scholarly journals Five novel triterpenoid saponins from Hovenia dulcis and their Nrf2 inhibitory activities

2021 ◽  
pp. 103292
Author(s):  
Wanna Cai ◽  
Shengmei Xu ◽  
Ting Ma ◽  
Xiaoqi Zhang ◽  
Bo Liu ◽  
...  
2017 ◽  
Vol 21 ◽  
pp. 206-210 ◽  
Author(s):  
Qiang Fu ◽  
Lu Qiu ◽  
Hai-Mei Yuan ◽  
Yu-Feng Du ◽  
Xiao-Ling Cheng ◽  
...  

2016 ◽  
Vol 15 ◽  
pp. 204-209 ◽  
Author(s):  
Yan Wang ◽  
Yan-Fei Liu ◽  
Chun-Lei Zhang ◽  
Dong Liang ◽  
Huan Luo ◽  
...  

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6805
Author(s):  
David Pertuit ◽  
Anne-Claire Mitaine-Offer ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
Christine Belloir ◽  
...  

Four oleanane-type glycosides were isolated from a horticultural cultivar “Green Elf” of the endemic Pittosporum tenuifolium (Pittosporaceae) from New Zealand: three acylated barringtogenol C glycosides from the leaves, with two previously undescribed 3-O-β-d-glucopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-β-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C, 3-O-β-d-galactopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-β-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C, and the known 3-O-β-d-glucopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-β-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C (Eryngioside L). From the roots, the known 3-O-β-d-glucopyranosyl-(1→2)-β-d-galactopyranosyl-(1→2)-β-d-glucuronopyranosyloleanolic acid (Sandrosaponin X) was identified. Their structures were elucidated by spectroscopic methods including 1D- and 2D-NMR experiments and mass spectrometry (ESI-MS). According to their structural similarities with gymnemic acids, the inhibitory activities on the sweet taste TAS1R2/TAS1R3 receptor of an aqueous ethanolic extract of the leaves and roots, a crude saponin mixture, 3-O-β-d-glucopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-β-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C, and Eryngioside L were evaluated.


2007 ◽  
Vol 55 (3) ◽  
pp. 422-427 ◽  
Author(s):  
Zu-Jian Wu ◽  
Ming-An Ouyang ◽  
Cong-Zhou Wang ◽  
Zheng-Kun Zhang

Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2206 ◽  
Author(s):  
Dongdong Zhang ◽  
Yao Fu ◽  
Jun Yang ◽  
Xiao-Nian Li ◽  
Myint Myint San ◽  
...  

Four new triterpenoids, 3β,12β,16β,21β,22-pentahydroxyhopane (1), 12β,16β,21β,22-tetrahydroxyhopan-3-one (2), 3-oxo-olean-12-ene-28,30-dioic acid (3), and 3β-hydroxyoleana-11,13(18)-diene-28,30-dioic acid 30-methyl ester (4); 21 new triterpenoid saponins, glinusopposides A–U (5–25); and 12 known compounds (26–37) were isolated from the whole plants of Glinus oppositifolius. The structures of the new compounds were elucidated based on the analysis of one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) and mass spectrometry (MS) data. All compounds from the plants were measured for antifungal activities against Microsporum gypseum and Trichophyton rubrum. Glinusopposide B (6), glinusopposide Q (21), glinusopposide T (24), and glinusopposide U (25) showed strong inhibitory activities against M. gypseum (MIC50 7.1, 6.7, 6.8, and 11.1 μM, respectively) and T. rubrum (MIC50 14.3, 13.4, 11.9, and 13.0 μM, respectively). For those active compounds with an oleanane skeleton, glycosylation (21–26) or oxidation (3) of 3-OH was helpful in increasing the activity; replacement of the 30-methyl group (29) by a carboxymethyl group (26) enhanced the activity; the presence of 11,13(18) double bonds (20) decreased the activity.


Molecules ◽  
2019 ◽  
Vol 25 (1) ◽  
pp. 139 ◽  
Author(s):  
Fan Sun ◽  
Jingya Ruan ◽  
Wei Zhao ◽  
Ying Zhang ◽  
Guilin Xiang ◽  
...  

Inflammation is a very common and important pathological process that can cause many diseases. The discovery of anti-inflammatory drugs and the treatment of inflammation are particularly essential. Dammarane-type triterpenoid saponins (PNS) were demonstrated to show anti-inflammatory effects in the leaves of Panax notoginseng. Chromatographies and spectral analysis methods were combined to isolate and identify PNS. Moreover, the nitric oxide (NO) inhibitory activities of all compounds were examined in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. As a result, eleven new dammarane-type triterpenoid saponins, notoginsenosides NL-A1–NL-A4 (1–4), NL-B1–NL-B3 (5–7), NL-C1–NL-C3 (8–10), and NL-D (11) were isolated, and their structures were identified by using various spectrometric techniques and chemical reactions. Among them, compounds 4 and 11 were characterized by the malonyl substitution at 3-position. The 3-malonyl substituted dammarane-type terpennoids were first obtained from natural products. In addition, compounds 1, 2, 5, 6, and 8–10 were found to play an important role in suppressing NO levels at 50 μM, without cytotoxicity. All inhibitory activities were found to be dose-dependent.


2016 ◽  
pp. n/a-n/a
Author(s):  
Jin-Dong Zhong ◽  
Xue-Wei Zhao ◽  
Hong-Mei Li ◽  
Ling-Huan Gao ◽  
Rong-Tao Li

Planta Medica ◽  
2008 ◽  
Vol 74 (09) ◽  
Author(s):  
A Sánchez-Medina ◽  
PC Stevenson ◽  
S Habtemariam ◽  
LM Peña-Rodríguez ◽  
O Corcoran ◽  
...  

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