMO

The phytohormone abscisic acid (ABA), in addition to regulating physiological functions in plants, is also produced and released by several mammalian cell types, including human granulocytes, where it stimulates innate immune functions via an increase of the intracellular cAMP concentration ([cAMP]i). We synthesized several ABA analogs and evaluated the structure-activity relationship, by the systematical modification of selected regions of these analogs. The resulting molecules were tested for their ability to inhibit the ABA-induced increase of [cAMP]i in human granulocytes. The analogs with modified configurations at C-2' and C-3' abrogated the ABA-induced increase of the [cAMP]i and also inhibited several pro-inflammatory effects induced by exogenous ABA on granulocytes and monocytes. Accordingly, these analogs could be suitable as novel putative anti-inflammatory compounds.


Assuntos
Ácido Abscísico/análogos & derivados , Ácido Abscísico/farmacologia , AMP Cíclico/metabolismo , Granulócitos/efeitos dos fármacos , Granulócitos/metabolismo , Ácido Abscísico/síntese química , Ácido Abscísico/química , Humanos , Membranas Intracelulares/efeitos dos fármacos , Transdução de Sinais , Relação Estrutura-Atividade
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