scholarly journals New furoisocoumarins and isocoumarins from the mangrove endophytic fungus Aspergillus sp. 085242

2016 ◽  
Vol 12 ◽  
pp. 2077-2085 ◽  
Author(s):  
Ze’en Xiao ◽  
Senhua Chen ◽  
Runlin Cai ◽  
Shao’e Lin ◽  
Kui Hong ◽  
...  

The chemical investigation of the mangrove endophytic fungus Aspergillus sp. 085242 afforded eight isocoumarin derivatives 1–8 and one isoquinoline 9. Asperisocoumarins A and B (1 and 2) were new furoisocoumarins, and asperisocoumarins E and F (5 and 6) were new isocoumarins. Their structures were established by analysis of their spectroscopic data and the absolute configuration of compound 2 was unambiguously determined by X-ray structure analysis and ECD calculation. Moreover, the absolute configurations of compounds 3–5 were assigned by comparison of their ECD spectra with isocoumarins described in the literature. Asperisocoumarins C and D (3 and 4) were fully characterized spectroscopically and isolated from a natural source for the first time. Asperisocoumarins A–D (1–4) related to the class of furo[3,2-h]isocoumarins are rarely occurring in natural sources. Compounds 2, 5, and 6 showed moderate α-glucosidase inhibitory activity with IC50 of 87.8, 52.3, and 95.6 μM, respectively. In addition, compounds 1 and 3 exhibited weak radical scavenging activity with EC50 values of 125 and 138 μM, respectively.

2019 ◽  
Vol 14 (5) ◽  
pp. 1934578X1985037 ◽  
Author(s):  
Wenqiang Guo ◽  
Wenjie Liu ◽  
Feng Xiao ◽  
Miaomiao Zhang ◽  
Longqiang Li ◽  
...  

One new steroid 1, together with seven known compounds 2 to 8, were discovered in the extract of a soil-derived fungus Aspergillus flavus JDW-1. The structure, including the absolute stereochemistry of new compound 1, was established by interpretation of extensive nuclear magnetic resonance spectroscopic data and further confirmed by X-ray crystallographic analysis. The cytotoxicity of 1 against the A-549, Hela, HCT-116, MGC-803, and HO-8910 cell lines was evaluated, which showed cytotoxicity with the half-maximal inhibitory concentration (IC50) values as 5.00 to 22.38 μM. Compounds 2 to 8 exhibited moderate radical scavenging activity against DPPH with IC50 values ranging from 4.7 to 28.5 μM.


2014 ◽  
Vol 10 ◽  
pp. 2677-2682 ◽  
Author(s):  
Zhi Kai Guo ◽  
Rong Wang ◽  
Wei Huang ◽  
Xiao Nian Li ◽  
Rong Jiang ◽  
...  

An unusual C18 norditerpenoid, aspergiloid I (1), was isolated from the culture broth of Aspergillus sp. YXf3, an endophytic fungus derived from Ginkgo biloba. Its structure was unambiguously established by analysis of HRMS–ESI and spectroscopic data, and the absolute configuration was determined by low-temperature (100 K) single crystal X-ray diffraction with Cu Kα radiation. This compound is structurally characterized by a new carbon skeleton with an unprecedented 6/5/6 tricyclic ring system bearing an α,β-unsaturated spirolactone moiety in ring B, and represents a new subclass of norditerpenoid, the skeleton of which is named aspergilane. The hypothetical biosynthetic pathway for 1 was also proposed. The cytotoxic, antimicrobial, anti-oxidant and enzyme inhibitory activities of 1 were evaluated.


