TY - JOUR
T1 - Two new naphthalenic lactone glycosides from Cassia obtusifolia L. seeds
AU - Shrestha, Srijan
AU - Paudel, Pradeep
AU - Seong, Su Hui
AU - Min, Byung Sun
AU - Seo, Eun Kyoung
AU - Jung, Hyun Ah
AU - Choi, Jae Sue
N1 - Funding Information:
Acknowledgements This research was supported by the Basic Science Research Program through the National. Research Foundation of Korea (NRF), and funded by the Ministry of Science, ICT & Future Planning (2015R1D1A1A01057156).
Publisher Copyright:
© 2018, The Pharmaceutical Society of Korea.
PY - 2018/7/1
Y1 - 2018/7/1
N2 - 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).
AB - 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).
KW - Advanced glycation end-products
KW - Cassia obtusifolia
KW - Naphthalenic lactone glycosides
UR - http://www.scopus.com/inward/record.url?scp=85048275803&partnerID=8YFLogxK
U2 - 10.1007/s12272-018-1044-0
DO - 10.1007/s12272-018-1044-0
M3 - Article
C2 - 29948771
AN - SCOPUS:85048275803
SN - 0253-6269
VL - 41
SP - 737
EP - 742
JO - Archives of Pharmacal Research
JF - Archives of Pharmacal Research
IS - 7
ER -