Displaying publications 1 - 20 of 46 in total

  1. Amirah Ahmad, Mohamed Rozali Othman
    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
  2. Akhtar MN, Zareen S, Yeap SK, Ho WY, Lo KM, Hasan A, et al.
    Molecules, 2013 Aug 20;18(8):10042-55.
    PMID: 23966087 DOI: 10.3390/molecules180810042
    Naturally occurring anthraquinones, damnacanthal (1) and nordamnacanthal (2) were synthesized with modified reaction steps and investigated for their cytotoxicity against the MCF-7 and K-562 cancer cell lines, respectively. Intermediate analogues 2-bromomethyl-1,3-dimethoxyanthraquinone (5, IC50 = 5.70 ± 0.21 and 8.50 ± 1.18 mg/mL), 2-hydroxymethyl-1,3-dimethoxyanthraquinone (6, IC50 = 12.10 ± 0.14 and 14.00 ± 2.13), 2-formyl-1,3-dimethoxyantharquinone (7, IC50 = 13.10 ± 1.02 and 14.80 ± 0.74), 1,3-dimethoxy-2-methylanthraquinone (4, IC50 = 9.40 ± 3.51 and 28.40 ± 2.33), and 1,3-dihydroxy-2-methylanthraquinone (3, IC50 = 25.60 ± 0.42 and 28.40 ± 0.79) also exhibited moderate cytotoxicity against MCF-7 and K-562 cancer cell lines, respectively. Other structurally related compounds like 1,3-dihydroxyanthraquinone (13a, IC50 = 19.70 ± 0.35 and 14.50 ± 1.28), 1,3-dimethoxyanthraquinone (13b, IC50 = 6.50 ± 0.66 and 5.90 ± 0.95) were also showed good cytotoxicity. The target compound damnacanthal (1) was found to be the most cytotoxic against the MCF-7 and K-562 cancer cell lines, with IC50 values of 3.80 ± 0.57 and 5.50 ± 1.26, respectively. The structures of all compounds were elucidated with the help of detailed spectroscopic techniques.
    Matched MeSH terms: Aldehydes/pharmacology; Aldehydes/chemistry*
  3. Starkenmann C, Luca L, Niclass Y, Praz E, Roguet D
    J. Agric. Food Chem., 2006 Apr 19;54(8):3067-71.
    PMID: 16608232
    Polygonum odoratum Lour. has been reclassified as Persicaria odorata (Lour.) Soják [Wilson, K. L. Polygonum sensu lato (Polygonaceae) in Australia. Telopea 1988, 3, 177-182]; other synonyms currently used are Vietnamese mint or Vietnamese coriander and, in Malaysia, Daun Laksa or Laksa plant. The aerial parts of Laksa plant are highly aromatic, and they contain many organic compounds such as (Z)-3-hexenal, (Z)-3-hexenol, decanal, undecanal, and dodecanal that are typical for green, citrus, orange peel, and coriander odors. In addition to these aldehydes, 3-sulfanyl-hexanal and 3-sulfanyl-hexan-1-ol were discovered for the first time in this herb. The fresh leaves are pungent when they are chewed, although the active compound has never been identified. The pungency of Persicaria hydropiper (L.) Spach (formerly Polygonum hydropiper L., synonym water pepper) is produced by polygodial, a 1,4-dialdehyde derived from drimane terpenoids. We also identified polygodial as the active pungent compound in P. odorata (Lour.) Soják.
    Matched MeSH terms: Aldehydes/analysis
  4. Bayat S, Tejo BA, Salleh AB, Abdmalek E, Normi YM, Abdul Rahman MB
    Chirality, 2013 Nov;25(11):726-34.
    PMID: 23966316 DOI: 10.1002/chir.22205
    A series of tripeptide organocatalysts containing a secondary amine group and two amino acids with polar side chain units were developed and evaluated in the direct asymmetric intermolecular aldol reaction of 4-nitrobenzaldehyde and cyclohexanone. The effectiveness of short polar peptides as asymmetric catalysts in aldol reactions to attain high yields of enantio- and diastereoselective isomers were investigated. In a comparison, glutamic acid and histidine produced higher % ee and yields when they were applied as the second amino acid in short trimeric peptides. These short polar peptides were found to be efficient organocatalysts for the asymmetric aldol addition reaction in aqueous media.
    Matched MeSH terms: Aldehydes/chemistry*
  5. Lasekan O
    Molecules, 2013 Sep 25;18(10):11809-23.
    PMID: 24071987 DOI: 10.3390/molecules181011809
    The influence of human salivary enzymes on palm wines' odorant concentrations were investigated by the application of aroma extracts dilution analysis (AEDA) and by the calculation of odour activity values (OAVs), respectively. The odorants were quantified by means of stable isotope dilution assays (SIDA), and the degradation profiles of odorants by human saliva were also studied. Results revealed 46 odour-active compounds in the flavour dilution (FD) factor range of 4-256, and all were subsequently identified. Of the 46 odorants, 41 were identified in the Elaeis guineensis wine, 36 in Raphia hookeri wine and 29 in Borassus flabellifer wine. Among the odorants, the highest FD-factors were obtained from acetoin, 2-acetyl-1-pyrroline and 3-isobutyl-2-methoxypyrazine. Among the 13 potent odorants identified, five aroma compounds are reported here as important contributors to palm wine aroma, namely 3-isobutyl-2-methoxy-pyrazine, acetoin, 2-acetyl-1-pyrroline, 3-methylbutylacetate and ethyl hexanoate. Meanwhile, salivary enzymic degradation of odorants was more pronounced among the aldehydes, esters and thiols.
    Matched MeSH terms: Aldehydes/chemistry
  6. 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
  7. Junaid A, Lim FPL, Tiekink ERT, Dolzhenko AV
    ACS Comb Sci, 2019 Jun 10.
    PMID: 31180634 DOI: 10.1021/acscombsci.9b00079
    A new, effective one-pot synthesis of the 6, N2-diaryl-1,3,5-triazine-2,4-diamines under microwave irradiation was developed. The method involved an initial three-component condensation of cyanoguanidine, aromatic aldehydes, and arylamines in the presence of hydrochloric acid. Without isolation, the resulting 1,6-diaryl-1,6-dihydro-1,3,5-triazine-2,4-diamines were treated with a base to initiate Dimroth rearrangement and spontaneous dehydrogenative aromatization, affording the desired compounds. The developed method was found to be sufficiently general in scope, tolerating various aromatic aldehydes and amines; by using their combinations in the first step, a representative library of 110 compounds was successfully prepared and screened for anticancer properties.
    Matched MeSH terms: Aldehydes
  8. 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
  9. 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
  10. Al-Majedy YK, Al-Amiery AA, Kadhum AA, Mohamad AB
    Biomed Res Int, 2016;2016:5891703.
    PMID: 27563671 DOI: 10.1155/2016/5891703
