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Fimbricalyx A, a novel phenanthrenone derivative having a rare 2H-benz[e]inden-2-one substructure

Journal Article


Abstract


  • Fimbricalyx A (1), a novel phenanthrenone derivative having a rare 2H-benz[e]inden-2-one substructure, was isolated from the root extract of Strophioblachia fimbricalyx. The structure of 1 was elucidated on the basis of the NMR and MS data and confirmed by X-ray crystallography. This compound showed cytotoxicity against KB, MCF7 and NCI-H187 cancer cells with IC50 values of 38.4, 28.7 and 8.3 μg/mL, respectively. A possible biosynthesis of 1, via a ring-contracted p-quinone methide intermediate derived from a phenanthrenone precursor, is proposed.

UOW Authors


Publication Date


  • 2013

Citation


  • Seephonkai, P., Pyne, S. G., Willis, A. C. & Lie, W. (2013). Fimbricalyx A, a novel phenanthrenone derivative having a rare 2H-benz[e]inden-2-one substructure. Tetrahedron Letters, 54 (16), 2085-2088.

Scopus Eid


  • 2-s2.0-84875217865

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/756

Number Of Pages


  • 3

Start Page


  • 2085

End Page


  • 2088

Volume


  • 54

Issue


  • 16

Abstract


  • Fimbricalyx A (1), a novel phenanthrenone derivative having a rare 2H-benz[e]inden-2-one substructure, was isolated from the root extract of Strophioblachia fimbricalyx. The structure of 1 was elucidated on the basis of the NMR and MS data and confirmed by X-ray crystallography. This compound showed cytotoxicity against KB, MCF7 and NCI-H187 cancer cells with IC50 values of 38.4, 28.7 and 8.3 μg/mL, respectively. A possible biosynthesis of 1, via a ring-contracted p-quinone methide intermediate derived from a phenanthrenone precursor, is proposed.

UOW Authors


Publication Date


  • 2013

Citation


  • Seephonkai, P., Pyne, S. G., Willis, A. C. & Lie, W. (2013). Fimbricalyx A, a novel phenanthrenone derivative having a rare 2H-benz[e]inden-2-one substructure. Tetrahedron Letters, 54 (16), 2085-2088.

Scopus Eid


  • 2-s2.0-84875217865

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/756

Number Of Pages


  • 3

Start Page


  • 2085

End Page


  • 2088

Volume


  • 54

Issue


  • 16