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Molecules, Volume 11, Issue 7 (July 2006) – 10 articles , Pages 496-582

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Article
Synthesis and Anticancer Activities of Novel 1,4-Disubstituted Phthalazines
Molecules 2006, 11(7), 574-582; https://doi.org/10.3390/11070574 - 27 Jul 2006
Cited by 127 | Viewed by 9106
Abstract
A series of novel 1-anilino-4-(arylsulfanylmethyl)phthalazines were designed and synthesized. The structures of all the compounds were confirmed by IR, 1H-NMR, elemental analysis and MS. The analogues 1-(3-chloro-4-fluoroanilino)-4-(3,4- difluorophenylthio-methyl)phthalazine (12) and 1-(4-fluoro-3-trifluoromethylanilino)-4- (3,4-difluorophenyl-thiomethyl)phthalazine (13) showed higher activity than a cisplatin control when tested in [...] Read more.
A series of novel 1-anilino-4-(arylsulfanylmethyl)phthalazines were designed and synthesized. The structures of all the compounds were confirmed by IR, 1H-NMR, elemental analysis and MS. The analogues 1-(3-chloro-4-fluoroanilino)-4-(3,4- difluorophenylthio-methyl)phthalazine (12) and 1-(4-fluoro-3-trifluoromethylanilino)-4- (3,4-difluorophenyl-thiomethyl)phthalazine (13) showed higher activity than a cisplatin control when tested in vitro against two different cancer cell lines using the microculture tetrazolium method (MTT) method. Full article
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Article
Novel Furanoid α-Substitued α-Amino Acid as a Potent Turn Mimic in Peptide Synthesis
Molecules 2006, 11(7), 564-573; https://doi.org/10.3390/11070564 - 26 Jul 2006
Cited by 24 | Viewed by 6279
Abstract
A stereoselective approach has been developed to the new sugar amino acid and potential potent turn mimic 5-O-(tert-butyldimethylsilyl)-3-deoxy-1,2-O- isopropylidene-3-methoxycarbonylamino-α-D-xylofuranose 3-C-carboxylic acid (12), via the [3,3]-sigmatropic rearrangement of allylic thiocyanates (Z)-6 and (E)-7, prepared from D-xylose. The synthesis of a new dipeptide 13 is [...] Read more.
A stereoselective approach has been developed to the new sugar amino acid and potential potent turn mimic 5-O-(tert-butyldimethylsilyl)-3-deoxy-1,2-O- isopropylidene-3-methoxycarbonylamino-α-D-xylofuranose 3-C-carboxylic acid (12), via the [3,3]-sigmatropic rearrangement of allylic thiocyanates (Z)-6 and (E)-7, prepared from D-xylose. The synthesis of a new dipeptide 13 is also described. Full article
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Article
Novel Reaction of N,N'-Bisarylmethanediamines with Formaldehyde. Synthesis of Some New 1,3,5-Triaryl-1,3,5-hexahydrotriazines
Molecules 2006, 11(7), 556-563; https://doi.org/10.3390/11070556 - 26 Jul 2006
Cited by 9 | Viewed by 6794
Abstract
The acid-catalyzed cyclocondensation of N,N'-bisaryl (aryl = 2-pyrimidinyl, 2- pyrazinyl and 4-nitrophenyl) methanediamines 5a-c with aqueous formaldehyde in refluxing acetonitrile leads to the formation of the corresponding 1,3,5-triaryl-1,3,5-hexa- hydrotriazines 6a-c. The stoichiometric reactions of 2-aminopyrimidine and 2-amino- pyrazine with aqueous formaldehyde in acetonitrile [...] Read more.
The acid-catalyzed cyclocondensation of N,N'-bisaryl (aryl = 2-pyrimidinyl, 2- pyrazinyl and 4-nitrophenyl) methanediamines 5a-c with aqueous formaldehyde in refluxing acetonitrile leads to the formation of the corresponding 1,3,5-triaryl-1,3,5-hexa- hydrotriazines 6a-c. The stoichiometric reactions of 2-aminopyrimidine and 2-amino- pyrazine with aqueous formaldehyde in acetonitrile under reflux conditions also afforded 6a and 6b, respectively. Treatment of 2-aminopyrimidine with aqueous formaldehyde in a 3:2 ratio yielded N,N',N"-tris(2-pyrimidinyl)dimethylenetriamine (7a) as a sole product, which upon subsequent reaction with formaldehyde also afforded 6a. The reaction of N,N'-biphenylmethanediamine with formaldehyde was also investigated. Full article
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Article
Chemical Composition and Antimicrobial Activity of the Essential Oil from Ambrosia trifida L.
