50544-08-6Relevant articles and documents
A concise total synthesis of deoxyschizandrin and exploration of its antiproliferative effects and those of structurally related derivatives
Zheng, Shaojun,Aves, Sarah J.,Laraia, Luca,Galloway, Warren R. J. D.,Pike, Kurt G.,Wu, Wenjun,Spring, David R.
, p. 3193 - 3198 (2012/05/19)
The natural product deoxyschizandrin has been shown to have a wide range of biological activities. In recent years the therapeutic potential of this compound against cancers has attracted significant interest. Herein we describe a concise de novo total synthesis of deoxyschizandrin based around a double organocuprate oxidation strategy. In addition, we present the results of biological studies exploring the ability of deoxyschizandrin and synthetic precursors lacking the medium ring biaryl unit to inhibit the proliferation of a human cancer cell line. These studies led to the identification of a structurally novel agent with in vitro anticancer activity. Copyright
Intramolecular Oxidative Coupling of Aromatic Compounds. VI. An Efficient Synthesis of Some Dibenzocyclooctene Lignans
Carroll, Anthony R.,Taylor, Walter C.
, p. 937 - 942 (2007/10/02)
The 1,4-diaryl-2,3-dimethylbutanes (4) and (5) were readily prepared by reductive coupling of an arylacetone precursor followed by hydrogenation.Intramolecular oxidative coupling (dichlorodicyanobenzoquinone/trifluoroacetic acid) gave dibenzocyclooctene derivatives in good yield. (+/-)-Deoxyschizandrin and the corresponding trans isomer, existing in two distinct conformations, were prepared.
Intramolecular Oxidative Coupling of Aromatic Compounds. V. para-para Diphenolic Oxidative Coupling as a Possible Route to the Eupodienone Skeleton
Carroll, Anthony R.,Krauss, Adrian S.,Taylor, Walter C.
, p. 277 - 292 (2007/10/02)
The synthesis of (2RS,3RS)-1,4-bis(4-hydroxy-3,5-dimethoxyphenyl)-2,3-dimethylbutan-1-one (9) is described.Diphenolic oxidative coupling of (9) gave the unstable dienone (24), which decomposed in methanol to give what is believed to be the acetal (26).Syn