scholarly journals Chestnut (Castanea sativa Miller.) Burs Extracts and Functional Compounds: UHPLC-UV-HRMS Profiling, Antioxidant Activity, and Inhibitory Effects on Phytopathogenic Fungi

Molecules ◽  
2019 ◽  
Vol 24 (2) ◽  
pp. 302 ◽  
Author(s):  
Tiziana Esposito ◽  
Rita Celano ◽  
Catello Pane ◽  
Anna Lisa Piccinelli ◽  
Francesca Sansone ◽  
...  
Keyword(s):  
Spore Germination ◽  
Castanea Sativa ◽  
Phytopathogenic Fungi ◽  
Inhibitory Effects ◽  
Spore Form ◽  
Dry Extract ◽  
Hydrolyzable Tannins ◽  
Chemical Structures ◽  
Edible Fruit ◽  
Castanea Sativa Miller

Chestnut (Castanea sativa Miller.) burs (CSB) represent a solid waste produced during the edible fruit harvesting. Their usual disposal in the field increases the environmental and economic impact of the agricultural process. HPLC-UV-HRMS profiling revealed that CSB organic and aqueous extracts (CSB-M, CSB-H, CSB-A) contain several hydrolyzable tannins, mainly ellagitannins, and glycoside flavonols. Ellagic acid (EA) and chestanin are predominant components (5–79 and 1–13 mg/g dry extract, respectively). NMR analysis confirmed the chemical structures of the major constituents from CSB-M. The extracts displayed a significant scavenging activity against DPPH (EC50 12.64–24.94 µg/mL) and ABTS+ radicals (TEAC value 2.71–3.52 mM Trolox/mg extract). They were effective in inhibiting the mycelial growth (EC50 6.04–15.51 mg/mL) and spore germination (EC50 2.22–11.17 mg/mL) of Alternaria alternata and Fusarium solani. At the highest concentration, CSB-M was also active against Botrytis cinerea both in mycelium and spore form (EC50 64.98 and 16.33 mg/mL). The EA contributed to the antifungal activity of extracts (EC50 on spore germination 13.33–112.64 µg/mL). Our results can support the upgrading of chestnut burs from agricultural wastes to a resource of natural fungicides for managing fruit and vegetable diseases.

scholarly journals Highly Oxygenated Triterpenoids and Diterpenoids from Fructus Rubi (Rubus Chingii Hu) and Their NF-kappa B Inhibitory Effects

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 1911
Author(s):  
Jiang Wan ◽  
Xiao-Juan Wang ◽  
Nan Guo ◽  
Xi-Ying Wu ◽  
Juan Xiong ◽  
...  
Keyword(s):  
Inhibitory Effects ◽  
Nf Kappa B ◽  
Pentacyclic Triterpenoids ◽  
Chemical Structures ◽  
Phytochemical Investigation ◽  
Ic50 Values ◽  
Rubus Chingii ◽  
Rubus Chingii Hu ◽  
Type 3

During a phytochemical investigation of the unripe fruits of Rubus chingii Hu (i.e., Fructus Rubi, a traditional Chinese medicine named “Fu-Pen-Zi”), a number of highly oxygenated terpenoids were isolated and characterized. These included nine ursane-type (1, 2, and 4–10), five oleanane-type (3, 11–14), and six cucurbitane-type (15–20) triterpenoids, together with five ent-kaurane-type diterpenoids (21–25). Among them, (4R,5R,8R,9R,10R,14S,17S,18S,19R,20R)-2,19α,23-trihydroxy-3-oxo-urs-1,12-dien-28-oic acid (rubusacid A, 1), (2R*,4S*,5R*,8R*,9R*,10R*,14S*,17S*, 18S*,19R*,20R*)-2α,19α,24-trihydroxy-3-oxo-urs-12-en-28-oic acid (rubusacid B, 2), (5R,8R,9R,10R, 14S,17R,18S,19S)-2,19α-dihydroxy-olean-1,12-dien-28-oic acid (rubusacid C, 3), and (3S,5S,8S,9R, 10S,13R,16R)-3α,16α,17-trihydroxy-ent-kaur-2-one (rubusone, 21) were previously undescribed. Their chemical structures and absolute configurations were elucidated on the basis of spectroscopic data and electronic circular dichroism (ECD) analyses. Compounds 1 and 3 are rare naturally occurring pentacyclic triterpenoids featuring a special α,β-unsaturated keto-enol (diosphenol) unit in ring A. Cucurbitacin B (15), cucurbitacin D (16), and 3α,16α,20(R),25-tetrahydroxy-cucurbita-5,23- dien-2,11,22-trione (17) were found to have remarkable inhibitory effects against NF-κB, with IC50 values of 0.08, 0.61, and 1.60 μM, respectively.

