136850-45-8Relevant academic research and scientific papers
Synthetic analogue of rocaglaol displays a potent and selective cytotoxicity in cancer cells: Involvement of apoptosis inducing factor and caspase-12
Thuaud, Frédéric,Bernard, Yohann,Turkeri, Gulen,Dirr, Ronan,Aubert, Geneviéve,Cresteil, Thierry,Baguet, Aurélie,Tomasetto, Catherine,Svitkin, Yuri,Sonenberg, Nahum,Nebigil, Canan G.,Désaubry, Laurent
, p. 5176 - 5187 (2009)
Flavaglines constitute a family of natural anticancer compounds. We present here 3 (FL3), the first synthetic flavagline that inhibits cell proliferation and viability (IC50≈1 nM) at lower doses than did the parent compound, racemic rocaglaol.
Rocaglaol derivatives as cardioprotectant agents
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Page/Page column 13, (2010/06/15)
The present invention discloses new rocaglaol derivatives and the use of rocaglaol derivatives to prevent or to limit the cardiotoxicity of an antineoplastic agent, in particular to prevent or to limit the apoptosis of cardiomyocytes induced by such agent
Total synthesis of (±)-rocaglamide and some aryl analogues
Dobler, Markus R,Bruce, Ian,Cederbaum, Fredrik,Cooke, Nigel G,Diorazio, Louis J,Hall, Roger G,Irving, Ed
, p. 8281 - 8284 (2007/10/03)
The insecticidal activity found for rocaglamide and its congeners, prompted us to establish a short and efficient synthesis of the natural product and some synthetic 'halo-aryl' analogues. Pd-catalysed cross-coupling reactions of the bromo analogue were then explored in order to gain a suitable access to a broad range of unnatural analogues. The key step of our approach is a keto-aldehyde acyloin ring-closure followed by a Stiles carboxylation.
Formal total synthesis of aglaiastatin: Pd(0)mediated construction of benzofurocyclopentane system
Watanabe, Takumi,Shiraga, Yuichiro,Takeuchi, Tomio,Otsuka, Masami,Umezawa, Kazuo
, p. 1051 - 1064 (2007/10/03)
Aglaiastatin, an antitumor alkaloid, contains fused pentacyclic system, including a benzofurocyclopentane system and a unique pyrrolopyrimidinone skeleton. In this study, synthesis of a keto aldehyde intermediate, a key intermediate in a previously report
Synthesis of the Novel Anti-leukaemic Tetrahydrocyclopentabenzofuran, Rocaglamide and Related Synthetic Studies
Davey, Andrew E.,Schaeffer, Marcel J.,Taylor, Richard J. K.
, p. 2657 - 2666 (2007/10/02)
Two approaches to the rocaglamide tricyclic skeleton are described.The first, which employs an unusual dithianyl anion to carbonyl addition reaction, provides access to α-phenyl rocaglamide analogues.The second route involves an intramolecular keto aldehyde pinacolic coupling in the key step and can be used for the preparation of a whole range of rocaglamide analogues possessing both α- and β-phenyl substituents.A total synthesis of rocaglamide, in racemic form, is described using this second approach.The synthetic route commences with phloroglucinol, an inexpensive and readily-available starting material, and takes only 8/9 steps giving an overall yield > 6percent.The synthesis of 1-epi-rocaglamide 29b is also described.
