Benzoic Acid Allopyranosides and Lignan Glycosides from the Twigs of Keteleeria evelyniana

2011 ◽  
Vol 66 (7) ◽  
pp. 733-739
Author(s):  
Wen Jun He ◽  
Zhao Hui Fu ◽  
Hong Jin Han ◽  
He Yan ◽  
Guang Zhi Zeng ◽  
...  

Seven new compounds, including three benzoic acid allopyranosides keteleeroside A (1), keteleeroside B (2) and keteleeroside C (3), and four lignan glycosides 3’-demethylicariside E3 (4), isocupressoside B (5), 3-methoxyisocupressoside B (6), and isomassonianoside B (7), along with five known compounds (8 - 12), were isolated from the n-butanol part of the methanolic extract of the twigs of Keteleeria evelyniana. The structures of these compounds were elucidated mainly by the analysis of their NMR and MS data. All compounds were isolated from this genus for the first time. The skeleton of lignan glycoside 4 was isolated from the Pinaceae family for the first time. All compounds were evaluated for antimicrobial activity against Candida albicans and Staphylococcus aureus, and their cytotoxic activity against K562, HT-29, B16, BGC-823, BEL-7402, SGC-7901, U251, and A549 cancer cell lines was studied. Results indicated that none of the compounds showed antimicrobial or cytotoxic activity.

2014 ◽  
Vol 2 (4) ◽  
pp. 521-524
Author(s):  
RP Praveen ◽  
Ashalantha Nair

The aim of the present study was to compare the antimicrobial efficacy of methanolic extract of root, callus and fruit of Myxopyrum smilacifolium Blume. Antimicrobial activity was tested using agar well diffusion with four bacterial strains viz: Escherechia coli, Enterococcus faecalis, Bacillus subtilis and Staphylococcus aureus of which E. coli alone was gram negative. The fungal strain employed was Candida albicans. Root extracts shown to be effective only against B. subtilis. Fruit extracts showed the maximum antimicrobial activity against all the microbial species considered for the current study except against S. aureus. Highlight of the present study was the antimicrobial activity of callus extracts. DOI: http://dx.doi.org/10.3126/ijasbt.v2i4.11362  Int J Appl Sci Biotechnol, Vol. 2(4): 521-524 


2021 ◽  
Vol 16 (9) ◽  
pp. 1934578X2110437
Author(s):  
Bui H. Tai ◽  
Dan T. Hang ◽  
Do T. Trang ◽  
Pham H. Yen ◽  
Phan T. T. Huong ◽  
...  

Five conjugated polyene ketones (1-5) were isolated from the methanol extract of the marine sponge Clathria ( Thalysias) reinwardti (Vosmaer, 1880) living in the coastal waters of Vietnam. Their structures were determined to be 8-(2′,3′,4′-trimethylphenyl)-6-methyl-oct-3( E),5( E),7( E)-trien-2-one (1), 13-apoastaxanthinone (2), 9-apoastaxanthinone (3), 2,3-dehydro-4-oxo- β-ionone (4), and 4-(2′,3′,4′-trimethylphenyl)-but-3( E)-en-2-one (5), by extensive analysis of high-resolution electron spray ionization mass spectrum (HR-ESI-MS), one-dimensional, and two-dimensional (2D) nuclear magnetic resonance (NMR) spectra, as well as by comparison of the spectral data with those reported in the literature. Compound 1 was new, compounds 2 to 4 were isolated from nature for the first time, and the chemical structure as well as the NMR assignments, of 5 were indicated by 2D NMR for the first time. Additionally, compound 5 exhibited cytotoxic activity against the human cancer cells SK-LU-1, SK-Mel-2, MCF-7, and Hep-G2 with half-minimal inhibitory concentration (IC50) values of 15.12 ± 3.43, 17.41 ± 2.83, 33.12 ± 3.39, and 34.38 ± 3.52 µM, respectively, but displayed only a weak cytotoxic effect on the normal HEK-239A cells (IC50 64.67 ± 3.67 µM). Compound 5 also significantly increased Caspase-3 activity in SK-LU-1 cells at concentrations of 10, 15, and 20 µM.


