Chemistry Journal of Moldova

Natural product chemistry and synthesis

SPECIFIC “IONIC LIQUIDS” AS NEW ORGANOCATALYSTS OF BIGINELLI REACTION

Author(s):

Viorica Sargarovschi, Eugenia Styngach, Fliur Macaev


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2008 Volume 3, no.2
Pages: 95-97
Keywords: ionic liquids, organocatalyst, Biginelli reaction.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2008.03(2).05

Graphical Abstract:
 New ionic liquids bearing an imidazolium core with a carboxy group have been prepared in an attempt to design new organocatalysts of Biginelli reaction. Trends in the properties of these compounds are discussed. The synthetized compounds represented a novel class of molted salts and may be considered as new organocatalysts for chemical reaction.

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GLYCOSIDES FROM LINARIA VULGARIS MILL

Author(s):

Natalia Mashcenko, Pavel Kintia, Angela Gurev, Alexandra Marchenko, Carla Bassarello, Sonia Piacente, Cosimo Pizza


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2008 Volume 3, no.2
Pages: 98-100
Keywords: Linaria vulgaris Mill; fl avonol glycoside; linaroside V; NMR analysis.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2008.03(2).07

Graphical Abstract:
A new flavonol glycoside, 5,4′-dimethylkaempferol 3-O-β-D-(6′′-α-Lrhamnopyranosyl) -glucopyranoside, together with three known compounds were isolated from the n-butanolic soluble fraction of underground and aerial parts of Linaria vulgaris Mill, collected on the territory of Moldova. The characterisation of these compounds was achieved by various chromatographic and spectroscopic methods (IR, UV, 13C-NMR, 1H-NMR and MS).

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PHENYLETHANOID AND IRIDOID GLYCOSIDES FROM VERONICA CHAMAEDRYS L.

Author(s):

Alexandra Marchenko, Pavel Kintia, Natalia Mashcenco, Carla Bassarello, Sonia Piacente and Cosimo Pizza


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2008 Volume 3, no.2
Pages: 101-104
Keywords: Veronica chamaedrys L., Scrophulariaceae, phenylethanoid glycoside, iridoid glycoside.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2008.03(2).08

Graphical Abstract:
 Three phenylethanoid glycosides (1, 2, 3) and one iridoid glycoside (4) were isolated from aerial parts of Veronica chamaedrys L. (Scrophulariaceae) for the first time. On the basis of spectral analysis, the structures of these compounds were determined to be acteoside (3,4-dihydroxy-β-phenylethoxy-O-α-L-rhamnopyranosyl-(1→3)-4-O-caffeoyl-β-D-glucopyranoside) (1), ehrenoside (3,4-dihydroxy-β-phenylethoxy-O-α-L-arabinopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→3)-4-O-caffeoyl-β-D-glucopyranoside) (2), chamaedroside (3,4-dihydroxy-β-phenylethoxy-O-α-L-rhamnopyranosyl-(1→3)-4-O-caffeoyl-α-L-arabinopyranoside) (3) and aucuboside (4).

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SYNTHESIS OF PINONIC ACID NEW DERIVATIVES

Author(s):

Alexandru Gudima, Liudmila Vlad, Fliur Macaev


Field: Natural product chemistry and synthesis
Type: Short communication
Issue: 2008 Volume 3, no.2
Pages: 122-123
Keywords: pinonic acid, chlorohydrin, epoxide.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2008.03(2).10

Graphical Abstract:
 The method for synthetising new derivatives of the pinonic acid using, at the key step, the reaction of condensation with epichlorohydrin, has been elaborated. It has been shown that, in the presence of catalytic amount of tetrabutylammonium chloride, the reaction is directed towards the formation of etherchlorohydrin, which, later on, is easily transformed into epoxides as well as chloromethyldiketones with good overall yield.

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SYNTHESIS AND APPLICATION OF THE 11-BISHOMODRIMANE-8α-OL-12-ONE

Author(s):

Aculina Aricu


Field: Natural product chemistry and synthesis
Type: Review
Issue: 2008 Volume 3, no.2
Pages: 8-16
Keywords: 11-Bishomodrimane-8α-ol-12-one, 11-monoacetate of drimane-8α,11-diol, 12-hydroperoxy-8α,12-epoxy-homodrimane, onocerane diol, nor-ambraketal, synthesis.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2008.03(2).19

Graphical Abstract:
 This review deals the methods of preparation of the 11-bishomodrimane-8α-ol-12-one, a convenient synton for the synthesis of drimanic and bishomodrimanic compounds, including the biologically active ones. The triterpenic tetracyclic derivatives of the onoceranic range and the fragrance compounds with ambergris odour can be also obtained from this compound.

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STEROIDAL SAPONINS FROM THE SEEDS OF HYOSCYAMUS NIGER L.

