Determination of formation constants and structural characterization of cyclodextrin inclusion complexes with two phenolic isomers: carvacrol and thymol

• Miriana Kfoury,
• David Landy,
• Steven Ruellan,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2016, 12, 29–42, doi:10.3762/bjoc.12.5

• with generally observed results for aromatic monoterpenes [17][18][28]. Kf values (Table 1) were calculated based on the absorbance variations using an algorithmic treatment. Only a Kf value of the HP-β-CD/2 inclusion complex, determined by fluorescence spectroscopy, was found in the literature (1400 M

• of 1 and 2 increased whith CD concentration. AL-type profiles were obtained with HP-β-CD while B-type profiles were observed in the case of β-CD with both monoterpenes. This could be attributed to the limited aqueous solubility of inclusion complexes obtained between β-CD and poorly soluble guests

Thermal and oxidative stability of the Ocimum basilicum L. essential oil/β-cyclodextrin supramolecular system

• Daniel I. Hădărugă,
• Nicoleta G. Hădărugă,
• Corina I. Costescu,
• Ioan David and
• Alexandra T. Gruia

Beilstein J. Org. Chem. 2014, 10, 2809–2820, doi:10.3762/bjoc.10.298

• -pinene), oxygenated monoterpenes (eucalyptol, linalool, α-terpineol, borneol and its acetate), phenolic derivatives (eugenol, methylchavicol (estragole)), sesquiterpene hydrocarbons (β-cubebene, β-caryophyllene, germacrene, etc.), and oxygenated sesquiterpenes (cadinol, spathulenol) [9][16][20][25

• . essential oil composition Ocimum basilicum L. essential oil contains many volatile compounds comprised of monoterpenes, oxygenated monoterpenes, sesquiterpenes and their oxygenated derivatives, as well as phenolic derivatives (Figure 1 and Table 1). The most important constituents were linalool (4) (27.8

• lower hydrophobicity in comparison with other sesquiterpenoids. The same observation was made for spathulenol (16), which had relative concentrations of 2.2% and 1.4%, respectively. Most of the other compounds were encapsulated at similar relative concentrations. Generally, oxygenated monoterpenes were

Stereoselective synthesis of perillaldehyde-based chiral β-amino acid derivatives through conjugate addition of lithium amides

• Zsolt Szakonyi,
• Reijo Sillanpää and
• Ferenc Fülöp

Beilstein J. Org. Chem. 2014, 10, 2738–2742, doi:10.3762/bjoc.10.289

• ]. Generally, in these transformations, the source of chirality is served by chiral lithium amides, and there are only few examples where chiral α,β-unsaturated esters are applied [23][24][25][26][27]. Easily obtainable chiral monoterpenes, such as (+)-3-carene as well as all the enantiomers of pulegone, α

Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity

• Miriana Kfoury,
• David Landy,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2014, 10, 2322–2331, doi:10.3762/bjoc.10.241

• evaluated. Literature lacks noticeable information on the influence of the guest S0 on the solubilizing effect of CD. In order to obtain a relevant guest range, we also introduced our previous results obtained for 8 monoterpenes in the presence of HP-β-CD [32]. Figure 3 illustrates the plot of log (St/S0

Selective allylic hydroxylation of acyclic terpenoids by CYP154E1 from Thermobifida fusca YX

• Anna M. Bogazkaya,
• Clemens J. von Bühler,
• Sebastian Kriening,
• Alexandrine Busch,
• Alexander Seifert,
• Jürgen Pleiss,
• Sabine Laschat and
• Vlada B. Urlacher

Beilstein J. Org. Chem. 2014, 10, 1347–1353, doi:10.3762/bjoc.10.137

• terpenoids in plants represents the most prominent example [14]. Heme-containing cytochrome P450 monooxygenases (P450 or CYP) are predominantly responsible for structural and functional diversity of terpenoids: allylic hydroxylation of parental monoterpenes leads to further diversification via sequential

Organocatalyzed enantioselective desymmetrization of aziridines and epoxides

• Ping-An Wang

Beilstein J. Org. Chem. 2013, 9, 1677–1695, doi:10.3762/bjoc.9.192

• ,N’-dioxide OC-82 was envisaged to explain the good enantioselectivity of catalyst OC-82. In 2008, a set of enantiomerically pure C2-symmetric bipyridine mono-N-oxides and N,N’-dioxides (OC-85 to OC-94) derived from naturally occurring monoterpenes have been synthesized by Benaglia [89] and

Stereoselective synthesis of trans-fused iridoid lactones and their identification in the parasitoid wasp Alloxysta victrix, Part II: Iridomyrmecins

• Robert Hilgraf,
• Nicole Zimmermann,
• Lutz Lehmann,
• Armin Tröger and
• Wittko Francke

Beilstein J. Org. Chem. 2012, 8, 1256–1264, doi:10.3762/bjoc.8.141

• monoterpenes de novo [33] but they are also able to sequester glycosidically bound terpene precursors from their food plants [51][52][53] which is highly interesting with regards to the evolution of insect-plant relationships and insect defense chemistry. At present, nothing is known about the formation of

Chimeric self-sufficient P450cam-RhFRed biocatalysts with broad substrate scope

• Aélig Robin,
• Valentin Köhler,
• Alison Jones,
• Afruja Ali,
• Paul P. Kelly,
• Elaine O'Reilly,
• Nicholas J. Turner and
• Sabine L. Flitsch

Beilstein J. Org. Chem. 2011, 7, 1494–1498, doi:10.3762/bjoc.7.173

• phosphate buffer, pH 7.2) and a substrate concentration of 1 mM. After 24 h and 48 h aliquots of the reaction mixture were extracted with ethyl acetate and analysed by GC–MS. In the screening process, previously undescribed biocatalytic activities were discovered (Table 1). Thus, the monoterpenes 1, 3 and 5