A novel collector 1-(2-hydroxyphenyl)hex-2-en-1-one oxime(HPHO)was synthesized from 2-hydroxy acetophenone and butyraldehyde.Its flotation performance and adsorption mechanism to malachite were investigated by flotati...A novel collector 1-(2-hydroxyphenyl)hex-2-en-1-one oxime(HPHO)was synthesized from 2-hydroxy acetophenone and butyraldehyde.Its flotation performance and adsorption mechanism to malachite were investigated by flotation test,zeta potential,Fourier transform infrared(FTIR)and X-ray photoelectron spectroscopy(XPS)analysis techniques.Compared with benzohydroxamic acid(BA),1-(2-hydroxyphenyl)ethan-1-one oxime(HPEO)and sodium isobutyl xanthate(SIBX),HPHO exhibited excellent collecting power to malachite without additional reagents,such as Na2S regulator and methyl isobutyl carbinol(MIBC)frother.Results of zeta potential indicated that HPHO was coated on malachite surfaces through a chemisorption process.FTIR and XPS data gave clear evidence for the formation of Cu−oxime complex on malachite surfaces after HPHO adsorption through the linkage between C=C,—OH,N—OH group and Cu species.展开更多
A series of novel pyrazole oxime derivatives containing oxazole ring were designed and synthesized. The title compounds were structurally confirmed by 1H NMR, 13C NMR spectra and elemental analyses. Preliminary bioass...A series of novel pyrazole oxime derivatives containing oxazole ring were designed and synthesized. The title compounds were structurally confirmed by 1H NMR, 13C NMR spectra and elemental analyses. Preliminary bioassay results showed that some of the title compounds displayed promising fungicidal activity besides insecticidal and acaricidal activity. Particularly, compound 8c exhibited potent fungicidal activity against cucumber Pseudoperonospora cubensis beyond good insecticidal activity against Aphis craccivora and Nilaparvata lugens.展开更多
Based on the asymmetric reduction of alkannin ketone derivative 4 by diisopinocampheylchloro- borane（DIP-C1）, a series of shikonin and alkannin derivatives was designed, synthesized and their anticancer activi- ties...Based on the asymmetric reduction of alkannin ketone derivative 4 by diisopinocampheylchloro- borane（DIP-C1）, a series of shikonin and alkannin derivatives was designed, synthesized and their anticancer activi- ties against various kinds of cell lines were evaluated. The in vitro biological experiments demonstrated that com- pound S-10, a 5,8-O-dimethyl-l,4-dioxime alkannin derivative, not only displayed excellent antiproliferative activity against cancer cells, but also exhibited 10w toxicity towards normal cells. It could induce HCT-116 cell apoptosis, but had no impact on the cell cycle. The underlying anticancer mechanism of S-10 is most likely different from other shikonin and alkannin derivatives.展开更多
Deoximation reaction is one of the most important transformations in organic synthesis and for fine chemical production.Since oximes are easily synthesized from carbonyl compounds and are stable compounds,this reactio...Deoximation reaction is one of the most important transformations in organic synthesis and for fine chemical production.Since oximes are easily synthesized from carbonyl compounds and are stable compounds,this reaction can be used for protection-deprotection,purification,and characterization of carbonyl compounds in organic synthesis,especially for the synthesis of medicines as well as the natural products.Moreover,because many oximes can be synthesized from non-carbonyl starting materials,the deoximation reaction is also widely used in the production of many carbonyl-contained fine chemicals.Deoximation methods by using stoichiometric reagents are mature and can produce the related carbonyl products in very high yield with broad substrate application scopes.But for environment-protection consideration as well as the production cost controlling purpose in fine chemical industry,developing catalytic deoximation methods is the trend of the field and there are a series of references on this topic in recent years.This short review summarized recent advances on the development of deoximation methods from stoichiometric reaction to catalytic reaction and the mechanisms of some important transformations were discussed in detail for reader reference.展开更多
