scholarly journals Antifungal Activity of Chemical Constituents from Piper pesaresanum C. DC. and Derivatives against Phytopathogen Fungi of Cocoa

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3256
Author(s):  
Luis C. Chitiva-Chitiva ◽  
Cristóbal Ladino-Vargas ◽  
Luis E. Cuca-Suárez ◽  
Juliet A. Prieto-Rodríguez ◽  
Oscar J. Patiño-Ladino
Keyword(s):  
Antifungal Activity ◽  
Benzoic Acid ◽  
Chemical Constituents ◽  
Chemical Study ◽  
Positive Control ◽  
Positive Influence ◽  
Phytopathogenic Fungi ◽  
Phytochemical Study ◽  
Benzoic Acid Derivatives ◽  
First Time

In this study, the antifungal potential of chemical constituents from Piper pesaresanum and some synthesized derivatives was determined against three phytopathogenic fungi associated with the cocoa crop. The methodology included the phytochemical study on the aerial part of P. pesaresanum, the synthesis of some derivatives and the evaluation of the antifungal activity against the fungi Moniliophthora roreri, Fusarium solani and Phytophthora sp. The chemical study allowed the isolation of three benzoic acid derivatives (1–3), one dihydrochalcone (4) and a mixture of sterols (5–7). Seven derivatives (8–14) were synthesized from the main constituents, of which compounds 9, 10, 12 and 14 are reported for the first time. Benzoic acid derivatives showed strong antifungal activity against M. roreri, of which 11 (3.0 ± 0.8 µM) was the most active compound with an IC50 lower compared with positive control Mancozeb® (4.9 ± 0.4 µM). Dihydrochalcones and acid derivatives were active against F. solani and Phytophthora sp., of which 3 (32.5 ± 3.3 µM) and 4 (26.7 ± 5.3 µM) were the most active compounds, respectively. The preliminary structure–activity relationship allowed us to establish that prenylated chains and the carboxyl group are important in the antifungal activity of benzoic acid derivatives. Likewise, a positive influence of the carbonyl group on the antifungal activity for dihydrochalcones was deduced.

scholarly journals Seasonal effects and antifungal activity from bark chemical constituents of Sterculia apetala (Malvaceae) at Pantanal of Miranda, Mato Grosso do Sul, Brazil

2015 ◽  
Vol 45 (3) ◽  
pp. 283-292 ◽  
Author(s):  
Fernanda Mussi FONTOURA ◽  
Rosemary MATIAS ◽  
Juliane LUDWIG ◽  
Ademir Kleber Morbeck de OLIVEIRA ◽  
José Antonio Maior BONO ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Chemical Constituents ◽  
Chemical Study ◽  
Stem Bark ◽  
Seasonal Effects ◽  
Chemical Components ◽  
Phytochemical Analysis ◽  
Wet Season ◽  
Mycelium Growth ◽  
Mato Grosso

In the Southern Pantanal, the hyacinth macaw (Anodorhynchus hyacinthinus), an endangered species, often chooses the manduvi tree (Sterculia apetala) as a nesting site, because of its physical properties. In addition, the chemical composition of the wood may also contribute to a nesting selection by the hyacinth macaws. The objective of this study was to determine the main chemical components of S. apetala bark for two seasons, and evaluate its fungicidal potential. Bark samples from S. apetala trees with and without nests of A. hyacinthinus were collected in January (wet season) and August (dry season) of 2012. The inhibition of mycelium growth (MGI) from tree samples with and without nests were assessed using a phytochemical analysis to evaluate their antifungal activity against Trichoderma sp. Phytochemical analysis confirmed the presence of phenolic compounds and flavonoids. In both seasons, samples obtained from nested trees had higher content of total phenols than those collected from non-nested trees. The average content of total flavonoids was higher in January for samples with nest and in August for samples without nest. All selected samples showed antifungal activity, and those with nest collected in August (peak of hyacinth macaw breeding) resulted in an MGI of 51.3%. Therefore, this percentage, related to the content of flavonoids and the presence of coumarins, may influence the reproductive success of hyacinth macaws and other species of birds, in this region. This is the first chemical study report with the stem bark of S. apetala.

scholarly journals Terpenoids from the Deep-Sea-Derived Fungus Penicillium thomii YPGA3 and Their Bioactivities

