Chemistry Journal of Moldova

Natural product chemistry and synthesis

SYNTHESIS OF NEW NITROGEN-CONTAINING DRIMANE AND HOMODRIMANE SESQUITERPENOIDS FROM SCLAREOLIDE

Author(s):

Lidia Lungu


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2015 Volume 10, no.2
Pages: 58-61
Keywords: synthesis, sesquiterpenoids, oxime, reduction, 7-amino-drim-8(9)-ene.
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Abstract (PDF)

DOI:
dx.doi.org/10.19261/cjm.2015.10(2).07

Graphical Abstract:
 The synthesis of new nitrogen-containing drimane and homodrimane sesquiterpenoids in cycle B is reported. A comparative study of the microwave (MW) assisted synthesis of drimenone versus classical conditions has been done. The drimanic and homodrimanic oximes were prepared on the base of ketones derived from commercially available sclareolide. The drimanic amine was obtained by reduction of corresponding oxime with LiAlH4. The structure of novel compounds was confirmed using IR, 1H and 13C NMR analyses.

Downloads: 58

SYNTHETIC TRANSFORMATIONS OF ENT-KAURENOIC ACID

Author(s):

Olga Morarescu


Field: Natural product chemistry and synthesis
Type: Review
Issue: 2015 Volume 10, no.1
Pages: 9-19
Keywords: diterpenes, ent-kaur-16-en-19-oic acid, synthesis, biological activity.
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Abstract (PDF)

DOI:
dx.doi.org/10.19261/cjm.2015.10(1).01

Graphical Abstract:
 This review presents a synthetic transformations of ent-kaurane diterpenes, covering various aspects of the chemical and microbiologically transformations of native ent-kaur-16-en-19-oic acid, namely, its reactions via COOH groups, double bonds and rearrangements of the carbon skeleton, what we offer a wide range of natural and synthetic derivatives potentially biologically actives and convenient synthon for their synthesis.

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IRIDOID GLYCOSIDES FROM LINARIA GENISTIFOLIA (L.)MILL. IN BIOLOGICAL CONTROL OF SOIL-BORNE FUNGAL PATHOGENS OF WHEAT AND SOME STRUCTURE CONSIDERATIONS

Author(s):

Natalia Mashcenko, Angela Gurev, Galina Lupascu, Elena Gorincioi


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2015 Volume 10, no.1
Pages: 57-63
Keywords: Linaria genistifolia (L.) Mill., iridoid glycosides, bioactivity, 5-O-allosylantirrinoside, NMR, molecular modelling.
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Abstract (PDF)

DOI:
dx.doi.org/10.19261/cjm.2015.10(1).08

Graphical Abstract:
 The paper relates on the discovered bioactivity of the iridoid glycosides extract (IGE) from Linaria genistifolia (L.) Mill, namely its stimulating influence on the resistance of the winter wheat Odesschi 51 plant to the caused by the F. oxysporum and H. avenae pathogenic fungi root rot. 1H and 13C NMR characteristics of 5-O-allosylantirrinoside in Py-d5 are for the first time presented. Structures of two conformers of the IGE main component, 5-O-allosylantirrinoside in D2O and Py-d5 solutions are proposed, based on the experimental NMR evidence and molecular modeling studies.

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STUDY ON EXTRACTION PROCESS OF SUNFLOWER (HELIANTHUS ANNUUS L.) DRY WASTES USING DIFFERENT SOLVENTS

Author(s):

Olga Morarescu, Marina Grinco, Ion Dragalin, Veaceslav Kulciţki, Nicon Ungur


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2013 Volume 8, no.2
Pages: 90-93
Keywords: ent-kaur-16-en-19-oic acid, 15α-angeloyl-ent-kaur-16-en-19-oic acid, ent-trachiloban-19-oic acid, diterpene, extraction
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DOI:
dx.doi.org/10.19261/cjm.2013.08(2).11

Graphical Abstract:
       
   


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MOLECULAR REARRANGEMENTS OF HIGHLY FUNCTIONALIZED TERPENES. AN UNIQUE REACTIVITY OF BICYCLIC FRAMEWORK AND POLIENIC CHAIN INHIBITION UNDER SUPERACIDIC TREATMENT

