scholarly journals Chemical Constituents from Fraxinus hupehensis and Their Antifungal and Herbicidal Activities

Biomolecules ◽  
2020 ◽  
Vol 10 (1) ◽  
pp. 74
Author(s):  
Chi-Na Zhao ◽  
Zong-Li Yao ◽  
Dan Yang ◽  
Jian Ke ◽  
Qing-Lai Wu ◽  
...  

The phytochemical investigation of Fraxinus hupehensis led to the isolation and characterization of ten compounds which were identified as fraxin (1), fraxetin (2), esculetin (3), cichoriin (4), euphorbetin (5), kaempferol-3-O-β-rutinoside (6), oleuropein (7), linoleic acid (8), methyl linoleate (9), and β-sitosterol (10). Structures of the isolated constituents were characterized by 1H NMR, 13C NMR and HRMS. All the compounds, except compounds 3 and 4, were isolated for the first time from this plant. Further, this was the first report for the occurrence of compound 5 in the Fraxinus species. Antifungal activity evaluation showed that compound 2 exhibited significant inhibitory effects against Bipolaris maydis, Sclerotium rolfsii, and Alternaria solani with EC50 values of 0.31 ± 0.01 mmol/L, 10.50 ± 0.02 mmol/L, and 0.40 ± 0.02 mmol/L respectively, compared to the positive control, Carbendazim, with its EC50 values of 0.74 ± 0.01 mmol/L, 1.78 ± 0.01 mmol/L and 1.41 ± 0.00 mmol/L. Herbicidal activity tests showed that compounds 8–10 had strong inhibitory effects against the roots of Echinochloa crus-galli with EC50 values of 1.16 ± 0.23 mmol/L, 1.28 ± 0.58 mmol/L and 1.33 ± 0.35 mmol/L respectively, more potently active than that of the positive control, Cyanazine, with its EC50 values of 1.56 ± 0.44 mmol/L. However, none of the compounds proved to be active against the tested bacteria (Erwinia carotovora, Pseudomonas syringae, and Ralstonia solanacearum).

Author(s):  
Jiwon Baek ◽  
Hye Lim Lee ◽  
Ki Sung Kang ◽  
Ki Hyun Kim

Acetylcholinesterase (AChE) inhibition has been considered a promising temporary treatment for Alzheimer’s disease. The present study was conducted to isolate chemical constituents from the fruit of Citrus unshiu Markovich (Rutaceae) and evaluate their inhibitory effects on AChE. Phytochemical investigation of C. unshiu fruit led to the isolation of methyl nomilinate (1), limocitrunshin (2), nobiletin (3), kaempferol 3-O-rutinoside (4), limocitrin 3-glucoside (5), kaempferol 3-(2G-rhamnosylrutinoside) (6), didymin (7), (2S)-narirutin 4'-O-glucoside (8) and naringenin 7-O-rutinoside (9). The structures were identified with 1H and 13C NMR spectroscopic data and ESI-MS, then comparison of their spectroscopic and physical data with those previously reported, as well as by measurement of their specific rotations. A limonoid, methyl nomilinate (1), inhibited AChE activity by more than 50% at a concentration of 30 μg/ml. The findings in this study provide the first experimental evidence that a limonoid compound 1 from C. unshiu fruit acts as a natural AChE inhibitor.


Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5802
Author(s):  
Yuji Iwaoka ◽  
Shoichi Suzuki ◽  
Nana Kato ◽  
Chisa Hayakawa ◽  
Satoko Kawabe ◽  
...  

In this study, we present the isolation and characterization of the structure of six gallotannins (1–6), three ellagitannins (7–9), a neolignan glucoside (10), and three related polyphenolic compounds (gallic acid, 11 and 12) from Trapa bispinosa Roxb. pericarp extract (TBE). Among the isolates, the structure of compound 10 possessing a previously unclear absolute configuration was unambiguously determined through nuclear magnetic resonance and circular dichroism analyses. The α-glucosidase activity and glycation inhibitory effects of the isolates were evaluated. Decarboxylated rugosin A (8) showed an α-glucosidase inhibitory activity, while hydrolyzable tannins revealed stronger antiglycation activity than that of the positive control. Furthermore, the identification and quantification of the TBE polyphenols were investigated by high-performance liquid chromatography coupled to ultraviolet detection and electrospray ionization mass spectrometry analysis, indicating the predominance of gallic acid, ellagic acid, and galloyl glucoses showing marked antiglycation properties. These findings suggest that there is a potential food industry application of polyphenols in TBE as a functional food with antidiabetic and antiglycation activities.


2011 ◽  
Vol 6 (8) ◽  
pp. 1934578X1100600
Author(s):  
Sumayya Saied ◽  
Shazia Shah ◽  
Zulfiqar Ali ◽  
Ajmal Khan ◽  
Bishnu P. Marasini ◽  
...  