    The problem of bacteria resistance to many known agents has inspired scientists and researchers to discover novel efficient antibacterial drugs. Three rapid, clean, and highly efficient methods were developed for one-pot synthesis of 7-(aryl)-10,10-dimethyl-10,11-dihydrochromeno[4,3-b]chromene-6,8(7H,9H)-dione derivatives. Three components are condensed in the synthesis, 4-hydroxycoumarin, 5,5-dimethyl-1,3-cyclohexanedione, and aromatic aldehydes, using tetrabutylammonium bromide (TBAB), diammonium hydrogen phosphate (DAHP), or ferric chloride (FeCl3), respectively. Each method has different reaction mechanisms according to the catalyst. The present methods have advantages, including one-pot synthesis, excellent yields, short reaction times, and easy isolation of product. All catalysts utilized in our study could be reused several times without losing their catalytic efficiency. All synthesized compounds were fully characterized and evaluated for their antibacterial activity.
    Matched MeSH terms: Aldehydes/chemical synthesis; Aldehydes/pharmacology
  11. 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
  12. Md Amin R, Koski M, Båmstedt U, Vidoudez C
    Mar. Biol., 2011;158(9):1965-1980.
    PMID: 24391269
    Three strains of the chain-forming diatom Skeletonema marinoi, differing in their production of polyunsaturated aldehydes (PUA) and nutritional food components, were used in experiments on feeding, egg production, hatching success, pellet production, and behavior of three common planktonic copepods: Acartia tonsa, Pseudocalanus elongatus, and Temora longicornis. The three different diatom strains (9B, 1G, and 7J) induced widely different effects on Acartia tonsa physiology, and the 9B strain induced different effects for the three copepods. In contrast, different strains induced no or small alterations in the distribution, swimming behavior, and turning frequency of the copepods. 22:6(n-3) fatty acid (DHA) and sterol content of the diet typically showed a positive effect on either egg production (A. tonsa) or hatching success (P. elongatus), while other measured compounds (PUA, other long-chain polyunsaturated fatty acids) of the algae had no obvious effects. Our results demonstrate that differences between strains of a given diatom species can generate effects on copepod physiology, which are as large as those induced by different algae species or groups. This emphasizes the need to identify the specific characteristics of local diatoms together with the interacting effects of different mineral, biochemical, and toxic compounds and their potential implications on different copepod species.
    Matched MeSH terms: Aldehydes
  13. Swamy MK, Akhtar MS, Sinniah UR
    PMID: 28090211 DOI: 10.1155/2016/3012462
    A wide range of medicinal and aromatic plants (MAPs) have been explored for their essential oils in the past few decades. Essential oils are complex volatile compounds, synthesized naturally in different plant parts during the process of secondary metabolism. Essential oils have great potential in the field of biomedicine as they effectively destroy several bacterial, fungal, and viral pathogens. The presence of different types of aldehydes, phenolics, terpenes, and other antimicrobial compounds means that the essential oils are effective against a diverse range of pathogens. The reactivity of essential oil depends upon the nature, composition, and orientation of its functional groups. The aim of this article is to review the antimicrobial potential of essential oils secreted from MAPs and their possible mechanisms of action against human pathogens. This comprehensive review will benefit researchers who wish to explore the potential of essential oils in the development of novel broad-spectrum key molecules against a broad range of drug-resistant pathogenic microbes.
    Matched MeSH terms: Aldehydes
  14. Muhamad Faridz Osman, Karimah Kassim
    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
  15. Talebian-Kiakalaieh A, Amin NAS, Najaafi N, Tarighi S
    Front Chem, 2018;6:573.
    PMID: 30534550 DOI: 10.3389/fchem.2018.00573
    The last 20 years have seen an unprecedented breakthrough in the biodiesel industry worldwide leads to abundance of glycerol. Therefore, the economic utilization of glycerol to various value-added chemicals is vital for the sustainability of the biodiesel industry. One of the promising processes is acetalization of glycerol to acetals and ketals for applications as fuel additives. These products could be obtained by acid-catalyzed reaction of glycerol with aldehydes and ketones. Application of different supported heterogeneous catalysts such as zeolites, heteropoly acids, metal-based and acid-exchange resins have been evaluated comprehensively in this field. In this review, the glycerol acetalization has been reported, focusing on innovative and potential technologies for sustainable production of solketal. In addition, the impacts of various parameters such as application of different reactants, reaction temperature, water removal, utilization of crude-glycerol on catalytic activity in both batch and continuous processes are discussed. The outcomes of this research will therefore significantly improve the technology required in tomorrow's bio-refineries. This review provides spectacular opportunities for us to use such renewables and will consequently benefit the industry, environment and economy.
    Matched MeSH terms: Aldehydes
  16. Hadariah Bahron, Siti Solihah Khaidir, Amalina Mohd Tajuddin, Syed Abdul Illah Alyahya Syed Abd Kadir
    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
  17. Abu N, Zamberi NR, Yeap SK, Nordin N, Mohamad NE, Romli MF, et al.
    BMC Complement Altern Med, 2018 Jan 27;18(1):31.
    PMID: 29374471 DOI: 10.1186/s12906-018-2102-3
    BACKGROUND: Morinda citrifolia L. that was reported with immunomodulating and cytotoxic effects has been traditionally used to treat multiple illnesses including cancer. An anthraquinone derived from fruits of Morinda citrifolia L., nordamnacanthal, is a promising agent possessing several in vitro biological activities. However, the in vivo anti-tumor effects and the safety profile of nordamnacanthal are yet to be evaluated.

