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Amides and Flavonoids from the Fruit and Leaf Extracts of Melodorum siamensis

Journal Article


Abstract


  • Four new chalcones (1, 10, 13, and 14), a new flavanone, (9), a new amide (8), and 19 known compounds were acquired from Melodorum siamensis. The structures were established by NMR and MS data analyses. Compounds 1 (er 1.4:1) and 2 (er 1.1:1) were scalemic and were resolved to yield (-)-1 and (+)-1 and (-)-2 and (+)-2, respectively. The absolute configurations of these compounds were determined from experimental and calculated ECD data. The structures and configurations of (-)-2 and (+)-8 were identified by single-crystal X-ray diffraction analysis. Compound 11 showed nuclear factor-κB inhibitory effects (IC 50 = 9 μM) in a pancreatic β cell line (MIN-6 cells).

UOW Authors


  •   Jaidee, Wuttichai (external author)
  •   Andersen, Raymond J. (external author)
  •   Chavez, Miguel (external author)
  •   Wang, Yan (external author)
  •   Patrick, Brian O. (external author)
  •   Pyne, Stephen
  •   Muanprasat, Chatchai (external author)
  •   Borwornpinyo, Suparerk (external author)
  •   Laphookhieo, Surat (external author)

Publication Date


  • 2019

Citation


  • Jaidee, W., Andersen, R. J., Chavez, M. A. G., Wang, Y. A., Patrick, B. O., Pyne, S. G., Muanprasat, C., Borwornpinyo, S. & Laphookhieo, S. (2019). Amides and Flavonoids from the Fruit and Leaf Extracts of Melodorum siamensis. Journal of Natural Products, 82 (2), 283-292.

Scopus Eid


  • 2-s2.0-85061291220

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/558

Number Of Pages


  • 9

Start Page


  • 283

End Page


  • 292

Volume


  • 82

Issue


  • 2

Place Of Publication


  • United States

Abstract


  • Four new chalcones (1, 10, 13, and 14), a new flavanone, (9), a new amide (8), and 19 known compounds were acquired from Melodorum siamensis. The structures were established by NMR and MS data analyses. Compounds 1 (er 1.4:1) and 2 (er 1.1:1) were scalemic and were resolved to yield (-)-1 and (+)-1 and (-)-2 and (+)-2, respectively. The absolute configurations of these compounds were determined from experimental and calculated ECD data. The structures and configurations of (-)-2 and (+)-8 were identified by single-crystal X-ray diffraction analysis. Compound 11 showed nuclear factor-κB inhibitory effects (IC 50 = 9 μM) in a pancreatic β cell line (MIN-6 cells).

UOW Authors


  •   Jaidee, Wuttichai (external author)
  •   Andersen, Raymond J. (external author)
  •   Chavez, Miguel (external author)
  •   Wang, Yan (external author)
  •   Patrick, Brian O. (external author)
  •   Pyne, Stephen
  •   Muanprasat, Chatchai (external author)
  •   Borwornpinyo, Suparerk (external author)
  •   Laphookhieo, Surat (external author)

Publication Date


  • 2019

Citation


  • Jaidee, W., Andersen, R. J., Chavez, M. A. G., Wang, Y. A., Patrick, B. O., Pyne, S. G., Muanprasat, C., Borwornpinyo, S. & Laphookhieo, S. (2019). Amides and Flavonoids from the Fruit and Leaf Extracts of Melodorum siamensis. Journal of Natural Products, 82 (2), 283-292.

Scopus Eid


  • 2-s2.0-85061291220

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/558

Number Of Pages


  • 9

Start Page


  • 283

End Page


  • 292

Volume


  • 82

Issue


  • 2

Place Of Publication


  • United States