scholarly journals Synthesis and Antiproliferative Evaluation of Novel Hybrids of Dehydroabietic Acid Bearing 1,2,3-Triazole Moiety

Molecules ◽  
2019 ◽  
Vol 24 (22) ◽  
pp. 4191 ◽  
Author(s):  
Fang-Yao Li ◽  
Lin Huang ◽  
Qian Li ◽  
Xiu Wang ◽  
Xian-Li Ma ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Parent Compound ◽  
Acid Methyl Ester ◽  
Normal Liver ◽  
Dehydroabietic Acid ◽  
In Vitro Cytotoxicity ◽  
Human Carcinoma ◽  
Normal Liver Cell ◽  
Acid Methyl

To discover novel potent cytotoxic diterpenoids, a series of hybrids of dehydroabietic acid containing 1,2,3-triazole moiety were designed and synthesized. The target compounds were characterized by means of FT-IR, 1H NMR, 13C NMR, ESI-MS and elemental analysis techniques. The in vitro cytotoxicity of these compounds was evaluated by standard MTT (methyl thiazolytetrazolium) assay against CNE-2 (nasopharynx), HepG2 (liver), HeLa (epithelial cervical), BEL-7402 (liver) human carcinoma cell lines and human normal liver cell (HL-7702). The screening results revealed that most of the hybrids showed significantly improved cytotoxicity over parent compound DHAA. Among them, [1-(3-fluorobenzyl)-1H-1,2,3-triazole-4-yl]dehydroabietic acid methyl ester (3c), and [1-(2-nitrobenzyl)-1H-1,2,3-triazole-4-yl]dehydroabietic acid methyl ester (3k) displayed better antiproliferative activity with IC50 (50% inhibitory concentration) values of 5.90 ± 0.41 and 6.25 ± 0.37 µM toward HepG2 cells compared to cisplatin, while they exhibited lower cytotoxicity against HL-7702. Therefore, the 1,2,3-triazole-hybrids could be a promising strategy for the synthesis of antitumor diterpenoids and it also proved the essential role of 1,2,3-triazole moiety of DHAA in the biological activity.

Trypanocidal Activity of Oleoresin and Terpenoids Isolated from Pinus oocarpa

2005 ◽  
Vol 60 (9-10) ◽  
pp. 711-716 ◽  
Author(s):  
Julieta Rubio ◽  
José S. Calderón ◽  
Angélica Flores ◽  
Clementina Castro ◽  
Carlos L. Céspedes
Keyword(s):  
Methyl Ester ◽  
Trypanosoma Cruzi ◽  
Acute Infection ◽  
Acid Methyl Ester ◽  
Positive Control ◽  
Dehydroabietic Acid ◽  
Isopimaric Acid ◽  
Acid Methyl ◽  
Pinus Oocarpa

Abstract Fractionation with n-hexane/ethyl acetate (1:1 v/v) by open column chromatography of the oleoresin from Pinus oocarpa Schiede yielded two diterpenes, pimaric acid (1) and dehydroabietic acid (5), the sesquiterpene longifolene (3) and a diterpenic mixture containing pimaric acid (1), isopimaric acid (4) and dehydroabietic acid (5). Subsequently, the isolated compounds, the mixture of 1, 4 and 5, the oleoresin and the dehydroabietic acid methyl ester (2), were tested in vitro against epimastigotes of Trypanosoma cruzi, the causative agent of Chagas disease. The most active compounds were 1, 3 and the oleoresin, being as active as nifurtimox, a drug effective in the treatment of acute infection by American trypanosomiasis and used in this work as positive control.

