Displaying publications 1 - 20 of 69 in total

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  1. Fulltext An efficient approach for the synthesis of novel methyl sulfones in acetic acid medium and evaluation of antimicrobial activity
    Ravi Kumar G, Dasireddy CR, Varala R, Kotra V, Bollikolla HB
    Turk J Chem, 2020;44(5):1386-1394.
    PMID: 33488238 DOI: 10.3906/kim-2003-10
    A series of nine methyl sulphones ( 3a -3 i ) starting from the aldehydes ( 1a-1i ) were synthesized in two consecutive steps. In the first step, preparation of allyl alcohols ( 2a-2i ) from their corresponding aldehydes by the reaction of sodium borohydride in methanol at room temperature is reported. Finally, methyl sulphones are synthesized by condensing sodium methyl sulfinates with allyl alcohols in the presence of BF 3 .Et 2 O in acetic acid medium at room temperature for about 2-3 h. The reaction conditions are simple, yields are high (85%-95%), and the products were obtained with good purity. All the synthesized compounds were characterized by their 1 H, 13 C NMR, and mass spectral analysis. All the title compounds were screened for antimicrobial activity. Among the compounds tested, the compound 3f has inhibited both Gram positive and Gram negative bacteria effectively and compound 3i has shown potent antifungal activity. These promising components may help to develop more potent drugs in the near future for the treatment of bacterial and fungal infections.
    Matched MeSH terms: Aldehydes
  2. Quantification of VOCs and the development of odour wheels for rubber processing
    Kamarulzaman NH, Le-Minh N, Fisher RM, Stuetz RM
    Sci Total Environ, 2019 Mar 20;657:154-168.
    PMID: 30543968 DOI: 10.1016/j.scitotenv.2018.11.451
    The impacts of rubber variations (clonal, seasonal, and pre-treatment) were investigated to assess changes in the composition of volatile organic compounds (VOCs) emitted during rubber processing. VOC emissions from 14 different rubber types were evaluated by headspace micro-chamber (μ-TEC) extraction coupled with gas chromatography-mass spectrometry (GC-MS). Headspace extracted at 120 °C, which is equivalent to the drying temperature during rubber processing, revealed a significant number of odorants in terms of concentrations as well as odorant type. Volatile fatty acids (VFAs) such as acetic, propanoic, butanoic, pentanoic and hexanoic acids, were frequently detected at concentrations greater than their odour detection thresholds. Other odorous compounds including trimethylamine, p-cresol, butanone, indole, and phenol, were also detected. Emissions collected at ambient conditions represent odorants released during material storage (or maturation) and were dominated by benzene derivatives followed by ketones, aldehydes, esters, and acids. Emission composition during storage appeared to be governed by specific rubber properties such as protein and rubber moisture content. Seasonal variations revealed greater impacts on the concentration of VOCs for all studied clones, compared to pre-treatment variations, suggesting that the VOCs composition was seasonally dependent and may represents the 'potential' emissions from rubber as they are processed. A combination of sensorial and analytical measurements were used to produce odour wheels which may be used as tool to identify key malodours in onsite rubber processing. The linking of odours and odorants can facilitate communication between receptors (the public) and plant operators inorder to minimise odour impact and develop effective abatement and on-site management practices.
    Matched MeSH terms: Aldehydes
  3. Fulltext Lipid Peroxidation Induces Reactive Astrogliosis by Activating WNT/β-Catenin Pathway in Hydrocephalus
    Suryaningtyas W, Parenrengi MA, Bajamal AH, Rantam FA
    Malays J Med Sci, 2020 May;27(3):34-42.
    PMID: 32684804 DOI: 10.21315/mjms2020.27.3.4
    Background: Hydrocephalus induces mechanical and biochemical changes in neural cells of the brain. Astrogliosis, as the hallmark of cellular changes in white matter, is involved in demyelination process, re-myelination inhibitory effect, and inhibition of axonal elongation and regeneration. The pathophysiology of this process is not well understood. The purpose of the present study is to elucidate the effect of lipid peroxidation product on astrogliosis through WNT/ β-catenin in kaolin-induced hydrocephalic rats.

