Trichopyrone and Other Constituents from the Marine Sponge-Derived Fungus Trichoderma sp.

2009 ◽  
Vol 64 (3-4) ◽  
pp. 186-192 ◽  
Author(s):  
Ahmed Abdel-Lateff ◽  
Katja Fisch ◽  
Anthony D. Wright

The fungus Trichoderma viride was isolated from the Caribbean sponge Agelas dispar, which was collected from waters around the island of Dominica. Its EtOAc extract, exhibiting mild radical scavenging properties, was mass cultivated and found to produce a new pyranone derivative, trichopyrone (1), and ten compounds, namely four sorbicillinoid polyketide derivatives, trichodermanone A-D (2 - 5), two hexaketide derivatives, rezishanone (6) and vertinolide (7), three known dodecaketides, trichodimerol (8), bislongiquinolide (trichotetronine, 9), and bisvertinol (10), as well as 2-furancarboxylic acid (11). The structures of all compounds were determined by interpretation of their spectroscopic data (1D and 2D NMR, MS, UV and IR). The biological activities of all isolates were evaluated in a series of bioassays (radical scavenging, antioxidant, antimicrobial, inhibition of HIV-1 RT). The majority had very weak or no effects in the applied test systems

2016 ◽  
Vol 11 (11) ◽  
pp. 1934578X1601101 ◽  
Author(s):  
Sarbast A. Mahmud ◽  
Omar A.M Al-Habib ◽  
Serena Bugoni ◽  
Marco Clericuzio ◽  
Giovanni Vidari

A new ursane-type triterpene acid, named azarolic acid (1), along with four known phenolic compounds and four known triterpene acids, was isolated from the crude EtOAc extract of the leaves of Crataegus azarolus var. aronia L. The structure of 1 was determined from 1D and 2D NMR spectroscopic data. Euscaphic acid showed high anti-vasoconstriction effects on aortic rings, supporting the use of this medicinal plant in cardiovascular disease.


Author(s):  
Saira Tabassum ◽  
Muhammad Zia ◽  
Esperanza J. Carcahe de Blanco ◽  
Riffat Batool ◽  
Roohi Aslam ◽  
...  

Abstract Background Arisaema jacquemontii is traditionally used in treatment of different diseases. In this study, phytochemical, in vitro biological and chemo-preventive screening of A. jacquemontii was carried out to explore its pharmacological potential. Methods The dried tuber of A. jacquemontii was extracted in 11 organic solvent mixture of different polarity. The extracts were screened for phytochemical assays (phenolics and flavonoids), antioxidants potential (free radical scavenging activity, total antioxidant activity, reducing power), biological activities (antibacterial, antifungal, cytotoxic, antileishmanial, protein kinase inhibition), and chemopreventive activities using different cell lines through standard protocols. Results Significant amount phenolic contents were determined in EtOH and MeOH extracts (210.3 ± 3.05 and 193.2 ± 3.15 μg GAE/mg, respectively). Maximum flavonoid content was determined in MeOH extract (22.4 ± 4.04 μg QE/mg). Noteworthy, DPPH scavenging activity was also recorded for MeOH extract (87.66%) followed by MeOH+EtOAc extract (85.11%). Considerable antioxidant capacity (7.8 ± 0.12 μg AAE/mg) and reducing power (3.1 ± 0.15 μg AAE/mg) was observed in extract of MeOH. The LC50 against brine shrimp and leishmanial parasite was found 9.01 and 12.87 μg/mL for n-Hex and CHCl3 extracts, respectively. The highest zone of inhibition against Streptomyces hyphae formation (12.5 ± 1.77 mm) by n-Hex extract. Growth zone of inhibition 13.8 ± 1.08 mm was recorded for EtOAc and MeOH extracts, respectively against Micrococcus luteus while 10.0 ± 0.11 mm for MeOH extract against Aspergillus flavus. In-vitro cytotoxic assay showed that n-Hex extract had higher cytotoxicity against DU-145 prostate cancer and HL-60 cancer cell lines. NF-kB and MTP potential showed 34.01 and 44.87 μg/mL for n-Hex and CHCl3 extracts, respectively in chemo-preventive potential. Conclusion The study concludes that Arisaema jacquemontii bears significant phytochemical activity and pharmacological activities, this plant can be further explored for isolation of active component against a number of aliments.


2018 ◽  
Vol 13 (2) ◽  
pp. 179 ◽  
Author(s):  
Redouane Lemoui ◽  
Samira Benyahia ◽  
Labib Noman ◽  
Ilham Bencherchar ◽  
Feyza Oke-Altuntas ◽  
...  

