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1.
Nat Prod Res ; : 1-10, 2023 Dec 09.
Article in English | MEDLINE | ID: mdl-38069761

ABSTRACT

The phytochemical study of Cattleya intermedia (Orchidaceae) led to the isolation of two new stilbenoids and one new 9,10-dihydrophenanthrene, 4',5-dihydroxy-2',3-dimethoxy-dihydrostilbene (1), 3,6'-dihydroxy-4'-methoxy-dihydrostilbene (2) and 1,2,6-trihydroxy-3,8-dimethoxy-9,10-dihydrophenanthrene (3), named cattleymediol, cattleyol and phenanmediol, respectively, in addition to other five known compounds (4-8). The structural elucidations of the isolated compounds were carried out through the analyses of the one-dimensional 1H,1³C and NOE NMR spectra, and the 2D HSQC, HMBC, COSY and NOESY spectra, besides high-resolution mass spectrometry. In addition to this, the crude extract and its main fractions were analysed by ultra-high performance liquid chromatography coupled to high resolution mass spectrometry (UHPLC-QTOF-MS/MS), leading to the putative identification of several other compounds, including flavonoids and organic acids derivatives. Finally, the main fractions of the crude extract, and the pure compounds cattleymediol (1) and lusiantridine (7), had their antiproliferative activities evaluated against human cancerous HeLa and non-cancerous VERO cells.

2.
J Chem Ecol ; 46(8): 699-706, 2020 Aug.
Article in English | MEDLINE | ID: mdl-32533351

ABSTRACT

It is known that plant and associated bacteria coevolved, but just now the roles of chemical signaling compounds in these intricate relationships have been systematically studied. Many Gram-negative bacteria produce N-acyl-L-homoserine lactones (AHL), chemical signals used in quorum-sensing bacterial communications mechanisms. In recent years, it has been shown that these compounds may also influence the development of plants, acting as allelochemicals, in still not well understood eukaryot-prokaryot interactions. In the present work, a quorum-sensing molecule produced by the tomato associated bacterium Pseudomonas sp. was characterized and its effects on germination and growth of tomato seedlings were accessed. The chemical study of the bacterium extract led to the identification of N-3-oxo-dodecanoyl-L-homoserine lactone (1), using gas chromatography coupled to electron impact mass spectrometry (GC-MS), and ultra-high resolution Qq-time-of-flight mass spectrometry (UHR-QqTOF-MS) equipped with an electrospray ionization source (ESI). The synthetic compound was tested at different concentrations in tomato to evaluate its effects on seed germination and seedlings root growth. Inhibition of tomato seed germination and root growth were observed in the presence of micromolar concentrations of the compound 1. Scanning electron microscopy evidenced morphological alterations on roots in the presence of the compound, with reduction of growth, impaired root hairs development and cracks in the rhizodermis.


Subject(s)
Acyl-Butyrolactones/metabolism , Germination/physiology , Pseudomonas/chemistry , Solanum lycopersicum/physiology , Solanum lycopersicum/growth & development , Solanum lycopersicum/microbiology , Plant Roots/growth & development
3.
Sci Total Environ ; 581-582: 1-9, 2017 Mar 01.
Article in English | MEDLINE | ID: mdl-28068642

ABSTRACT

This study reports on the investigation of the photodegradation of biodiesel (B100) in contact with water using TiO2/H2O2. The TiO2 was characterized by X-ray diffraction analysis (XRD), pH point of zero charge (pHpzc) and textural analysis. The results of the experiments were fitted to a quadratic polynomial model developed using response surface methodology (RSM) to optimize the parameters. Using the three factors, three levels, and the Box-Behnken design of experiment technique, 15 sets of experiments were designed considering the effective ranges of the influential parameters. The responses of those parameters were optimized using computational techniques. After 24h of irradiation under an Hg vapor lamp, removal of 22.0% of the oils and greases (OG) and a 33.54% reduction in the total of fatty acid methyl ester (FAME) concentration was observed in the aqueous phase, as determined using gas chromatography coupled with flame ionization detection (GC/FID). The estimate of FAMEs undergo base-catalyzed hydrolysis is at least 3years (1095days) and after photocatalytic treatment using TiO2/H2O2, it was reduced to 33.54% of FAMEs in only 1day.

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