    Methods: The study used kaolin-induced hydrocephalic rats. Obstructive hydrocephalus was expected to develop within seven days after induction. The hydrocephalus animals were killed at day 7, 14 and 21 after induction. One group of the saline-injected animals was used for sham-treatment.

    Results: We demonstrated that the hydrocephalic rats exhibited a high expression of 4-hydroxynonenal (4-HNE) in the periventricular area. The expression of β-catenin also increased, following the pattern of 4-HNE. Reactive astrocyte, expressed by positive glial fibrillary acidic protein (GFAP), was upregulated in an incremental fashion as well as the microglia.

    Conclusion: This work suggests that lipid peroxidation product, 4-HNE, activated the WNT/β-catenin pathway, leading to the development of reactive astrocyte and microglia activation in hydrocephalus.

    Matched MeSH terms: Aldehydes
  4. Reactions of Anodically Generated Methoxystilbene Cation Radicals: The Influence of Ortho-Substituted Vinyl and Formyl Groups
    Chong KW, Thomas NF, Low YY, Kam TS
    J Org Chem, 2019 Jun 07;84(11):7279-7290.
    PMID: 31056921 DOI: 10.1021/acs.joc.9b00939
    The present investigation represents a continuation of studies on the effect of ortho'-substitution on the reactivity of anodically generated methoxystilbene cation radicals. Whereas previous studies have focused on the effect of ortho'-substituted nucleophilic groups such as OH, NH2, CH2OH, CH2NH2, and COOH, the present study extends the investigation to ortho'-substituted vinyl and formyl groups. The results show that when the ortho'-substituent is a vinyl group, the products include a bisdihydronaphthalene derivative and a doubly bridged, dibenzofused cyclononane from direct trapping of a bis carbocation intermediate. In the presence of an additional 3-methoxy substituent, the products are the tetracyclic chrysene derivatives. When the ortho'-substituent is a nonnucleophilic formyl group, the products include fused indanylnaphthalenes and indanylbenzopyran aldehydes. When an additional 3-methoxy group is present, an unusual fused benzofluorene-dibenzoannulene product is obtained. Mechanistic rationalization for the formation of the various products is presented. The results have contributed to a deeper understanding of how the reactivity of the methoxystilbene cation radicals is affected by the nature of the ortho'-substituents.
    Matched MeSH terms: Aldehydes
  5. Erythrocyte transketolase activity
    Chong YH, Ho GS
    Am J Clin Nutr, 1970 Mar;23(3):261-6.
    PMID: 5436634 DOI: 10.1093/ajcn/23.3.261
    Matched MeSH terms: Aldehydes
  6. Identification of VOCs from natural rubber by different headspace techniques coupled using GC-MS
    Kamarulzaman NH, Le-Minh N, Stuetz RM
    Talanta, 2019 Jan 01;191:535-544.
    PMID: 30262095 DOI: 10.1016/j.talanta.2018.09.019
    Different extraction procedures were evaluated to assess their potential for measuring volatile organic compounds (VOCs) from raw rubber materials. Four headspace sampling techniques (SHS, DHS, HS-SPME and µ-CTE) were studied. Each method was firstly optimised to ensure their reliability in performance. Passive sampling was also compared as a rapid identification of background VOCs. 352 VOCs were identified, 71 from passive sampling and 281 from active headspace sampling, with 62 not previously reported (hexanenitrile, octanone, decanal, indole, aniline, anisole, alpha-pinene as well as pentanol and butanol). The volatiles belonged to a broad range of chemical classes (ketones, aldehydes, aromatics, acids, alkanes, alcohol and cyclic) with their thermal effects (lower boiling points) greatly affecting their abundance at a higher temperature. Micro-chamber (µ-CTE) was found to be the most suitability for routine assessments due to its operational efficiency (rapidity, simplicity and repeatability), identifying 115 compounds from both temperatures (30 °C and 60 °C). Whereas, HS-SPME a widely applied headspace technique, only identified 75 compounds and DHS identified 74 VOCs and SHS only 17 VOCs. Regardless of the extraction technique, the highest extraction efficiency corresponded to aromatics and acids, and the lowest compound extraction were aldehyde and hydrocarbon. The interaction between techniques and temperature for all chemical groups were evaluated using two-way ANOVA (p-value is 0.000197) explaining the highly significant interactions between factors.