Phytochemical investigation of the aerial parts of Cichorium intybus L. resulted in the isolation and identification of two new natural metabolites, 2,6-di[but-3( E)-en-2-onyl]naphthalene (1), and 3,3′,4,4′-tetrahydroxychalcone (2), along with nine known compounds. Their structures were determined by spectroscopic techniques including 1D and 2D NMR. The known compounds were identified as scopoletin (3), 4-hydroxyphenylacetic acid (4), 3-hydroxy-4-methoxybenzoic acid (5), 4,4′-dihydroxychalcone (6), 6,7-dihydroxycoumarine (7), 1-triacontanol (8), lupeol (9), β-sitosterol (10), and β-sitosterol-3- O-β-glucopyranoside (11). Compounds 4-6 and 8 are reported for the first time from C. intybus. Compounds 2 and 3 showed weak inhibitory activities against urease and α-chymotrypsin enzymes, respectively.


2014 ◽  
Vol 12 (2) ◽  
pp. 143-145 ◽  
Author(s):  
Nipa Chowdhury ◽  
Abdullah Al Hasan ◽  
Fakir Shahidullah Tareq ◽  
Monira Ahsan ◽  
ATM Zafrul Azam

Barleria cristata is an important medicinal plant of Bangladesh. Many compounds of diverse biological activities were isolated from different Barleria species, including irridoids, flavonoids and phenylethanoid derivatives in addition to other groups of chemical constituents. This paper presents the chemical investigation of the whole plants of B.cristata. Classic phytochemical investigation of organic extracts of the whole plants of B. cristata together with spectroscopic methods led to the isolation and characterization of 4-hydroxy-trans-cinnamate derivatives (1-3) and a triterpene, namely oleanolic acid (4). Dhaka Univ. J. Pharm. Sci. 12(2): 143-145, 2013 (December) DOI: http://dx.doi.org/10.3329/dujps.v12i2.17623


Author(s):  
Rand A Zeez ◽  
Ibrahim S Abaas ◽  
Enas J Kadhim

Objective: The aim of our study was to investigate chemical constituents of leaves and seeds of Elaeagnus angustifolia since no phytochemical investigation had been done previously in Iraq.Methods: Phytochemical screening of the extracts obtained from the leaves of E. angustifolia indicated the presence of flavonoids (type of flavonols), saponins, alkaloids, steroids, and terpenoids. Thin-layer chromatography fingerprinting and the spraying reagent (concentrated H2SO4 and vanillin in ethanol) were used to identify the hexane extract containing phytosterols.Results: The different chromatographic and spectroscopic results revealed the presence of β‐sitosterol isolated from E. angustifolia. Conclusion: The isolation and purification afforded white crystalline powder which was subjected to chemical and spectral identification by infrared and 1H-nuclear magnetic resonance. The compound was identified as β‐sitosterol.


2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Gülsen Tel-Çayan ◽  
Ebru Deveci ◽  
Zeynep Molo ◽  
Mehmet Emin Duru ◽  
Mehmet Öztürk

Abstract Isolation and bioactive effects of the roots of Chaerophyllum bulbosum L. were firstly investigated herein. Enzyme (acetylcholinesterase, butyrylcholinesterase, urease, α-amylase, α-glucosidase, and tyrosinase) inhibitory effects of C. bulbosum root extracts were tested. Three known compounds, n-heptadecanyl eicosanoate (1), stigmasterol (2), and β-sitosterol-3-O-β-d-glucopyranoside (3) were isolated from C. bulbosum. Antioxidant and enzyme inhibitory effects of isolated compounds were investigated. The hexane extract (IC50: 349.58 ± 0.06 μg/mL) displayed a higher α-glucosidase inhibitory effect than the standard (IC50: 378.66 ± 0.14 μg/mL). The best inhibitory effect was found in compound 2 on AChE (46.40 ± 0.31%), BChE (56.41 ± 0.54%), and urease (92.47 ± 0.11%); compound 1 on α-amylase (22.27 ± 0.61%); and compound 3 on α-glucosidase (12.43 ± 0.25%) and tyrosinase (19.00 ± 0.16%). All isolated compounds showed moderate antioxidant effects in all assays. This study contributes to the therapeutic uses of Chaerophyllum roots and emphasizes the value of C. bulbosum species for the development of novel therapeutic agents.


Author(s):  
Pınar Ercan ◽  
Sedef Nehir El

Abstract. The goals of this study were to determine and evaluate the bioaccessibility of total anthocyanin and procyanidin in apple (Amasya, Malus communis), red grape (Papazkarası, Vitis vinifera) and cinnamon (Cassia, Cinnamomum) using an in vitro static digestion system based on human gastrointestinal physiologically relevant conditions. Also, in vitro inhibitory effects of these foods on lipid (lipase) and carbohydrate digestive enzymes (α-amylase and α-glucosidase) were performed with before and after digested samples using acarbose and methylumbelliferyl oleate (4MUO) as the positive control. While the highest total anthocyanin content was found in red grape (164 ± 2.51 mg/100 g), the highest procyanidin content was found in cinnamon (6432 ± 177.31 mg/100 g) (p < 0.05). The anthocyanin bioaccessibilities were found as 10.2 ± 1%, 8.23 ± 0.64%, and 8.73 ± 0.70% in apple, red grape, and cinnamon, respectively. The procyanidin bioaccessibilities of apple, red grape, and cinnamon were found as 17.57 ± 0.71%, 14.08 ± 0.74% and 18.75 ± 1.49%, respectively. The analyzed apple, red grape and cinnamon showed the inhibitory activity against α-glucosidase (IC50 544 ± 21.94, 445 ± 15.67, 1592 ± 17.58 μg/mL, respectively), α-amylase (IC50 38.4 ± 7.26, 56.1 ± 3.60, 3.54 ± 0.86 μg/mL, respectively), and lipase (IC50 52.7 ± 2.05, 581 ± 54.14, 49.6 ± 2.72 μg/mL), respectively. According to our results apple, red grape and cinnamon have potential to inhibit of lipase, α-amylase and α-glucosidase digestive enzymes.


