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.

Anti-Cancer and Immunostimulatory Activity of Chromones and Other Constituents from Cassia petersiana

2007 ◽  
Vol 62 (5-6) ◽  
pp. 331-338 ◽  
Author(s):  
Amira M. Gamal-Eldeen ◽  
Pierre C. Djemgou ◽  
Marguérite Tchuendem ◽  
Bonaventure T. Ngadjui ◽  
Pierre Tane ◽  
...  
Keyword(s):  
Benzoic Acid ◽  
Inhibitory Activity ◽  
Immunostimulatory Activity ◽  
Nmr Studies ◽  
Benzoic Acid Derivatives ◽  
Cytotoxic Compound ◽  
Phytochemical Investigation ◽  
Anti Cancer ◽  
Anti Inflammatory ◽  
New Compounds

Phytochemical investigation of Cassia petersiana Bolle leaves afforded four new compounds, including two chromone derivatives, 7-acetonyl-5-hydroxy-2-methylchromone (petersinone 1, 1) and 7-(propan-2ʹ-ol-1ʹ-yl)-5-hydroxy-2-methylchromone (petersinone 2, 2), two benzoic acid derivatives, 5-methyl-3-(propan-2ʹ-on-1ʹ-yl) benzoic acid (petersinone 3, 3) and 5-(methoxymethyl)-3-(propan-2ʹ-ol-1ʹ-yl) benzoic acid (petersinone 4, 4), and glyceryl- 1-tetracosanoate (6), in addition to the known compound sistosterol-3-β-ᴅ-glycoside (5). The structures of these compounds were determined by comprehensive NMR studies, including DEPT, COSY, HMQC, HMBC, MS and IR.Compounds 1, 2, 5 and 6 were tested for antioxidant, anti-cancer and immunostimulatory properties. The biological investigations indicated that compound 6, among others, possessed the highest anti-cancer activity against hepatocellular carcinoma, immunoproliferative activity via induction of T-lymphocytes and macrophage proliferation, anti-inflammatory activity as indicated by NO inhibition, and antioxidant activity against DPPH radicals. Moreover, compound 5 was the most effective cytotoxic compound against breast carcinoma and stimulated a consistent immunoproliferative effect on lymphocytes and macrophages combined with strong NO inhibitory activity, while compound 1 was promising as immunoproliferative agent and may act as anti-inflammatory agent as a consequence of its NO inhibitory activity.

scholarly journals Morphological and Phytochemical Characterization of Piper mosenii

2019 ◽  
Vol 14 (1) ◽  
pp. 1934578X1901400 ◽  
Author(s):  
Tailyn Zermiani ◽  
Matheus C. Santos ◽  
Fabiane M. Lobato ◽  
Vinicius B. Blödorn ◽  
Fernanda S. M. Andrade ◽  
...  
Keyword(s):  
Benzoic Acid ◽  
Cross Section ◽  
Benzoic Acid Derivatives ◽  
Naked Eye ◽  
Phytochemical Composition ◽  
Aerial Parts ◽  
Phytochemical Investigation ◽  
First Time ◽  
Macroscopic Analysis

The aim of this study was to describe, for the first time, the microscopic characteristics of Piper mosenii C. DC. (Piperaceae) leaves and the phytochemical composition of the aerial parts of the species grown wild in Brazil. Macroscopic analysis of the leaves was made with naked eye and supplemented with stereomicroscopy. The leaves showed similar venation than observed for other Piper species, but with a greater amount of colenchyma cells. The absence of endoderm was observed in the cross section of the leaf, which is a characteristic not reported for other Piper species. The phytochemical investigation resulted in the isolation of four benzoic acid derivatives (1-4), two chromanones (5, 6) and a dihydrochalcone (7). Compound 6, 2,2-dimethyl-6-carboxychroman-4-one acid is being described for the first time in Piperaceae, and the compound (4) 3-(1'-oxo-3'-methyl-2'-butenyl)-4-methoxy-benzoic acid is being reported for the first time in the literature.

scholarly journals Anti-Tumor and Anti-Inflammatory Activity In Vivo of Apodanthera congestiflora Cogn. (Cucurbitaceae)

Pharmaceutics ◽  
2021 ◽  
Vol 13 (5) ◽  
pp. 743
Author(s):  
Geovana F. G. Silvestre ◽  
Renally P. Lucena ◽  
Genil D. Oliveira ◽  
Helimarcos N. Pereira ◽  
Jhonatta A. B. Dias ◽  
...  
Keyword(s):  
Inflammatory Activity ◽  
Phytochemical Investigation ◽  
Significant Toxicity ◽  
Biological Tests ◽  
Ehrlich's Carcinoma ◽  
Anti Inflammatory ◽  
Pharmacological Potential ◽  
First Time ◽  
Anti Tumor Activity

This work aimed to carry out a study of Apodanthera congestiflora by investigating its chemical composition and pharmacological potential. From the dichloromethane phase (Dic-Ac) of the A. congestiflora stems, three compounds were identified: cayaponoside C5b (Ac-1), cabenoside C (Ac-2) and fevicordin C2 glucoside (Ac-3), being last identified for the first time as a natural product. These compounds were obtained by chromatographic methods and their structures were elucidated by means of spectroscopic analysis of IR, MS and NMR. In the quantification of Dic-Ac, it was possible to observe the presence of 7% of cayaponoside C5b. Dic-Ac showed significant toxicity for in vivo tests, with macroscopic and biochemical changes. The anti-inflammatory activity of Dic-Ac was investigated using the paw edema model. A decrease in inflammatory signs was observed in the first 5 h and the most effective dose in reducing edema with was 7.5 mg kg−1 (66.6%). Anti-tumor activity of Dic-Ac was evaluated by Ehrlich’s carcinoma model, which showed inhibition rate of 78.46% at 15 mg kg−1 dosage. The phytochemical investigation, together with the biological tests carried out in this study, demonstrated that A. congestiflora is a promising species in the search for therapeutics, since it contains substances with high pharmacological potential in its composition.