2021 ◽  
Vol 1 (1) ◽  
pp. 008-013
Author(s):  
Ere Diepreye ◽  
Eboh Abraham Sisein ◽  
Ovuru German Salvation

Solenostemon monostachyus P. Beauv (Lamiaceae family) is an important herb that is widespread in West and Central Africa.The leaves are used in various decoctions traditionally to treat diseases most especially microbial infections associated with the foot. In this study, the phytochemicals (qualitative and quantitative) of the plant were determined. The antimicrobial and antioxidant activities of the plant were also evaluated by standard methods. Results showed alkaloids, tannins, flavonoids, saponins phenolics in the methanolic extract of Solenostemon monostachyus. Cardiac glycosides and steroids absent in the methanolic extract were found present in the dichloromethane extract. The quantitative phytochemicals recorded were alkaloids (18.05 ± 0.87%), saponins (11.3 ± 0.56 %), tannins (3.3 ± 0.19 GAE). The antioxidant activity testing showed that the methanolic extract has higher DPPH scavenging ability over dichloromethane extract and standard ascorbic acid. In the antimicrobial activity testing, the cup-plate diffusion method was used and the result showed that the dichloromethane extract inhibited the growth of Bacillus species at concentrations 100 mg/ml, 50 mg/ml, 20 mg/ml and 10 mg/ml while methanolic extract inhibited the growth of bacillus species only at 100 mg/ml with 5 mm zone of inhibition. However, both methanol and dichloromethane extract showed no antimicrobial activity on the other test organisms such as Psudomonas aeruginosa, Escherichia coli and Staphylococcus aureus. In conclusion both methanolic and dichloromethane extracts of Solenostemon monostachyus are potential sources of antimicrobial and antioxidant.


Materials ◽  
2019 ◽  
Vol 12 (18) ◽  
pp. 3020 ◽  
Author(s):  
Paula Bosch ◽  
Desislava Staneva ◽  
Evgenia Vasileva-Tonkova ◽  
Petar Grozdanov ◽  
Ivanka Nikolova ◽  
...  

A second-generation poly(propylene imine) dendrimer modified with acridine and its Cu(II) complex have been synthesized for the first time. It has been found that two copper ions form complexes with the nitrogen atoms of the dendrimeric core by coordinate bonds. The new compounds have been characterized by nuclear magnetic resonance (NMR), electron paramagnetic resonance (EPR), fourier-transform infrared spectroscopy (FTIR) and fluorescence spectroscopy. The spectral characteristics of the modified dendrimer have been measured in different organic solvents, and a negative fluorescence solvatochromism has been observed. The antimicrobial activity of the dendrimers has been tested against model pathogenic microorganisms in agar and by broth dilution method. The cotton fabric treated with both dendrimers has been evaluated towards pathogenic microorganisms. The obtained modified cotton fabrics have been shown to hamper bacterial growth and to prevent biofilm formation. Dendrimer cytotoxicity has been investigated in vitro in the model HEp-2 cell line.


2014 ◽  
Vol 9 (5) ◽  
pp. 1934578X1400900
Author(s):  
Henry IC Lowe ◽  
Ngeh J. Toyang ◽  
Charah T. Watson ◽  
Joseph Bryant

1,3-di-O-Cinnamoyl-glycerol is a natural compound isolated from a Jamaican medicinal plant commonly referred to as Ball moss (Tillandsia recurvata). The synthesis of this compound was achieved via a Wittig chemistry process. The synthetic approach started with acylation of a di-protected glycerol with cinnamoyl chloride, deprotection of the glycerol moiety, reaction of the primary alcohol with bromo acetylbromide followed by treatment with triphenyl phosphine to give the corresponding phosphonium bromide. The phosphonium bromide was then converted in situ to the Wittig reagent which is the basis for a novel route to 1,3-di-O-cinnamoyl glycerol. Four analogs were also synthesized, three of which are new and are being reported in this article for the first time. The new compounds include 3-(3,4-diemthoxy-phenyl)-acrylic acid 2-hydroxy-3-(3-ptolyl-acryloyloxy)-propyl ester (3), 2-acetoxy-5-((E)-3-(3-((E’)-3-(3,4-dimethoxyphenyl)acryloyloxy)-2-hydropropoxy)-3-oxoprop-1-enyl)benzoic acid (4) and 4-((E)-3-(3-((E)-3-(3,4-dimethoxyphenyl)acryloyloxy)-2-hydropropoxy)-3-oxoprop-1-enyl)benzoic acid (5). The compounds showed no activity in our anticancer assay.


2007 ◽  
Vol 2 (8) ◽  
pp. 1934578X0700200 ◽  
Author(s):  
Diaa T. A. Youssef ◽  
Mahmoud A. Ramadan ◽  
Sabrin R. M. Ibrahim ◽  
Jihan M. Badr

The chloroform soluble fraction of the methanolic extract of the aerial parts of Tanacetum santolinoides afforded six sesquiterpene lactones. Tanacetolide A (1) was isolated for the first time from a natural source, in addition to five known sesquiterpene lactones. The structures were established on the basis of extensive studies of their 1D and 2D (1H-1H COSY, HMQC, HMBC, HOHAHA and NOESY) NMR spectra and FAB mass spectral determinations. The compounds showed good cytotoxic activity when tested using the brine shrimp bioassay.


