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Keywords = 2α,3β,20,23-tetrahydroxyurs-28-oic acid.

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19 pages, 3074 KB  
Article
Comparative LC-MS/MS Metabolomics of Wild and Cultivated Strawberries Reveals Enhanced Triterpenoid Accumulation and Superior Free Radical Scavenging Activity in Fragaria nilgerrensis
by Mingzheng Duan, Liuyuan Bao, Ting Jiang, Kangjian Song, Yubo Chen, Sijiu He, Xiande Duan, Muhammad Ikram, Shunqiang Yang and Muhammad Junaid Rao
Horticulturae 2025, 11(12), 1417; https://doi.org/10.3390/horticulturae11121417 - 22 Nov 2025
Viewed by 796
Abstract
Strawberry fruit quality is linked to its phytochemical composition, yet the diversity of non-volatile terpenoids remains largely unexplored. Therefore, a comparative LC-MS/MS-based metabolomic analysis of terpenoid profiles was conducted using three commercial cultivars (Fragaria × ananassa) and a wild accession of [...] Read more.
Strawberry fruit quality is linked to its phytochemical composition, yet the diversity of non-volatile terpenoids remains largely unexplored. Therefore, a comparative LC-MS/MS-based metabolomic analysis of terpenoid profiles was conducted using three commercial cultivars (Fragaria × ananassa) and a wild accession of Fragaria nilgerrensis (HM). Results from this study showed that the HM cultivar had a total terpenoid abundance 5–6 times higher than the commercial cultivars. The HM cultivar was uniquely enriched in specific triterpenoids, such as 3β,6β,19α,24-Tetrahydroxyurs-12-en-28-oic acid and 13,27-Cyclo-2,3-Dihydroxy-11,19(29)-Ursadien-28-Oic Acid, which was over 450 times higher than the ‘Danxue’ and ‘Fenyu’ commercial strawberry cultivars. Conversely, sesquiterpenoids like Alismol and Pterocarpol were 100 times lower in HM than in the commercial cultivars. This enhanced triterpenoid accumulation strongly correlated with a superior capacity to scavenge free radicals in vitro, with HM showing maximum capacity, as measured by the DPPH assay. These findings highlight the value of wild strawberry germplasm as a reservoir of biochemical diversity for breeding strawberries with enhanced functional quality. Full article
(This article belongs to the Special Issue Advances in Developmental Biology and Quality Control of Berry Crops)
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15 pages, 453 KB  
Article
Weed Suppressing Potential and Isolation of Potent Plant Growth Inhibitors from Castanea crenata Sieb. et Zucc
by Phung Thi Tuyen, Tran Dang Xuan, Truong Thi Tu Anh, Truong Mai Van, Ateeque Ahmad, Abdelnaser Abdelghany Elzaawely and Tran Dang Khanh
Molecules 2018, 23(2), 345; https://doi.org/10.3390/molecules23020345 - 7 Feb 2018
Cited by 31 | Viewed by 6636
Abstract
This study isolated, determined, and quantified plant growth inhibitors in Japanese chestnut (Castanea crenata Sieb. et Zucc), a deciduous species native to Japan and Korea. In laboratory assays, C. crenata leaves showed strong inhibition on germination and seedling growth of Echinochloa crus-galli [...] Read more.
This study isolated, determined, and quantified plant growth inhibitors in Japanese chestnut (Castanea crenata Sieb. et Zucc), a deciduous species native to Japan and Korea. In laboratory assays, C. crenata leaves showed strong inhibition on germination and seedling growth of Echinochloa crus-galli (barnyardgrass), Lactuca sativa (lettuce), and Raphanus sativus (radish). Laboratory and greenhouse trials showed that leaves of C. crenata appeared as a promising material to manage weeds, especially the dicot weeds. By GC-MS and HPLC analyses, gallic, protocatechuic, p-hydroxybenzoic, caffeic, ferulic, ellagic, and cinnamic acids were identified and quantified, of which ellagic acid was present in the highest quantity (2.36 mg/g dried leaves). By column chromatography and spectral data (1H- and 13C-NMR, IR, and LC-MS) analysis, a compound identified as 2α,3β,7β,23-tetrahydroxyurs-12-ene-28-oic acid (1) was purified from the methanolic leaf extract of C. crenata (0.93 mg/g dried leaves). This constituent showed potent inhibition on growth of E. crus-galli, a problematic weed in agricultural practice. The inhibition of the compound 1 (IC50 = 2.62 and 0.41 mM) was >5 fold greater than that of p-hydroxybenzoic acid (IC50 = 15.33 and 2.11 mM) on shoot and root growth of E. crus-galli, respectively. Results suggest that the isolated the compound 1 has potential to develop natural herbicides to manage E. crus-galli. This study is the first to isolate and identify 2α,3β,7β,23-tetrahydroxyurs-12-ene-28-oic acid in a plant and report its plant growth inhibitory potential. Full article
(This article belongs to the Collection Bioactive Compounds)
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6 pages, 185 KB  
Article
New Triterpenoids with Cytotoxic Activity from Actinidia Valvata
by Li-Ping Qu, Guo-Yin Zheng, Yong-Hua Su, Hui-Qing Zhang, Yan-Long Yang, Hai-Liang Xin and Chang-Quan Ling
Int. J. Mol. Sci. 2012, 13(11), 14865-14870; https://doi.org/10.3390/ijms131114865 - 13 Nov 2012
Cited by 7 | Viewed by 5636
Abstract
Two new triterpenoids, 30-O-β-D-glucopyranosyloxy-2α,3α,24-trihydroxyurs-12, 18-diene-28-oic acid O-β-D-glucopyranosyl ester (1) and 2α,3β,3,30-tetrahydroxyurs-12, 18-diene-28-oic acid O-β-D-glucopyranosyl ester (2) were isolated from roots of Actinidia valvata Dunn. Their structures were elucidated by means of extensive spectroscopic studies. Both [...] Read more.
