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1.
Org Lett ; 23(24): 9403-9407, 2021 Dec 17.
Artículo en Inglés | MEDLINE | ID: mdl-34846903

RESUMEN

We have achieved a divergent access to seven/five-membered rings based on a [1,6]-hydride shift/cyclization process from benzylidenemalonate with an o-alkoxymethyl group. Whereas Yb(OTf)3 afforded benzoxepines (with a seven-membered ring) selectively, indanes (with a five-membered ring) were the main products when Sc(OTf)3 was employed.

2.
Org Biomol Chem ; 18(34): 6602-6606, 2020 09 14.
Artículo en Inglés | MEDLINE | ID: mdl-32815970

RESUMEN

We report herein a rapid access to 3-indolyl-1-trifluoromethyl-isobenzofurans via a [1,4]-hydride shift/cyclizatin/intermolecular nucleophilic addition reaction sequence. In this process, a Lewis acid promoted internal redox reaction ([1,4]-hydride shift/cyclization) followed by a Brønsted acid promoted intermolecular reaction (generation of cyclic oxonium cation/intermolecular Friedel-Crafts reaction) occurred to give various 3-indolyl-1-trifluoromethyl-isobenzofurans in good chemical yields.

3.
Environ Pollut ; 184: 472-80, 2014 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-24125940

RESUMEN

To evaluate the negative impact of ozone (O3) on Japanese crop plant yield based on cumulative stomatal O3 flux, a Japanese rice cultivar, Koshihikari, was exposed to O3 in O3-exposure chambers. Stomatal diffusive conductance to water vapour were measured during the experimental period. We parameterized and improved a stomatal diffusive conductance model by considering seasonal changes in stomatal diffusive conductance, as well as the acute effects of O3 on this variable. Our adjusted model accounted for 64% of the variation within the data set. Based on the results of linear regression analyses of the relationship between relative yield and cumulative O3 uptake, the negative impact of O3 on the yield of Koshihikari can be evaluated using cumulative O3 uptake with a threshold of 10 nmol O3 m(-2) projected leaf area s(-1) and an integration period of -300 to 100 °C days from anthesis.


Asunto(s)
Contaminantes Atmosféricos/metabolismo , Modelos Biológicos , Oryza/efectos de los fármacos , Ozono/metabolismo , Estomas de Plantas/fisiología , Contaminantes Atmosféricos/análisis , Contaminantes Atmosféricos/toxicidad , Modelos Químicos , Oryza/fisiología , Ozono/análisis , Ozono/toxicidad
4.
Physiol Plant ; 146(2): 217-27, 2012 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-22443421

RESUMEN

To clarify the relationship between cultivar difference in the sensitivity of net photosynthesis to ozone (O(3)) and the reactive oxygen species (ROS) scavenging system in wheat (Triticum aestivum), we investigated the effects of chronic exposure to ambient levels of O(3) on gas exchange rates, activity and concentration of ribulose 1,5-bisphosphate carboxylase/oxygenase (Rubisco), activity of ROS scavenging enzymes and concentration of antioxidants of the flag leaf in two Japanese winter wheat cultivars (Norin 61 and Shirogane-komugi). Although the net photosynthetic rate of the flag leaf in Norin 61 was not significantly reduced by exposure to O(3), that in Shirogane-komugi was significantly reduced by the exposure to O(3) during the anthesis and early grain-filling stages. In the two cultivars, stomatal diffusive conductance to H(2) O of the flag leaf was not significantly affected by the exposure to O(3). The exposure to O(3) induced significant reductions in the activity and concentration of Rubisco, activities of catalase (CAT) and monodehydroascorbate reductase (MDAR) and concentrations of reduced form of ascorbate and total glutathione of the flag leaf in Shirogane-komugi. It was concluded that the sensitivity of net photosynthesis of flag leaf to O(3) is higher in Shirogane-komugi than in Norin 61, and the difference in the sensitivity to O(3) between the two cultivars is mainly due to that in the effects of O(3) on the detoxification ability of ROS, mainly determined by the activity of ROS scavenging enzymes, such as CAT and MDAR.