N-Acetylborrelidin B: a new bioactive metabolite from Streptomyces mutabilis sp. MII

2018 ◽  
Vol 73 (1-2) ◽  
pp. 49-57 ◽  
Author(s):  
Abdelaaty Hamed ◽  
Ahmed S. Abdel-Razek ◽  
Marcel Frese ◽  
Daniel Wibberg ◽  
Atef F. El-Haddad ◽  
...  
Keyword(s):  
Linoleic Acid ◽  
Methyl Ester ◽  
Bioactive Compounds ◽  
Screening Program ◽  
Acid Methyl Ester ◽  
In Vitro Cytotoxicity ◽  
Cervix Carcinoma ◽  
Nmr Studies ◽  
Acid Methyl

AbstractIn the course of our screening program for new bioactive compounds, a naturally new 18-membered macrolide antibiotic,N-acetylborrelidin B (1) along with borrelidin (2) were obtained from the marineStreptomyces mutabilissp. MII. The strain was isolated from a sediment sample collected in the Red Sea at the Hurghada Coast and characterized taxonomically. Additional nine diverse bioactive compounds were reported: 6-prenyl-indole-3-acetonitrile (3), sitosteryl-3β-d-glucoside, campesterol, ferulic acid, linoleic acid methyl ester, linoleic acid,N-acetylanthranilic acid, indole 3-acetic acid methyl ester, indole 3-carboxylic acid, and adenosine. Structure1was confirmed by in-depth NMR studies and by mass spectra, and comparison with related literature data. The antimicrobial activity of the strain extract and compounds1and2were studied using a panel of pathogenic microorganisms. The in vitro cytotoxicity of compounds1and2as well as the crude extract were tested against the human cervix carcinoma cell line (KB-3-1).

Quantitative determination of dehydroabietic acid methyl ester in disproportionated rosin

1993 ◽  
Vol 641 (1) ◽  
pp. 199-202 ◽  
Author(s):  
Maria João Brites ◽  
Ana Guerreiro ◽  
Bárbara Gigante ◽  
M.J. Marcelo-Curto
Keyword(s):  
Methyl Ester ◽  
Quantitative Determination ◽  
Acid Methyl Ester ◽  
Dehydroabietic Acid ◽  
Acid Methyl

scholarly journals PPARα/γ, adiponectin and GLUT4 overexpression induced by moronic acid methyl ester influenced on glucose and triglycerides levels of experimental diabetic mice

2021 ◽  
Author(s):  
Samuel Estrada-Soto ◽  
Litzia Cerón-Romero ◽  
Gabriel Navarrete-Vázquez ◽  
Edgar Rosales-Ortega ◽  
Jaime H. Gómez-Zamudio ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Acid Methyl Ester ◽  
Control Group ◽  
Oral Glucose ◽  
Acute Administration ◽  
Diabetic Mice ◽  
Ppar Γ ◽  
Acid Methyl

The current study aimed to determine the antidiabetic and antidyslipidemic activities of moronic acid methyl ester (1) by in vivo, in vitro, in silico and molecular biology studies. Compound 1 was evaluated to establish its dose-dependent antidiabetic and antihyperglycemic (50 mg/kg) activities, in diabetic and normoglycemic male CD1 mice, respectively. Also, compound 1 was subjected to a sub-acute study (50 mg/kg/day for eight days) to determine blood biochemical profiles and the expression of PTP-1B, GLUT4, PPAR-α, PPAR-γ, adiponectin, IL-1β, and MCP1 in adipose tissue of animals after treatment. Different doses in acute administration of 1 decreased glycemia (p < 0.05), compared with vehicle, showing greater effectiveness in the range 50-160 mg/kg. Also, the oral glucose tolerance test (OGTT) showed that 1 induced a significant antihyperglycemic action by opposing the hyperglycemic peak (p < 0.05). Moreover, 1 subacute administration decrease glucose and triglycerides levels after treatment (p < 0.05); while the expression of PPAR-α and γ, adiponectin and GLUT4 displayed an increase (p< 0.05) compared with the diabetic control group. In conclusion, compound 1 showed antihyperglycemic, antidiabetic and antidyslipidemic effects in normal and diabetic mice, probably due to insulin sensitization through increase mRNA expression of GLUT4, PPAR-α, PPAR-γ and adiponectin genes.

