Andransinine: an unusual case of spontaneous resolution in an indole alkaloid derivative.

نویسندگان

  • Yun-Yee Low
  • Chew-Yan Gan
  • Toh-Seok Kam
چکیده

Racemic andransinine (1), an indole alkaloid derivative obtained during isolation of alkaloids from Alstonia angustiloba and Kopsia pauciflora, was found to undergo spontaneous resolution when crystallized in EtOAc, forming racemic conglomerates (an equimolar mechanical mixture of enantiomerically pure individual crystals). X-ray analyses of the enantiomers (obtained from crystals from EtOAc solution and from chiral-phase HPLC) provided the absolute configuration of each enantiomer as (15R,16S,21R)-(+)-andransinine (1a or I+) and (15S,16R,21S)-(-)-andransinine (1b or I-).

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عنوان ژورنال:
  • Journal of natural products

دوره 77 6  شماره 

صفحات  -

تاریخ انتشار 2014