22029-76-1Relevant articles and documents
Synthesis, biotransformation and biological activity of halolactones obtained from β-ionone
Grabarczyk, Malgorzata,Wiska, Katarzyna,McZka, Wanda,Zarowska, Barbara,MacIejewska, Gabriela,Dancewicz, Katarzyna,Gabrys, Beata,Aniol, Miroslaw
, p. 637 - 644 (2016)
Commercially available β-ionone was used as a starting material for a four-step chemical synthesis of three new γ-halolactones. During these processes one known (β-ionol) and some new compounds (γ,δ-unsaturated ester, γ,δ-unsaturated acid, chloro-, bromo- and iodo-lactone) were obtained. In the last step, halolactones were converted into a hydroxylactone by several fungal strains (Fusarium species, Syncephalastrum racemosum, Botrytis cinerea). Most of the selected microorganisms transformed these lactones by the hydrolytic dehalogenation. The synthetic halolactones and the hydroxylactone obtained during biotransformation inhibited growth of some bacteria, yeasts and fungi and showed deterrent activity against aphids Myzus persicae.
Transformations of α- And β-ionones in the presence of Al 2O3 in a supercritical solvent in a flow reactor
Anikeev,Sivcev,Volcho,Salakhutdinov
, p. 1940 - 1942 (2013)
The reactivity of α- and β-ionones under the supercritical conditions in a flow type reactor in the presence of Al2O3 at 200-230 C was studied. α-Ionone was reduced to α-ionol, while β-ionol was unstable already at 200 C and underwent dehydration. The secondary reaction products were the corresponding megastigmatrienes.
Capturing the Monomeric (L)CuH in NHC-Capped Cyclodextrin: Cavity-Controlled Chemoselective Hydrosilylation of α,β-Unsaturated Ketones
Bistri-Aslanoff, Olivia,Derat, Etienne,Leloux, Sébastien,Leyssens, Tom,Ménand, Micka?l,Meijide Suárez, Jorge,Riant, Olivier,Roland, Sylvain,Sollogoub, Matthieu,Xu, Guangcan,Zhang, Pinglu,Zhang, Yongmin
supporting information, p. 7591 - 7597 (2020/03/23)
The encapsulation of copper inside a cyclodextrin capped with an N-heterocyclic carbene (ICyD) allowed both to catch the elusive monomeric (L)CuH and a cavity-controlled chemoselective copper-catalyzed hydrosilylation of α,β-unsaturated ketones. Remarkably, (α-ICyD)CuCl promoted the 1,2-addition exclusively, while (β-ICyD)CuCl produced the fully reduced product. The chemoselectivity is controlled by the size of the cavity and weak interactions between the substrate and internal C?H bonds of the cyclodextrin.
Fungi-mediated biotransformation of the isomeric forms of the apocarotenoids ionone, damascone and theaspirane
Serra, Stefano,De Simeis, Davide
, (2019/01/16)
In this work, we describe a study on the biotransformation of seven natural occurring apocarotenoids by means of eleven selected fungal species. The substrates, namely ionone (α-, β- and γ-isomers), 3,4-dehydroionone, damascone (α- and β-isomers) and theaspirane are relevant flavour and fragrances components. We found that most of the investigated biotransformation reactions afforded oxidized products such as hydroxy- keto- or epoxy-derivatives. On the contrary, the reduction of the keto groups or the reduction of the double bond functional groups were observed only for few substrates, where the reduced products are however formed in minor amount. When starting apocarotenoids are isomers of the same chemical compound (e.g., ionone isomers) their biotransformation can give products very different from each other, depending both on the starting substrate and on the fungal species used. Since the majority of the starting apocarotenoids are often available in natural form and the described products are natural compounds, identified in flavours or fragrances, our biotransformation procedures can be regarded as prospective processes for the preparation of high value olfactory active compounds.
Creating Hierarchical Pores by Controlled Linker Thermolysis in Multivariate Metal-Organic Frameworks
Feng, Liang,Yuan, Shuai,Zhang, Liang-Liang,Tan, Kui,Li, Jia-Luo,Kirchon, Angelo,Liu, Ling-Mei,Zhang, Peng,Han, Yu,Chabal, Yves J.,Zhou, Hong-Cai
supporting information, p. 2363 - 2372 (2018/02/19)
Sufficient pore size, appropriate stability, and hierarchical porosity are three prerequisites for open frameworks designed for drug delivery, enzyme immobilization, and catalysis involving large molecules. Herein, we report a powerful and general strategy, linker thermolysis, to construct ultrastable hierarchically porous metal-organic frameworks (HP-MOFs) with tunable pore size distribution. Linker instability, usually an undesirable trait of MOFs, was exploited to create mesopores by generating crystal defects throughout a microporous MOF crystal via thermolysis. The crystallinity and stability of HP-MOFs remain after thermolabile linkers are selectively removed from multivariate metal-organic frameworks (MTV-MOFs) through a decarboxylation process. A domain-based linker spatial distribution was found to be critical for creating hierarchical pores inside MTV-MOFs. Furthermore, linker thermolysis promotes the formation of ultrasmall metal oxide nanoparticles immobilized in an open framework that exhibits high catalytic activity for Lewis acid-catalyzed reactions. Most importantly, this work provides fresh insights into the connection between linker apportionment and vacancy distribution, which may shed light on probing the disordered linker apportionment in multivariate systems, a long-standing challenge in the study of MTV-MOFs.
