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Scalemic caged xanthones isolated from the stem bark extract of Garcinia propinqua

Journal Article


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Abstract


  • Seven new caged xanthones, doitunggarcinones E−K (1−7), all as scalemic mixtures and 10 known compounds (8−17), were isolated from the stem bark extract of Garcinia propinqua. The structures were elucidated on the basis of spectroscopic methods. The separation of the enantiomers of 1−6 was achieved by semipreparative chiral HPLC. The absolute configuration of compound (+)-1 was determined by single-crystal X-ray crystallographic analysis using Cu Kα radiation. The absolute configurations of the other related compounds were determined from comparisons of their ECD spectra with that of compound (+)-1. Compounds (−)-6 and 7 showed cytotoxicity against a colon cancer cell line with IC50 values of 14.23 and 23.95 μM, respectively.

UOW Authors


  •   Sriyatep, Teerayut (external author)
  •   Andersen, Raymond J. (external author)
  •   Patrick, Brian O. (external author)
  •   Pyne, Stephen
  •   Muanprasat, Chatchai (external author)
  •   Seemakhan, Sawinee (external author)
  •   Borwornpinyo, Suparerk (external author)
  •   Laphookhieo, Surat (external author)

Publication Date


  • 2017

Citation


  • Sriyatep, T., Andersen, R. J., Patrick, B. O., Pyne, S. G., Muanprasat, C., Seemakhan, S., Borwornpinyo, S. & Laphookhieo, S. (2017). Scalemic caged xanthones isolated from the stem bark extract of Garcinia propinqua. Journal of Natural Products, 80 (5), 1658-1667.

Scopus Eid


  • 2-s2.0-85019729486

Ro Full-text Url


  • http://ro.uow.edu.au/cgi/viewcontent.cgi?article=5715&context=smhpapers

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/4689

Number Of Pages


  • 9

Start Page


  • 1658

End Page


  • 1667

Volume


  • 80

Issue


  • 5

Abstract


  • Seven new caged xanthones, doitunggarcinones E−K (1−7), all as scalemic mixtures and 10 known compounds (8−17), were isolated from the stem bark extract of Garcinia propinqua. The structures were elucidated on the basis of spectroscopic methods. The separation of the enantiomers of 1−6 was achieved by semipreparative chiral HPLC. The absolute configuration of compound (+)-1 was determined by single-crystal X-ray crystallographic analysis using Cu Kα radiation. The absolute configurations of the other related compounds were determined from comparisons of their ECD spectra with that of compound (+)-1. Compounds (−)-6 and 7 showed cytotoxicity against a colon cancer cell line with IC50 values of 14.23 and 23.95 μM, respectively.

UOW Authors


  •   Sriyatep, Teerayut (external author)
  •   Andersen, Raymond J. (external author)
  •   Patrick, Brian O. (external author)
  •   Pyne, Stephen
  •   Muanprasat, Chatchai (external author)
  •   Seemakhan, Sawinee (external author)
  •   Borwornpinyo, Suparerk (external author)
  •   Laphookhieo, Surat (external author)

Publication Date


  • 2017

Citation


  • Sriyatep, T., Andersen, R. J., Patrick, B. O., Pyne, S. G., Muanprasat, C., Seemakhan, S., Borwornpinyo, S. & Laphookhieo, S. (2017). Scalemic caged xanthones isolated from the stem bark extract of Garcinia propinqua. Journal of Natural Products, 80 (5), 1658-1667.

Scopus Eid


  • 2-s2.0-85019729486

Ro Full-text Url


  • http://ro.uow.edu.au/cgi/viewcontent.cgi?article=5715&context=smhpapers

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/4689

Number Of Pages


  • 9

Start Page


  • 1658

End Page


  • 1667

Volume


  • 80

Issue


  • 5