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.

Biosynthese von p-Hydroxybenzoesäure und anderer Benzoesäuren in höheren Pflanzen

1964 ◽  
Vol 19 (5) ◽  
pp. 398-405 ◽  
Author(s):  
M. H. Zenk ◽  
G. Müller
Keyword(s):  
Benzoic Acid ◽  
Protocatechuic Acid ◽  
Higher Plants ◽  
Side Chain ◽  
Hydroxybenzoic Acid ◽  
Benzoic Acids ◽  
Coumaric Acid ◽  
Cinnamic Acids ◽  
Feeding Experiments ◽  
Catalpa Ovata

Feeding experiments with glucose- (2-14C), phenylalanine- (3-14C), tyrosine- (3-14C) and p-coumaric acid- (3-14C) showed that the latter three substances are incorporated in good yields into p-hydroxybenzoic acid in leaves of Catalpa ovata. Kinetic experiments showed that p-hydroxybenzoic acid is formed from phenylalanine via p-coumaric acid and the subsequent β-oxidation of the side chain. p-Hydroxybenzoic acid can also be synthetised by hydroxylation of benzoic acid, but this does not seem to be the biosynthetic route in Catalpa.Phenylalanine- (3-14C) is also incorporated into benzoic acid, protocatechuic acid, and vanillic acid by different plants; the radioactivity of the β-C atom of the amino acid was found in each case to be located in the carboxyl group of the C6 — C1 acid. This suggests that in higher plants the benzoic acids are formed from the corresponding cinnamic acids via β-oxidation.

scholarly journals Personalized deep learning of individual immunopeptidomes to identify neoantigens for cancer vaccines

2019 ◽  
Author(s):  
Ngoc Hieu Tran ◽  
Rui Qiao ◽  
Lei Xin ◽  
Xin Chen ◽  
Baozhen Shan ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Deep Learning ◽  
De Novo ◽  
Mass Spectrometry Data ◽  
Main Role ◽  
Accurate Identification ◽  
Identification Rate ◽  
Cell Responses ◽  
First Time ◽  
Deep Learning Model

AbstractTumor-specific neoantigens play the main role for developing personal vaccines in cancer immunotherapy. We propose, for the first time, a personalized de novo sequencing workflow to identify HLA-I and HLA-II neoantigens directly and solely from mass spectrometry data. Our workflow trains a personal deep learning model on the immunopeptidome of an individual patient and then uses it to predict mutated neoantigens of that patient. This personalized learning and mass spectrometry-based approach enables comprehensive and accurate identification of neoantigens. We applied the workflow to datasets of five melanoma patients and substantially improved the accuracy and identification rate of de novo HLA peptides by 14.3% and 38.9%, respectively. This subsequently led to the identification of 10,440 HLA-I and 1,585 HLA-II new peptides that were not presented in existing databases. Most importantly, our workflow successfully discovered 17 neoantigens of both HLA-I and HLA-II, including those with validated T cell responses and those novel neoantigens that had not been reported in previous studies.

scholarly journals Chromenes and Prenylated Benzoic Acid Derivatives from the Liverwort Pedinophyllum interruptum

2004 ◽  
Vol 59 (7) ◽  
pp. 825-828 ◽  
Author(s):  
Hildegard Feld ◽  
David S. Rycroft ◽  
Josef Zapp
Keyword(s):  
Mass Spectrometry ◽  
Chemical Composition ◽  
Benzoic Acid ◽  
Diethyl Ether ◽  
Spectroscopic Techniques ◽  
Ether Extract ◽  
Benzoic Acid Derivatives ◽  
Diethyl Ether Extract

The chemical composition of a diethyl ether extract of the Scottish liverwort Pedinophyllum interruptum has been examined. Two new prenylated benzoic acid derivatives, methyl 2,6- dihydroxy-4-methoxy-3-(3’-methyl-2’-butenyl)benzoate and methyl 2,4,6-trihydroxy-3-(3’-methyl- 2’-butenyl)benzoate, two new chromenes, methyl 5,7-dihydroxy-2,2-dimethyl-2H-chromene-6- carboxylate and methyl 7-hydroxy-5-methoxy-2,2-dimethyl-2H-chromene-8-carboxylate, and the two known chromenes methyl 8-hydroxy-2,2-dimethyl-2H-chromene-6-carboxylate and methyl 8- methoxy-2,2-dimethyl-2H-chromene-6-carboxylate were isolated. Methyl 2,4,6-trihydroxy-3-(3’- methyl-2’-butenyl)benzoate was unstable in air and was quickly converted into methyl 2,4,6- trihydroxy-3-(2’-hydroperoxy-3’-methyl-3’-butenyl)benzoate. All structures were elucidated by means of NMR spectroscopic techniques and mass spectrometry.

Sign in / Sign up

Export Citation Format

Share Document