Chlorogenic acid methyl ester exerts strong anti-inflammatory effectsviainhibiting the COX-2/NLRP3/NF-κB pathway

2018 ◽  
Vol 9 (12) ◽  
pp. 6155-6164 ◽  
Author(s):  
Lang Zhang ◽  
Ya Fan ◽  
Hanwen Su ◽  
Li Wu ◽  
Yuying Huang ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Chlorogenic Acid ◽  
Acid Methyl Ester ◽  
Acid Methyl ◽  
Cox 2 ◽  
Anti Inflammatory

In vivoandin vitrostudies show that chlorogenic acid methyl ester (CME) has been proven to be a potential nutraceutical for preventing inflammation.

scholarly journals Assessment of the In Vitro Antischistosomal Activities of the Extracts and Compounds from Solidago Microglossa DC (Asteraceae) and Aristolochia Cymbifera Mart. & Zucc. (Aristolochiaceae)

2020 ◽  
Vol 2020 ◽  
pp. 1-11
Author(s):  
Poliana da Silva Costa ◽  
Ohana Oliveira Zuza da Silva ◽  
Danilo de Souza Costa ◽  
Lara Aparecida de Oliveira Silva ◽  
Priscila de Faria Pinto ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Motor Activity ◽  
Laser Scanning ◽  
Acid Methyl Ester ◽  
Vero Cells ◽  
Laser Scanning Microscopy ◽  
Confocal Laser ◽  
Acid Methyl ◽  
Antischistosomal Activity

Schistosomiasis, caused by helminth flatworms of the genus Schistosoma, is a neglected tropical disease that afflicts over 230 million people worldwide. Currently, treatment is achieved with only one drug, praziquantel (PZQ). In this regard, the roots of Solidago microglossa (Asteraceae) and Aristolochia cymbifera (Aristolochiaceae) are popularly used as anthelmintic. Despite their medicinal use against helminthiasis, such as schistosomiasis, A. cymbifera, and S. microglossa have not been evaluated against S. mansoni. Then, in this work, the in vitro antischistosomal activity of the crude extracts of A. cymbifera (Ac) and S. microglossa (Sm) and their isolated compounds were investigated against S. mansoni adult worms. Sm (200 μg/mL) and Ac (100–200 μg/mL) were lethal to all male and female worms at the 24 h incubation. In addition, Sm (10–50 μg/mL) and Ac (10 μg/mL) caused significant reduction in the parasite’s movements, showing no significant cytotoxicity to Vero cells at the same range of schistosomicidal concentrations. Confocal laser scanning microscopy revealed that Sm and Ac caused tegumental damages and reduced the numbers of tubercles of male schistosomes. Chromatographic fractionation of Sm leads to isolation of bauerenol, α-amirin, and spinasterol, while populifolic acid, cubebin, 2-oxopopulifolic acid methyl ester, and 2-oxopopulifolic acid were isolated from Ac. At concentrations of 25–100 μM, bauerenol, α-amirin, spinasterol, populifolic acid, and cubebin showed significant impact on motor activity of S. mansoni. 2-oxopopulifolic acid methyl ester and 2-oxopopulifolic acid caused 100% mortality and decreased the motor activity of adult schistosomes at 100 μM. This study has reported, for the first time, the in vitro antischistosomal effects of S. microglossa and A. cymbifera extracts, also showing promising compounds against adult schistosomes.

Natural chemical entities as bioactive moiety from weaver ant, Oecophylla smaragdina: An in vitro and in silico Study

2020 ◽  
Vol 17 ◽  
Author(s):  
Suchismeeta Behera ◽  
Priyanka Dash ◽  
Amulyaratna Behera ◽  
Chinmaya Chidananda Behera ◽  
Prafulla Kumar Mohanty
Keyword(s):  
Methyl Ester ◽  
Inhibitory Activity ◽  
In Silico ◽  
Acid Methyl Ester ◽  
Hexane Extract ◽  
Bioactive Molecules ◽  
Hexadecanoic Acid ◽  
Acid Methyl ◽  
In Silico Study

