Two new naphthalenic lactone glycosides from Cassia obtusifolia L. seeds

Srijan Shrestha, Pradeep Paudel, Su Hui Seong, Byung Sun Min, Eun Kyoung Seo, Hyun Ah Jung, Jae Sue Choi

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

Two new naphthalenic lactone glycosides, (3S)-9,10-dihydroxy-7-methoxy-3-methyl-1-oxo-3,4-dihydro-1H-benzo[g]isochromene-3-carboxylic acid 9-O-β-d-glucopyranoside (1) and (3R)-cassialactone 9-O-β-d-glucopyranoside (2) were isolated from seeds of Cassia obtusifolia Linn., along with five known compounds: (3R)-cassialactone 9-O-β-d-gentiobioside (3), emodin 1-O-β-gentiobioside (4), 1-hydroxyl-2-acetyl-3,8-dimethoxy-naphthalene 6-O-β-d-apiofuranosyl-(1 → 2)-β-d-glucopyranoside (5), rubrofusarin 6-O-β-d-gentiobioside (6), rubrofusarin 6-O-β-d-triglucoside (7). Structures of 1 and 2 were elucidated by NMR and HR-ESI-MS spectroscopic analysis. Their stereochemistry was determined by CD experiment. All compounds were tested for their ability to inhibit the formation of advanced glycation end-products in vitro. Compounds 1, 2, 3, 5, and 6 showed significant in vitro inhibitory activities (IC50 values of 11.63, 23.40, 7.32, 89.03, and 38.89 µM, respectively).

Original languageEnglish
Pages (from-to)737-742
Number of pages6
JournalArchives of Pharmacal Research
Volume41
Issue number7
DOIs
StatePublished - 1 Jul 2018

Keywords

  • Advanced glycation end-products
  • Cassia obtusifolia
  • Naphthalenic lactone glycosides

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