Marine Drugs ◽  
2020 ◽  
Vol 18 (3) ◽  
pp. 164 ◽  
Author(s):  
Zhongbin Cheng ◽  
Wan Liu ◽  
Runzhu Fan ◽  
Shouye Han ◽  
Yuanli Li ◽  
...  
Keyword(s):  
Deep Sea ◽  
Chemical Study ◽  
Positive Control ◽  
Hydroxyl Group ◽  
Etoac Extract ◽  
The Third ◽  
Ic50 Value ◽  
Ic50 Values ◽  
New Compounds ◽  
First Time

A chemical study of the ethyl acetate (EtOAc) extract from the deep-sea-derived fungus Penicillium thomii YPGA3 led to the isolation of a new austalide meroterpenoid (1) and seven known analogues (2−8), two new labdane-type diterpenoids (9 and 10) and a known derivative (11). The structures of new compounds 1, 9, and 10 were determined by comprehensive analyses via nuclear magnetic resonance (NMR) and mass spectroscopy (MS) data. The absolute configurations of 1, 9, and 10 were determined by comparisons of experimental electronic circular dichroism (ECD) with the calculated ECD spectra. Compound 1 represented the third example of austalides bearing a hydroxyl group at C-5 instead of the conserved methoxy in other known analogues. To our knowledge, diterpenoids belonging to the labdane-type were discovered from species of Penicillium for the first time. Compound 1 showed cytotoxicity toward MDA-MB-468 cells with an IC50 value of 38.9 μM. Compounds 2 and 11 exhibited inhibition against α-glucosidase with IC50 values of 910 and 525 μM, respectively, being more active than the positive control acarbose (1.33 mM).

scholarly journals An Endophytic Diaporthe apiculatum Produces Monoterpenes with Inhibitory Activity against Phytopathogenic Fungi

Antibiotics ◽  
2019 ◽  
Vol 8 (4) ◽  
pp. 231
Author(s):  
Xiao-Yu Song ◽  
Huihua Wang ◽  
Fei Ren ◽  
Kaiying Wang ◽  
Guiming Dou ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Organic Compounds ◽  
Endophytic Fungi ◽  
Leucaena Leucocephala ◽  
Plant Pathogens ◽  
Phytopathogenic Fungi ◽  
Multigene Phylogeny ◽  
Volatile Organic ◽  
Petri Plate ◽  
First Time

Volatile organic compounds (VOCs) from endophytic fungi are becoming a potential antibiotic resource. The inhibitive effects of VOCs produced by an endophytic fungus in Leucaena leucocephala were investigated on plant pathogens in this study. Using standard morphological methods and multigene phylogeny, the fungus was identified as Diaporthe apiculatum strain FPYF 3052. Utilizing a two- compartment Petri plate bioassay method, the VOCs from this fungus showed bioactivity ranging from 23.8% to 66.7% inhibition on eight plant pathogens within 24 hours. The SPME-GC/MS technique identified fifteen volatile compounds with dominant terpenoids γ-terpinene (39.8%), α-terpinene (17.2%), and (-)-4-terpineol (8.4%) from the VOCs. Commercial α-terpinene, γ-terpinene, and (-)-4-terpineol demonstrated inhibition on the tested pathogens at concentrations from 0.2 to 1.0 µl/ml within 72 h in the bioassay system. The inhibition rates were from 28% to 100% percent using 1.0 µl/ml within 48 h. (-)-4-Terpineol was the most active of the terpenoids causing up to 100% inhibition. The data illustrate that these monoterpenes play an important role in the inhibitive bioactivity of the VOCs of D. apiculatum FPYF 3052. Most importantly, (-)-4-terpineol is now for the first time, reported to have capability of strong antifungal activity and could be developed as an antibiotic substance.

