scholarly journals Bioactive Saponins and Glycosides. VI. Elatosides A and B, Potent Inhibitors of Ethanol Absorption, from the Bark of Aralia elata SEEM. (Araliaceae): The Structure-Requirement in Oleanolic Acid Glucuronide-Saponins for the Inhibitory Activity.

1996 ◽  
Vol 44 (10) ◽  
pp. 1915-1922 ◽  
Author(s):  
Masayuki YOSHIKAWA ◽  
Toshiyuki MURAKAMI ◽  
Emiko HARADA ◽  
Nobutoshi MURAKAMI ◽  
Johji YAMAHARA ◽  
...  
2010 ◽  
Vol 12 (1) ◽  
pp. 20-29 ◽  
Author(s):  
Shan Qian ◽  
Jiao Hai Li ◽  
Yu Wei Zhang ◽  
Xin Chen ◽  
Yong Wu

Planta Medica ◽  
2005 ◽  
Vol 71 (7) ◽  
pp. 673-679 ◽  
Author(s):  
Jian-Xin Li ◽  
Toru Hareyama ◽  
Yasuhiro Tezuka ◽  
Yuan Zhang ◽  
Tatsuro Miyahara ◽  
...  

2006 ◽  
Vol 1 (5) ◽  
pp. 1934578X0600100 ◽  
Author(s):  
Everaldo Attard ◽  
Henrietta Attard

The hydroethanolic extract of Crataegus monogyna was studied for its chemical constitution and angiotensin-converting enzyme (ACE) inhibitory activity. The extract contained triterpenic acids, flavonoids and coumarins. The ACE inhibitory activity was studied using captropril, as a control drug, and oleanolic acid, as a constituent of the hydroethanolic extract and a member of the triterpenic acid group. The hydroethanolic extract and oleanolic acid showed higher IC50 values (335.00 μg/mL and 3.61 μM, respectively) in comparison to captopril (46.9 nM). However, these results indicate the anti-ACE activity of oleanolic acid and the triterpenic acids, which has not been demonstrated earlier for hawthorn extracts. In previous studies, the ACE inhibitory activity of C. monogyna extracts was always attributed to flavonoids and proanthocyanidins.


Planta Medica ◽  
2019 ◽  
Vol 85 (11/12) ◽  
pp. 941-946 ◽  
Author(s):  
Ilias Stefanis ◽  
Dimitra Hadjipavlou-Litina ◽  
Anna-Rita Bilia ◽  
Anastasia Karioti

AbstractTargeted isolation based on a combination of NMR and HPLC-PDA-MS of a dichloromethane extract of Thymus vulgaris Varico 3 aerial parts afforded one new p-cymene dimer, 6,3′,4′-trihydroxy-5,5′-diisopropyl-2,2′-dimethylbiphenyl (1), together with two known p-cymene derivatives (2 and 3), as well as five known compounds, namely, thymol (4), oleanolic acid (5), ursolic acid (6), cirsimaritin (7), and xanthomicrol (8). The structural elucidation of all compounds was performed by spectroscopic analyses, including 1D and 2D NMR, and HRESIMS experiments. The biphenyls were assayed for their inhibitory activity on tyrosinase. Compounds 2 and 3 showed negligible activity on tyrosinase, while compound 1 effectively inhibited the enzyme with 35% (± 0.3) inhibitory activity, higher than the inhibition of the reference compound kojic acid (18.6 ± 0.02).


1994 ◽  
Vol 42 (6) ◽  
pp. 1354-1356 ◽  
Author(s):  
Masayuki YOSHIKAWA ◽  
Hisashi MATSUDA ◽  
Emiko HARADA ◽  
Toshiyuki MURAKAMI ◽  
Noriko WARIISHI ◽  
...  

2020 ◽  
Vol 9 (1) ◽  
pp. 26-28
Author(s):  
Ahmed Ashour ◽  
Ryuichiro Kondo ◽  
Kuniyoshi Shimizu

Our previous study included the semisynthetic reactions on oleanolic acid, a common wood-derived oleanane-type triterpene. Ten rationally designed derivatives of oleanolic acid were synthesized based on docking studies and tested for their topoisomerase I and IIα inhibitory activity. Semisynthetic reactions targeted C-3, C-12, C-13 and C-17. Some of these compounds act as dual inhibitors for both topoisomerase I and IIα giving new anticancer agents. The cytotoxic activity of these compounds on B16 melanoma cancer cells was evaluated. Results showed that most of these compounds have a higher cytotoxic activity on B16 melanoma cells.