scholarly journals New Truxinic and Truxillic Acid Sucrose Diesters From the Leaves of Trigonostemon honbaensis

2021 ◽  
Vol 16 (2) ◽  
pp. 1934578X2199914
Author(s):  
Ninh Khac Ban ◽  
Bui Huu Tai ◽  
Vu Kim Thu ◽  
Phan Van Kiem
Keyword(s):  
Nmr Spectra ◽  
Raw264.7 Cells ◽  
No Production ◽  
Inhibitory Effects ◽  
Esi Ms ◽  
Chemical Structures ◽  
Extensive Analysis ◽  
Truxillic Acid

A new δ-truxinic acid sucrose diester and a new ε-truxillic acid sucrose diester (named trigohonbanosides E and F) were isolated from the leaves of Trigonostemon honbaensis. Their chemical structures were determined by extensive analysis of their HR-ESI-MS and NMR spectra. At a concentration of 20 µM, trigohonbanosides E and F exhibited weak inhibitory effects on NO production in LPS-activated RAW264.7 cells with inhibitory percentages of 22.7% ± 1.1% and 18.5% ± 1.4%, respectively.

scholarly journals Natalenamides A–C, Cyclic Tripeptides from the Termite-Associated Actinomadura sp. RB99

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 3003 ◽  
Author(s):  
Seoung Rak Lee ◽  
Dahae Lee ◽  
Jae Sik Yu ◽  
René Benndorf ◽  
Sullim Lee ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Cyclic Peptides ◽  
Culture Broth ◽  
Resonance Spectroscopy ◽  
Ionization Mass ◽  
Inhibitory Effects ◽  
Associated Bacteria ◽  
Chemical Structures ◽  
New Compounds ◽  
Powerful Strategy

In recent years, investigations into the biochemistry of insect-associated bacteria have increased. When combined with analytical dereplication processes, these studies provide a powerful strategy to identify structurally and/or biologically novel compounds. Non-ribosomally synthesized cyclic peptides have a broad bioactivity spectrum with high medicinal potential. Here, we report the discovery of three new cyclic tripeptides: natalenamides A–C (compounds 1–3). These compounds were identified from the culture broth of the fungus-growing termite-associated Actinomadura sp. RB99 using a liquid chromatography (LC)/ultraviolet (UV)/mass spectrometry (MS)-based dereplication method. Chemical structures of the new compounds (1–3) were established by analysis of comprehensive spectroscopic methods, including one-dimensional (1H and 13C) and two-dimensional (1H-1H-COSY, HSQC, HMBC) nuclear magnetic resonance spectroscopy (NMR), together with high-resolution electrospray ionization mass spectrometry (HR-ESIMS) data. The absolute configurations of the new compounds were elucidated using Marfey’s analysis. Through several bioactivity tests for the tripeptides, we found that compound 3 exhibited significant inhibitory effects on 3-isobutyl-1-methylxanthine (IBMX)-induced melanin production. The effect of compound 3 was similar to that of kojic acid, a compound extensively used as a cosmetic material with a skin-whitening effect.

scholarly journals Guaiane Sesquiterpenes from the Rhizome of Curcuma xanthorrhiza and Their Inhibitory Effects on UVB-induced MMP-1 Expression in Human Keratinocytes