2012 ◽  
Vol 7 (6) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Tulika Mukherjee ◽  
Sayan Chowdhury ◽  
Ashish Kumar ◽  
Hemanta K Majumder ◽  
Parasuraman Jaisankar ◽  
...  

Chemical investigation of the stem bark of Saraca indica has resulted in the isolation of a new lignan glycoside, saracoside, along with four known lignan glycosides lyoniside, icariside E3, (+)5′methoxyisolarciresinol-9′- O-β-D-glucopyranoside and nudiposide, and a phenolic glucopyranoside, 3,4,5– trimethoxyphenyl-β-D-glucopyranoside, which has been isolated for the first time from this species. The isolated lignan glycosides exhibit potent DNA topoisomerase IB inhibitory activity.


2020 ◽  
Vol 21 (3) ◽  
pp. 219-225
Author(s):  
Amal H. Ahmed

Objective: To isolate and identify new compounds from the methanolic extract of Callistemon viminalis leaves collected in Cairo, Egypt and evaluate its cytotoxic and hepatoprotective potentials. Method: The methanolic extract of Callistemon viminalis leaves was fractionated and subjected to different chromatographic techniques to isolate pure, new compounds which were identified by nuclear magnetic resonance (NMR), spectroscopic analysis and mass spectrometric methods. The methanolic extract of the leaves was assessed for its cytotoxic and hepatoprotective activities against Hepatocellular carcinoma cells (Hep G-2 cell line) by estimating the viability of the HepG2 cells by the MTT reduction assay. Results: Six compounds were isolated and identified for the first time from the methanolic extract of Callistemon viminalis leaves, three compounds are new flavonoids namely; 3-O-[α-L-arabinopyranosyl- (1→2)-α-L-arabinopyranosyl)]-3′-O-methylquercetin (C1); 5,7,3',4' tetrahydroxy isoflavone-7-O-α- L-1C4- rhamnopyranosyl (1'''-6'')-O-β-D-4C1-glucopyranoside (C2) and 6-methyl-5,7-dihydroxy-4'- methoxyflavone (C6) along with the three known ones; hyperoside (C3), rutin (C4) and isoquercitrin (C5). Conclusion: The methanolic extract of the leaves showed strong cytotoxic activity against Hepatocellular carcinoma cells (Hep G-2 cell line) and weak hepatoprotective effect.


2016 ◽  
Vol 11 (12) ◽  
pp. 1934578X1601101 ◽  
Author(s):  
Ibrahim Horo ◽  
Fatma Kocabaş ◽  
Özgen Alankuş-Çalışkan ◽  
Fevzi Özgökçe ◽  
Ihlas A. Khan ◽  
...  

Eight known secondary metabolites were isolated from the methanolic extract of the whole plant of Astragalus lycius Boiss. They were identified as 5,5′-dihydroxy-3′-methoxy-isoflavone-7- O-β-D-glucoside (1), genistin (2), sissotrin (3), 5,4′-dimethoxy-isoflavone-7- O-β-D-glucopyranoside (4), (7 S,8 R)-5-methoxydehydrodiconiferyl alcohol-4- O-β-D-glucopyranoside (5), 4- O-lariciresinol-glucoside (6), 2-phenylethyl-β-D-glucopyranoside (7) and β-sitosterol-3- O-β-D-glucopyranoside (8) by spectroscopic methods including 1H- and 13C-NMR and HR-MS experiments, and by comparison with literature values. Compounds 1–7 are reported for the first time from Astragalus taxa. All of the compounds were tested for their cytotoxic activities against a number of cancer cell lines. Among them, only 6 exhibited significant activity against human colon carcinoma (HT-29) at 2.69 μM concentration.


2010 ◽  
Vol 5 (3) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Sabrin R. M. Ibrahim

Chemical investigation of the methanolic extract of the seeds of Cucumis melo L. var. reticulatus (Cucurbitaceae) afforded three new chromone derivatives; 5,7-dihydroxy-2-[2-(4-hydroxyphenyl)ethyl]chromone 3, 5,7-dihydroxy-2-[2-(3,4-dihydroxyphenyl)ethyl]chromone 4, and 7-glucosyloxy-5-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]chromone 6, together with three known compounds; β-amyrin 1, β-sitosterol 2, and β-sitosterol-3- O-β-glucopyranoside 5. Their structures were established by UV, IR, 1D and 2D NMR, in addition to mass spectroscopic data and comparison with literature data. The n-hexane and methanolic extracts were evaluated for their antimicrobial activity, as well as cytotoxic activity using the brine shrimp bioassay.


Sign in / Sign up

Export Citation Format

Share Document