Nitric oxide(NO)is an essential reactive oxygen species and a signal molecule in plants.Although several studies have proposed the occurrence of oxidative NO production,only reductive routes for NO production,such as ...Nitric oxide(NO)is an essential reactive oxygen species and a signal molecule in plants.Although several studies have proposed the occurrence of oxidative NO production,only reductive routes for NO production,such as the nitrate(NO_(3)^(-))-upper-reductase pathway,have been evidenced to date in land plants.However,plants grown axenically with ammonium as the sole source of nitrogen exhibit contents of nitrite and NO3−,evidencing the existence of a metabolic pathway for oxidative production of NO.We hypothesized that oximes,such as indole-3-acetaldoxime(IAOx),a precursor to indole-3-acetic acid,are intermediate oxidation products in NO synthesis.We detected the production of NO from IAOx and other oximes catalyzed by peroxidase(POD)enzyme using both 4-amino-5-methylamino-2′,7′-difluorescein fluorescence and chemiluminescence.Flavins stimulated the reaction,while superoxide dismutase inhibited it.Interestingly,mouse NO synthase can also use IAOx to produce NO at a lower rate than POD.We provided a full mechanism for POD-dependent NO production from IAOx consistent with the experimental data and supported by density functional theory calculations.We showed that the addition of IAOx to extracts from Medicago truncatula increased the in vitro production of NO,while in vivo supplementation of IAOx and other oximes increased the number of lateral roots,as shown for NO donors,and a more than 10-fold increase in IAOx dehydratase expression.Furthermore,we found that in vivo supplementation of IAOx increased NO production in Arabidopsis thaliana wild-type plants,while prx33-34 mutant plants,defective in POD33-34,had reduced production.Our data show that the release of NO by IAOx,as well as its auxinic effect,explain the superroot phenotype.Collectively,our study reveals that plants produce NO utilizing diverse molecules such as oximes,POD,and flavins,which are widely distributed in the plant kingdom,thus introducing a long-awaited oxidative pathway to NO production in plants.This knowledge has essential implications f展开更多
基金Projects(2018GDASCX-0934,2020GDASYL-20200302009)supported by Guangdong Academy of Sciences,China。
文摘A novel collector 1-(2-hydroxyphenyl)hex-2-en-1-one oxime(HPHO)was synthesized from 2-hydroxy acetophenone and butyraldehyde.Its flotation performance and adsorption mechanism to malachite were investigated by flotation test,zeta potential,Fourier transform infrared(FTIR)and X-ray photoelectron spectroscopy(XPS)analysis techniques.Compared with benzohydroxamic acid(BA),1-(2-hydroxyphenyl)ethan-1-one oxime(HPEO)and sodium isobutyl xanthate(SIBX),HPHO exhibited excellent collecting power to malachite without additional reagents,such as Na2S regulator and methyl isobutyl carbinol(MIBC)frother.Results of zeta potential indicated that HPHO was coated on malachite surfaces through a chemisorption process.FTIR and XPS data gave clear evidence for the formation of Cu−oxime complex on malachite surfaces after HPHO adsorption through the linkage between C=C,—OH,N—OH group and Cu species.
基金funded by the National Natural Science Foundation of China (No.21202089)the Research Foundation of the Six People Peak of Jiangsu Province (Nos.2011-SWYY-009,2013-SWYY-013)the Technology Project Fund of Nantong City (Nos.AS2013004,CP12013002)
文摘A series of novel pyrazole oxime derivatives containing oxazole ring were designed and synthesized. The title compounds were structurally confirmed by 1H NMR, 13C NMR spectra and elemental analyses. Preliminary bioassay results showed that some of the title compounds displayed promising fungicidal activity besides insecticidal and acaricidal activity. Particularly, compound 8c exhibited potent fungicidal activity against cucumber Pseudoperonospora cubensis beyond good insecticidal activity against Aphis craccivora and Nilaparvata lugens.
基金the National Natural Science Foundation of China（No.81373274） and the State Key Laboratory Cultivatlon Base for the Chemistry and Molecular Engineering of Medicinal Resources, Ministry of Science and Technology of China （No.CHEMR2012-B08）.
文摘Based on the asymmetric reduction of alkannin ketone derivative 4 by diisopinocampheylchloro- borane（DIP-C1）, a series of shikonin and alkannin derivatives was designed, synthesized and their anticancer activi- ties against various kinds of cell lines were evaluated. The in vitro biological experiments demonstrated that com- pound S-10, a 5,8-O-dimethyl-l,4-dioxime alkannin derivative, not only displayed excellent antiproliferative activity against cancer cells, but also exhibited 10w toxicity towards normal cells. It could induce HCT-116 cell apoptosis, but had no impact on the cell cycle. The underlying anticancer mechanism of S-10 is most likely different from other shikonin and alkannin derivatives.
