Natural product chemistry and synthesis
Author(s): Nassiba Fekhar, Hocine Boutoumi, Mohamed Krea, Saâd Moulay, Drioueche Asma, Zoubir Benmaamar
Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2017 Volume 12, no.2
Pages: 50-57
Keywords: essential oil, thionation, Artemisia herba-alba L., Ruta montana L., GC-MS analysis.
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Graphical Abstract: Essential oils were extracted from Artemisia herba-alba L. and Ruta montana L. by means of steam distillation and thionated with a reagent combination of phosphorus pentasulfide and sodium bicarbonate. Both parent essential oils and their modified ones were screened for their biological and insecticidal activities. The results showed that essential oils were composed mainly of ketones; essential oils from Artemisia herba-alba L. and those from Ruta montana L. consisted of bicyclic monoterpenes and acyclic aliphatic ketones (thujone, camphor and 2-undecanone), respectively. The antimicrobial activity of essential oils was substantially improved upon thionation (from 10 to 34 mm and from 11 to 32 mm). The insecticidal effect of the thionated essential oil from Ruta montana L. was observed to be very significant, but that of the essential oil from Artemisia herba-alba L. was observed to decrease (from 100% to 70% after 24 hrs. The extracted essential oils as well as their thionated forms were characterized by GC-MS, FT-IR, and UV-visible.
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Author(s): Ion Dragalin, Aculina Aricu, Nina Ciocarlan, Alexandru Ciocarlan, Victoria Codita
Field: Natural product chemistry and synthesis
Type: Short communication
Issue: 2016 Volume 11, no.2
Pages: 105-108
Keywords: Satureja subspicata L., essential oil, chemical profile, GC-MS analysis.
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DOI: dx.doi.org/10.19261/cjm.2016.11(2).06
Graphical Abstract: For the first time the results of GC-MS analysis of Satureja subspicata L. oil of Moldovan origin are reported. The chemical profile includes forty-four constituents and consists mostly (97.86%) of phenolic monoterpenes, monoterpene hydrocarbons, bicyclic sesquiterpenes and their oxygenated derivatives. A substantial quantitative and qualitative chemical differentiation of S. subspicata oil of Moldovan origin and reported oil of Croatian origin were found. The essential oil of S. subspicata L. plants cultivated in Republic of Moldova belongs to the carvacrol chemotype.
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Author(s): Elena Secara
Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2016 Volume 11, no.1
Pages: 50-54
Keywords: drimane, homodrimane, lactam, ketoxime, synthesis, Beckmann rearrangement.
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Author(s): Ion Dragalin, Olga Morarescu, Maria Sedcenco, Radu Marin Rosca
Field: Natural product chemistry and synthesis
Type: Research paper
Issue: 2015 Volume 10, no.2
Pages: 54-57
Keywords: fatty acid methyl esters, GC-MS analysis, linoleic acid (Z,Z), oleic acid (Z), Japanese quail fat.
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DOI: dx.doi.org/10.19261/cjm.2015.10(2).06
Graphical Abstract: The accumulated as production waste fat from Faraon quail breeds has been investigated for the first time by using GC-MS technique, preventively converting it via methanolysis to fatty acid methyl esters. The test results, regarding the content of unsaturated fatty acids having a favorable to human body cis-configuration (77.8%), confirm their nutritional value and the possibility of using this fat in cosmetic, pharmaceutical and food industries.
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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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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.
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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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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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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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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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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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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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DOI: dx.doi.org/10.19261/cjm.2013.08(2).12
Graphical Abstract:
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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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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.
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