Antifungal Activity of Benzoic Acid Derivatives fromPiperlanceaefolium

2002 ◽  
Vol 65 (1) ◽  
pp. 62-64 ◽  
Author(s):  
Andrés López ◽  
Dong Sheng Ming ◽  
G. H. Neil Towers
Keyword(s):  
Antifungal Activity ◽  
Benzoic Acid ◽  
Benzoic Acid Derivatives

Facile synthesis, crystal structure and bioactivity evaluation of two novel barium complexes based on 2,4,6-trichlorophenoxyacetic acid and o-ferrocenylcarbonyl benzoic acid

2017 ◽  
Vol 41 (22) ◽  
pp. 13319-13326 ◽  
Author(s):  
Xiuling Xu ◽  
Fan Hu ◽  
Qi Shuai
Keyword(s):  
Crystal Structure ◽  
Antifungal Activity ◽  
Benzoic Acid ◽  
Microwave Method ◽  
Facile Synthesis ◽  
Trichlorophenoxyacetic Acid ◽  
First Time

With a microwave method, two novel Ba(ii) complexes were synthesized for the first time and their allelopathic and antifungal activity was evaluated.

scholarly journals Chemical constituents isolated from the whole plant of Solanum procumbens

2019 ◽  
Vol 2 (6) ◽  
pp. 134-138
Author(s):  
Nguyen Xuan Hai ◽  
Nguyen Trung Nhan ◽  
Nguyen Thi Thanh Mai
Keyword(s):  
Salicylic Acid ◽  
Medicinal Plant ◽  
Benzoic Acid ◽  
Ethyl Acetate Extract ◽  
Chemical Constituents ◽  
Spectroscopic Methods ◽  
Chemical Structures ◽  
Whole Plant ◽  
Solanaceae Family ◽  
First Time

Solanum procumbens L. is a medicinal plant belonging to the Solanaceae family. In Vietnam, it is known as "Ca gai leo", and it cultivated in some tropical countries in China, Laos, Cambodia, and Vietnam. From the stem of the ethyl acetate extract of Solanum procumbens, we had isolated one anthraquinone (1), four polyphenols (2-5), and one indole (6). By spectroscopic methods as well as comparing with data in the literature, their chemical structures were elucidated as ziganein (1), benzoic acid (2), salicylic acid (3), 4-hydroxybenzaldehyde (4), vanillic acid (5), and indole-3-carbaldehyde (6). These compounds were isolated for the first time from the genus Solanum.

scholarly journals Isolation and structural elucidation of some chemical constituents from Adinandra poilanei Gagnep.

2021 ◽  
Vol 63 (7) ◽  
pp. 22-25
Author(s):  
Thi Kim Oanh Vu ◽  
◽  
Thu Ha Bui ◽  
Ngoc Thuc Dinh ◽  
Nguyen Thanh Le ◽  
...  
Keyword(s):  
Chemical Constituents ◽  
Structural Elucidation ◽  
Snake Bite ◽  
Phytochemical Study ◽  
First Time

Adinandra genus (Pentaphylacaceae family) comprised over 100 species, among that more than 10 species distributed in Vietnam. Several Adinandra plants have been used for the treatment of cancer, snake bite, and stomach aches. Phytochemical study of A. poilanei stems collected in Lam Dong province led to the isolation of five compounds including lupeol (1), 2β-hydroxypomolic acid (2), 2,6-dimethoxy-1,4-benzoquinone (3), scopoletin (4), and tyrosol (5). Compounds 2-5 were isolated from the Adinandra genus for the first time

Antioxidant Constituents from the Stem and Leaf of Helicteres hirsuta Loureiro

2020 ◽  
Vol 10 ◽  
Author(s):  
Nguyen Thanh Tra ◽  
Ba Thi Cham ◽  
Nguyen Thi Thu Ha ◽  
Le Thi Tu Anh ◽  
Nguyen Van Tuyen ◽  
...  
Keyword(s):  
Rat Liver ◽  
Chemical Constituents ◽  
Positive Control ◽  
Liver Cells ◽  
Phytochemical Analysis ◽  
Etoac Extract ◽  
Mtt Method ◽  
Rat Liver Cells ◽  
First Time