<p class="Abstract">The aim of this study was to isolate the phytoconstituents and evaluate the biological activities of <em>Berberis hispanica</em>. Three phenolic compounds (tamarixetin, caffeic acid and rutin)  were isolated from <em>B. hispanica</em>. The structures of the pure compounds were elucidated by spectroscopic and mass-spectrometric analyses, including 1D-, 2D-NMR, and HPLC-TOF/MS. In addition, antimicrobial, anti-oxidant and anti-proliferative effects of the extracts, some fractions and isolated compounds were evaluated. The extracts of B. hispanica were evaluated against six bacterial strains and exhibited the highest activity against <em>Klebsiella pneumonia</em> (15 mm at 100 mg/mL). Fraction T36 (IC<sub>50</sub>&lt;5 μg/mL) from the n-butanol extract displayed higher radical scavenging activity than butylated hydroxytoluene. The isolated compounds were evaluated for their antiproliferative effects against human cervical adenocarcinoma (HeLa) cell line by real time cell analyzer assay and tamarixetin exhibited the remarkable effect (IC<sub>50</sub>&lt;50 μg/mL) on HeLa cells. This study supports the documented medicinal effects of <em>B. hispanica</em>.</p><p class="Abstract"><strong>Video Clip of Methodology</strong>:</p><p class="Abstract">Antiproliferative Assay: 4 min 31 sec   <a href="https://www.youtube.com/v/vi_fS47fpY0&amp;t=3s">Full Screen</a>   <a href="https://www.youtube.com/watch?v=vi_fS47fpY0&amp;t=3s">Alternate</a></p>


Marine Drugs ◽  
2020 ◽  
Vol 18 (3) ◽  
pp. 131 ◽  
Author(s):  
Wael M. Abdel-Mageed ◽  
Bertalan Juhasz ◽  
Burhan Lehri ◽  
Ali S. Alqahtani ◽  
Imen Nouioui ◽  
...  

Dermacoccus abyssi strain MT1.1T is a piezotolerant actinobacterium that was isolated from Mariana Trench sediment collected at a depth of 10898 m. The organism was found to produce ten dermacozines (A‒J) that belonged to a new phenazine family and which displayed various biological activities such as radical scavenging and cytotoxicity. Here, we report on the isolation and identification of a new dermacozine compound, dermacozine M, the chemical structure of which was determined using 1D and 2D-NMR, and high resolution MS. A whole genome sequence of the strain contained six secondary metabolite-biosynthetic gene clusters (BGCs), including one responsible for the biosynthesis of a family of phenazine compounds. A pathway leading to the biosynthesis of dermacozines is proposed. Bioinformatic analyses of key stress-related genes provide an insight into how the organism adapted to the environmental conditions that prevail in the deep-sea.


2016 ◽  
Vol 19 (1) ◽  
pp. 19-25
Author(s):  
Loan Cam To ◽  
Tuyen Nguyen Kim Pham ◽  
Phung Kim Phi Nguyen

Borreria is a genus of Rubiaceae widespread in tropical and subtropical America, Africa, Asia, and Europe. Studies have confirmed that extracts as well as some isolated compounds of species of Borreria genus possess diverse biological activities, including anti-inflammatory, antitumor, antimicrobial, antioxidant, anti-ulcer… In this paper, we present the chemical structures of four compounds isolated from Borreria alata, collected at Di Linh district, Lam Dong province, Vietnam. 3β, 6β, 23-trihydroxyurs- 12-en-28-oic acid (1), sodium deacetylasperulosidate (2), 7β-hydroxy-11-methylforsythide (3) and sodium loganate (4). Among them, three compounds (1), (2), (3) were known for the first time in Borreria genus to our best knowledge and (4) is a new compound. The chemical structures of these compounds wereelucidated by analysis of 1D and 2D NMR and HR-MS spectroscopic data, as well as by comparison with those reported in the literature.


2021 ◽  
pp. 394-398
Author(s):  
Khusnul Fadhilah ◽  
Subagus Wahyuono ◽  
Puji Astuti

Lansium domesticum (fam. Meliaceae) contains various compounds with various biological activities. Based on the previous research, extracts from several parts of the plant have biological activity. This study aimed to isolate a compound from the fruitpeel of L. domesticum and evaluate cytotoxic activity against T47D, WiDr and HepG2 cell lines. Powdered peels were macerated with ethyl acetate and the filtrate was evaporated to give EtOAc extract. Dried extract was triturated with n-hexane to give n-hexane soluble fraction (A) and insoluble fraction (B). The fraction B was separated using vacuum column chromatography (VLC) with mobile phase n-hexane: ethyl acetate and given 5 fractions. Fractions B3-B5 were combined and separated using VLC with n-hexane and ethyl acetate as mobile phase. This VLC separation gave 18 subractions, subfractions 6-9 with the similar TLC profile were combined. This subfraction was separated further using preparative thin layer chromatography to give compound 1. The Isolated compound (1) appeared as liquid. The chemical structure of 1 was identified acoording to spectroscopic data and comparison with literature. Cytotoxic bioassay was performed on T-47D, WiDr and Hep G2 cell lines in a series of concentrations at 50, 40, 30, 20, 10 and 5µg/mL, with Doxorubicine used as positive control. According to spectroscopic data, compound 1 was identified as 2-ethyl,3-(1’-hydroxy-2’-menthene) propenal, and demonstrate the strongest cytotoxicity against T-47D cell lines (IC50=39.18+1.54 µg/mL).


