NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2025, Vol. 37 ›› Issue (9): 1605-1617. doi: 10.16333/j.1001-6880.2025.9.002 cstr: 32307.14.1001-6880.2025.9.002

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Chemical constituents from Lepidii Semen

LIU Tian-zi1,2,ZHANG Qian1,2,LU Mei-long1,2,LAI Qiong1,2,HAN Zhu-zhen1,2*,GU Li-hua1,2,3*,YANG Li1,2,3,WANG Zheng-tao1,2,3   

  1. 1The MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines,Institute of Chinese Materia Medica,Shanghai University of Traditional Chinese Medicinea;2State Key Laboratory of Discovery and Utilization of Functional Components in Traditional Chinese Medicine;3Shanghai R&D Center for Standardization of Chinese Medicines,Shanghai 201203,China
  • Online:2025-09-24 Published:2025-09-23

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Abstract:

This study aims to investigate the chemical constituents and anti-inflammatory activities of the ethanol extract from Lepidii Semen. Various chromatographic techniques were used to isolate and purify the ethanol extracted parts of Lepidii Semen, 1H NMR, 13C NMR and other spectroscopic techniques were applied to elucidate the structures of the isolated compounds by comparing with the literature data, and the compounds were evaluated for anti-inflammatory activity on RAW 264.7 cell. A total of 25 compounds were isolated, which were identified as 5-(methylthio) pentanamide (1), 5-(methylsulfinyl) pentanoic acid (2), glucotropaeolin (3), glucoerucin (4), descurainoside(5), 6-O-[(9Z, 12Z, 15Z)-octadeca-9, 12, 15-trienoyl]-β-D-fructofuranosyl-α-D-glucopyranoside (6), protocatechuic aldehyde (7), (+)-catechin (8), (+)-catechin 7-O-β-D-glucopyranoside (9), (+)-4′-O-methylcatechin7-O-β-D-glucopyranoside (10), (-)-epicatechin (11), gossypetin 3,7,8-trimethyl ether (12), rhodonidin A (13), quercetin (14), isorhamnetin (15), quercetin-3-O-β-D-glucopyranoside (16), isorhamnetin-3-O-glucoside (17), quercetin-3-O-sophoroside (18), isorhamnetin-3-O-[2-O-(6-O-E-sinapoyl)-β-D-glucopymosyl]-β-D-glucopyranoside (19), quercetin-3-O-[2-O-(6-O-E-sinapoyl)-β-D-glucopyranosyl]-β-D-glucopyranosid (20), apetalumoside B8 (21), apetalumoside B10 (22), apetalumoside B9 (23), apetalumoside C1 (24), apetalumoside A1 (25) , including five sulfur-containing compounds (1-5), 18 flavonoids (8-25) and two other types of components (6 and 7). Among them, compounds 1 and 2 were first reported as natural products, and compounds 1-6, 8, 9, 11-13 were isolated for the first time from Lepidii Semen. the IC50 values of compounds 6, 7, 14 and 15 for inhibiting lipopolysaccharide-induced NO release from RAW 264.7 cells were 27.34 ± 3.34, 35.05 ± 4.58, 6.38 ± 0.15, and 32.18 ± 1.43 μmol/L, respectively, compared with IC50 value of 11.81 ± 0.79 μmol/L for the positive drug, aminoguanidinium hydrochloride.

Key words: Lepidii Semen, chemical composition, anti-inflammatory activity, RAW 264.7 cells

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