Background: Since time immemorial the ethnic community of Mayrubhanj District, Odisha, India has preferred to Olecophylla smaragdina as traditional medicine for their multiple ailments. Hence, the objective of the investigation is to scientifically examine the myth behind ethno-zoological claims using chemometric analysis as well as in vitro and in silico study. Methods: The maceration method was used for the extraction of O. smaragdina using hexane and methanol. In this study, various bioactive compounds of O. smaragdina were identified through GC MS analysis followed by an antimicrobial activity. The species was further studied for their binding modes for in silico inhibition of a choice of bacterial proteins using Biovia Discovery studio software. Results: Tetradecanoic acid, hexadecanoic acid, methyl ester, hexadecenoic acid, n-hexadecanoic acid, 9-octadecenoic acid, methyl ester, oleic acid, 9-octadecenamide are some important bioactive constituents identified through GCMS analysis. The hexane extract was found to be maximum inhibitory activity against Staphyllococus aureus. The % inhibitory activity of hexane and methanolic extract against S. aureus at a concentration of 400 μg/mL was found to be 90 and 83%, respectively. The high inhibitory capacity of the n-hexane extract was comparable to the standard drug Gentamycin which further supported the high receptor binding affinity of identified compound Octadecanoic acid towards Tyrosol-t RNA synthetase of staphylococcus aureus (PDB ID: 1JIK). Conclusion: Interestingly, this is probably the first report that the obtained bioactive molecules from O. smaragdina showed that binding site identification to carry out molecular docking studies and results showed that the better affinity to bind with suitable targeted moiety.

scholarly journals Bioactive Variability and In Vitro and In Vivo Antioxidant Activity of Unprocessed and Processed Flour of Nine Cultivars of Australian lupin Species: A Comprehensive Substantiation

Antioxidants ◽  
2020 ◽  
Vol 9 (4) ◽  
pp. 282 ◽  
Author(s):  
Kishor Mazumder ◽  
Afia Nabila ◽  
Asma Aktar ◽  
Asgar Farahnaky
Keyword(s):  
Antioxidant Activity ◽  
Methyl Ester ◽  
Bioactive Compounds ◽  
Antioxidant Activities ◽  
Acid Methyl Ester ◽  
Heat Processing ◽  
Acid Methyl ◽  
Ms Analysis

The aim of this present investigation was to analyze bioactive compounds, as well as demonstrate the antioxidant activities of nine cultivars of Australian lupin species accompanied by observing the effect of domestic heat processing on their antioxidant activities adopting in vivo and in vitro approaches. Gas chromatography mass spectroscopy (GC-MS) analysis was performed for profiling bioactive compounds present in lupin cultivars. Multiple assay techniques involving quantification of polyphenolics, flavonoids and flavonol, electron transfer (ET) based assay, hydrogen atom transfer (HAT)-based assay and in vivo assays were performed. The major compounds found were hexadecanoic acid methyl ester, 9,12-octadecadienoic acid methyl ester, methyl stearate, lupanine,13-docosenamide and 11-octadecenoic acid (Z)- methyl ester. Mandelup was found to show excellent antioxidant activity. Moreover, Jurien, Gunyidi and Barlock had strong antioxidant activity. Both positive and negative impacts of heat processing were observed on antioxidant activity. Heating and usage of excess water during processing were the key determinants of loss of antioxidants. Negligible loss of antioxidant activity was observed in most of the assays whereas inhibition of both lipid peroxidation (33.53%) and hemolysis of erythrocytes (37.75%) were increased after processing. In addition, in vitro and in vivo antioxidant assays are found to show statistically significant (* p < 0.05 and ** p < 0.01) results, which are supported by the presence of a number of antioxidant compounds in GC-MS analysis.

scholarly journals Synthesis, spectroscopy, photophysics and thermal behaviour of stilbene-based triarylamines with dehydroabietic acid methyl ester moieties

2009 ◽  
Vol 33 (4) ◽  
pp. 877 ◽  
Author(s):  
Bárbara Gigante ◽  
M. Alexandra Esteves ◽  
N. Pires ◽  
Matthew L. Davies ◽  
Peter Douglas ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Thermal Behaviour ◽  
Acid Methyl Ester ◽  
Dehydroabietic Acid ◽  
Acid Methyl

scholarly journals INVESTIGATION OF LIPOIDIAL CONTENTS AND THEIR ANTIMICROBIAL ACTIVITY OF FORSSKAOLEA VIRIDIS AND TRICHODESMA EHRENBERGII WILDLY DISTRIBUTED IN EGYPT

