Synthesis and bioactivity of novel coumarin derivatives containing(E)-methyl 2-(methoxyimino)-2-phenylacetates

Ten coumarin derivatives containing(E)-methyl 2-(methoxyimino)-2-phenylacetate were synthesized and bioassayed.The compounds were identified by IR,~1H NMR and elemental analyses.The test results indicated that compound 5j(R~1 is methyl and R~2 is n-C_6H_(13)) was the optimal structure in this paper with good fungicidal activity against CDM(85%) at 6.25 mg/L concentration.     

Synthesis of novel (1-alkanoyloxy-4-alkanoylaminobutylidene)-1,1-bisphosphonic acid derivatives

A novel strategy for the synthesis of (1-alkanoyloxy-4-alkanoylaminobutylidene)-1,1-bisphosphonic acid derivatives (1a-d) via (1-hydroxy-4-alkanoylaminobutylidene)-1,1-bisphosphonic acid derivatives (2a-d), starting from alendronate has been developed with reasonable 51-77% overall yields. Intermediate products, (1-hydroxy-4-alkanoylaminobutylidene)-1,1-bisphosphonic acid derivatives (2a-d), were prepared in water with reasonable to high yields (52-94%).     

Synthesis of novel derivatives of 2-(azolylimino)thiazoline

Successive alkylation of 5-(3-phenylthioureido)-3H-imidazole-4-carboxamides with alkyl halides and chloroacetone gave (N-oxopropylimidazolyl)isothioureas, which were easily converted into derivatives of purine and imidazopyrazinone. In the case of ethyl 5-(3-phenylthioureido)-3H-imidazole-4-carboxylate, primary alkylation occurs at the N atom of the imidazole ring. Reactions of 5-(3-phenylthioureido)-3H-imidazole-4-carboxamides with haloketones afforded a number of 4-hydroxy-2-imidazolyliminothiazolidines and 2-imidazolylimino-Δ⁴-thiazolines.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2196–2204, October, 2004.     

Synthesis and inhibitory effect on fat accumulation of (-)-ternatin derivatives modified in the beta-OH-D-Leu(7) moiety

An efficient synthesis of (-)-ternatin derivatives directed toward their SAR at the beta-OH-D-Leu(7) moiety and their biological activities against 3T3-L1 murine adipocytes are described.     

Synthesis and anti-HBV activity of novel 5-substituted pyridin-2(1H)-one derivatives

<正>Four novel 5-substituted pyridine-2(1H)-one derivatives were designed and synthesized by using addition-elimination reactions.The structures of these novelly synthesized compounds were verified by ~1H NMR,ESI-MS and single crystal X-ray diffraction.Furthermore,all four compounds(most notably compound 7a) were found to be highly efficient against hepatitis B virus (HBV) in cultured HepG2 2.2.15 cell,making them promising drug candidates for potential bioactive molecule against hepatitis B.     

Synthesis and biological evaluation of novel N-(alkoxyphenyl)-aminocarbonylbenzoic acid derivatives as PTP1B inhibitors

<正>Based on the fact that petroselinic acid showed good inhibitory activity(IC_(50) = 6.99μmol/L) against protein tyrosine phophatase 1B(PTP1B) in vitro,a series of novel N-(alkoxyphenyl)-aminocarbonylbenzoic acid derivatives were designed and synthesized.The results indicated that most of the derivatives showed more potent activities against PTP1B.Especially,compound 13 had obvious activity with an IC_(50) of 106 nmol/L in vitro.     

Synthesis,antibacterial and antitubercular activity of novel Schiff bases of 2-(1-benzofuran-2-yl)quinoline-4-carboxylic acid derivatives

Russian Journal of General Chemistry - Novel Schiff bases of 2-(1-benzofuran-2-yl)quinoline-4-carboxylic acid derivatives 5a–5e were synthesized by the reaction of...     

Synthesis of 2-nitrogenous derivatives of methyl (2E)-(2,3-dichloro-4-oxocyclopent-2-en-1-ylidene)acetate

Methyl (2E)-(2,3-dichloro-4-oxocyclopent-2-en-1-ylidene)acetate reacted with N-nucleophiles to give the corresponding 2-substituted derivatives via replacement of the vinylic chlorine atom according to the AdNE scheme.     

