Molecular complexation of α-hederin with hederasaponin C

The 1:1 molecular complex of ivy triterpene glycoside hederasaponin C (HedC) with cholesterol (Chol) was obtained in aqueous isopropyl alcohol. The stability constant of (3.3 ± 0.7)∙106 (mol/L)–1 was calculated for the complex. The complexation was studied by UV- and ATR IR-Fourier spectroscopy, and method of isomolar series. The hydrogen bonds and hydrophobic interactions are formed in the molecular complex.

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Studies concerning the molecular complexation of Lippia sidoides essential oil in β-cyclodextrin by conventional and ultrasound assisted method

Planta Medica ◽

10.1055/s-0033-1352375 ◽

2013 ◽

Vol 79 (13) ◽

Author(s):

PN Ferraz-Freitas ◽

CR Souza ◽

WP Oliveira

Keyword(s):

Essential Oil ◽

Lippia Sidoides ◽

Molecular Complexation ◽

Ultrasound Assisted

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Molecular Complexes of Monoammonium Glycyrrhizinate with Alphahederin and Hederasaponin C

Letters in Organic Chemistry ◽

10.2174/1570178612666141230234729 ◽

2015 ◽

Vol 12 (2) ◽

pp. 109-114 ◽

Cited By ~ 2

Author(s):

Leonid A. Yakovishin ◽

Vladimir I. Grishkovets ◽

Elena N. Korzh

Keyword(s):

Molecular Complexes ◽

Hederasaponin C

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New chiral tridentate ligands for asymmetric catalysis

Pure and Applied Chemistry ◽

10.1351/pac200678020311 ◽

2006 ◽

Vol 78 (2) ◽

pp. 311-320 ◽

Cited By ~ 12

Author(s):

Kevin Murtagh ◽

Brian A. Sweetman ◽

Patrick J. Guiry

Keyword(s):

Asymmetric Catalysis ◽

High Performance ◽

Aromatic Aldehydes ◽

Asymmetric Induction ◽

Tridentate Ligand ◽

Coupling Reactions ◽

Tridentate Ligands ◽

Molecular Complexation ◽

Cross Coupling Reactions ◽

Moderate Yield

The synthesis of new tridentate, isoquinoline-derived ligands, involving successive Suzuki cross-coupling reactions, is described. We were able to resolve 1-[3-(2-hydroxy-phenyl)-isoquinolin-1-yl]-naphthalen-2-ol via molecular complexation with N-benzylcinchonidinium chloride, whereas 1,3-bis(2-hydroxy-naphthalen-1-yl)-isoquinoline was resolved by chromatographic separation of its epimeric camphorsulfonates. Their barrier to rotation about the central biaryl axis was evaluated via racemization studies. Application of enantiopure 1,3-bis(2-hydroxynaphthalen-1-yl)-isoquinoline in the addition of diethylzinc to aldehydes proceeded in moderate yield but without asymmetric induction. A new tridentate ligand, 4-tert-butyl-2-chloro-6-[1-(2-hydroxymethyl-naphthalen-1-yl)-isoquinolin-3-yl]-phenol, was prepared in good yield and resolved by semipreparative high-performance liquid chromatography (HPLC). Its application in the addition of diethylzinc to a range of aromatic aldehydes proceeded in near perfect enantioselectivities at low ligand loadings of 1 mol %.

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