scholarly journals New Chromones from a Marine-Derived Fungus, Arthrinium sp., and Their Biological Activity

Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 1982 ◽  
Author(s):  
Jie Bao ◽  
Fei He ◽  
Jin-Hai Yu ◽  
Huijuan Zhai ◽  
Zhi-Qiang Cheng ◽  
...  

Five new chromone derivatives, arthones A–E (1–5), together with eight known biogenetically related cometabolites (6–13), were isolated from a deep-sea-derived fungus Arthrinium sp. UJNMF0008. Their structures were assigned by detailed analyses of spectroscopic data, while the absolute configurations of 1 and 5 were established by electronic circular dichroism (ECD) calculations and that of 2 was determined by modified Mosher ester method. Compounds 3 and 8 exhibited potent antioxidant property with DPPH and ABTS radical scavenging activities, with IC50 values ranging from 16.9 to 18.7 μM. Meanwhile, no compounds indicated obvious bioactivity in our antimicrobial and anti-inflammatory assays at 50.0 μM.

2014 ◽  
Vol 69 (6) ◽  
pp. 742-746 ◽  
Author(s):  
Zhuo Du ◽  
Feng-Ni Wen ◽  
Ji-Ping Zhang ◽  
Jian-Feng Wua ◽  
Fang Liu ◽  
...  

Two new sesquiterpenes, named aristoyunnolin I (1) and J (2), together with eight known compounds (3 - 10) were isolated from the roots of Aristolochia yunnanensis. Compounds 1 and 2 feature a rare hydroazulene-type sesquiterpene skeleton and represent the third and fourth examples of this kind found in nature. The structures were determined from spectroscopic data, and the absolute configurations of 1 - 3 were assigned by comparing experimental with simulated electronic circular dichroism (ECD) spectra. Compounds 1, 2, 6 - 10 were isolated from this plant for the first time. The cytotoxic activities of 1 - 10 were evaluated against P-388 and A-549 cell lines. Only compounds 4 and 5 showed moderate activity with IC50 values ranging from 12.0 to 18.2 μM.


Planta Medica ◽  
2021 ◽  
Author(s):  
Xiao Xia ◽  
Jiao Zhang ◽  
Xiao-Jiang Wang ◽  
Yan Lu ◽  
Dao-Feng Chen

AbstractThree new phenolic glycosides, carvacrol-2-O-β-D-apiofuranosyl-(1 → 6)-β-D-glucopyranoside (1), 1-methyl-3-isopropylphenol-4-O-β-D-apiofuranosyl-(1 → 6)-β-D-glucopyranoside (2), p-methoxythymol-5-O-β-D-apiofuranosyl-(1 → 6)-β-D-glucopyranoside (3), and a pair of new 8-O-4′ neolignan enantiomers (5a/5b), together with 26 known compounds (4, 6 – 30) were isolated from the roots of Lilium dauricum. The structures of the new compounds were elucidated based on extensive spectroscopic and chemical methods, and the absolute configurations of 5a and 5b were established by electronic circular dichroism analysis. Nine compounds (1, 3, 4, 8, 9, 17, 25, 29, and 30) exhibited potent α-glucosidase inhibitory activity with IC50 values ranging from 73.4 µM to 988.2 µM. Besides, compound 19 displayed strong anticomplementary activity (CH50: 71.6 µM).


Marine Drugs ◽  
2019 ◽  
Vol 17 (9) ◽  
pp. 507 ◽  
Author(s):  
Cui-Ping Xing ◽  
Chun-Lan Xie ◽  
Jin-Mei Xia ◽  
Qing-Mei Liu ◽  
Wei-Xiang Lin ◽  
...  

Four new (penigrisacids A–D, 1–4) and one known (5) carotane sesquiterpenoids were isolated from the deep-sea-derived fungus Penicillium griseofulvum, along with four known compounds (6–9). The planar structures and relative configurations of the new compounds were determined by extensive analysis of the NMR and HRESIMS data. The absolute configurations were established by comparison of the experimental and calculated ECD (electronic circular dichroism) spectra or OR (optical rotation) value. Compound 9 exhibited potent anti-food allergic activity with IC50 value of 28.7 μM, while 4 showed weak cytotoxicity against ECA-109 tumor cells (IC50 = 28.7 μM).


Molecules ◽  
2019 ◽  
Vol 24 (20) ◽  
pp. 3671
Author(s):  
Ying-Hui Ding ◽  
Hui-Ting Wang ◽  
Sha Shi ◽  
Yao Meng ◽  
Jin-Chao Feng ◽  
...  

Four new sesquiterpenoids, named artemivestinolide D–G (1–4) and three known sesquiterpenoids (5–7), were isolated from Artemisia vestita. The structures of these new compounds were determined based on extensive spectroscopic data analyses. Furthermore, the electronic circular dichroism data determined the absolute configurations of the new compounds. The antifeedant and antifungal activities of the isolates were evaluated against third-instar larvae of Plutella xylostella and three plant pathogenic fungi. Compounds 1–7 showed moderate antifeedant activities and compounds 1–4 and 6–7 exhibited antifungal activities.


