IMIS

Publications | Institutes | Persons | Datasets | Projects | Maps
[ report an error in this record ]basket (0): add | show Print this page

Elucidation of spirodactylone, a polycyclic alkaloid from the sponge Dactylia sp., and nonenzymatic generation from the co-metabolite Denigrin B
Kang, U.; Caldwell, D.R.; Cartner, L.K.; Wang, D.; Kim, C.-K.; Tian, X.; Bokesch, H.R.; Henrich, C.J.; Woldemichael, G.M.; Schnermann, M.J.; Gustafson, K.R. (2019). Elucidation of spirodactylone, a polycyclic alkaloid from the sponge Dactylia sp., and nonenzymatic generation from the co-metabolite Denigrin B. Organic Letters 21(12): 4750-4753. https://dx.doi.org/10.1021/acs.orglett.9b01636
In: Organic Letters. AMER CHEMICAL SOC: Washington. ISSN 1523-7060; e-ISSN 1523-7052, more
Peer reviewed article  

Available in  Authors 

Keyword
    Marine/Coastal

Authors  Top 
  • Kang, U.
  • Caldwell, D.R.
  • Cartner, L.K.
  • Wang, D., more
  • Kim, C.-K.
  • Tian, X.
  • Bokesch, H.R.
  • Henrich, C.J.
  • Woldemichael, G.M.
  • Schnermann, M.J.
  • Gustafson, K.R.

Abstract
    Spirodactylone (1), a hexacyclic indolizidone alkaloid possessing a novel spiro ring system, was isolated from the marine sponge Dactylia sp. The structure was elucidated by extensive spectroscopic methods including application of the LR-HSQMBC NMR pulse sequence. Oxidative cyclization of denigrin B (2), an aryl-substituted 2-oxo-pyrroline derivative that was also isolated from the sponge extract, provided material identical to spirodactylone (1). This confirmed the assigned structure and provides insight into the probable biogenesis of 1.

All data in the Integrated Marine Information System (IMIS) is subject to the VLIZ privacy policy Top | Authors