• Archives of Pharmacal Research
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• v.19 no.5
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• pp.411-415
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• 1996

A series of aminothiazolylcephalosporin derivatives (1a-1c) having pyridinylethenyl group at C-3 position was prepared starting from phosphonium salt 3 and 2-, 3- or 4-pyridinecarboxal-dehyde and the antibacterial activity of these compounds was investigated. Among them, 4-pyridinylethenyl derivative was more active than 2- and 3-pyridinylethenyl derivativees against Staphylococcus aureus and Escherichia coli.

• Bulletin of the Korean Chemical Society
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• v.31 no.4
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• pp.971-975
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• 2010

Eight hydroxylated stilbene derivatives including resveratrol, desoxyrhapontigenin and piceatannol as potential radical scavenger and tyrosinase inhibitor are synthesized using optimized Wittig-Horner reaction for excellent trans-selectivity in good yields. Antioxidant activity was tested against ABTS radical and tyrosinase inhibitory activity was performed with L-tyrosine as the substrate based on previous procedure with some modification. In general, catecholic stilbenes showed stronger activity against ABTS radical and resorcinolic moiety showed stronger tyrosinase inhibitory activity. Synthetic piceatannol which containing both catecholic and resorcinolic moieties showed the strongest activity in both as ABTS radical scavenger and tyrosinase inhibitor with $IC_{50}$ values of 4.1 and $8.6\;{\mu}M$, respectively.

• Bulletin of the Korean Chemical Society
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• v.31 no.4
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• pp.965-970
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• 2010

An efficient and practical preparation of 2-arylbenzo[b]furan molecules including natural egonol, XH-14, ailanthoidol, and unnatural derivatives is demonstrated using Sonogashira coupling, iodine induced cyclization and Wittig reaction. Anti-inflammatory effects of the prepared benzo[b]furans were examined in lipopolysaccharide (LPS)-stimulated RAW 264-7 macrophages. The results showed that ailanthoidol, XH-14 and three other unnatural derivatives (9-10, 13) inhibited significantly the production of inflammatory mediator nitric oxide without showing cytotoxicity.

• Bulletin of the Korean Chemical Society
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• v.33 no.6
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• pp.1907-1912
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• 2012

Ailanthoidol showed a strong $anti$-inflammatory effect in a previous result. Ailanthoidol derivatives were prepared for the $anti$-inflammatory test using Sonogashira coupling, iodine induced cyclization and Wittig reaction. $Anti$-inflammatory effects of the prepared ailanthoidol derivatives were examined in lipopolysaccharide (LPS)-stimulated RAW 264-7 macrophages. The results showed that some ailanthoidol derivatives inhibited significantly the production of inflammatory mediator nitric oxide.

• Bulletin of the Korean Chemical Society
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• v.25 no.11
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• pp.1648-1652
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• 2004

A set of unprecedented syndiospecific dimethyl- and diethylamino-functionalized polystyrenes was prepared by catalytically polymerizing the corresponding monomers using (pentamethylcyclopentadienyl)titanatrane/MMAO catalytic system. Dialkylamino-functionalized styrene monomers were synthesized by Wittig reaction from the corresponding aldehyde in high yield. The resulting polymers are soluble in polar organic solvents such as THF and show good thermal stability. The chemical transformation of the syndiospecific poly(4-diethylaminostyrene) also gave new polar polymers, namely syndiotactic poly(4-diethylaminostyrene hydrochloride), which is unattainable by traditional synthetic methods.

• YAKHAK HOEJI
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• v.43 no.6
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• pp.782-788
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• 1999

7-Oxocephalosporanate 1 was treated with phosphonium salts 2~4 by Wittig reaction to afford 7-exomethylene cephalosporanates 5~7. They were oxidized to sulfones 8~10 with mCPBA. Deprotecton of benzhydryl 7-exomethylene cephalosporanate with $AlCl_3$ and NaHCO_3$ gave sodium salts of 7-exomethylene cephalosporanates 11~16. The ${\beta}-lactamase$ inhibitory activity of synthesized compounds 11~16 were compared with sulbactam, tazobactam and clavulanic acid against Type I, II, III, IV and TEM-2 $\beta$-lactamase in vitro. Compound 15 showed more potent activity than sulbactam and clavulanic acid against Type III, IV ${\beta}-lactamase$ enzyme.

• Bulletin of the Korean Chemical Society
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• v.16 no.2
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• pp.135-138
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• 1995

A series of new polymers containing phenylenevinylene (PV) units were synthesized by Wittig polycondensation reaction and properties of the synthesized polymers were characterized by FT-IR and UV-visible spectroscopy, and their light-emitting properties were studied. All of the synthesized polymers were soluble in organic solvents and showed good film quality. The absorption maxima and band edges of the polymers were moved to shorter wavelength region by reducing the electron donating alkoxy groups incorporated in phenylenevinylene unit. The photo-induced emission spectra were obtained and all of the polymers revealed their emission in blue region. The observed emission maxima of the polymers were ranged from 480-495 nm.

• Bulletin of the Korean Chemical Society
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• v.9 no.6
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• pp.379-381
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• 1988

Racemic nuciferal(1) and nuciferol(2), the terpenic natural perfumeries, have been synthesized by a simple procedure. The benzylic halide 6; 1-(1-chloroethyl)-4-methylbenzene, was prepared by converting p-tolualdehyde(4) into 1-(p-tolyl)-1-ethanol(5), followed by convertion of 5 into corresponding chloride. The Grignard reagent of 6 was reacted with the bromoacetal 7, 2-(2-bromoethyl)-1,3-dioxolane, to give a crosscoupling product 8, which was hydrolysed to 4-(p-tolyl)-pentanal (9). The Wittig reaction of isopropylide 10 with 9 yielded arcurcumen(11). The stereospecific allylic oxidation of the gem-dimethyl olefin 11 with selenium dioxide afforded a trans-aldehyde, (${\pm}$)-1, which was reduced to corresponding alcohol, (${\pm}$)-2.

• Bulletin of the Korean Chemical Society
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• v.35 no.2
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• pp.617-621
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• 2014

An efficient and selective method for the synthesis of ethyl 2-amino/aryloxy-3-aryl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidine-7-carboxylate derivatives has been developed. The main process involved the reaction of diethyl 1-phenyl-3-((triphenylphosphoranylidene)amino)-1H-pyrrole-2,4-dicarboxylate and aromatic isocyanates, followed by addition of amines/phenols in the presence of catalytic amount of sodium ethoxide or solid potassium carbonate.

• Bulletin of the Korean Chemical Society
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• v.30 no.2
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• pp.459-463
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• 2009

Furoxanaldehydes possessing phenyl or alkenyl groups at the 3- or 4-position of the furoxan ring were designed for alkyne formation on a solid surface. Furoxans 2 and 3 were prepared from the corresponding alkenes 2a and 3a by the reaction with NaN$O_2$ in acetic acid. Furoxan 4, in which the furoxan ring is conjugated with a double bond, was prepared from bis(bromomethyl)benzene 4a in 5 steps using the Wittig reaction of aldehyde 1 as the key step. The electron beam-mediated fragmentation of furoxanaldehydes 1-4 in a mass spectrometer was exploited by focusing on alkyne formation on the solid surface. The fragmentation of furoxan 3 possessing diaryl groups afforded diarylacetylene at high efficiency, suggesting that the aryl group conjugated with the furoxan ring could facilitate alkyne formation with the evolution of NO.