    Matched MeSH terms: Aldehydes
  7. Infrared spectrum, structural and optical properties and molecular docking study of 3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazole-1-carbaldehyde
    Mary YS, Panicker CY, Sapnakumari M, Narayana B, Sarojini BK, Al-Saadi AA, et al.
    Spectrochim Acta A Mol Biomol Spectrosc, 2015 Mar 5;138:529-38.
    PMID: 25528512 DOI: 10.1016/j.saa.2014.11.041
    The optimized molecular structure, vibrational frequencies, corresponding vibrational assignments of 3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazole-1-carbaldehyde have been investigated experimentally and theoretically. The title compound was optimized using at HF and DFT levels of calculations. The B3LYP/6-311++G(d,p) (5D,7F) results and in agreement with experimental infrared bands. The normal modes are assigned using potential energy distribution. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using natural bonding orbital analysis. The frontier molecular orbital analysis is used to determine the charge transfer within the molecule. From molecular electrostatic potential map, it is evident that the negative electrostatic potential regions are mainly localized over the carbonyl group and mono substituted phenyl ring and are possible sites for electrophilic attack and, positive regions are localized around all para substituted phenyl and pyrazole ring, indicating possible sites for nucleophilic attack. First hyperpolarizability is calculated in order to find its role in nonlinear optics. The geometrical parameters are in agreement with experimental data. From the molecular docking studies, it is evident that the fluorine atom attached to phenyl ring and the carbonyl group attached to pyrazole ring are crucial for binding and the results draw us to the conclusion that the compound might exhibit phosphodiesterase inhibitory activity.
    Matched MeSH terms: Aldehydes/chemistry*
  8. Fulltext Novel macromolecules derived from coumarin: synthesis and antioxidant activity
    Al-Amiery AA, Al-Majedy YK, Kadhum AA, Mohamad AB
    Sci Rep, 2015;5:11825.
    PMID: 26134661 DOI: 10.1038/srep11825
    The rational design of 4-hydroxycoumarins with tailor-made antioxidant activities is required nowadays due to the wide variety of pharmacologically significant, structurally interesting of coumarins and researcher orientation toward green chemistry and natural products. A simple and unique coumarins have been achieved by reaction of 4-hydroxycoumarin with aromatic aldehyde accompanied with the creation of a macromolecules have 2-aminothiazolidin-4-one. The molecular structures of the compounds were characterized by the Fourier transformation infrared and Nuclear magnetic resonance spectroscopies, in addition to CHN analysis. The scavenging abilities of new compounds against stable DPPH radical (DPPH•) and hydrogen peroxide were done and the results show that the compounds exhibited high antioxidant activates.
    Matched MeSH terms: Aldehydes
  9. Fulltext Conductivity studies of schiff base ligands derived from O-phenylenediamine and their Co(II) and Zn(II) complexes
    Muhamad Faridz Osman, Karimah Kassim
    Scientific Research Journal, 2015;12(2):0-0.
    MyJurnal
    The coordination complexes of Co(II) and Zn(II) with Schiff bases derived from ophenylenediamine and substituted 2-hydroxybenzaldehyde were prepared. All compounds were characterized by Fourier transform infrared (FTIR) spectroscopy and Nuclear magnetic resonance (NMR) spectroscopy elemental analyzers. They were analyzed using impedance spectroscopy in the frequency range of 100Hz - 1MHz. L1 and L2 showed higher conductivity compared to their metal
    complexes, which had values of 1.37 x 10-7 and 6.13 x 10-8S/cm respectively.
    Matched MeSH terms: Aldehydes
  10. Electrochemical oxidation of propionaldehyde and butyraldehyde on a gold electrode
    Amirah Ahmad, Mohamed Rozali Othman
    Sains Malaysiana, 2009;38.
    The electrooxidation of propionaldehyde and butyraldehyde on a gold electrode was studied by cyclic voltammetry in alkaline media. Electrooxidation of both aldehydes showed the appearance of two anodic peaks. Another oxidation peak on a newly generated electrode surface was observed after the corresponding reduction peak for both aldehydes.
    Matched MeSH terms: Aldehydes
  11. Separation of geraniol from citronellol by selective oxidation of geraniol to geranial
    Jalifah binti Latip, Daniel Chong Jun Weng, Siti Aishah binti Hasbullah, Harjono Sastrohamidjojo
    Sains Malaysiana, 2015;44:1183-1188.
