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Panida Surawatanawong Yubo Fan Michael B. Hall 《Journal of organometallic chemistry》2008,693(8-9):1552-1563
The reaction mechanism for the complete catalytic cycle of the Heck reaction (between phenyl bromide, C6H5Br, and ethylene, C2H4, in the presence of the base, NEt3 to form the product styrene, C6H5–C2H3), catalyzed by diphosphinopalladium complexes, Pd(PR3)2 {R = H, Me, Ph}, was investigated by using density functional theory (DFT). The relative free energies of the fully-optimized species in gas phase at 298.15 K and 1 atm were corrected for solvation in DMSO at 1 mol/L by using conductor-like polarizable continuum model (CPCM). The calculations indicate a four-step mechanism for the catalysis, including oxidative addition of C6H5Br, migratory insertion of C6H5 to C2H4, β-hydride transfer/olefin elimination of product, and catalyst regeneration by removal of HBr. Our calculations demonstrate that Pd π-complexes can be formed with phenyl bromide and ethylene before the oxidative addition occurs. Subsequently, various reaction paths were studied for the oxidative addition of phenyl bromide to palladium complexes, coordinated by phosphine(s) and/or ethylene. Interestingly, all pathways lead to palladium monophosphine as the active catalyst. Careful exploration was made on two possible pathways for the migratory insertion and β-hydride-transfer/olefin elimination: (1) the neutral path with bromide bound to Pd and (2) the cationic path with prior bromide ion dissociation. The neutral path is preferred to the cationic path, especially when the more bulky phosphines such as triphenylphosphine are involved. 相似文献
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Lanostane triterpenoids from cultivated fruiting bodies of the basidiomycete Ganoderma australe 总被引:1,自引:0,他引:1
Masahiko Isaka Panida Chinthanom Sermsiri Mayteeworakoon Kobkul Laoteng Wilunda Choowong Rattaket Choeyklin 《Natural product research》2018,32(9):1044-1049
A new lanostane triterpene (1), together with three known compounds (2–4), were isolated from cultivated fruiting bodies of the basidiomycete Ganoderma australe. The structure was elucidated on the basis of NMR spectroscopic and mass spectrometry data. The olefinic geometry of methyl australate (2) was revised from 20(22)Z to 20(22)E. These compounds (1–4) were different from the lanostanes isolated from mycelial cultures of the same strain source. 相似文献
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Masahiko Isaka Panida Chinthanom Surisa Kongthong Sumalee Supothina Pataranun Ittiworapong 《Tetrahedron》2010,66(4):955-961
Five new 14-membered macrolides, hamigeromycins C-G, together with the previously described compounds, hamigeromycin A and 89-250904-F1 (radicicol analog A), were isolated from the fungus Hamigera avellanea BCC 17816. Hamigeromycins A, C, D, and E are stereoisomers differing from one another in the absolute configurations of the 4′,5′-diol moiety. Hamigeromycins F and G are unusual 5′-keto-analogs, and they are 6′-epimers to each other. The structures and the stereochemistry of the new compounds were deduced by analyses of the NMR spectroscopic and mass spectrometry data in combination with chemical means. 相似文献
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Supichar Chokpaiboon Panida Unagul Sutichai Nithithanasilp Somjit Komwijit Wiwat Somyong Thanawut Ratiarpakul 《Natural product research》2018,32(2):149-153
Two salicylaldehyde derivatives (1 and 2), a hydroxymethylphenol (3), five dihydroisobenzofuran (4–8) derivatives, and a 5-chloro-3-deoxyisoochracinic acid (9), together with a known 3-deoxyisoochracinic acid (10) were isolated from the marine fungus Zopfiella marina BCC 18240 (or NBRC 30420). The structures of these compounds were elucidated by extensive spectroscopic analysis. Compound 1 showed weak antituberculous activity against Mycobacterium tuberculosis H37Ra, and antibacterial activity against Bacillus cereus with MIC values of 25 and 12.5 μg/mL, respectively. 相似文献
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Masahiko Isaka Panida Chinthanom Sukitaya Veeranondha Sumalee Supothina J. Jennifer Luangsa-ard 《Tetrahedron》2008,64(49):11028-11033
Two novel cyclopropyl diketones, hamavellone A (1) and B (2), and two new 14-membered nonaketide macrolactones, hamigeromycin A (3) and B (4), together with six known compounds, 89-250904-F1 (radicicol analogue A, 5), pseurotin A (6), emodin (7), ω-hydroxyemodin (8), and emodin bianthrones (9 and 10) were isolated from the soil fungus Hamigera avellanea BCC 17816. The structures of the new compounds were defined by analysis of NMR and MS data. The absolute stereochemistry of 3 was addressed by chemical correlation to 5. Hamavellone B (2) exhibited antimalarial activity with an IC50 of 5.2 μg/mL, whereas it also showed comparable cytotoxicity. 相似文献
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Smith Eiamsa-ard Panida Seemawute Khwanchit Wongcharee 《Experimental Thermal and Fluid Science》2010,34(6):711-719
