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4. ChemInform Abstract: Synthesis and AChE Inhibitory Activity of New Chiral Tetrahydroacridine Analogues from Terpenic Cyclanones

Author

Antônio César de Amorim Borges, Carlos A. Gonçalves, Marco Antonio Ceschi, Cesar Liberato Petzhold, Douglas Gamba, Paula Lunardi, Jessie Sobieski da Costa, and Diego dos Santos Pisoni

Subjects
Aché, Stereochemistry, Chemistry, Enantioselective synthesis, Acridine derivatives, General Medicine, Optically active, Inhibitory postsynaptic potential, Acetylcholinesterase, language.human_language, Catalysis, chemistry.chemical_compound, language, Organic chemistry
Abstract

This work describes the enantioselective synthesis of a new series of terpenic chiral 9-aminotetrahydroacridine analogues. Several chiral ketones were synthesized from natural monoterpenes in an optically active form and subjected to the cyclodehydration reactions with anthranilonitrile in the presence of BF3·Et2O as catalyst. The 9-aminotetrahydroacridine analogues were tested as acetylcholinesterase (AChE) inhibitors. Based on qualitative structure–activity relationship some trends are suggested.

Published
2010
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5. ChemInform Abstract: Enantioselective Desymmetrization of Meso Bicyclic Hydrazines: A Novel Approach to the Asymmetric Synthesis of Polysubstituted Amino Cyclopentanic Cores

Author

Marco Antonio Ceschi, Mireille Sevrin, B. Marabout, Laurent Micouin, S. Gougeon, A. Perez Luna, Genevieve Estenne-Bouhtou, Henri-Philippe Husson, Martine Bonin, and Pascal George

Subjects
Hydroboration, Bicyclic molecule, Chemistry, Enantioselective synthesis, Organic chemistry, General Medicine, Enantiomer, Desymmetrization, Catalysis
Abstract

Catalytic asymmetric hydroboration can be successfully applied to meso bicyclic hydrazines. The resulting alcohols are of great synthetic interest and can lead in a straightforward manner to cyclopentanic diamino alcohols with good enantiomeric purity.

Published
2010
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6. Diels-Alder Reactions in the Synthesis of Higher Terpenes

Author

Fausto Silva Jr., Maria Lucia Ferreira, Timothy J. Brocksom, Ana Paula Toloi, Julio Zukerman-Schpector, Ronilda M. Naves, Ursula Brocksom, Marco Antonio Ceschi, Valdomiro Catani, and Arlene G. Corrêa

Subjects
Terpene, Chemistry, Diels alder, General Medicine, Medicinal chemistry
Published
2003
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7. ChemInform Abstract: Indium Tribromide Catalyzed Chemoselective Dithioacetalization of Aldehydes in Non-Aqueous and Aqueous Media

Author

Luciana A. Felix, Clovis Peppe, and Marco Antonio Ceschi

Subjects
chemistry.chemical_compound, Aqueous solution, chemistry, Aqueous medium, Yield (chemistry), Organic chemistry, chemistry.chemical_element, General Medicine, Tribromide, Indium, Catalysis, Dichloromethane
Abstract

Indium tribromide efficiently catalyzes the chemoselective dithioacetalization of aldehydes in the presence of ketones in dichloromethane. The catalyst is also active in water, which can be reused, in the same pot, for several times without any decrease in the yield of reaction.

Published
2001
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12. Diels-Alder Reactions in the Synthesis of Higher Terpenes

Author

Brocksom, Timothy John, primary, Correa, Arlene G., additional, Naves, Ronilda M., additional, Silva Jr., Fausto, additional, Catani, Valdomiro, additional, Ceschi, Marco A., additional, Zukerman-Schpector, Julio, additional, Toloi, Ana Paula, additional, Ferreira, Maria Lucia, additional, and Brocksom, Ursula, additional

Published
2003
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