Background: Helicteres hirsuta has been used traditionally as a useful agent for hepatoprotective treatment. The aim of the current study is to isolate chemical constituents from the EtOAc extract of Helicteres hirsuta stem and evaluate the capacity of the isolated compounds against hydroperoxide damaged rat liver cells Methods: Column chromatography was used for phytochemical isolation whereas MTT method was applied for intracellular antioxidative assay Results: Phytochemical analysis of the EtOAc extract of Helicteres hirsuta stem led to the isolation and determination of four triterpenoids betulin (1), bentulinic acid (2), alphitolic acid (3), and oleanolic acid (4), together with two steroids stigmast-4-ene-6β-ol-3-one (5), and β-sitostenone (6), whereas EtOAc extract of its leaf composed of three steroids cucurbitacin D (11), cucurbitacin I (12), and simiarenol (13), four flavonoids tiliroside (14), potengriffioside A (15), kaempferide (16), and isokaempferide (17), along with two carotenoids lutelin (18), and β-carotene (19). Isolated compounds 3, 5, 6, 16, and 17 were found in genus Helicteres for the first time, while carotenoids 18, and 19 were never isolated from family Sterculiaceae before. Phytochemicals derived H. hirsuta species are also useful agents for antioxidative drugs, e.g, flavonol 17 induced the significant EC50 value of 22.24 ± 0.14 μg/mL, as compared with that of positive control curcumin (EC50 19.33 ± 0.77 μg/mL), against hydroperoxide damaged rat liver cells Conclusion: Antioxidative activity of the EtOAc extract of Helicteres hirsuta stem against hydroperoxide is mostly based on the role of flavonoids.

Study on the Chemical Constituents of Apocynum venetum Bark

2011 ◽  
Vol 284-286 ◽  
pp. 2119-2122
Author(s):  
Ming Hua Li ◽  
Guang Ting Han ◽  
Hao Chen ◽  
Jian Yong Yu ◽  
Yuan Ming Zhang
Keyword(s):  
Methyl Ester ◽  
Benzoic Acid ◽  
Ir Spectra ◽  
Silica Gel ◽  
Chemical Constituents ◽  
Acid Methyl Ester ◽  
Alcoholic Extract ◽  
Acid Methyl ◽  
Apocynum Venetum ◽  
First Time

The alcoholic extract of the Apocynum venentum (AV)bark were purified by silica gel column chromatography. The isolated chemical constituents were identified by MS, NMR, IR spectra. The main chemicals isolated from AV bark were quercetin (1), kaempferol (2), isoquercitrin (3), luteolin (4), hyperoside(5), 7-hydroxy-6-methoxy-2H-1-benzopyran-2-one (6), b-sitosterol (7), stigmasterol (8), 3, 4-dihydroxy-benzoic acid methyl ester (9), 3, 5-dihydroxybenzaldehyde (10) and 3, 4-dihydroxy-benzoic acid (11). The compounds (1)～(6) and (8)～(11) were obtained from AV bark for the first time.

scholarly journals Anti-Inflammatory Constituents From Chaenomeles speciosa

2020 ◽  
Vol 15 (3) ◽  
pp. 1934578X2091369
Author(s):  
Liangliang Yao ◽  
Suyou Zhu ◽  
Ziyi Hu ◽  
Lin Chen ◽  
Muhammad Farrukh Nisar ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Benzoic Acid ◽  
Protocatechuic Acid ◽  
Mass Spectrometry Data ◽  
Coumaric Acid ◽  
Benzoic Acid Derivatives ◽  
Time Out ◽  
Phytochemical Investigation ◽  
Anti Inflammatory ◽  
First Time

Phytochemical investigation of fruits of Chaenomeles speciosa Lindley (Rosaceae) led to the isolation of 20 compounds including 5 flavonoids (1-5), 5 phenylpropanoids (6-10), 3 benzoic acid derivatives (11-13), 2 phloroglucinols (14 and 15), 2 purines (16 and 17), and 3 terpenoids (18–20). Their structures were elucidated by nuclear magnetic resonance analyses and from mass spectrometry data. These compounds were confirmed as catechin (1), epicatechin (2), catechin-5- O-β-d-glucoside (3), procyanidin B1 (4), quercetin-3- O-β-d-glucoside (5), p-coumaric acid (6), ferulic acid (7), caffeic alcohol (8), 1- O-p-coumaroyl-β-d-glucose (9), 1- O-cinnamoyl-β-d-glucose (10), p-hydroxybenzonic acid (11), protocatechuic acid (12), benzoic acid-β-d-gentiobioside (13), phloracetophenone 4′-glucoside (14), 3,5-dihydroxyphenyl β-d-glucopyranoside (15), adenine (16), adenosine (17), betulalbuside A (18), vomifoliol (19), and roseoside (20). Compounds 3-5, 8, 10, and 13-18 were isolated from the genus Chaenomeles and C. speciosa for the first time. Out of all these, compound 17 showed the best anti-inflammatory properties, comparable with those of the already known minocycline.

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