2017 ◽  
Vol 12 (10) ◽  
pp. 1934578X1701201
Author(s):  
Ji-Hae Park ◽  
Mohamed Antar Aziz Mohamed ◽  
Nhan Nguyen Thi ◽  
Kyeong-Hwa Seo ◽  
Ye-Jin Jung ◽  
...  
Keyword(s):  
Mrna Level ◽  
Human Keratinocytes ◽  
Electron Ionization Mass Spectrometry ◽  
Ionization Mass ◽  
Aging Effects ◽  
Inhibitory Effects ◽  
Chemical Structures ◽  
Skin Cells ◽  
Curcuma Xanthorrhiza ◽  
First Time

A new guaiane sesquiterpene, (1 R,4 S,5 S,10 R)-10-methyl guaianediol (1), along with five known compounds, 10-methylalismoxide (2), (+)-alismoxide (3), isozedoarondiol (4), zedoarondiol (5), and zedoalactone B (6), were isolated from the rhizomes of Curcuma xanthorrhiza Roxb. Compounds 1-6 were isolated from this plant for the first time. Chemical structures were determined using nuclear magnetic resonance (NMR), electron ionization mass spectrometry (EI/MS), polarimetry, circular dichroism (CD), and infrared spectroscopy (IR). Compounds 3 and 4 decreased MMP-1 expression in UVB-treated human keratinocytes by about 8.9-fold and 7.6-fold at the mRNA level, and by about 9.2-fold and 6.6-fold at the protein level, respectively. Results indicate that the isolated compounds have anti-aging effects by inhibiting MMP-1 expression in skin cells.

scholarly journals Hydrolyzable Tannins from Sweet Chestnut Fractions Obtained by a Sustainable and Eco-friendly Industrial Process

2016 ◽  
Vol 11 (3) ◽  
pp. 1934578X1601100 ◽  
Author(s):  
Margherita Campo ◽  
Patrizia Pinelli ◽  
Annalisa Romani
Keyword(s):  
Gallic Acid ◽  
Membrane Separation ◽  
Industrial Process ◽  
Castanea Sativa ◽  
Chemical Compositions ◽  
Sweet Chestnut ◽  
Technology System ◽  
Test Range ◽  
Hydrolyzable Tannins ◽  
Castanea Sativa Mill

Sweet Chestnut ( Castanea sativa Mill.) wood extracts, rich in Hydrolyzable Tannins (HTs), are traditionally used in the tanning and textile industries, but recent studies suggest additional uses. The aim of this work is the HPLC-DAD-ESI-MS characterization of Sweet Chestnut aqueous extracts and fractions obtained through a membrane separation technology system without using other solvents, and the evaluation of their antioxidant and antiradical activities. Total tannins range between 2.7 and 138.4 mM; gallic acid ranges between 6% and 100%; castalagin and vescalagin range between 0% and 40%. Gallic Acid Equivalents, measured with the Folin-Ciocalteu test, range between 0.067 and 56.99g/100g extract weight; ORAC test results for the marketed fractions are 450.4 and 3050 μmol/g Trolox Equivalents/extract weight. EC50 values, measured with the DPPH test, range between 0.444 and 2.399 μM. These results suggest a new ecofriendly and economically sustainable method for obtaining chestnut fractions with differentiated, stable and reproducible chemical compositions. Such fractions can be marketed for innovative uses in several sectors.

scholarly journals Increased tolerance to Phytophthora cinnamomi in offspring of ink-diseased chestnut (Castanea sativa Miller) trees

2019 ◽  
Vol 76 (4) ◽  
Author(s):  
Álvaro Camisón ◽  
M. Ángela Martín ◽  
Jonàs Oliva ◽  
Malin Elfstrand ◽  
Alejandro Solla
Keyword(s):  
Phytophthora Cinnamomi ◽  
Castanea Sativa ◽  
Castanea Sativa Miller

scholarly journals Dietary Supplementation with Chestnut (Castanea sativa) Reduces Abdominal Adiposity in FVB/n Mice: A Preliminary Study

Biomedicines ◽  
2020 ◽  
Vol 8 (4) ◽  
pp. 75 ◽  
Author(s):  
Pedro Rodrigues ◽  
Tiago Ferreira ◽  
Elisabete Nascimento-Gonçalves ◽  
Fernanda Seixas ◽  
Rui Miguel Gil da Costa ◽  
...  
Keyword(s):  
Adipose Tissue ◽  
Castanea Sativa ◽  
Control Group ◽  
Standard Diet ◽  
Physiological Variables ◽  
Lower Serum Cholesterol ◽  
Preliminary Study ◽  
Castanea Sativa Miller ◽  
Old Mice ◽  
And Oxidative Stress