    METHODS: In vitro cytotoxicity of nordamnacanthal was tested using MTT, cell cycle and Annexin V/PI assays on human MCF-7 and MDA-MB231 breast cancer cells. Mice were orally fed with nordamnacanthal daily for 28 days for oral subchronic toxicity study. Then, the in vivo anti-tumor effect was evaluated on 4T1 murine cancer cells-challenged mice. Changes of tumor size and immune parameters were evaluated on the untreated and nordamnacanthal treated mice.

    RESULTS: Nordamnacanthal was found to possess cytotoxic effects on MDA-MB231, MCF-7 and 4T1 cells in vitro. Moreover, based on the cell cycle and Annexin V results, nordamnacanthal managed to induce cell death in both MDA-MB231 and MCF-7 cells. Additionally, no mortality, signs of toxicity and changes of serum liver profile were observed in nordamnacanthal treated mice in the subchronic toxicity study. Furthermore, 50 mg/kg body weight of nordamncanthal successfully delayed the progression of 4T1 tumors in Balb/C mice after 28 days of treatment. Treatment with nordamnacanthal was also able to increase tumor immunity as evidenced by the immunophenotyping of the spleen and YAC-1 cytotoxicity assays.

    CONCLUSION: Nordamnacanthal managed to inhibit the growth and induce cell death in MDA-MB231 and MCF-7 cell lines in vitro and cease the tumor progression of 4T1 cells in vivo. Overall, nordamnacanthal holds interesting anti-cancer properties that can be further explored.

    Matched MeSH terms: Aldehydes/pharmacology*; Aldehydes/toxicity; Aldehydes/chemistry
  18. 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
  19. Mary YS, Panicker CY, Sapnakumari M, Narayana B, Sarojini BK, Al-Saadi AA, et al.
    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*
  20. 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*
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