2019 ◽  
Vol 22 (3) ◽  
pp. 324-334
Author(s):  
Nga Thi Vo ◽  
Suong Thi Minh Huynh ◽  
Huong Thi My Nguyen ◽  
Huy Thuc Duong ◽  
Phung Kim Phi Nguyen

Introduction: Olax imbricata, owning antibacterial, antioxidant, and anti-inflammatory activities, has been investigated as one of traditional diabetic plants in Vietnam. In our previous publications on Olax imbricata, the structure analysis of the isolated compounds were reported, including two phenolic compounds, three phenolic glycosidic compounds, a sesquiterpenoid tropolone and 1,2,3,4-tetrahydronaphthalene derivatives. This article described the isolation and structure elucidation of three triterpenoid glycosides isolated from the methanol extract of Olax imbricata growing in Phu Yen province. Additionally, the evaluation of inhibitory activity for a-glucosidase was performed on a pure compound. Method: The methanol extract of this plant applied the chromatographic techniques, including thin-layer chromatography and silica gel column chromatography, led to the isolation of three pure compounds. The structures of three isolated compounds were elucidated by the spectroscopic data, including 1D and 2D NMR spectra in a combination of HRESIMS, and the sugar moieties were elucidated by acid hydrolysis. The a-glucosidase inhibitory assay was applied to a pure compound by the colorimetric method. Results: Three triterpenoid glycosides, namely 3-O-a-L-rhamnopyranosyl-(1->4)-b -D-glucopyranosyl-(1->3)-6′- O-ethyl-b -Dglucuronyl oleanolic acid (1), oleanolic acid 28-O-b -D-glucopyranoside (2) and spergulacin (3) were isolated and elucidated. The compound 2 showed its strong potentiala-glucosidase inhibitory activity with the IC50 value of 56.15+/-1.31 mM. Conclusion: Among them, compound 1 is a new one, the compounds 2 and 3 were isolated for the first time from the genus Olax. The compound 2 exhibited the potential a-glucosidase inhibition activity, contributing to demonstrating the diabetes treatment ability of Olax imbricata in the folklore.  


2020 ◽  
Author(s):  
Yao Cheng ◽  
Hanbing Liu ◽  
Xuejiao Tong ◽  
Zaimin Liu ◽  
Xin Zhang ◽  
...  

Abstract Background: Members of the cytochrome P450 (CYP450) and UDP-glycosyltransferases (UGT) gene superfamily have been shown to play essential roles in regulating secondary metabolites biosynthesis. However, the systematic identification of CYP450s and UGTs have not been reported in Aralia elata (Miq.) Seem , a highly valued medicinal plant. Results: In the present study we conducted the RNA-sequencing (RNA-seq) analysis of the leaves, stems, and roots of A. elata, yielding 66,713 total unigenes. Following the annotation and KEGG pathway analysis, we were able to identify 64 unigenes related to triterpenoid skeleton biosynthesis, 254 CYP450s and 122 UGTs, respectively. 150 CYP450s and 92 UGTs encoding >300 amino acid proteins were utilized for phylogenetic and tissue-specific expression analyses. This allowed us to cluster 150 CYP450s into 9 clans and 40 families, and then these CYP450 proteins were further grouped into two primary branches: A-type (53%) and non-A type (47%). A phylogenetic analysis of 92 UGTs and other plant UGTs led to clustering into 16 groups (A-P). We further assessed the expression patterns of these CYP450 and UGT genes across A. elata tissues, with 23 CYP450 and 16 UGT members being selected for qRT-PCR validation, respectively. From these data, we identified CYP716A295 and CYP716A296 as the candidate genes most likely to be associated with oleanolic acid synthesis, while CYP72A763 and CYP72A776 was identified as being the most likely to play a role in hederagenin biosynthesis. We also selected five unigenes as the best candidates for oleanolic acid 3-O-glucosyltransferase. Finally, we assessed the subcellular localization of three CYP450 proteins within Arabidopsis protoplasts, highlighting the fact that they localize to the endoplasmic reticulum. Conclusions: This study presents a systematic analysis of the CYP450 and UGT gene family in A. elata and provided a foundation for further functional characterization of these two multigene family.


Author(s):  
Xiaofan Zhang ◽  
Huiyun Wang ◽  
Yangrong Xu ◽  
Mingzhu Luan ◽  
Fenglan Zhao ◽  
...  

: Oleanolic acid can inhibit edema and exhibit obvious inhibitory activity to inflammatory by activating of the pituitary-adrenal cortical system, inhibiting the synthesis or release of PGs, inhibiting endotoxin-mediated release of HMGB1 by endothelial cells or regulating MAPK, PI3K/Akt/NF-κB/ICAM-1/JAK/STAT signaling pathways, etc. In recent years, an increased number of interesting research work has been carried out on the anti-inflammatory activity and mechanisms of OA derivatives, such as acyloxyimino derivative, 3-acetylated derivatives, novel 3,5-disubstituted isoxazoles derivatives, acetate, ester derivatives and oximes derivatives. The review summaries and highlights the update advances on the anti-inflammatory activity and mechanism of OA and its derivatives.


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