Two new triterpenoids, 30-O-β-D-glucopyranosyloxy-2α,3α,24-trihydroxyurs-12, 18-diene-28-oic acid O-β-D-glucopyranosyl ester (1) and 2α,3β,3,30-tetrahydroxyurs-12, 18-diene-28-oic acid O-β-D-glucopyranosyl ester (2) were isolated from roots of Actinidia valvata Dunn. Their structures were elucidated by means of extensive spectroscopic studies. Both these two new compounds showed moderate cytotoxic activity in vitro against BEL-7402 and SMMC-7721 tumor cell line. Full article
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9 pages, 288 KB  
Article
New Triterpene Glucosides from the Roots of Rosa laevigata Michx
by Jing-Quan Yuan, Xin-Zhou Yang, Jian-Hua Miao, Chun-Ping Tang, Chang-Qiang Ke, Ji-Bao Zhang, Xiao-Jun Ma and Yang Ye
Molecules 2008, 13(9), 2229-2237; https://doi.org/10.3390/molecules13092229 - 22 Sep 2008
Cited by 44 | Viewed by 12547
Abstract
Two new ursane-type triterpene glucosides, 2α,3α,24-trihydroxyurs-12,18-dien-28-oic acid β-D-glucopyranosyl ester (1) and 2α,3α,23-trihydroxyurs-12,19(29)-dien-28-oic acid β-D-glucopyranosyl ester (2), were isolated from the roots of Rosa laevigata, together with three known compounds: 2α,3β,19α-trihydroxyurs-12-en-28-oic acid β-Dglucopyranosyl ester (3), 2α,3α,19α-trihydroxyurs-12-en-28-oic acid β-D-glucopyranosyl ester (4) and 2α,3β,19α,23-tetrahydroxyurs-12-en-28-oic acid [...] Read more.
Two new ursane-type triterpene glucosides, 2α,3α,24-trihydroxyurs-12,18-dien-28-oic acid β-D-glucopyranosyl ester (1) and 2α,3α,23-trihydroxyurs-12,19(29)-dien-28-oic acid β-D-glucopyranosyl ester (2), were isolated from the roots of Rosa laevigata, together with three known compounds: 2α,3β,19α-trihydroxyurs-12-en-28-oic acid β-Dglucopyranosyl ester (3), 2α,3α,19α-trihydroxyurs-12-en-28-oic acid β-D-glucopyranosyl ester (4) and 2α,3β,19α,23-tetrahydroxyurs-12-en-28-oic acid β-D-glucopyranosyl ester (5). The structures of new compounds were established on the basis of detailed 1D and 2D NMR spectroscopic analyses. Compounds 2 and 5 exhibited modest in vitro antifungal activities against Candida albicans and C. krusei. Full article
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5 pages, 60 KB  
Communication
A Novel Triterpene from Centella asiatica
by Quan-Lin Yu, Hong-Quan Duan, Yoshihisa Takaishi and Wen-Yuan Gao
Molecules 2006, 11(9), 661-665; https://doi.org/10.3390/11090661 - 4 Sep 2006
Cited by 40 | Viewed by 11249
Abstract
A novel triterpene, 2α,3β,20,23-tetrahydroxyurs-28-oic acid (1), was isolated from the aerial part of Centella asiatica. Its structure was elucidated by spectroscopic methods, including 2D-NMR spectra. It displayed no activity against Hela and A549 cell lines at concentrations of 10 and 30 μg/mL, respectively. [...] Read more.
A novel triterpene, 2α,3β,20,23-tetrahydroxyurs-28-oic acid (1), was isolated from the aerial part of Centella asiatica. Its structure was elucidated by spectroscopic methods, including 2D-NMR spectra. It displayed no activity against Hela and A549 cell lines at concentrations of 10 and 30 μg/mL, respectively. Full article
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