1083-11-0Relevant articles and documents
A Radical-Based Synthesis of Lingzhiol
Mehl, Lea-Marina,Maier, Martin E.
, p. 9844 - 9850 (2017/09/23)
The polycyclic natural product lingzhiol [(±)-1] was synthesized from dimethoxytetralone 8 via cyclization of an intermediate benzylic radical, generated from spiroepoxide 14, onto an alkynyl substituent generating tetracyclic compound 13 with an exocyclic double bond. After oxidative cleavage of the double bond of 13 and reduction of the keto function of 23, the correct diastereomer, 12-syn, was converted to lingzhiol (1) via known steps. In a similar manner, lingzhiol analogue 39 was synthesized from 5-methoxy-1-tetralone (27).
Design and synthesis of 4-aryl-4-oxobutanoic acid amides as calpain inhibitors
Zhang, Yong,Jung, Seo Yoon,Jin, Changbae,Kim, Nam Doo,Gong, Ping,Lee, Yong Sup
scheme or table, p. 502 - 507 (2011/02/28)
The involvement of μ-calpain in neurological disorders, such as stroke and Alzheimer's disease has attracted considerable interest in the use of calpain inhibitors as therapeutic agents. 4-Aryl-4-oxobutanoic acid amide derivatives 4 were designed as acyclic variants of μ-calpain inhibitory chromone and quinolinone derivatives. Of the compounds synthesized, 4c-2, which possesses a 2-methoxymethoxy group at the phenyl ring and a primary amide at the warhead region most potently inhibited μ-calpain (IC50 = 0.34 μM). Our findings suggest that the 4-aryl-4-oxobutanoic acid amide derivatives should be considered as a new family of μ-calpain inhibitors.
Direct synthesis of γ-butyrolactones via γ-phenyl substituted butyric acids mediated benzyl radical cyclization
Mahmoodi,Jazayri
, p. 1467 - 1475 (2007/10/03)
Synthesis of several γ-butyrolactones with aromatic substitution at carbon 5 from comparative γ-aryl acids with 25-85% yield are covered. The straight oxidation in the presence of peroxydisulphate-copper(II)chloride system in aqueous medium was applied. The reaction is highly regioselective and leads exclusively to γ-butyrolactone, through stable benzylic radical intermediate.