Molecules 2006, 11(7), 549-555; https://doi.org/10.3390/11070549 - 25 Jul 2006
Cited by 28 | Viewed by 7562
Abstract
The essential oil obtained by steam distillation of dried aerial parts of Ambrosia trifida L. from Northeast China was analyzed by GC and GC–MS. The essential oil yield based on dried plant material was 0.12% and thirty-five compounds (corresponding to 86.7% of the [...] Read more.
The essential oil obtained by steam distillation of dried aerial parts of Ambrosia trifida L. from Northeast China was analyzed by GC and GC–MS. The essential oil yield based on dried plant material was 0.12% and thirty-five compounds (corresponding to 86.7% of the total weight) were identified. The main components were: bornyl acetate (15.5%), borneol (8.5%), caryophyllene oxide (8.3%), α-pinene (8.0%), germacrene D (6.3%), β-caryophyllene (4.6%), trans-carveol (2.9%), β-myrcene (2.6%), camphor (2.4%) and limonene (3.2%). A. trifida essential oil demonstrated bactericidal and fungicidal activity against six bacterial strains and two fungal strains, using the agar diffusion method. Full article
Article
A Novel Biosurfactant, 2-Acyloxyethylphosphonate, Isolated from Waterblooms of Aphanizomenon flos-aquae
Molecules 2006, 11(7), 539-548; https://doi.org/10.3390/11070539 - 22 Jul 2006
Cited by 11 | Viewed by 7332
Abstract
A novel biosurfactant, 2-acyloxyethylphosphonate, was isolated from waterblooms of Aphanizomenon flos-aquae. Its structure was elucidated by chemical degradation and HRFABMS, GC/EI-MS and 1D- and 2D-NMR spectral analyses. The surfactant contained one mole of 2-hydroxyethylphosphonate and one mole of fatty acid, with hexadecanoic acid [...] Read more.
A novel biosurfactant, 2-acyloxyethylphosphonate, was isolated from waterblooms of Aphanizomenon flos-aquae. Its structure was elucidated by chemical degradation and HRFABMS, GC/EI-MS and 1D- and 2D-NMR spectral analyses. The surfactant contained one mole of 2-hydroxyethylphosphonate and one mole of fatty acid, with hexadecanoic acid accounting for 84.1% of the total fatty acid content. The structure was confirmed by synthesis of 2-oleoyloxyethylphosphonate from ethylene oxide, phosphorus acid and oleic acid chloride. Considering the isolated surfactant molecule as hexadecanoyloxyethylphosphonic acid (mw. 364), the critical micelle concentration (CMC) was about 22 mM. Full article
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Article
Synthesis and Structure of a Sodium Complex of an Aromatic β-Diketone and Pyrazolylpyridine
Molecules 2006, 11(7), 528-538; https://doi.org/10.3390/molecules11070528 - 17 Jul 2006
Cited by 2 | Viewed by 8222
Abstract
Reaction of NaH with a THF solution of Eu(BTA)3(pypzH) [BTA = 1-benzoyl-3,3,3-trifluoroacetonate, pypzH = 2-(3-pyrazolyl)pyridine] leads to the formation of theeuropium-free tetrasodium complex [Na4(pypzH)2(μ4-BTA)2(μ2-BTA)2]. Single-crystal X-ray diffraction studies revealed the presence of a centrosymmetric Na [...] Read more.
