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Barringtogenol C-type Triterpenoid Saponins from the Stem Bark of Norway Maple (Acer Platanoides)

Published on Jan 1, 2020in Planta Medica2.746
· DOI :10.1055/a-1031-7283
Wen Xu (NU: Northeastern University), Lu Zhang2
Estimated H-index: 2
(URI: University of Rhode Island)
+ 8 AuthorsLiya Li6
Estimated H-index: 6
(NU: Northeastern University)
Abstract
Four new barringtogenol C-type triterpenoid saponins, namely acerplatanosides A – D (1–4), along with 22 known compounds (5–26), were isolated from the stem bark of Norway maple (Acer platanoides). Their structures were elucidated on the basis of comprehensive spectroscopic analyses and chemical hydrolysis. This is the first report of triterpenoid saponins isolated from Norway maple. Compounds 1, 3, and 4 showed cytotoxicity against 4 human cancer cell lines with IC50 values ranging from 9.4 to 39.5 µM.
  • References (23)
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References23
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#1Xinxin Zhang (SPU: Shenyang Pharmaceutical University)H-Index: 1
#2Song Zhang (SPU: Shenyang Pharmaceutical University)H-Index: 1
Last. Huiyuan Gao (SPU: Shenyang Pharmaceutical University)H-Index: 9
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Abstract Barrigenol-like triterpenoids (BATs), which contain an unusual oleanane substituted by many hydroxyl groups as the skeleton, are subdivided into five subtypes: barrigenol A 1 , barrigenol A 2 , barrigenol R 1 , barringtogenol C, and 16-deoxybarringtogenol C. The variations in acyl derivatives, hydroxyl groups, and carbohydrate chains in their structures have enhanced the diversity of BATs. Moreover, the stable polyhydroxy-replaced pentacyclic skeleton provides an ideal platform for stru...
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#1Jintang ChengH-Index: 1
#2Shi-Tao ChenH-Index: 1
Last. An LiuH-Index: 2
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#1Weixi Liu (URI: University of Rhode Island)H-Index: 10
#2Zhengxi Wei (URI: University of Rhode Island)H-Index: 8
Last. Navindra P. Seeram (URI: University of Rhode Island)H-Index: 57
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Oxidative stress and free radical generation accelerate the formation of advanced glycation endproducts (AGEs) which are linked to several chronic diseases. Published data suggest that phenolic-rich plant foods, show promise as natural anti-AGEs agents due to their anti-oxidation capacities. A phenolic-enriched maple syrup extract (MSX) has previously been reported to show anti-inflammatory and neuroprotective effects but its anti-AGE effects remain unknown. Therefore, herein, we investigated th...
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#1Abdullatif Bin Muhsinah (URI: University of Rhode Island)H-Index: 1
#2Hang Ma (URI: University of Rhode Island)H-Index: 12
Last. Navindra P. Seeram (URI: University of Rhode Island)H-Index: 57
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In the course of our group's investigation of members of the maple (Acer) genus, a series of glucitol-core containing gallotannins (GCGs) were isolated and identified (by NMR and HREISMS). Among hi...
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#1Wu Bi (Peking Union Medical College)H-Index: 3
#2Ying Gao (MT: Middle Tennessee State University)H-Index: 6
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Abstract Ethnopharmacological relevance The genus Acer (Aceraceae), commonly known as maple, comprises approximately 129 species that primarily grow in the northern hemisphere, especially in the temperate regions of East Asia, eastern North America, and Europe. These plants have been traditionally used to treat a wide range of diseases in East Asia and North America. Moreover, clinical studies have shown that medicinal plants belonging to Acer are highly effective in the treatment of rheumatism,...
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#1Lu Zhang (URI: University of Rhode Island)H-Index: 2
#2Zongcai Tu (NCU: Nanchang University)H-Index: 20
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The maple (Acer) genus is a reported source of bioactive (poly)phenols, including gallotannins, but several of its members, such as the sycamore maple (A. pseudoplatanus), remain uninvestigated. Herein, thirty-nine compounds, including a new gallotannin, 1,2,3-tri-O-galloyl-6-O-(p-hydroxybenzoyl)-beta-D-glucopyranoside (1), and thirty-eight (2-39) known compounds, consisting of four gallotannins, one ellagitannin, thirteen flavonoids, eight hydroxycinnamic acids, ten benzoic acid derivatives, an...
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Maple syrup has nutraceutical potential given the macronutrients (carbohydrates, primarily sucrose), micronutrients (minerals and vitamins), and phytochemicals (primarily phenolics) found in this natural sweetener. We conducted compositional (ash, fiber, carbohydrates, minerals, amino acids, organic acids, vitamins, phytochemicals), in vitro biological, and in vivo safety (animal toxicity) studies on maple syrup extracts (MSX-1 and MSX-2) derived from two declassified maple syrup samples. Along ...
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#1Antonio González-Sarrías (URI: University of Rhode Island)H-Index: 29
#2Hang Ma (URI: University of Rhode Island)H-Index: 12
Last. Navindra P. Seeram (URI: University of Rhode Island)H-Index: 57
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Abstract Polyphenols are bioactive compounds found in plant foods. Ginnalins A–C are polyphenols present in the sap and other parts of the sugar and red maple species which are used to produce maple syrup. Here we evaluated the antiproliferative effects of ginnalins A–C on colon (HCT-116) and breast (MCF-7) tumourigenic and non-tumourigenic colon (CCD-18Co) cells and investigated whether these effects were mediated through cell cycle arrest and/or apoptosis. Ginnalins A–C were twofold more effec...
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#1Chunpeng Wan (URI: University of Rhode Island)H-Index: 4
#2Tao Yuan (URI: University of Rhode Island)H-Index: 1
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Thirteen gallic acid derivatives including five new gallotannins, named maplexins A–E, were isolated from red maple (Acer rubrum) stems. The compounds were identified by spectral analyses. The maplexins varied in number and location of galloyl groups attached to 1,5-anhydro-d-glucitol. The isolates were evaluated for a-glucosidase inhibitory and antioxidant activities. Maplexin E, the first compound identified with three galloyl groups linked to three different positions of 1,5-anhydro-d-glucito...
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