Pseurotin A1 and A2, two new 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-diones from the holothurian-derived fungus Aspergillus fumigatus WFZ-25

2011 ◽  
Vol 89 (1) ◽  
pp. 72-76 ◽  
Author(s):  
Fa-Zuo Wang ◽  
De-Hai Li ◽  
Tian-Jiao Zhu ◽  
Min Zhang ◽  
Qian-Qun Gu

Two new metabolites containing a 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione core, pseurotin A1 (1) and A2 (2), as well as pseurotin A (3), were isolated from the holothurian-derived fungus Aspergillus fumigatus WFZ-25. These compounds were determined using extensive analysis of their spectroscopic data, including 1D and 2D NMR, HR-ESI-MS, and circular dichroism (CD) experiments.

2016 ◽  
Vol 11 (7) ◽  
pp. 1934578X1601100
Author(s):  
Ahmed A. Zaki ◽  
Zulfiqar Ali ◽  
Yasser A. El-Amier ◽  
Ikhlas A. Khan

A new neolignan, paniculignan (1), and a known lignan, tetracentronside B (2), were isolated from Panicum turgidum. The structure of 1 was elucidated by extensive spectroscopic methods including 1D and 2D NMR and HR-ESI-MS. The relative configuration of 1 was determined on the basis of circular dichroism spectroscopy, optical rotation, and NOESY correlations.


Marine Drugs ◽  
2019 ◽  
Vol 17 (5) ◽  
pp. 289 ◽  
Author(s):  
Xiuli Xu ◽  
Jiahui Han ◽  
Yanan Wang ◽  
Rui Lin ◽  
Haijin Yang ◽  
...  

Two new spiro-heterocyclic γ-lactam derivatives, cephalimysins M (1) and N (2), were isolated from the fermentation cultures of the marine-derived fungus Aspergillus fumigatus CUGBMF17018. Two known analogues, pseurotin A (3) and FD-838 (4), as well as four previously reported helvolic acid derivatives, 16-O-propionyl-16-O-deacetylhelvolic acid (5), 6-O-propionyl-6-O-deacetylhelvolic acid (6), helvolic acid (7), and 1,2-dihydrohelvolic acid (8) were also identified. One-dimensional (1D), two-dimensional (2D) NMR, HRMS, and circular dichroism spectral analysis characterized the structures of the isolated compounds.


2017 ◽  
Vol 12 (1) ◽  
pp. 1934578X1701200
Author(s):  
Wen-Juan Yuan ◽  
Wen-Fen Gao ◽  
Jia-Hui Zhang ◽  
Pei Cao ◽  
Yu Zhang ◽  
...  

(+)-Perforison A and (-)-perforison A, a new pair of chromone enantiomers, along with four known compounds, were isolated from the leaves and stems of Harrisonia perforata. Their structures and absolute configurations were determined on the basis of extensive analysis of spectroscopic data and electronic circular dichroism (ECD) calculations. The cytotoxic activities in vitro of these compounds were evaluated, but none showed significant activity.


2012 ◽  
Vol 7 (4) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Shamil Sh. Afiyatullov ◽  
Olesya I. Zhuravleva ◽  
Alexandr S. Antonov ◽  
Anatoly I. Kalinovsky ◽  
Michail V. Pivkin ◽  
...  

A new alkaloid, fumiquinazoline K (1), and a new nordammarane triterpenoid (2), together with three known diketopiperazines (3-5) and tryptoquivaline F (6) have been isolated from a marine strain of Aspergillus fumigatus KMM 4631 associated with the soft coral Sinularia sp. Their structures were determined by HR-MS and 1D and 2D NMR. Compounds 3-5 exhibit weak cytotoxicity against cytoplasm non-specific esterase in Ehrlich carcinoma cells. Compound 3 also induces early apoptosis of the same cells in a non-toxic range of concentrations.


2018 ◽  
Vol 42 (10) ◽  
pp. 529-530 ◽  
Author(s):  
Ruo-Xi Liu ◽  
Yi-Lian Xu ◽  
Lie-Feng Ma ◽  
You-Min Ying ◽  
Zha-Jun Zhan

A new flavanone, namely 2-(S)-6,7,3’,5′-tetrahydroxyflavanone, was separated from the ethanol extracts of the dried vine stems of Spatholobus suberectus dunn, together with three known ones, 2-(S)-7,3’,5′-trihydroxyflavanone, liquiritigenin and butin. The structure of the new flavanone was identified by detailed analyses of the spectroscopic data, especially 1D and 2D NMR, and HR-ESI-MS.


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.


2020 ◽  
Vol 5 (2) ◽  
pp. 138-142
Author(s):  
Ryan Ayub Wahjoedi ◽  
Ratih Dewi Saputri ◽  
Tjitjik Srie Tjahjandarie ◽  
Mulyadi Tandjung

Two furoquinoline alkaloids, leptanoine C (1) and haplopine-3,3´-dimethylallyl ether (2) were isolated from the leaves of Melicope moluccana. The chemical structure of both compounds was determined based on spectroscopic data, including UV, IR, HR-ESI-MS, 1D, and 2D NMR spectral data. The antimalarial activity of compounds 1-2 against Plasmodium falciparum 3D7 showing their IC50 values are 0.18 ppm and 2.28 µg/mL, respectively.


Planta Medica ◽  
2019 ◽  
Vol 85 (06) ◽  
pp. 503-512 ◽  
Author(s):  
Nada Abdel-Wahab ◽  
Sebastian Scharf ◽  
Ferhat Özkaya ◽  
Tibor Kurtán ◽  
Attila Mándi ◽  
...  

AbstractA new cyclic pentapeptide, cotteslosin C (1), a new aflaquinolone, 22-epi-aflaquinolone B (3), and two new anthraquinones (9 and 10), along with thirty known compounds (2, 4 – 8, 11 – 34) were isolated from a co-culture of the sponge-associated fungus Aspergillus versicolor with Bacillus subtilis. The new metabolites were only detected in the co-culture extract, but not when the fungus was grown under axenic conditions. Furthermore, the co-culture extract exhibited an enhanced accumulation of the known constituents versicolorin B (14), averufin (16), and sterigmatocyctin (19) by factors of 1.5, 2.0, and 4.7, respectively, compared to the axenic fungal culture. The structures of the isolated compounds were elucidated on the basis of 1D and 2D NMR spectra and mass spectrometry as well as by comparison with literature data. The absolute configuration of compounds 3, 9, and 10 was determined by ECD (electronic circular dichroism) analysis aided by TDDFT-ECD (time-dependent density functional theory electronic circular dichroism) calculations. Compounds 15, 18 – 21, and 26 exhibited strong to moderate cytotoxic activity against the mouse lymphoma cell line L5178Y, with IC50 values ranging from 2.0 to 21.2 µM, while compounds 14, 16, 31, 32, and 33 displayed moderate inhibitory activities against several gram-positive bacteria, with MIC values ranging from 12.5 to 50 µM.


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