基金supported by National Key Research and Development Program of China (No. 2018YFD0200100)Natural Science Foundation of Guangling College (Key Project: No. ZKZD17005+4 种基金 major special project: No. ZKZZ18001)Natural Science Foundation of Jiangsu Province (No. BK20181449)Jiangsu Provincial Six Talent Peaks Project (No. XCL-090)Opening Foundation of the Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University (No. 2016GDGP0104)Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
文摘Deoximation reaction is one of the most important transformations in organic synthesis and for fine chemical production.Since oximes are easily synthesized from carbonyl compounds and are stable compounds,this reaction can be used for protection-deprotection,purification,and characterization of carbonyl compounds in organic synthesis,especially for the synthesis of medicines as well as the natural products.Moreover,because many oximes can be synthesized from non-carbonyl starting materials,the deoximation reaction is also widely used in the production of many carbonyl-contained fine chemicals.Deoximation methods by using stoichiometric reagents are mature and can produce the related carbonyl products in very high yield with broad substrate application scopes.But for environment-protection consideration as well as the production cost controlling purpose in fine chemical industry,developing catalytic deoximation methods is the trend of the field and there are a series of references on this topic in recent years.This short review summarized recent advances on the development of deoximation methods from stoichiometric reaction to catalytic reaction and the mechanisms of some important transformations were discussed in detail for reader reference.
基金supported by grants AGL2014-52396,AGL2017-86293-P,and PID2022-142968NB-I00 from MCIN/AEI/10.13039/501100011033/FEDER,UE,and a grant from the Public University of Navarre(PID-2020-117703GB-I00)(to J.F.M.)and the UPV/EHU-GV IT-1018-16 program(Basque Government)(to R.E.).M.U.is a recipient of a predoctoral fellowship from the Government of Navarre,Spain.J.B.and P.L.-G.have received pre-doctoral fellowships from the Public University of Navarre,Spain.P.L.-G is currently financed by a postdoctoral contract funded by the Spanish National Research Council(20224AT017).J.B.is also a recipient of the"Requalification of the Spanish University System for 2021-2023,Public University of Navarra"fellowship,funded by the European Union-Next Generation(EU).
文摘Nitric oxide(NO)is an essential reactive oxygen species and a signal molecule in plants.Although several studies have proposed the occurrence of oxidative NO production,only reductive routes for NO production,such as the nitrate(NO_(3)^(-))-upper-reductase pathway,have been evidenced to date in land plants.However,plants grown axenically with ammonium as the sole source of nitrogen exhibit contents of nitrite and NO3−,evidencing the existence of a metabolic pathway for oxidative production of NO.We hypothesized that oximes,such as indole-3-acetaldoxime(IAOx),a precursor to indole-3-acetic acid,are intermediate oxidation products in NO synthesis.We detected the production of NO from IAOx and other oximes catalyzed by peroxidase(POD)enzyme using both 4-amino-5-methylamino-2′,7′-difluorescein fluorescence and chemiluminescence.Flavins stimulated the reaction,while superoxide dismutase inhibited it.Interestingly,mouse NO synthase can also use IAOx to produce NO at a lower rate than POD.We provided a full mechanism for POD-dependent NO production from IAOx consistent with the experimental data and supported by density functional theory calculations.We showed that the addition of IAOx to extracts from Medicago truncatula increased the in vitro production of NO,while in vivo supplementation of IAOx and other oximes increased the number of lateral roots,as shown for NO donors,and a more than 10-fold increase in IAOx dehydratase expression.Furthermore,we found that in vivo supplementation of IAOx increased NO production in Arabidopsis thaliana wild-type plants,while prx33-34 mutant plants,defective in POD33-34,had reduced production.Our data show that the release of NO by IAOx,as well as its auxinic effect,explain the superroot phenotype.Collectively,our study reveals that plants produce NO utilizing diverse molecules such as oximes,POD,and flavins,which are widely distributed in the plant kingdom,thus introducing a long-awaited oxidative pathway to NO production in plants.This knowledge has essential implications f