2020 ◽  
Vol 11 (4) ◽  
pp. 5059-5066
Author(s):  
Sushma B K ◽  
Raveesha H R

The present work is aimed to determine the chemical constituents in Baliospermum montanum methanolic extracts. An in vitro regenerated procedure was developed for the induction of callus from stem explant cultured on Murashige and Skoog (MS) medium fortified with various concentration and permutations of 2, 4-dichloro phenoxy acetic acid, 1-naphthalene acetic acid, 6-benzyl amino purine and gibberellic acid. FTIR &amp; GC-MS analysis was done according to standard procedure. The quantitative estimation of β-sitosterol was done by HPLC method. Maximum fresh and dry weight of callus was estimated in the combination of GA3 (0.5 mg/L) + NAA (2 mg/L) compared to other concentration. The FTIR analysis showed various functional compounds with different characteristic peak values in the extracts. Major bioactive constituents were recognized in the GC-MS analysis. Root extract revealed the existence of 1-hexadecanol, pentanoic acid, 2-(aminooxy)- and 1-hexacosanol. Leaf extract showed the presence of propanoic acid, 2-oxo-, trimethylsilyl ester, 9,12-octadecadienoic acid (z,z)-, trimethylsilyl ester, docosane, 1,22-dibromo- and pentatriacontane. Stem and stem derived callus exhibit the presence of 1,6,3,4-dihydro-2-deoxy-beta-d-lyxo-hexopyranose, n-hexadecanoic acid and pentanoic acid, 2-(aminooxy). The methanolic extract of leaf exhibited 0.2149 % of β-sitosterol content. There were no peaks observed in the root, stem and stem derived callus. Further studies are necessary for the isolation and characterization of bioactive compounds from B. montanum.


2018 ◽  
Vol 15 (1) ◽  
pp. 21-33
Author(s):  
Ying Wei ◽  
Yongqiao Liu ◽  
Yifan Hele ◽  
Weiwei Sun ◽  
Yang Wang ◽  
...  

Background: Gentianella acuta (Michx.) Hulten is an important type of medicinal plant found in several Chinese provinces. It has been widely used in folk medicine to treat various illnesses. However, there is not enough detailed information about the chemical constituents of this plant or methods for their content determination. Objective: The focus of this work is the isolation and characterization of the major chemical constituents of Gentianella acuta, and developing an analytical method for their determination. Methods: The components of Gentianella acuta were isolated using (1) ethanol extraction and adsorption on macroporous resin. (2) and ethyl acetate extraction and high speed countercurrent chromatography. A HPLC-DAD method was developed using a C18 column and water-acetonitrile as the mobile phase. Based on compound polarities, both isocratic and gradient elution methods were developed. Results: A total of 29 compounds were isolated from this plant, of which 17 compounds were isolated from this genus for the first time. The main components in this plant were found to be xanthones. The HPLC-DAD method was developed and validated for their determination, and found to show good sensitivity and reliability. Conclusion: The results of this work add to the limited body of work available on this important medicinal plant. The findings will be useful for further investigation and development of Gentianella acuta for its valuable medicinal properties.


Genetics ◽  
2002 ◽  
Vol 160 (4) ◽  
pp. 1661-1671
Author(s):  
Klaus Maleck ◽  
Urs Neuenschwander ◽  
Rebecca M Cade ◽  
Robert A Dietrich ◽  
Jeffery L Dangl ◽  
...  

Abstract To identify Arabidopsis mutants that constitutively express systemic acquired resistance (SAR), we constructed reporter lines expressing the firefly luciferase gene under the control of the SAR-inducible PR-1 promoter (PR-1/luc). After EMS mutagenesis of a well-characterized transgenic line, we screened 250,000 M2 plants for constitutive expression of the reporter gene in vivo. From a mutant collection containing several hundred putative mutants, we concentrated on 16 mutants lacking spontaneous hypersensitive response (HR) cell death. We mapped 4 of these constitutive immunity (cim) mutants to chromosome arms. Constitutive expression of disease resistance was established by analyzing responses to virulent Peronospora parasitica and Pseudomonas syringae strains, by RNA blot analysis for endogenous marker genes, and by determination of salicylic acid levels in the mutants. The variety of the cim phenotypes allowed us to define distinct steps in both the canonical SAR signaling pathway and a separate pathway for resistance to Erysiphe cichoracearum, active in only a subset of the mutants.


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