Isolation of a new flavonoid and waste to wealth recovery of 6- O-Ascorbyl Esters from Seeds of Aegle marmelos (family- Rutaceae)

Nat Prod Res. 2019 Aug;33(15):2236-2242. doi: 10.1080/14786419.2018.1499630. Epub 2018 Aug 1.

Abstract

Aegle marmelos is a plant species native to India. Commercially available food products such as jam, jelly, candy, squash etc. are prepared from ripe fruit pulp of A. marmelos. Ripe fruit processing accounts for 60% of whole fruit mass while 40% remains unutilized and generates waste (hard shell, pomace, fiber and seeds) on a massive scale which do not have high value applications. A new flavone 3,5,7-trihydroxy-2-(4'-hydroxy-3'-isopentyloxyphenyl-4H-chromen-4-one (5) in addition to the known compounds 1-4, has been isolated from seeds of A. marmelos. Also, compound 7-(3'-methylbut-2'-enyloxy)-2H-chromen-2-one (2) has been isolated for the first time from A. marmelos. The structure of compounds 1-5 was determined by spectral analysis (UV, IR, NMR, etc.). Additionally, the non-edible oil obtained from seeds was investigated for waste to wealth recovery of 6-O-ascorbyl esters in high regioselectivity via one step semi-synthetic approach in the presence of ascorbic acid and H2SO4 at ambient temperature.

Keywords: seeds; ascorbyl fatty esters; flavonoid; oil.

MeSH terms

  • Aegle / chemistry*
  • Benzopyrans / chemistry
  • Benzopyrans / isolation & purification*
  • Esters / isolation & purification
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Plant Extracts / analysis
  • Seeds / chemistry

Substances

  • Benzopyrans
  • Esters
  • Flavonoids
  • Plant Extracts