Author(s):  
Raj Kumar Tiwari ◽  
Udayabanu Malairaman ◽  
Silpi Chanda

Objective: The intent  of this report  was to investigate the effect of aqueous root extract of Clerodendrum serratum L. for antioxidant activity using divergent models viz. DPPH scavenging assay, Superoxide scavenging assay and Ferric Reducing Antioxidant Power (FRAP) assay.Materials and Methods: The root of C. serratum was extracted using water. The yield of aqueous extract was 10%w/w. The outcome was examined statistically by the regression method.Results and discussions: The IC50 values are 85.43 µg/ml and 107.59 µg/ml for DPPH radical scavenging and Superoxide scavenging assay respectively whereas  FRAP showed significant reducing power activity with increased concentration of sample. The pilot study showed, a significant correlation existed between concentrations of the extract and percentage engrossment of free radicals.Conclusion: The antioxidant property may be corresponding to the polyphenols and flavonoids adjacent in the extract. These results clearly revealed that C. serratum might be effective against diseases analogous with free radical mediated. Keywords Clerodendrum serratum, DPPH, Superoxide, FRAP, Rutin, Antioxidant


Marine Drugs ◽  
2021 ◽  
Vol 19 (8) ◽  
pp. 438
Author(s):  
Tantan Li ◽  
Yun Wang ◽  
Li Li ◽  
Mengyue Tang ◽  
Qinghong Meng ◽  
...  

Four new cytochalasans, phychaetoglobins A–D (1–4), together with twelve known cytochalasans (5–16), were isolated from a mangrove-associated fungus Chaetomium globosum kz-19. The new structures were elucidated on the basis of extensive 1D and 2D NMR, HR ESIMS spectroscopic analyses, and electronic circular dichroism (ECD) calculations. The absolute configuration of 2 was established by application of Mosher’s method. Compounds 4–8 exhibited moderate cytotoxicities against A549 and HeLa cell lines with the IC50 values less than 20 μM.


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.


2010 ◽  
Vol 9 (2) ◽  
pp. 321-327 ◽  
Author(s):  
Muharni Muharni ◽  
Supriyatna Supriyatna ◽  
Husein H. Bahti ◽  
Dachriyanus Dachriyanus

A phenolic compoud, (-)-epicatechin, was isolated from  the stem bark of Garcinia bancana. The structure of this compound was determined base on spectroscopic  data such as including UV, IR, 1-D, 2-D NMR, and comparison with the reported data. Biological activity of this compound at free radical scavenging activity by 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and inhibitory xanthine oxidase(XO) activity showed that (-)- epicathechin active at two methods with IC50 value 8.1 and 8.6 mg/mL respectively.   Keywords: phenolic, (-)-epicatechin, Garcinia  bancana, DPPH, XO


2020 ◽  
Vol 16 (4) ◽  
pp. 575-591 ◽  
Author(s):  
Muniza Shaikh ◽  
Salman Siddiqui ◽  
Humaira Zafar ◽  
Uzma Naqeeb ◽  
Fakiha Subzwari ◽  
...  

Background: Advanced glycation end products (AGEs) are known to be involved in the pathophysiology of diabetic complications, neurodegenerative diseases, and aging. Preventing the formation of AGEs can be helpful in the management of these diseases. Objective: Two classes of previously synthesized traizole Schiff’s bases (4H-1,2,4-triazole-4- Schiff’s bases 1-14, and 4H-1,2,4-triazole-3-Schiff’s bases 15-23) were evaluated for their in vitro antiglycation activity. Methods: In vitro fructose-mediated human serum albumin (HSA) glycation assay was employed to assess the antiglycation activity of triazole Schiff’s bases. The active compounds were subjected to cytotoxicity analysis by MTT assay on mouse fibroblast (3T3) cell line. Molecular docking and simulation studies were carried out to evaluate the interactions and stability of compounds with HSA. Anti-hyperglycemic and antioxidant activities of selected non-cytotoxic compounds were evaluated by in vitro α-glucosidase inhibition, and DPPH free radical scavenging assays, respectively. Results: Compound 1 (IC50=47.30±0.38 µM) from 4H-1,2,4-triazole-4-Schiff’s bases has exhibited antiglycation activity comparable to standard rutin (IC50=54.5±0.05 µM) along with a stable RMSD profile in MD simulation studies. Compound 1 also exhibited a potent α-glucosidase inhibitory activity, and moderate antioxidant property. Other derivatives showed a weak antiglycation activity with IC50 values between 248.1-637.7 µM. Compounds with potential antiglycation profile were found to be non-cytotoxic in a cellular assay. Conclusion: The study identifies triazole Schiff’s bases active against fructose-mediated glycation of HSA, thus indicates their potential against late diabetic complications due to production of advancedend products (AGEs).


Molecules ◽  
2021 ◽  
Vol 26 (17) ◽  
pp. 5273
Author(s):  
Shouye Han ◽  
Yu Liu ◽  
Wan Liu ◽  
Fan Yang ◽  
Jia Zhang ◽  
...  

The fungal strain YPGA3 was isolated from the sediments of the Yap Trench and identified as Penicillium thomii. Eight new chromone derivatives, named penithochromones M−T (1–8), along with two known analogues, 9 and 10, were isolated from the strain. The structures were established by detailed analyses of the spectroscopic data. The absolute configuration of the only chiral center in compound 1 was tentatively determined by comparing the experimental and the calculated specific rotations. Compounds 7 and 8 represent the first examples of chromone derivatives featuring a 5,7-dioxygenated chromone moiety with a 9-carbon side chain. Bioassay study revealed that compounds 6–10 exhibited remarkable inhibition against α-glucosidase with IC50 values ranging from 268 to 1017 μM, which are more active than the positive control acarbose (1.3 mmol).


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