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1.
J Insect Sci ; 22(1)2022 Jan 01.
Artigo em Inglês | MEDLINE | ID: mdl-34958664

RESUMO

Plant essential oils, with high bioactivity and biodegradability, provide promising alternatives to synthetic pesticides for pest control. Trans-anethole is the major component of essential oil from star anise, Illicium verum Hook. The compound has a strong contact toxicity against the green peach aphid, Myzus persicae (Sulzer) (Hemiptera: Aphididae), which is a major insect pest of many vegetables and crops. However, little information is known about how M. persicae responds to trans-anethole at the molecular level. We conducted a comparative transcriptome analysis of M. persicae in response to a LD50 dose of trans-anethole. A total of 559 differentially expressed genes were detected in the treated individuals, with 318 genes up-regulated, and 241 genes down-regulated. Gene ontology (GO) analysis revealed that these genes were classified into different biological processes and pathways. We also found that genes encoding ATP-binding cassette (ABC) transporters, DnaJ, and cuticle proteins were dramatically up-regulated in response to trans-anethole. To study the function of these genes, we performed RNA interference (RNAi) analysis. Knockdown of an ABC transporter gene (ABCG4) and a DnaJ gene (DnaJC1) resulted in a significantly increased mortality rate in M. persicae following trans-anethole exposure, indicating the involvement of these two genes in the toxicity response to trans-anethole. The findings provide new insights into the mechanisms of M. persicae in coping with plant essential oils.


Assuntos
Derivados de Alilbenzenos , Anisóis , Afídeos , Proteínas de Insetos/genética , Óleos Voláteis , Derivados de Alilbenzenos/farmacologia , Animais , Anisóis/farmacologia , Afídeos/efeitos dos fármacos , Afídeos/genética , Expressão Gênica , Óleos Voláteis/farmacologia
2.
Biochim Biophys Acta ; 1820(7): 1021-6, 2012 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-22353334

RESUMO

BACKGROUND: Peroxisome proliferator-activated receptors (PPARs) belong to the nuclear receptors superfamily and are transcription factors activated by specific ligands. Liver X receptors (LXR) belong to the nuclear hormone receptors and have been shown to play an important role in cholesterol homeostasis. From the previous screening of several medicinal plants for potential partial PPARγ agonists, the extracts of Cornus alternifolia were found to exhibit promising bioactivity. In this paper, we report the isolation and structural elucidation of four new compounds and their potential as ligands for PPAR. METHODS: The new compounds were extracted from the leaves of C. alternifolia and fractionated by high-performance liquid chromatography. Their structures were elucidated on the basis of spectroscopic evidence and analysis of their hydrolysis products. RESULTS: Three new iridoid glycosides including an iridolactone, alternosides A-C (1-3), a new megastigmane glycoside, cornalternoside (4) and 10 known compounds, were obtained from the leaves of C. alternifolia. Kaempferol-3-O-ß-glucopyranoside (5) exhibited potent agonistic activities for PPARα, PPARγ and LXR with EC50 values of 0.62, 3.0 and 1.8 µM, respectively. CONCLUSIONS: We isolated four new and ten known compounds from C. alternifolia, and one known compound showed agonistic activities for PPARα, PPARγ and LXR. GENERAL SIGNIFICANCE: Compound 1 is the first example of a naturally occurring iridoid glycoside containing a ß-glucopyranoside moiety at C-6.


Assuntos
Proliferação de Células/efeitos dos fármacos , Cornus/química , Glicosídeos Iridoides/farmacologia , Receptores Nucleares Órfãos/agonistas , Receptores Ativados por Proliferador de Peroxissomo/agonistas , Extratos Vegetais/farmacologia , Animais , Células CHO , Cricetinae , Células Hep G2 , Humanos , Glicosídeos Iridoides/química , Receptores X do Fígado , Extratos Vegetais/química
3.
Planta Med ; 74(15): 1812-7, 2008 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-18991202

RESUMO

In addition to twenty-nine known compounds, two new guaiane sesquiterpenes and two new furanocoumarins were isolated from the chloroform extract of the rhizomes of Notopterygium incisum. The new structures were elucidated by means of spectroscopic methods including 2 D NMR techniques and mass spectrometry to be 8 beta-acetoxy-4 alpha,6 alpha-dihydroxy-1 alpha,5 alpha( H)-guai-9-ene (incisumdiol A, 1), 4 alpha,6 alpha-dihydroxy-1 alpha,5 alpha( H)-guai-9-ene (incisumdiol B, 2), 5-[(2 E,5 Z)-7-hydroxy-3,7-dimethyl-2,5-octadienoxy]psoralene ( 3) and 5-[(2,5)-epoxy-3-hydroxy-3,7-dimethyl-6-octenoxy]psoralene ( 4).


Assuntos
Apiaceae/química , Furocumarinas/isolamento & purificação , Sesquiterpenos de Guaiano/isolamento & purificação , Furocumarinas/química , Estrutura Molecular , Rizoma/química , Sesquiterpenos de Guaiano/química
4.
J Nat Prod ; 65(4): 476-80, 2002 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-11975483

RESUMO

In addition to the sesquiterpene-phenol aureols (1), 6'-chloroaureol (2), and aureol acetate (3), eight indole alkaloids including the new N-3'-ethylaplysinopsin (9) have been isolated from the Jamaican sponge Smenospongia aurea. Makaluvamine O (10), a new member of the pyrroloiminoquinone class, was also isolated. The structures were characterized by spectroscopic methods, and two new derivatives of aureol were prepared to optimize the biological activity. Aureol N,N-dimethyl thiocarbamate (1a) and 6-bromoaplysinopsin (7) exhibit significant antimalarial and antimycobacterial activity in vitro. Compound 6 showed activity against the Plasmodium enzyme plasmepsin II. The 6-bromo-2'-de-N-methylaplysinopsin (6), 6-bromoaplysinopsin (7), and N-3'-ethylaplysinopsin (9) displaced high-affinity [(3)H]antagonist ligands from cloned human serotonin 5-HT(2) receptor subtypes, whereas the other compounds tested did not. Remarkably, the 6-bromo-2'-de-N-methylaplysinopsin (6) showed a > 40-fold selectivity for the 5-HT(2C) subtype over the 5-HT(2A) subtype.


Assuntos
Anti-Infecciosos/isolamento & purificação , Antimaláricos/isolamento & purificação , Poríferos/química , Receptores de Serotonina/efeitos dos fármacos , Sesquiterpenos/isolamento & purificação , Animais , Anti-Infecciosos/química , Anti-Infecciosos/farmacologia , Antimaláricos/química , Antimaláricos/farmacologia , Ácido Aspártico Endopeptidases/metabolismo , Membrana Celular/efeitos dos fármacos , Células Cultivadas/efeitos dos fármacos , Chlorocebus aethiops , Humanos , Alcaloides Indólicos/química , Alcaloides Indólicos/isolamento & purificação , Alcaloides Indólicos/farmacologia , Jamaica , Conformação Molecular , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Proteínas de Protozoários , Pirróis/química , Pirróis/isolamento & purificação , Pirróis/farmacologia , Quinonas/química , Quinonas/isolamento & purificação , Quinonas/farmacologia , Sesquiterpenos/química , Sesquiterpenos/farmacologia
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