    Rhodinol is a mixture of geraniol and citronellol. It is the second fraction in fractional distillation of commercially grown Cymbopogon nardus. The physical and chemical similarities of these two compounds made them inseparable. The individual use of each compound is of great importance. A selective oxidation (hydrogen peroxide activated by platinum black) of geraniol (in rhodinol) to geranial was done while remaining citronellol intact in order to separate the two compounds into different chemical functionality. A yield of 81% geranial achieved while minimizing citronellal formation from citronellol to 17%. Chemical separation using sodium hydrogen sulfite (NaHSO3) was done to separate the aldehydes from the unreacted citronellol. Purification using fractional distillation was done to obtain pure geraniol and remove minor fraction of citronellal.
    Matched MeSH terms: Aldehydes
  12. Nanocrystalline k-f zeolite from rice husk silica as an eco-friendly solid base catalyst for the synthesis of jasminaldehyde under microwave irradiation
    Wong SF, Lee HL, Farook Adam, Ng EP, Krittanun Deekamwong, Jatuporn Wittayakun, et al.
    Sains Malaysiana, 2018;47:337-345.
    Nanocrystalline aluminosilicate F-type zeolite (K-F, EDI-type structure) was synthesized in an organic template-free system
    using rice husk ash (RHA) silica source and microwave energy. The morphology, crystallite size, chemical composition,
    crystallographic and basicity properties of the nanocrystals were studied by using various characterization techniques.
    The results showed that fully crystalline K-F zeolite (Si/Al ratio = 1.26) with flattened cuboid-like shaped could be
    obtained within 2 min of crystallization which was considerably very fast. In addition, K-F zeolite nanocrystals was also
    tested as a solid base catalyst in the microwave-enhanced Aldol condensation reaction of heptanal with benzaldehyde
    and the six catalytic parameters were studied and optimized. The nanosized K-F zeolite crystals showed good catalytic
    performance in the studied reaction with 77.1% heptanal conversion and 69.5% jasminaldehyde selectivity under optimum
    reaction condition. The nanocatalyst was reusable and no significant loss in its catalytic reactivity was observed even
    after five consecutive reaction cycles.
    Matched MeSH terms: Aldehydes; Benzaldehydes
  13. Fulltext Sensing study of quinoxaline analogues with theoretical calculation, single-crystal X-ray structure and real application in commercial fruit juices
    Chakraborty S, Goswami S, Quah CK, Pakhira B
    R Soc Open Sci, 2018 Jun;5(6):180149.
    PMID: 30110468 DOI: 10.1098/rsos.180149
    Single-crystal X-ray structures of dimeric quinoxaline aldehyde (QA), quinoxaline dihydrazone (DHQ) and HQNM (Goswami S et al. 2013 Tetrahedron Lett.54, 5075-5077. (doi:10.1016/j.tetlet.2013.07.051); Goswami S et al. 2014 RSC Adv.4, 20 922-20 926. (doi:10.1039/C4RA00594E); Goswami S et al. 2014 New J. Chem.38, 6230-6235. (doi:10.1039/C4NJ01498G)) are reported along with the theoretical study. Among them, QA is not acting as an active probe, but DHQ and HQNM are serving as selective and sensitive probe for the Fe3+ cation and the Ni2+ cation, respectively. DHQ can also detect the Fe3+ in commercial fruit juices (grape and pomegranate).
    Matched MeSH terms: Aldehydes
  14. Biologically active vallesamine, strychnan, and rhazinilam alkaloids from Alstonia: Pneumatophorine, a nor-secovallesamine with unusual incorporation of a 3-ethylpyridine moiety
    Lim JL, Sim KS, Yong KT, Loong BJ, Ting KN, Lim SH, et al.
    Phytochemistry, 2015 Sep;117:317-24.