Asunto(s)
Adaptación Fisiológica , Ozono/metabolismo , Fotosíntesis/fisiología , Hojas de la Planta/metabolismo , Especies Reactivas de Oxígeno/metabolismo , Triticum/genética , Triticum/metabolismo , Antioxidantes/metabolismo , Ácido Ascórbico/metabolismo , Catalasa/metabolismo , Variación Genética , Genotipo , Glutatión/metabolismo , Peróxido de Hidrógeno/metabolismo , Japón , NADH NADPH Oxidorreductasas/metabolismo , Hojas de la Planta/crecimiento & desarrollo , Ribulosa-Bifosfato Carboxilasa/metabolismo , Estrés Fisiológico , Triticum/crecimiento & desarrollo
5.
Molecules ; 16(6): 4467-81, 2011 May 27.
Artículo en Inglés | MEDLINE | ID: mdl-21623316

RESUMEN

FeCl3-mediated oxidative cyclization was successfully used to construct an extended thiophene-pendant pyrene skeleton and synthesize a novel thiophene-fused polycyclic aromatic (THTP-C) with a tetracene core. The identity of the compound was confirmed by ¹H-NMR, ¹³C-NMR, MS, and elemental analysis. Meanwhile, a single crystal of THTP-C was obtained and analyzed by X-ray single-crystal diffraction. THTP-C has a "saddle" shaped π-conjugated 1-D supramolecular structure, and favors highly ordered self-assembly by π-π interactions as evidenced by its concentration-dependent ¹H-NMR spectra in solution. The optical properties of THTP-C were investigated by ultraviolet-visible (UV-Vis) and photoluminescence (PL) spectroscopy and its electrochemical properties were investigated by cyclic voltammetry (CV). The relatively large band gap (2.86 eV), low E(HOMO) level (-5.64 eV) and intermolecular π-π interactions imply that THTP-C has a high stability against photo-degradation and oxidation, and may be a promising candidate for stable hole-transporting materials.


Asunto(s)
Naftacenos/química , Naftacenos/síntesis química , Tiofenos/química , Cristalografía por Rayos X , Electroquímica , Modelos Moleculares , Resonancia Magnética Nuclear Biomolecular
6.
Environ Pollut ; 158(9): 2970-6, 2010 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-20598788

RESUMEN

To assess the effects of tropospheric O3 on rice cultivated in Bangladesh, four Bangladeshi cultivars (BR11, BR14, BR28 and BR29) of rice (Oryza sativa L.) were exposed daily to charcoal-filtered air or O3 at 60 and 100 nl l(-1) (10:00-17:00) from 1 July to 28 November 2008. The whole-plant dry mass and grain yield per plant of the four cultivars were significantly reduced by the exposure to O3. The exposure to O3 significantly reduced net photosynthetic rate of the 12th and flag leaves of the four cultivars. The sensitivity to O3 of growth, yield and leaf gas exchange rates was not significantly different among the four cultivars. The present study suggests that the sensitivity to O3 of yield of the four Bangladeshi rice cultivars is greater than that of American rice cultivars and is similar to that of Japanese rice cultivars and that O3 may detrimentally affect rice production in Bangladesh.


Asunto(s)
Contaminantes Atmosféricos/toxicidad , Oryza/efectos de los fármacos , Ozono/toxicidad , Hojas de la Planta/efectos de los fármacos , Transpiración de Plantas/efectos de los fármacos , Contaminantes Atmosféricos/metabolismo , Bangladesh , Oryza/crecimiento & desarrollo , Oryza/metabolismo , Ozono/metabolismo , Hojas de la Planta/metabolismo
7.
Environ Pollut ; 158(5): 1763-7, 2010 May.
Artículo en Inglés | MEDLINE | ID: mdl-19962222

RESUMEN

To clarify the effects of O(3) on crop plants cultivated in Bangladesh, two Bangladeshi wheat cultivars (Sufi and Bijoy) were grown in plastic boxes filled with Andisol and exposed daily to charcoal-filtered air or O(3) at 60 and 100 nl l(-1) (10:00-17:00) from 13 March to 4 June 2008. The whole-plant dry mass and grain yield per plant of the two cultivars at the final harvest were significantly reduced by the exposure to O(3). Although there was no significant effect of O(3) on stomatal diffusive conductance to H(2)O of flag leaf, net photosynthetic rate of the leaf was significantly reduced by the exposure to O(3.) The sensitivity of growth, yield, yield components and leaf gas exchange rates to O(3) was not significantly different between the two cultivars. The results obtained in the present study suggest that ambient levels of O(3) may detrimentally affect wheat production in Bangladesh.


Asunto(s)
Gases/metabolismo , Ozono/farmacología , Triticum/efectos de los fármacos , Triticum/crecimiento & desarrollo , Bangladesh , Biomasa , Fotosíntesis/efectos de los fármacos , Hojas de la Planta/efectos de los fármacos , Hojas de la Planta/crecimiento & desarrollo , Hojas de la Planta/metabolismo , Triticum/metabolismo
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