Synthesis of New Drimane and Homodrimane Lactams by Beckmann Rearrangement of Some Ketoximes

Secara, Elena

doi:10.19261/cjm.2016.11(1).06

ChemJMold

2016

DOI: 10.19261/cjm.2016.11(1).06

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Synthesis of New Drimane and Homodrimane Lactams by Beckmann Rearrangement of Some Ketoximes

Elena Secara¹

Abstract: Abstract. The synthesis of new drimane and homodrimane lactams, derivatives of octahydro-1H-benzo[d]azepine and octahydro-1H-benzo[c]azepine, from norambreinolide is reported. Those compounds were prepared by the Beckmann rearrangement of the corresponding ketoximes.

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2023

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Synthesis of Biologically Active Nitrogen and Sulfur-Containing Terpenoids

Aricu

Ciocârlan

Lungu

et al. 2023

Fundamental and Biomedical Aspects of Redox Processes

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New, original, and ecologically pure methods for the synthesis of compounds with hybrid terpene and heteroatomic functional groups or fragments have been developed, starting from accessible (+)-sclareolide, obtained from (-)-sclareol, well-known labdane diterpenoid diol extracted from the waste of Clary sage (Salvia sclarea L.) remaining after extracting the essential oil. The natural origin of terpene compounds supposes biocompatibility, selective biological activity, and low toxicity. The compounds with combined skeleton were obtained by coupling some terpene derivatives (acids, chloroanhydrides, bromides) with azaheterocyclic compounds or heterocyclization of some intermediates such as hydrazides, hydrazincarbothioamides, or thiosemicarbazones. A series of over 120 newly obtained substances were subjected to biological testing, of which 10 showed pronounced antifungal and antibacterial activity, two amides showed pronounced antioxidant activity, and two derivatives with guanidine fragments showed high antitumor activity.

show abstract

Synthesis of Biologically Active Nitrogen and Sulfur-Containing Terpenoids

Aricu

Ciocârlan

Lungu

et al. 2023

Fundamental and Biomedical Aspects of Redox Processes

View full text Add to dashboard Cite

show abstract

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Synthesis of New Drimane and Homodrimane Lactams by Beckmann Rearrangement of Some Ketoximes

Abstract: Abstract. The synthesis of new drimane and homodrimane lactams, derivatives of octahydro-1H-benzo[d]azepine and octahydro-1H-benzo[c]azepine, from norambreinolide is reported. Those compounds were prepared by the Beckmann rearrangement of the corresponding ketoximes.

Cited by 1 publication

References 14 publications

Synthesis of Biologically Active Nitrogen and Sulfur-Containing Terpenoids

Synthesis of Biologically Active Nitrogen and Sulfur-Containing Terpenoids

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