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Spirotryprostatin B information


Spirotryprostatin B
Spirotryptostatin B
Names
Preferred IUPAC name
(2S,3S,5aS)-2′-Hydroxy-3-(2-methylprop-1-en-1-yl)-5a,6,7,8-tetrahydro-3H,5H,10H-spiro[dipyrrolo[1,2-a:1′,2′-d]pyrazole-2,3′-indole]-5,10-dione
Identifiers
CAS Number
  • 182234-26-0 ☒N[1]
3D model (JSmol)
  • Interactive image
ChemSpider
  • 8104599
PubChem CID
  • 9928968
InChI
  • InChI=1S/C21H21N3O3/c1-12(2)10-17-21(13-6-3-4-7-14(13)22-20(21)27)11-16-18(25)23-9-5-8-15(23)19(26)24(16)17/h3-4,6-7,10-11,15,17H,5,8-9H2,1-2H3,(H,22,27)/t15-,17-,21-/m0/s1
    Key: IWUYVKKHPNFWJG-WJPUGNRLSA-N
SMILES
  • O=C1C=3N(C(=O)[C@H]2N1CCC2)[C@@H](\C=C(/C)C)[C@]5(C=3)c4ccccc4NC5=O
Properties
Chemical formula
 C21H21N3O3
Molar mass 363.417 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Spirotryprostatin B is an indolic alkaloid found in the Aspergillus fumigatus fungus that belongs to a class of naturally occurring 2,5-diketopiperazines.[1] Spirotryprostatin B and several other indolic alkaloids (including Spirotryprostatin A, as well as other tryprostatins and cyclotryprostatins) have been found to have anti-mitotic properties, and as such they have become of great interest as anti-cancer drugs.[2] Because of this, the total syntheses of these compounds is a major pursuit of organic chemists, and a number of different syntheses have been published in the chemical literature.

  1. ^ "KNApSAcK Metabolite Information - C00016255". www.knapsackfamily.com.

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Spirotryprostatin B

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Spirotryprostatin B is an indolic alkaloid found in the Aspergillus fumigatus fungus that belongs to a class of naturally occurring 2,5-diketopiperazines...

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Spirotryprostatin A

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the Aspergillus fumigatus fungus. Spirotryprostatin A and several other indolic alkaloids (including Spirotryprostatin B, as well as other tryprostatins...

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Aspergillus fumigatus

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compounds of interest have been of a class known as tryprostatins, with spirotryprostatin B being of special interest as an anticancer drug. Aspergillus fumigatus...

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Azomethine ylide

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including a pyrrolidine, and two stereocenters. In the synthesis of spirotryprostatin B, an azomethine ylide is formed from condensation of an amine with...

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Biomimetic synthesis

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under the reaction conditions. carpanone, via the Chapman approach spirotryprostatin B, via the Ganesan approach endiandric acid, see Biomimetic Total synthesis...

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C21H21N3O3

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atoms. The molecular formula C21H21N3O3 may refer to: Ozenoxacin Spirotryprostatin B Nauclechine [1] CID 91763610 [2] Cadamine [3] This set index page...

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