- Total synthesis and evaluation of the actin-binding properties of microcarpalide and a focused library of analogues
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A comparative investigation shows that hydroxylated 10-membered lactones modeled around the fungal metabolites microcarpalide (1) and pinolidoxin (2) are endowed with selective actin-binding properties. Although less potent than the marine natural product
- Fuerstner, Alois,Nagano, Takashi,Mueller, Christoph,Seidel, Guenter,Mueller, Oliver
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p. 1452 - 1462
(2008/02/04)
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- Stereoselective total synthesis and absolute configuration of the natural decanolides (-)-microcarpalide and (+)-lethaloxin. Identity of (+)-lethaloxin and (+)-pinolidoxin
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Convergent, stereoselective syntheses of the pharmacologically active, naturally occurring lactones (-)-microcarpalide and (+)-lethaloxin have been achieved from the commercially available, chiral reagents (R)-glycidol, (S,S)-tartaric acid, and D-ribose a
- Garcia-Fortanet, Jorge,Murga, Juan,Falomir, Eva,Carda, Miguel,Marco, J. Alberto
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p. 9822 - 9827
(2007/10/03)
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- Total syntheses of the phytotoxic lactones herbarumin I and II and a synthesis-based solution of the pinolidoxin puzzle
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A concise approach to a family of potent herbicidal 10-membered lactones is described on the basis of ring-closing metathesis (RCM) as the key step for the formation of the medium-sized ring. This includes the first total syntheses of herbarumin I (1) and
- Fuerstner, Alois,Radkowski, Karin,Wirtz, Conny,Goddard, Richard,Lehmann, Christian W.,Mynott, Richard
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p. 7061 - 7069
(2007/10/03)
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- Synthesis of (-)-pinolidoxin: Divergent synthetic strategy exploiting a common silacyclic precursor
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(figure presented) We describe a highly convergent and efficient synthesis of (-)-pinolidoxin, a potent modulator of plant pathogenesis, providing unambiguous determination of the relative and absolute stereostructure of this highly oxygenated fungal meta
- Liu, Dong,Kozmin, Sergey A.
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p. 3005 - 3007
(2007/10/03)
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