175085-05-9Relevant articles and documents
PEDERIN AND PSYMBERIN AGENTS
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Page/Page column 45-47, (2013/03/26)
Compounds that include a pederin, psymberin or pederin/psymberin chimera scaffold. The pederin scaffold includes a substituent at the C10 and/or C13 position that may include a linker that may be conjugated to a targeting moiety. The psymberin scaffold in
Total synthesis and biological evaluation of pederin, psymberin, and highly potent analogs
Wan, Shuangyi,Wu, Fanghui,Rech, Jason C.,Green, Michael E.,Balachandran, Raghavan,Horne, W. Seth,Day, Billy W.,Floreancig, Paul E.
scheme or table, p. 16668 - 16679 (2011/12/14)
The potent cytotoxins pederin and psymberin have been prepared through concise synthetic routes (10 and 14 steps in the longest linear sequences, respectively) that proceed via a late-stage multicomponent approach to construct the N-acyl aminal linkages.
Total synthesis of theopederin D
Green, Michael E.,Rech, Jason C.,Floreancig, Paul E.
supporting information; experimental part, p. 7317 - 7320 (2009/04/10)
(Chemical Equation Presented) The transformation is complete! The total synthesis of theopederin D (see structure), a potent cytotoxin, has been achieved through oxidative cleavage of a carbon-carbon bond. Other key transformations include an acid-mediate
Total synthesis of mycalamide A
Sohn, Jeong-Hun,Waizumi, Nobuaki,Zhong, H. Marion,Rawal, Viresh H.
, p. 7290 - 7291 (2007/10/03)
This communication describes a concise and efficient total synthesis of mycalamide A by the convergent coupling of pederic acid unit with the mycalamine unit. The left-half, (+)-7-benzoylpederic acid, was synthesized from (2R,3R)-3-methylpent-4-en-2-ol in
Total synthesis of pederin, a potent insect toxin: The efficient synthesis of the right half, (+)-benzoylpedamide
Takemura, Takahiro,Nishii, Yoshinori,Takahashi, Shunya,Kobayashi, Jun'ichi,Nakata, Tadashi
, p. 6359 - 6365 (2007/10/03)
A simple and efficient synthesis of (+)-benzoylpedamide, the right half of pederin, was achieved in 16 steps with a 35% overall yield from (S)-malic acid. The key steps include the SmI2-mediated intramolecular Reformatsky reaction, stereoselective allylation, the Sharpless asymmetric dihydroxylation, and amidation. The total synthesis of pederin was accomplished via coupling of the left and right halves.
Total synthesis of mycalamide A. Further synthetic study of the right half
Nakata, Tadashi,Fukui, Hideto,Nakagawa, Tadakiyo,Matsukura, Hiroko
, p. 159 - 164 (2007/10/02)
The right half 5 of mycalamide A (1) was synthesized starting from (R)- or (S)-pantolactone via the Sharpless asymmetric dihydroxylation as the key step. The total synthesis of mycalamide A (1) was accomplished by coupling of the right and left halves.