Author(s):

Irina Lunga, Pavel Kintia , Stepan Shvets, Carla Bassarello, Sonia Piacente, Cosimo Pizza


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2008 Volume 3, no.1
Pages: 89-93
Keywords: Hyoscyamus niger L., steroidal saponins.
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Abstract (JPEG)

DOI: 
dx.doi.org/10.19261/cjm.2008.03(1).10

Graphical Abstract:
 Ten steroidal saponins have been isolated form the seeds of Hyoscyamus niger L. for the first time and their structures have been elucidated. Seven saponins belong to spirostane series, two are furostane-type and one is pregnane glycoside. Hyoscyamosides B, C and C2 are new steroidal saponins, which have never been reported before in literature. Complete assignments of the 1H and 13C NMR chemical shifts for all these glycosides were achieved by means of one- and two-dimensional NMR techniques, including 1H–1H COSY, HSQC, HMBC and ROESY spectra.

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SYNTHESIS OF 7α- AND 17-BROMONORAMBREINOLIDES FROM NORAMBREINOLIDE

Author(s):

Pavel F. Vlad, Alexandru G. Ciocarlan, Grigore N. Mironov, Mihai N. Coltsa, Yurii A.Simonov, Victor Ch. Kravtsov and Janusz Lipkowski


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2007 Volume 2, no.1
Pages: 114-118
Keywords: 7α- and 17-bromonorambreinolides, synthesis, X-rays analysis.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2007.02(1).04

Graphical Abstract:
 A mixture of 7α- and 17-bromonorambreinolides was obtained on treatment of the mixture of isomeric methyl bicyclohomofarnesenoates, the norambreinolide transesterification product, with NBS and H2O2. The structure of 7α- and 17-bromonorambreinolides was elucidated on the basis of spectral data. The structure of 17-bromonorambreinolide was confirmed by its reduction with LiAlH4 into sclaradiol, and that of 7α-bromonorambreinolide by X-ray analysis.

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STEROIDAL GLYCOSIDES FROM THE SEEDS OF HYOSCYAMUS NIGER L. AND THEIR ANTIFUNGAL ACTIVITY

Author(s):

Irina Lunga, Pavel Chintea, Stepan Shvets, Anna Favelb and Cosimo Pizza


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2007 Volume 2, no.1
Pages: 108-113
Keywords: Hyoscyamus niger L., steroidal glycosides, antifungal activity.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2007.02(1).05

Graphical Abstract:
 Phytochemical analysis of the seeds of Hyocyamus niger L. (Solonaceae) resulted in the isolation of six steroidal glycosides, two furostanol (1, 2) and four spirostanol saponins (3, 4, 5, 6), which were found in this plant for the first time. The structures of these compounds were determined by detailed analysis of their spectral data, including two-dimensional NMR spectroscopy and MS spectroscopy. The antifungal activity of a crude steroidal glycoside extract, fractions of spirostanoles and individual glicosides was investigated in vitro against a panel of human pathogenic fungi, yeasts as well as dermatophytes and filamentous species.

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INVESTIGATION OF GRAPE SEED PROANTHOCYANIDINS. ACHIEVEMENTS AND PERSPECTIVES

Author(s):

V. Kulciţki, P. F. Vlad, Gh. Duca, T. Lupaşcu


Field: Natural product chemistry and synthesis
Type: Review
Issue: 2007 Volume 2, no.1
Pages: 36-50
Keywords: polyphenols, proanthocyanidins, grape seeds, chromatography, MS, NMR.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2007.02(1).16

Graphical Abstract: 
The present paper provides an account of the basic technuques employed in the investigation of the grape seeds proanthocyanidins (condensed tannins). The importance and biological activity properties of these compounds are considered briefly in the introductory part, while isolation and structural investigation of grape seeds proanthocyanidins represent the basic part of the review. The references cover mostly the recent publications related to implementation of modern techniques of investigation, like high performance liquid chromatography (HPLC) and mass spectrometry (MS).

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THREE SPIROSTANOL GLYCOSIDES FROM THE SEEDS OF HYOSCYAMUS NIGER L.

Author(s):

Irina Lunga, Pavel Kintia, Stepan Shvets, Carla Bassarelo, Cosimo Pizza and Sonia Piacente


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2006 Volume 1, no.1
Pages: 100-103
Keywords: steroidal glycoside, NMR analysis, Hyoscyamus.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2006.01(1).02

Graphical Abstract:
 Three steroidal glycosides of spirostane series have been isolated from the seeds of Hyoscyamus niger L.(Solanaceae). Their structures were determined on the basis of chemical evidence and extensive spectroscopic methods including one-dimensional, two-dimensional NMR and MS analysis. In the genus Hyoscyamus the given compounds have been found out for the first time.

Downloads: 23