Neoxaline Explained

Neoxaline is a bio-active Aspergillus japonicus isolate. It is an antimitotic agent and shows weak inhibitory activity of blood platelet aggregation. It stimulates the central nervous system.[1] [2] It has been synthesized through the "highly stereoselective introduction of a reverse prenyl group to create a quaternary carbon stereocenter using (−)-3a-hydroxyfuroindoline as a building block, construction of the indoline spiroaminal via cautious stepwise oxidations with cyclizations from the indoline, assembly of (Z)-dehydrohistidine, and photoisomerization of unnatural (Z)-neoxaline to the natural (E)-neoxaline."[3]

See also

Notes and References

  1. http://biolinks.co.jp/pdf/Neoxaline.pdf Neoxaline an antimiotic agent
  2. Hirano . A. . Iwai . Y. . Masuma . R. . Tei . K. . Omura . S. . Neoxaline, a new alkaloid produced by Aspergillus japonicus. Production, isolation and properties. . The Journal of Antibiotics . August 1979 . 32 . 8 . 781-785 . 10.7164/antibiotics.32.781 . 500498. free .
  3. Ideguchi . Tetsuya . Yamada . Takeshi . Shirahata . Tatsuya . Hirose . Tomoyasu . Sugawara . Akihiro . Kobayashi . Yoshinori . O̅mura . Satoshi . Sunazuka . Toshiaki . Asymmetric Total Synthesis of Neoxaline . Journal of the American Chemical Society . 19 August 2013 . 135 . 34 . 12568–12571 . 10.1021/ja406657v . 23957424.