    PMID: 26125941 DOI: 10.1016/j.phytochem.2015.06.024
    Four alkaloids comprising two vallesamine, one strychnan, and one pyranopyridine alkaloid, in addition to 32 other known alkaloids were isolated from two Malayan Alstonia species, Alstonia pneumatophora and Alstonia rostrata. The structures of these alkaloids were determined using NMR and MS analyses, and in one instance, confirmed by X-ray diffraction analysis. The nor-6,7-secovallesamine alkaloid, pneumatophorine, is notable for an unusual incorporation of a 3-ethylpyridine moiety in a monoterpenoid indole. The rhazinilam-type alkaloids (rhazinicine, nor-rhazinicine, rhazinal, and rhazinilam) showed strong cytotoxicity toward human KB, HCT-116, MDA-MB-231, and MRC-5 cells, while pneumatophorine, the uleine alkaloid undulifoline, and the strychnan alkaloids, N4-demethylalstogustine and echitamidine, induced concentration dependent relaxation in phenylephrine-precontracted rat aortic rings.
    Matched MeSH terms: Aldehydes/pharmacology; Aldehydes/chemistry
  15. Fulltext Synthesis and characterisation of Mononuclear and Tetranuclear Zinc (II) complexes of Schiff bases derived from Phenylenediamine
    Hadariah Bahron, Siti Solihah Khaidir, Amalina Mohd Tajuddin, Syed Abdul Illah Alyahya Syed Abd Kadir
    Pertanika Journal of Science & Technology, 2017;25(103):309-316.
    MyJurnal
    A mononuclear and new tetranuclear metal complexes of Zn(II) with Schiff base ligands L1 and L2 respectively, were synthesised. L1 was obtained through the condensation of salicylaldehyde with ortho-phenylenediamine while L2 was the product of reaction between of ortho-vanillin with 2,4,6-trimethyl-m-phenylenediamine. The ligands and complexes were characterised via elemental analysis, melting point, IR and NMR spectroscopy. The shifting of v(C=N), v(C-OH) and v(O-CH3) infrared peaks upon coordination with Zn(II) indicated that these three moieties play a significant role in the complexation. It was found that L1 acted as tetradentate ligand, coordinating with Zn(II) centres through phenolic oxygen and imine nitrogen. The ligand L2 acted as a hexadentate ligand, bonded to metal via phenolic oxygen, imine nitrogen and methoxy oxygen, where four Zn(II) centres formed bridges to connect two ligands.
    Matched MeSH terms: Aldehydes; Benzaldehydes
  16. Development and applications of remote stereocontrol using allylic organobismuth reagents
    Basar N, Donnelly S, Sirat HM, Thomas EJ
    Org Biomol Chem, 2013 Dec 28;11(48):8476-505.
    PMID: 24212203 DOI: 10.1039/c3ob41931b
    Reactions of 5-benzyloxy-4-methylpent-2-enyl(tributyl)stannane with aldehydes promoted by bismuth(III) iodide were usefully stereoselective in favour of the (E)-1,5-anti-6-benzyloxy-5-methylalk-3-en-1-ols. Similar stereoselectivity was observed for reactions of analogous 5-benzyloxy-4-methylpent-2-enyl bromides with aldehydes when promoted by a low valency bismuth species prepared by reduction of bismuth(III) triiodide with powdered zinc so providing a "tin-free" procedure. The analogous reactions of 4-benzyloxypent-2-enyl(tributyl)stannane with aldehydes promoted by bismuth(III) iodide were also stereoselective but gave lower yields. Attempted 1,6-stereocontrol using these reactions resulted in only modest stereoselectivities. Aspects of the chemistry of the products were studied in particular their stereoselective conversion into aliphatic compounds with methyl bearing stereogenic centres at 1,5,9,13- and 1,3,5-positions along the aliphatic chain. Mechanistically, allylic organobismuth species may be involved in both sets of reactions but this was not confirmed although the similar stereoselectivities observed for both the bismuth(III) iodide mediated reactions of the pent-2-enylstannanes and the low-valency bismuth promoted reactions of the pent-2-enyl bromides are consistent with participation of similar intermediates.
    Matched MeSH terms: Aldehydes
  17. Connective tissue reaction to buffered and unbuffered glutaraldehyde
    Meon R
    Oral Surg. Oral Med. Oral Pathol., 1989 Jun;67(6):740-5.