2017 ◽  
Vol 12 (11) ◽  
pp. 1934578X1701201
Author(s):  
Muhammad Ishaque ◽  
Yamin BiBi ◽  
Karin M. Valant–Vetschera ◽  
Johann Schinnerl ◽  
Markus Bacher

Phytochemical examination of matured fruits of Rosa brunonii collected in Northern Pakistan led to the isolation of three flavonol glycosides quercetin-3- O-rhamnoside (1), and the kaempferol glycosides astragalin (2) and tiliroside (3). Their structures were elucidated by 1D– and 2D–NMR spectroscopy and mass spectrometry. Radical scavenging activities of the crude extract and isolated compounds were assessed by a DPPH assay. The results show strong antioxidative activities of tiliroside (3) and lower activities of astragalin (2) and quercetin-3- O-rhamnoside (1). These data confirm previous reports and underline the biological activities of flavonol glycosides.


2017 ◽  
Vol 41 (2) ◽  
pp. 116-119
Author(s):  
Hahk-Soo Kang ◽  
Jong-Pyung Kim

The organic extract of Sargassum siliquastrum exhibited in vitro radical scavenging activity in our screening of marine brown algae collected in Jeju Island, Korea. Bioactivity-guided fractionation of the organic extract led to the isolation of two new meroterpenoids, named sargachromanols S and T, along with the known meroterpenoids, isopolycerasoidol, nahocol D2, and sargachromanols D, E, G, and I. The planar structures of the new compounds were determined by the analysis of spectroscopic data obtained by HREIMS and 1D and 2D NMR. The structures of the new compounds sargachromanols S and T were closely related to those of previously isolated sargachromanols D and A, respectively. The isolated compounds showed radical scavenging activities in vitro against 1,1-diphenylpicrylhydrazyl and 2,2'-azidobis(3-ethylbenzothiazoline-6-sulfonate) radicals.


2012 ◽  
Vol 67 (3-4) ◽  
pp. 144-150 ◽  
Author(s):  
Wafaa Hassan ◽  
Amal Gendy ◽  
Hanan Al-youssef ◽  
Assem El-Shazely

1A new eremophilane sesquiterpene, 1-β-hydroxy-8-oxoeremophila-7,9-dien-12-oic acid (), in addition to two known fl avonol glycosides, rutin (2) and quercetin-3-O-glucoside- 7-O-rutinoside (3), was isolated from the ethyl acetate fraction obtained from the aqueous alcoholic extract of the aerial parts of Senecio aegyptius var. discoideus Boiss. (family Asteraceae). The chemical structures of the isolated compounds were established by 1D and 2D NMR analysis (1H, 13C, COSY, HMQC, HMBC), MS and UV data, and through comparison with the literature. The ethyl acetate fraction and the isolated rutin showed significant cytotoxic activity against colorectal carcinoma (HCT 116) and to less extent against brain (U 251) and breast carcinoma (MCF 7). The ethyl acetate fraction showed a significant level of activity against Klebsiella pneumoniae, while the total extract showed the best antifungal activity against Candida albicans and Saccharomyces cerevisiae. DPPH radical scavenging activity of the ethyl acetate fraction was significant (96.7%) when compared to ascorbic acid. It also showed anti-inflammatory activity but no diuretic effect


2022 ◽  
Vol 17 (1) ◽  
pp. 1934578X2110686
Author(s):  
Ji-Yul Kim ◽  
Jeong Min Lee ◽  
Hyun-Soo Kim ◽  
Dae-Won Ki ◽  
Mi-Jin Yim ◽  
...  

A new butenolide derivative (1), along with three known compounds (2-4) were isolated from the MeOH extract of brown alga Sargassum micracanthum. The structures of 1 to 4 were determined by the analyses of 1D and 2D NMR and mass spectroscopic data. The known compounds (2-4) were identified as (5 E,10 Z)-6,10,14-trimethylpentadeca-5,10-dien-2,12-dione (2), (5 E,9 E)-6,10,14-trimethylpentadeca-5,9-dien-2,12-dione (3), and (-)-loliolide (4) by comparing with their published spectroscopic data. The antioxidant activities of compounds 1 to 4 were evaluated based on using 2,2′-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activities. Compounds 1 to 4 were inactive at the concentration of 200 μM.


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