2009 ◽  
Vol 64 (9) ◽  
pp. 1077-1080 ◽  
Author(s):  
Cui-Cui Zhu ◽  
Tian-Ming Wang ◽  
Kai-Jin Wang ◽  
Ning Li

A new chlorine-containing glucosyl-fused compound, crassifoside H (1), was isolated from the EtOH extract of the rhizomes of Curculigo glabrescens. The structure was established on the basis of MS, IR, 1D and 2D NMR experiments. In addition, seven known compounds (2 - 8) were isolated and identified by spectroscopic analysis and comparison of their spectral data with those reported previously. All the compounds were isolated from this plant for the first time. The free radical scavenging activity of the isolated compounds was evaluated by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. Compounds 1 and 2 showed strong radical scavenging activities. The primary structure-activity relationship is also discussed.


Author(s):  
VASAVI THIRUMALANADHUNI ◽  
LAVANYA LATHA YERRAGURAVAGARI ◽  
VANI MATHAKALA ◽  
UMA MAHESWARI DEVI PALEMPALLI

Objective: The objective was to study the antioxidant and anticancer potential of the endophytic fungus Cladosporium uredinicola, isolated from the marine brown alga Dictyota dichotoma. Methods: Anticancer effect of the endophytic fungal extract was evaluated by 3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide (MTT) assay using MDA-MB-231 human mammary adenocarcinoma cells as in vitro cancer models. 3T3-L1 pancreatic adipocytes were used as in vitro models for the evaluation of cytotoxic activity against normal cells using MTT assay. Free radical scavenging activity was assessed by 2, 2-diphenyl-1- picrylhydrazyl (DPPH) assay. Results: The ethyl acetate extract of the endophytic fungus showed potent cytotoxic activity against MDA-MB-231 human breast adenocarcinoma cell lines with an inhibitory concentration (IC50) value of 373 μg/ml and a very mild cytotoxic effect on 3T3-L1 Cells with an IC50 value of 2403 μg/ml. DPPH free radical scavenging assay of the extract showed an IC50 value of 359 μg/ml indicating its potential free radical scavenging activity. Conclusion: The results indicated that the endophytic fungus C. uredinicola, isolated from the marine brown alga D. dichotoma, acts as a potential source for anticancer and antioxidant metabolites. Moreover, these anticancer metabolites were observed to be less toxic to the normal cells, which make them prospective therapeutic agents.


2006 ◽  
Vol 3 (2) ◽  
pp. 249-254 ◽  
Author(s):  
Boryana Trusheva ◽  
Milena Popova ◽  
Vassya Bankova ◽  
Svetlana Simova ◽  
Maria Cristina Marcucci ◽  
...  

In a new propolis type, red Brazilian propolis, 14 compounds were identified (six of them new for propolis), among them simple phenolics, triterepenoids, isoflavonoids, prenylated benzophenones and a naphthoquinone epoxide (isolated for the first time from a natural source). Three of the major components demonstrated significant antimicrobial activity, and two (obtained as inseparable mixture) possessed radical scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH).


2021 ◽  
Vol 15 (6) ◽  
pp. 463-475
Author(s):  
Sibel Kıran Aydın ◽  
Abdulselam Ertaş ◽  
Mehmet Boğa ◽  
Ebru Erol ◽  
Gülbahar Özge Alim Toraman ◽  
...  

In this study, dichloromethane, acetone, and methanol extracts of the aerial parts of the Salvia marashica plant which is an endemic species to Anatolia, were investigated. The total phenolic amounts of these extracts were determined as pyrocatechol equivalent and total flavonoids as quercetin equivalent. Antioxidant activity was determined by four complementary methods including inhibition of lipid peroxidation (by β-carotene color expression), DPPH free radical scavenging activity, ABTS cation radical scavenging activity and CUPRAC methods. Anticholinesterase activity of the extracts was investigated by the Ellman method against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes. Viability and cytotoxic activity tests were carried out on the fibroblast L929 cells and cytotoxic A549 lung cancer cells, respectively. The triterpenoids and diterpenoids constitute the major secondary metabolites of the S. marashica acetone and methanol extracts isolated by chromatographic methods. Their structures were determined based on spectroscopic methods, namely NMR and mass analyses. Ten terpenoids were obtained from either acetone or methanol extracts of the S. marashica. Seven of them were triterpenoids, elucidated as lupeol, lupeol-3-acetate, lup-12, 20(29)-diene, lup-20(29)-ene, α-amyrin-tetracosanoate, oleanolic acid and ursolic acid besides a steroid β-sitosterol. Two abietane diterpenes, abieta-8,11,13-triene (1) and 18-acetoxymethylene-abieta-8,11,13-triene (2), were obtained from the acetone extract which were isolated from a Salvia species for the first time in the present study. The methanol extract was found to be very rich in rosmarinic acid determined by LC-MS/MS analysis.


