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 ◽  
...  

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).

Molecules ◽  
2019 ◽  
Vol 24 (22) ◽  
pp. 4191 ◽  
Author(s):  
Fang-Yao Li ◽  
Lin Huang ◽  
Qian Li ◽  
Xiu Wang ◽  
Xian-Li Ma ◽  
...  

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.


Antioxidants ◽  
2020 ◽  
Vol 9 (4) ◽  
pp. 282 ◽  
Author(s):  
Kishor Mazumder ◽  
Afia Nabila ◽  
Asma Aktar ◽  
Asgar Farahnaky

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.


2020 ◽  
Vol 17 (11) ◽  
pp. 1177-1193
Author(s):  
Varnika VARNIKA ◽  
Rohit SHARMA ◽  
Ajay SINGH ◽  
Shalini SHALINI ◽  
Nishesh SHARMA

Rauvolfia serpentina, commonly known as Sarpgandha, is a plant well-known for being utilized for several medicinal purposes. Unrestricted collection from natural stands and overexploitation for medicinal and traditional purposes have rendered it endangered, hence there is necessary requirement for the development of cultivation protocols for mass propagation and sustained utilization of the plant. In the present study, in vitro culture of the apical parts of R. serpentina on MS (Murashige and Skoog) medium enriched with NAA resulted in development of callus, whereas multiple shoot regeneration along with callus development was achieved on medium combination MS + NAA + Kn and MS + NAA + BAP. MS + 4µM NAA + 4µM BAP was found to be most optimum media composition for regeneration of shoots and callus. Among different media combinations utilized for in vitro rooting, a maximum of 82.6 % explants developed in vitro roots on ½ MS + 12µM NAA. Gas chromatography-mass spectrometry (GC-MS) analysis of methanolic extract prepared from leaves of wild and micropropagated plants of R. serpentina revealed the presence of 38 and 48 phytocompounds, respectively. 9, 12-Octadecadienoic acid, Methyl linoleate, Methyl stearate, Hexadecanoic acid, methyl ester, Linoleic acid, Ergost-4, 7, and 22-trien-3.alpha.-ol were some of the major compounds found to be present in the leaves of wild plants, and Linoleic acid, methyl ester, Cis-Linoleic Acid Methyl Ester, Methyl elaidate, hexadecanoic acid, and methyl ester were major compounds found to be present in in vitro raised plants. Many of the compounds detected have been known to possess 1 or more biological or pharmacological activities.


Lipids ◽  
2008 ◽  
Vol 43 (7) ◽  
pp. 599-610 ◽  
Author(s):  
Taina I. Pajunen ◽  
Mikael P. Johansson ◽  
Tapio Hase ◽  
Anu Hopia

2005 ◽  
Vol 60 (9-10) ◽  
pp. 711-716 ◽  
Author(s):  
Julieta Rubio ◽  
José S. Calderón ◽  
Angélica Flores ◽  
Clementina Castro ◽  
Carlos L. Céspedes

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.


2019 ◽  
pp. 1-6
Author(s):  
Hanan M. El-Ghandour

Aim: To study the effect of white rind extract on decreasing soybean oil impact on calcium and phosphorous blood levels in vivo. Method: Dried watermelon white rind was directed to mycotoxin and elemental determinations to assure its safe usage. Soybean oil was subjected to fatty acid and GC-MS analysis. Biological experiment was conducted using male albino rats fed diet prepared by soybean oil and supplied with aqueous watermelon white rind extract for two months’ interval period. At the end of the experiment, the calcium and phosphorus in blood were determined. Results: The rind was free from aflatoxin and ochratoxin. Watermelon white rind aqueous extract contained iron, copper, potassium, chromium and selenium at concentration ranges of 3.4, 0.53, 45.51, 0.0142 and 0.0985 ppm, respectively. Soybean oil had free fatty acid, peroxide value, iodine number and anisidine value of 0.43%, 13.62 meq O2/Kg, 132 and 0.7, respectively. GC-MS analysis of soy oil ascertained the presence of twenty-four compounds: linoleic acid, methyl ester (25.27%), monensin (15.75%), elaidic acid (9.24%), nonadecanoic acid, methyl ester (7.04%), cis-13-eicosenoic acid (4.92%), cis-vaccenic acid (4.68%), linoleic acid (4.67%), palmitoleic acid (4.46%), 9-tetradecenal (4.42%) and cysteine (4.18%)were the most predominant. Fatty acid profile of the oil showed that the ratio of saturated fatty acid to unsaturated fatty acids was 1:5. Conclusion: Rats fed diet prepared by soybean oil had a decreased calcium level in comparison with negative control (p<0.05). Supplementation with watermelon white rind aqueous extract rendered calcium level to normal status as negative control. Phosphorus level wasn’t affected by soya oil.  


Author(s):  
Samuel Estrada-Soto ◽  
Litzia Cerón-Romero ◽  
Gabriel Navarrete-Vázquez ◽  
Edgar Rosales-Ortega ◽  
Jaime H. Gómez-Zamudio ◽  
...  

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.


2018 ◽  
Vol 5 (1) ◽  
pp. 42-45
Author(s):  
Reshma K ◽  
Baluprakash T ◽  
Abdul Kaffoor H ◽  
Venkatachalapathi A ◽  
Arumugasamy K

Baliospermum montanum (Wild.) Muell. Arg., (Euphorbiaceae) is a well known medicinal plant which is used in treatment of various diseases. The present study was focussed on the separation and investigation of the phytochemical compounds from ethanolic extract by GC-MS technique. The mass spectra of thecompounds found in the extract were matched with the National Institute of Standards and Technology (NIST) library. The ethanolic extract revealed the presence of 30 bioactive compounds. The major and minor phytochemical compounds are 2,15-Dithia[3](9,10)anthracenol[3](2,6)pyridinophane,1,2,3,4-tetrahydro showed the highest peak 9.32% followed by phytol-9.08%, Neophytadiene-7.38%, 8,11-Octadecadienoic acid, methyl ester (CAS)-7.06%, 4-ethyl-6-[2-(methoxycarb onyl)ethenyl]-7-[2-(methoxycarbonyl)ethyl]1,3,5,8-tetramethyl-2-vinylporphyrin-6.72%, 2-pentafluorophenylpropanal-6.43%,4,4'-Isopropylidene-bis-(2-cyclo hexyl phenol)-5.91% etc.. Further pharmacological studies are needed to find out the medicinal aspect of these compounds.


2018 ◽  
Vol 9 (12) ◽  
pp. 6155-6164 ◽  
Author(s):  
Lang Zhang ◽  
Ya Fan ◽  
Hanwen Su ◽  
Li Wu ◽  
Yuying Huang ◽  
...  

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


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 ◽  
...  

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.


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