Reaction of NaH with a THF solution of Eu(BTA)3(pypzH) [BTA = 1-benzoyl-3,3,3-trifluoroacetonate, pypzH = 2-(3-pyrazolyl)pyridine] leads to the formation of theeuropium-free tetrasodium complex [Na4(pypzH)2(μ4-BTA)2(μ2-BTA)2]. Single-crystal X-ray diffraction studies revealed the presence of a centrosymmetric Na hybrid tetramer,which fully occupies the contents of the triclinic unit cell. The crystal structure containstwo individual Na cations, Na(1) and Na(2), which have highly irregular {NaN2O3} and{NaO6} local coordination environments, respectively. One of the key features is thepresence of a central {Na4O6} core, which is unprecedented for Na . Externally to this{Na4O6} cluster pyrazolylpyridine organic molecules are N,N-chelated to Na(1). Eventhough all of the organic residues contain aromatic rings, the crystal packing of individualcentrosymmetric tetrasodium [Na4(pypzH)2(μ4-BTA)2(μ2-BTA)2] molecular moieties isessentially driven through geometrical aspects combined with weak C–H···π interactions,rather than the expected a priori π-π interactions. The material also contains classicalstrong hydrogen bonds, even though these do not directly contribute to the packingdriving forces. Full article
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Communication
[Hydroxy(tosyloxy)iodo]benzene Mediated α-Azidation of Ketones
Molecules 2006, 11(7), 523-527; https://doi.org/10.3390/11070523 - 14 Jul 2006
Cited by 26 | Viewed by 6250
Abstract
Reaction of various ketones with [hydroxy(tosyloxy)iodo]benzene (HTIB) followed by treatment of the α-tosyloxy ketones thus generated in situ with NaN3 offers a one-pot procedure for the synthesis of α-azido ketones. The HTIB used in this conversion may also be generated in situ by [...] Read more.
Reaction of various ketones with [hydroxy(tosyloxy)iodo]benzene (HTIB) followed by treatment of the α-tosyloxy ketones thus generated in situ with NaN3 offers a one-pot procedure for the synthesis of α-azido ketones. The HTIB used in this conversion may also be generated in situ by using iodosobenzene in combination with p-toluene- sulphonic acid. Full article
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Article
Electrocoagulation of Quinone Pigments
Molecules 2006, 11(7), 514-522; https://doi.org/10.3390/11070514 - 14 Jul 2006
Cited by 9 | Viewed by 6057
Abstract
Some representative quinones, viz. one naphthoquinone (plumbagin) and five anthraquinones (alizarin, purpurin, chrysazin, emodin, and anthrarufin), were subjected to electrocoagulation. It was found that the rate and extent of coagulation of these compounds appears to correlate with the number and relative position of [...] Read more.
Some representative quinones, viz. one naphthoquinone (plumbagin) and five anthraquinones (alizarin, purpurin, chrysazin, emodin, and anthrarufin), were subjected to electrocoagulation. It was found that the rate and extent of coagulation of these compounds appears to correlate with the number and relative position of their phenolic substituent groups, and that all of the coagulated quinones could be recovered. Attempts were then made to electrochemically isolate three quinones, namely plumbagin, morindone and erythrolaccin, from natural sources. Full article
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Article
Synthesis of Some Thienopyrimidine Derivatives
Molecules 2006, 11(7), 498-513; https://doi.org/10.3390/11070498 - 05 Jul 2006
Cited by 31 | Viewed by 9206
Abstract
Thioxothienopyrimidinones, alkylthio- and arylalkylthiothienopyrimidinones, thienopyrimidinones, thienopyrimidines a thienopyrimidinedione and a thienotriazolo- pyrimidinone were prepared from 2-amino-3-carboethoxy-4,5-disubstituted thiophenes and 2-amino-3-cyano-4,5-disubstituted thiophenes via reactions with different reagents. Full article
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Editorial
Delayed Open Access or Permanent Non-Open Access
Molecules 2006, 11(7), 496-497; https://doi.org/10.3390/11070496 - 26 Jun 2006
Cited by 4 | Viewed by 3264
Abstract
Since last year, we have resumed use of a two tier publication system, whereby we have continued to offer full Open Access publication to those authors willing to contribute financially to support this option, while providing authors with the alternative choice of free [...] Read more.
Since last year, we have resumed use of a two tier publication system, whereby we have continued to offer full Open Access publication to those authors willing to contribute financially to support this option, while providing authors with the alternative choice of free publication without Open Access for those who prefer not to pay [1].[...] Full article
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