Synthesis and biological evaluation of novel N-(alkyoxyphenyl)- aminocarbonylbenzoic acid derivatives as PTP1B inhibitors

Based on the fact that petroselinic acid showed good inhibitory activity (IC50=6.99 µmol/L) against protein tyrosine phophatase 1B(PTP1B) in vitro,a series of novel N-(alkoxyphenyl)-aminocarbonyl benzoic acid derivatives were designed and synthesised. The results indicated that most of the derivatives showed more potent activities against PTP1B. Especially, compound 13 had obvious activity with an IC50 of 106 nmol/L in vitro.     

Synthesis of stereoisomeric 4-(2-methylindolin-1-yl)- and 4-(2-methylindol-1-yl) derivatives of glutamic acid

The reaction of dimethyl (2S,4RS)-N-phthaloyl-4-bromoglutamate with 2-methylindoline afforded diastereomeric 4-(2-methylindolin-1-yl)-(S)-glutamic acid derivatives, whose oxidation gave rise to 4-(2-methylindol-1-yl)-(S)-glutamic acid derivatives.     

Synthesis and aldose reductase inhibitory activity of N-1,N-4-disubstituted 3,4-dihydro-2(1H)-quinoxalinone derivatives

Synthetic routes have been developed for the preparation of 4-acylated, 4-benzenesulfonylated, and 4-methylated 3,4-dihydro-2(1H)-quinoxalinone-1-acetic acids. One example of the corresponding propionic acid has also been made. These compounds have been evaluated for their ability to inhibit bovine lens aldose reductase in vitro. Some members from this series also show weak activity in vivo, inhibiting sorbitol formation in sciatic nerves of streptozotocin-diabetic rats.     

Synthesis and oxidation of (E)-1,2-diphenyl-2-(arylimino) ethanol derivatives

The compounds (E)-1,2-diphenyl-2-(phenylimino)ethanol, (E)-1,2-diphenyl-2-(p-tolylimino)ethanol, and (E)-2-((4-chlorophenyl)imino)-1,2-diphenylethanol) were synthesized by reaction of a p-substituted aniline with benzoin then oxidized with chromium trioxide–triethylamine in chloroform to give (E)-1,2-diphenyl-2-(phenylimino)ethanone, (E)-1,2-diphenyl-2-(p-tolylimino)ethanone, and (E)-2-((4-chlorophenyl)imino)-1,2-diphenylethanone in very high yield. The products were characterized by IR and NMR spectral analysis.     

The syntheses of some novel (naphthalen-1-yl-selenyl)acetic acid derivatives

Some new (naphthalen-1-yl-selenyl)acetic acids derivatives 7a-d have been synthesized by two different methods, using naphthylselenols or naphthylselenocyanates. The structures of the products were investigated by spectroscopic methods.     

Synthesis and study of 2-(1-pyrazolyl)purine derivatives

Derivatives of 2-(1-pyrazolyl)-4(3H)-pyrimidinone and 2-(1-pyrazolyl)purine were obtained, and their UV and IR spectra were studied. It is shown that alkyl derivatives of hypoxanthine and 6-chloro- and 6-ethoxypurine exist in the 7H form, which is stabilized by an intramolecular hydrogen bond.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1404–1406, October, 1977.     

Synthesis and study of 2-(1-pyrazolyl)pyrimidine derivatives

Alkyl derivatives of 2-(1-pyrazolyl)-4(3H)-pyrimidinone were synthesized and converted to 4-chloro-, 4-arylamino-, and 4-hydrazino-2-(1-pyrazolyl)pyrimidines. The corresponding hydrazones were obtained by reaction of 5-ethyl-2-hydrazino-6-methyl-2-(4-ethyl-3,5-di-n-propylpyrazolyl) pyrimidine with isatin and salicylaldehyde. The UV and IR spectra of the synthesized compounds were studied. It was established that the hydrazones contain intra-molecular hydrogen bonds.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1255–1257, September, 1977.