The production of chestnut (Castanea sativa Miller) is mostly concentrated in Europe. Chestnut is recognized by its high content of antioxidants and phytosterols. This work aimed to evaluate the effects of dietary chestnut consumption over physiological variables of FVB/n mice. Eighteen FVB/n male 7-month-old mice were randomly divided into three experimental groups (n = 6): 1 (control group) fed a standard diet; 2 fed a diet supplemented with 0.55% (w/w) chestnut; and 3 supplemented with 1.1% (w/w) chestnut. Body weight, water, and food intake were recorded weekly. Following 35 days of supplementation, the mice were sacrificed for the collection of biological samples. Chestnut supplementation at 1.1% reduced abdominal adipose tissue. Lower serum cholesterol was also observed in animals supplemented with chestnut. There were no significant differences concerning the incidence of histological lesions nor in biochemical markers of hepatic damage and oxidative stress. These results suggest that chestnut supplementation may contribute to regulate adipose tissue deposition.

The phytopathogenic fungi Leptosphaeria maculans and Leptosphaeria biglobosa: chemotaxonomical characterization of isolates and metabolite production in different culture media

2007 ◽  
Vol 53 (3) ◽  
pp. 364-371 ◽  
Author(s):  
M.  Soledade C. Pedras ◽  
Paulos B. Chumala ◽  
Yang Yu
Keyword(s):  
Culture Media ◽  
Pathogenic Fungus ◽  
Leptosphaeria Maculans ◽  
Defined Medium ◽  
Phytopathogenic Fungi ◽  
Potato Dextrose Broth ◽  
Chemical Structures ◽  
Morphologic Characteristics ◽  
Metabolite Profiles ◽  
Leptosphaeria Biglobosa

Previous molecular chemotaxonomic analyses of isolates of the plant pathogenic fungus Leptosphaeria maculans (Desm.) Ces. et de Not. (asexual stage Phoma lingam (Tode ex Fr.) Desm.) in a chemically defined medium suggested that this species complex was composed of at least three distinct groups. Subsequently, a group within L. maculans was classified as Leptosphaeria biglobosa , on the basis of morphologic characteristics and the lack of sexual crossing. To obtain clarification regarding the metabolite profiles of the various groups or species of blackleg fungi, the objectives of this work were (i) to determine the chemical structures of metabolites produced by Canadian V isolates and Polish-type isolates in potato dextrose broth (PDB) and (ii) to determine the chemotaxonomic relationship among French isolates of L. biglobosa and among Canadian W isolates and Thlaspi isolates of L. maculans. Here, we report for the first time that Canadian V isolates grown in PDB produced 2,4-dihydroxy-3,6-dimethylbenzaldehyde, a metabolite never reported from L. maculans, but none of the usual phytotoxins (sirodesmins). In addition, we report a new metabolite, 2-[2-(5-hydroxybenzofuranyl)]-3-(4-hydroxyphenyl)propanenitrile, from Polish-type isolates of L. maculans grown in PDB and the metabolite profiles of 16 Thlaspi isolates. The metabolite profiles of Thlaspi isolates indicate that these are part of two distinct groups, the Polish W group and the Canadian W group, i.e., L. biglobosa. Finally, we demonstrate that the metabolite profiles of the French isolates classified as L. biglobosa are similar to those of Canadian W isolates.

Inhibitory effects of potassium silicate on five soil-borne phytopathogenic fungi in vitro

2010 ◽  
Vol 117 (4) ◽  
pp. 180-184 ◽  
Author(s):  
G.-H. Shen ◽  
Q.-H. Xue ◽  
M. Tang ◽  
Q. Chen ◽  
L.-N. Wang ◽  
...  
Keyword(s):  
Phytopathogenic Fungi ◽  
Potassium Silicate ◽  
Inhibitory Effects
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