2021 ◽  
Vol 2021 ◽  
pp. 1-12
Author(s):  
Petr Halaš ◽  
Juraj Kuchár ◽  
Radovan Herchel

Two mononuclear Cu(II) complexes, [Cu(phen)2(HL)]ClO4·H2O·2DMF (1) and [Cu(phen)2(HL)2]·EtOH (2), comprising 1,10-phentantroline (phen) and 2-(1H-tetrazol-5-yl)-1H-indole ligand (H2L) ligands are reported. Analysis and characterization of the samples were performed using standard physicochemical techniques, elemental analysis, nuclear magnetic resonance, Fourier transform infrared spectroscopy, and UV-vis spectroscopy. Single-crystal X-ray crystallography revealed the formation of a pentacoordinate complex in 1 and a hexacoordinate complex in 2, in which the anionic ligand HL− has undergone monodentate coordination through the tetrazole unit. Furthermore, the crystal structure of H2L·MeOH is also discussed. The potential application of compounds 1 and 2 in bioinorganic chemistry was addressed by investigating their radical scavenging activity with the 2,2-diphenyl-1-picrylhydrazyl radical (DPPH) and the results were supported also by theoretical calculations.


2021 ◽  
Vol 14 (4) ◽  
pp. 1831-1838
Author(s):  
Chirag Makvana

The advancement of green nanotechnology has piqued the interest of researchers into the environmentally responsible production of nanoparticles. Conventionally used chemical methods for the synthesis of the nanoparticles have shown adverse effect on environment due to the use of highly toxic chemicals. They are also expensive as they utilize costly chemicals as a reducing and capping agent. Use of plant extract can be an environment friendly and cost-effective approach for the synthesis of nanoparticles. Copper is the metal which humans utilize from the ancient time period and it doesn’t show any adverse effect on humankind as well as on environment. Leaf extract of Ocimum sanctum was employed with CuSO4 (1:9, v/v) to synthesize stable copper nanoparticles (CuNPs) that were then functionalized with Polyvinyl Pyrrolidone (PVP) polymer. Characterization of synthesized copper nanoparticles was carried out using UV–Visible spectroscopy, X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR) and transmission electron microscopy (TEM). Synthesized CuNPs were subjected against the human pathogenic bacterial strain to evaluate their antibacterial potency. Antioxidative characteristics of CuNPs were analyzed using DPPH free radical scavenging activity. The UV–visible spectra of CuNPs showed unique peaks at 322 and 247 nm indicates the stable formation of nanoparticles. X-ray diffraction pattern suggest the face cubic centered (FCC) structure of copper nanoparticles. FTIR analysis revealed the presence of biomolecules attached on the surface of CuNPs. TEM analysis proven the synthesis of spherical shaped CuNPs with the average particle size of 73.50 ± 1.78 nm. Biosynthesized CuNPs showed maximum zone of inhibition against E. coli which was tends to be 20 mm. 51.48 % of DPPH free radical scavenging activity was observed by synthesized PVP coated CuNPs. As a result, this technology can be employed for the quick and environmentally friendly biosynthesis of stable copper nanoparticles with antibacterial and antioxidant activities with the size range from 10 to 100 nm, implying their potential application in the healthcare, clinical as well as pharmaceutical fields


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