2021 ◽  
Author(s):  
Taha A.I. El Bassossy ◽  
Fatma Ali Ahmed
Keyword(s):  
Antimicrobial Activity ◽  
Fatty Acid ◽  
Methyl Ester ◽  
Fatty Acid Methyl Ester ◽  
Peer Review ◽  
Pathogenic Bacteria ◽  
Acid Methyl Ester ◽  
Antimicrobial Activities ◽  
Acid Methyl

Objective: The aim of this work was to assess the antimicrobial activity and investigation of lipoidial contents of F. viridis and T. ehrenbergii wildly distributed in Gebel Elba, Southeast of Egypt for the first time. Methods: The phytochemical investigation of the ether extracts of  F. viridis and T. ehrenbergii carried out by saponification of two lipoidial extracts and  using gas chromatography (GC) with reference standards. The antimicrobial activity of the ether extract was performed as in vitro studies by diffusion agar technique for selected +ve and –ve gram bacterial and fungal strains with reference used drug as a control. Results: The findings of this study revealed that the two lipoidial extracts have sufficient steroidal and fatty acid methyl ester compounds  where F. viridis contain (22) hydrocarbons, (6) sterols and (14) fatty acid methyl esters while, T. ehrenbergii contain (20) hydrocarbons, (5) sterols and (17) fatty acids where β-amyrin and stigmasterol and palmitic and Tricyclic acid were the major concentration of steroid and fatty acid methyl ester contents of F. viridis and T. ehrenbergii respectively. The lipoidial extract of F. viridis and T. ehrenbergii exhibited moderate antimicrobial activity against all tested strains as compared to reference used drug. Conclusion: It can be elicited that the ethereal extracts of two plants have moderate antimicrobial activity against selected strains.                                  Peer Review History: Received 20 November  2020; Revised 11 Decembe; Accepted 3 January, Available online 15 January 2021 UJPR follows the most transparent and toughest ‘Advanced OPEN peer review’ system. The identity of the authors and, reviewers will be known to each other. This transparent process will help to eradicate any possible malicious/purposeful interference by any person (publishing staff, reviewer, editor, author, etc) during peer review. As a result of this unique system, all reviewers will get their due recognition and respect, once their names are published in the papers. We expect that, by publishing peer review reports with published papers, will be helpful to many authors for drafting their article according to the specifications. Auhors will remove any error of their article and they will improve their article(s) according to the previous reports displayed with published article(s). The main purpose of it is ‘to improve the quality of a candidate manuscript’. Our reviewers check the ‘strength and weakness of a manuscript honestly’. There will increase in the perfection, and transparency. Received file:                           Comments of reviewer(s):         Average Peer review marks at initial stage: 5.5/10 Average Peer review marks at publication stage: 7.5/10 Reviewer(s) detail: Ahmad Najib, Universitas Muslim Indonesia, Makassar, Indonesia, [email protected] Dr. Mohamed Said Fathy Al-Refaey, University of Sadat City, Menofia, Egypt, [email protected] Similar Articles: ANTIMICROBIAL ACTIVITIES FOR HADHRAMI HONEY ON GROWTH OF SOME PATHOGENIC BACTERIA ANTIMICROBIAL AND ANTIOXIDANT ACTIVITY OF PSIDIUM GUAJAVA. (GUAVA) MEDICINAL PLANT LEAVES USED IN FOLK MEDICINE FOR TREATMENT OF WOUNDS AND BURNS IN HUFASH DISTRICT AL MAHWEET GOVERNORATE–YEMEN CHEMICAL COMPOSITION AND ANTIMICROBIAL ACTIVITY OF THE ESSENTIAL OILS OF FOUR VARIETIES OF LIPPIA MULTIFLORA IN BENIN IN-VITRO ANTIBACTERIAL ACTIVITY OF LACTOBACILLI METABOLITES LOADED HYDROGEL FORMULATIONS AGAINST PSEUDOMONAS AERUGINOSA

Sign in / Sign up

Export Citation Format

Share Document