    PMID: 2500632
    The dorsal skin of 18 healthy Sprague-Dawley rats was used to investigate the reaction of connective tissue to buffered and unbuffered glutaraldehyde. Both the agents produced well-circumscribed lesions that underwent resolution within 30 days. Observation also shows that 2.0% buffered and unbuffered glutaraldehyde maintained a relatively inflammation-free status in connective tissue.
    Matched MeSH terms: Aldehydes/pharmacology*
  18. Nordamnacanthal potentiates the cytotoxic effects of tamoxifen in human breast cancer cells
    Subramani T, Yeap SK, Ho WY, Ho CL, Osman CP, Ismail NH, et al.
    Oncol Lett, 2015 Jan;9(1):335-340.
    PMID: 25435988
    Tamoxifen (TAM) is the mainline drug treatment for breast cancer, despite its side effects and the development of resistance. As an alternative approach, in the present study a novel combination therapy was established through combining TAM with nordamnacanthal (NDAM) in order to investigate the additive effect of these drugs in MCF-7 human breast cancer cells. A significant dose-dependent reduction in cell viability and an increase in apoptosis were observed in the MCF-7 cells cotreated with TAM and NDAM compared with the untreated control cells or the cells treated with TAM and NDAM alone (P<0.05). The cytotoxic influence of the combination of TAM and NDAM was found to be two-fold that of the individual agents. Annexin V/propidium iodide double-staining revealed the typical nuclear features of apoptosis. Furthermore, an increase in the proportion of apoptotic, Annexin V-positive cells was observed with the combination therapy. Moreover, this apoptotic induction was associated with a collapse of the mitochondrial membrane potential and the generation of reactive oxygen species. To the best of our knowledge, the findings of the present study are the first to suggest that combining TAM with NDAM may be a potential combination therapy for the treatment of breast cancer and may have the potential to minimize or eliminate the side effects associated with high doses of TAM.
    Matched MeSH terms: Aldehydes
  19. Fulltext The Biological Activities of Oleocanthal from a Molecular Perspective
    Pang KL, Chin KY
    Nutrients, 2018 May 06;10(5).
    PMID: 29734791 DOI: 10.3390/nu10050570
    Oleocanthal is a minor constituent of olive oil with strong anti-inflammatory activities. Since the pathogenesis of many chronic diseases involves inflammatory and oxidative components, oleocanthal is a promising agent to prevent these conditions. This review aimed to summarise the current beneficial health effects of oleocanthal and the molecular basis of its biological actions. The anti-inflammatory, antioxidative, antimicrobial, anticancer and neuroprotective activities of oleocanthal have been examined by previous studies. Of these, studies on the anticancer effects have been the most extensive. Oleocanthal was reported to suppress melanoma, breast, liver, and colon cancer cells. Neurological studies focused on the effects of oleocanthal against Alzheimer’s disease. Oleocanthal improved clearance of the amyloid beta protein from neurons and reduced the inflammation of astrocytes. Despite the positive results, validation of the biological effects of oleocanthal in animal disease models is limited and should be emphasized in the future. As a conclusion, oleocanthal may act together with other bioactive compounds in olive oil to achieve its therapeutic potential. The use of oleocanthal alone as a single therapeutic measure awaits validation from future studies.
    Matched MeSH terms: Aldehydes/pharmacology*
  20. A new anthraquinone from Morinda citrifolia roots
    Ee GC, Wen YP, Sukari MA, Go R, Lee HL
    Nat Prod Res, 2009;23(14):1322-9.
    PMID: 19735047 DOI: 10.1080/14786410902753138
    An investigation of Morinda citrifolia roots afforded a new anthraquinone, 2-ethoxy-1-hydroxyanthraquinone (1), along with five other known anthraquinones: 1-hydroxy-2-methylanthraquinone (2), damnacanthal (3), nordamnacanthal (4), 2-formyl-1-hydroxyanthraquinone (5) and morindone-6-methyl-ether (6). This is the first report on the isolation of morindone-6-methyl-ether (6) from this plant. The structures of these compounds were elucidated based on spectroscopic analyses such as NMR, MS and IR. Biological evaluation of five pure compounds and all the extracts against the larvae of Aedes aegypti indicated 1-hydroxy-2-methylanthraquinone (2) and damnacanthal (3) were the extracts to exhibit promising larvicidal activities.
    Matched MeSH terms: Aldehydes/pharmacology; Aldehydes/chemistry
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