128301-02-0Relevant articles and documents
Lipophilic constituents from aerial and root parts of Mercurialis perennis L
Lorenz, Peter,Hradecky, Marc,Berger, Melanie,Bertrams, Julia,Meyer, Ulrich,Stintzing, Florian C.
, p. 234 - 245 (2010)
Introduction - Dog's mercury (Mercurialis perennis L.) is a perennial herb used in remedies for medicinal purposes. The plant is supposed to contain potentially active substances but its constituents have only been rarely studied. Objective - Detailed studies on the phytochemical composition are of great interest to broaden the knowledge on the chemotaxonomy and pharmacognosy of M. perennis. Methodology - Chloroform and hexane extracts from roots and aerial parts were investigated using GC/MS and LC/MS. Results - The whole plant exhihited a broad spectrum of structurally diverse constituents, mainly alkaloids, terpenes, sterols and simple aromatic compounds. Closer inspection of the piperidine alkaloid hermidin revealed its inherent instability towards air oxygen. To obtain quantitative data on these alkaloids the synthesis of the more stable reference compound 4-methoxy-1-methylpyridine-2,6(1H,3H)-dione (MMPD) was required. In this study, MMPD was detected for the fi rst time as a genuine compound in Mercurialis. Hermidine quinone and hermidin dimers originating from hermidin via a free anionic radical reaction were also confi rmed by GC/MS. Moreover, volatile compounds such as benzylalcohol, 2-phenylethanol, 4-methoxy- and 3,4-dimethoxyphenol, (-)-cis- and (+)-trans-myrtanol, (-)-cis-myrtanal as well as squalene were predominantely present in Mercurialis roots. In contrast, aerial parts mainly contained phytol derivatives, sterols and tocopherols. By changing solvent polarity, lipid and wax-containing fractions were obtained. LC/MS-studies on hexane extracts showed the presence of several mixed triglycerides constituted by linolenic, linoleic, oleic, stearic and palmitic acids, as well as lutein, carotenes and pheophytins. Conclusions - The phytochemical data presented complement our knowledge on the rarely studied plant M. perennis and may broaden its use in future phytotherapy. Copyright
Non-heme iron catalysis in CC, C-H, and CH2 oxidation reactions. Oxidative transformations on terpenoids catalyzed by Fe(bpmen)(OTf)2
Clemente-Tejeda, David,López-Moreno, Alejandro,Bermejo, Francisco A.
, p. 2977 - 2986 (2013/03/29)
The oxidation of terpene olefins with hydrogen peroxide in the presence of the non-hemo catalyst 5a afforded mixtures of epoxides whose composition was dependent upon the oxidation protocol used in each case. With terpenoid enones, the mixtures obtained evolved from clean epoxidation of α-ionone 23 to the clean allylic oxidation of damascone 28 due to the progressive deactivation of the electron density on the double bonds present in this series. The oxidation of bicyclic and tricyclic terpenoids afforded oxidation products coming from epoxidation, to olefin degradation, methyne and methylene activation products. Probably, the most attractive result was the synthesis of the Magnus lactone 46, from the tricyclic ether 45, with 88% yield and 100% conversion.
Selective aerobic oxidation of primary alcohols catalyzed by a Ru(PPh3)3Cl2/hydroquinone system
Hanyu, Atsushi,Takezawa, Eiichiro,Sakaguchi, Satoshi,Ishii, Yasutaka
, p. 5557 - 5560 (2007/10/03)
Aerobic oxidation of primary alcohols to aldehydes was efficiently performed using a Ru(PPh3)3Cl2/hydroquinone system under atmospheric oxygen at 60 °C. A primary alcohol even in the presence of a secondary one was selectively oxidized to the corresponding aldehyde in high yield.