Effects of peripherally-cut twisted tape insert on heat transfer, friction loss and thermal performance factor characteristics in a round tube were investigated. Nine different peripherally-cut twisted tapes with constant twist ratio (y/W = 3.0) and different three tape depth ratios (DR = d/W = 0.11, 0.22 and 0.33), each with three different tape width ratios (WR = w/W = 0.11, 0.22 and 0.33) were tested. Besides, one typical twisted tape was also tested for comparison. The measurement of heat transfer rate was conducted under uniform heat flux condition while that of friction factor was performed under isothermal condition. Tests were performed with Reynolds number in a range from 1000 to 20,000, using water as a working fluid. The experimental results revealed that both heat transfer rate and friction factor in the tube equipped with the peripherally-cut twisted tapes were significantly higher than those in the tube fitted with the typical twisted tape and plain tube, especially in the laminar flow regime. The higher turbulence intensity of fluid in the vicinity of the tube wall generated by the peripherally-cut twisted tape compared to that induced by the typical twisted tape is referred as the main reason for achieved results. The obtained results also demonstrated that as the depth ratio increased and width ratio decreased, the heat transfer enhancement increased. Over the range investigated, the peripherally-cut twisted tape enhanced heat transfer rates in term of Nusselt numbers up to 2.6 times (turbulent regime) and 12.8 times (laminar regime) of that in the plain tube. These corresponded to the maximum performance factors of 1.29 (turbulent regime) and 4.88 (laminar regime). 相似文献
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Panida Rattanapoltee Pakawadee Kaewkannetra 《Applied biochemistry and biotechnology》2014,173(6):1495-1510
The aim of this study is to optimize the lipid accumulation in microalgae by using two agricultural residues of pineapple peels and sugarcane bagasse as low-cost organic carbon sources. Green microalgae Scenedesmus acutus was isolated and selected for cultivation. Effects of three initial sugar concentrations and the stage for adding sugar during cultivation on biomass and lipid production were investigated. The results clearly showed that two-stage cultivation is more suitable than one-stage. The maximum biomass concentration and productivity were obtained at 3.85 g/L and 160.42 mg/L/day when sugarcane bagasse was used. The highest lipid content and lipid yield was reached at 28.05 % and 0.93 g/L when pineapple peels were used, while in the case of sugarcane bagasse, 40.89 % and 1.24 g/L lipid content and yield were obtained. Lipid content was found in normal condition (autotrophic) at 17.71 % which was approximately 2.13-fold lower than when sugarcane bagasse was used (40.89 %). Biodiesel production via in situ transesterification was also investigated; the main fatty acids of palmitic acid and oleic acid were found. This work indicates that using agricultural residues as organic carbon sources could be able to increase lipid content and reduce the cost of biofuel production. 相似文献
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Masahiko Isaka Panida Chinthanom Kitlada Srichomthong Tuksaporn Thummarukcharoen 《Tetrahedron letters》2017,58(18):1758-1761
Three 24-methyl-lanostane triterpenoids, fomitopsins D–F (1–3), were isolated together with four known compounds (4–7) from fruiting bodies of the basidiomycete Fomitopsis feei. The structures were elucidated by spectroscopic analysis and chemical correlations, including the conversion of 1 into a mixture of 2 and 3 under acidic conditions. Compound 1 was previously isolated after conversion to a methyl ester derivative, however, the side-chain stereochemistry was not determined. Fomitopsins E (2) and F (3) exhibited activity against Bacillus cereus with MIC values of 6.25 μg/mL. On the other hand, fomitopsin D (1) showed activity against herpes simplex virus type 1 (HSV-1) with an IC50 value of 17 μg/mL. 相似文献
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Sompit Wanwong Panida Surawatanawong Sakunchai Khumsubdee Siriluk Kanchanakungwankul Jatuphorn Wootthikanokkhan 《Heteroatom Chemistry》2016,27(5):306-315
The boron dipyrromethene (BODIPY) triads consisting of two triphenylamine units as electron donor (D) and BODIPY core as electron acceptor (A; B3 , and B4 ) have been synthesized using facile palladium cross‐coupling reactions to broaden the absorption of the BODIPY dyes. All dyes and intermediates were characterized by 1H NMR, 11B NMR, 13C NMR, and 19F NMR spectroscopies, UV–Vis spectroscopy, fluorescence spectroscopy, cyclic voltammetry, and time‐dependent density functional theory calculations. It was found that an increase in conjugation to the BODIPY core systematically extended the absorption and emission wavelength maxima. As a consequence, B4 containing the D–π–A–π–D structure, exhibited the longest absorption and emission maxima at 597 and 700 nm, respectively, with 1.8 eV in optical bandgap. The 96 nm red‐shifted absorption of B4 as compared to the unsubstituted BODIPY ( B1 ) indicated the effective electronic communication between triphenylamine and BODIPY. This suggested that the proper alignment of triphenylamine and BODIPY triad could lead to broader absorption and suitable low energy bandgap. Furthermore, the molecular modeling has been employed to analyze the electronic and optical properties of the dyes. We found that the optical, electrochemical, and theoretical bandgaps of all dyes were in good agreement. 相似文献