Author(s):

Marina Grinco, Veaceslav Kulciţki, Pavel F. Vlad, Alic Barba, Elena Gorincioi, Nicon Ungur


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2013 Volume 8, no.2
Pages: 94-100
Keywords: triterpenes, synthesis, superacid, isomerization
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Abstract (PDF)

DOI:
dx.doi.org/10.19261/cjm.2013.08(2).12

Graphical Abstract:

           
 

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(-)-SCLAREOL CONVERSION IN RITTER'S REACTION CONDITIONS

Author(s):

S. Kovalskaya, N. Kozlov, A. Aricu, V. Kulcitki, N. Ungur


Field: Natural product chemistry and synthesis
Type: Short communication
Issue: 2012 Volume 7, no.2
Pages: 147-148
Keywords: diterpenoids, Ritter’s reaction, diamide, sclareol.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2012.07(2).01

Graphical Abstract:
 The main products of sclareol (1) Ritter’s reaction in mild conditions are (8R,13R)-Labd-14(15)-en-8,13-diacetamide (2) (8R,13S)-Labd-14(15)-en-8,13-diacetamide (3) stereoisomeric on C13 atom and having unrearranged native diol skeleton. We present in the current communication the results of sclareol converting (1) into nitrogen-containing labdanes
in the Ritter’s reaction conditions.

Downloads: 65

HYALURONIC ACID: OBTAINING, PROPERTIES AND APPLICATION

Author(s):

L. Zadorojnai, A. Zadorojnai


Field: Natural product chemistry and synthesis
Type: Review
Issue: 2012 Volume 7, no.2
Pages: 57-66
Keywords: hyaluronic acid, obtaining methods, natural sources.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2012.07(2).13

Graphical Abstract:
 Properties and methods for obtaining hyaluronic acid and its derivatives from raw material of animal origin are reviewed.
The importance and practical application of hyaluronic acid in various fields are discussed. This article is an extended abstract of a communication presented at the Conference Ecological Chemistry 2012.

Downloads: 32

BIOMIMETIC STRATEGIES IN ORGANIC SYNTHESIS. TERPENES

Author(s):

V. Kulcitki


Field: Natural product chemistry and synthesis
Type: Review
Issue: 2012 Volume 7, no.2
Pages: 46-56
Keywords: terpenoids, biomimetic synthesis, cyclisation, rearrangement, oligomerisation, functionalisation.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2012.07(2).14

Graphical Abstract:
 The current paper represents an outline of the selected contributions to the biomimetic procedures and approaches for the synthesis of terpenes with complex structure and diverse functionalisation pattern. These include homologation strategies, cyclisations, rearrangements, as well as biomimetic remote functionalisations.

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STEROIDAL GLYCOSIDES FROM VERONICA CHAMAEDRYS L. PLANTS. THE STRUCTURES OF CHAMAEDROSIDES A, B, C AND E

Author(s):

Alexandra Marchenko, Pavel Kintia, Bożena Wyrzykiewicz


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2010 Volume 5, no.2
Pages: 54-58
Keywords: steroidal glycoside, NMR analysis, Veronica chamaedrys L.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2010.05(2).07

Graphical Abstract:
The paper reports on the structural elucidation of the four steroidal glycosides, where two are new, isolated from Veronica chamaedrys L. plants for the first time on the basis of extensive spectral analysis, including 2D NMR spectral data and chemical evidences.

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OBSERVATIONS ON THE ANTIOXIDANT ACTIVITY OF NOVEL DIHYDROXYFUMARIC ACID DERIVATIVES

Author(s):

N. Secara, Gh. Duca, L. Vlad, F. Macaev


Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2010 Volume 5, no.2
Pages: 59-67
Keywords: dihydroxyfumaric acid derivatives, DPPH test, antioxidant activity.
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Abstract (JPEG)

DOI:
dx.doi.org/10.19261/cjm.2010.05(2).08

Graphical Abstract:
The paper describes the syntheses of new derivatives of dihydroxyfumaric acid and investigations of their antioxidant activities using the DPPH method.

Downloads: 24