scholarly journals Asporyergosterol, A New Steroid from an Algicolous Isolate of Aspergillus Oryzae

2010 ◽  
Vol 5 (10) ◽  
pp. 1934578X1000501 ◽  
Author(s):  
Ming-Feng Qiao ◽  
Nai-Yun Ji ◽  
Xiang-Hong Liu ◽  
Fang Li ◽  
Qin-Zhao Xue

Asporyergosterol (1), a new steroid with an E double bond between C-17 and C-20, was identified from the culture extracts of Aspergillus oryzae, an endophytic fungus isolated from the marine red alga Heterosiphonia japonica. Moreover, four known steroids including (22 E,24 R)-ergosta-4,6,8(14),22-tetraen-3-one (2), (22 E,24 R)-3β-hydroxyergosta-5,8,22-trien-7-one (3), (22 E,24 R)-ergosta-7,22-dien-3β,5α,6β-triol (4), and (22 E,24 R)-5α,8α-epidioxyergosta-6,22-dien-3β-ol (5) were isolated. Structures of these compounds were unambiguously established by spectroscopic techniques and by comparison with literature values. All the isolates exhibited low activity to modulate acetylcholinesterase (AChE).

Marine Drugs ◽  
2019 ◽  
Vol 17 (5) ◽  
pp. 252 ◽  
Author(s):  
Yin-Ping Song ◽  
Feng-Ping Miao ◽  
Xiang-Hong Liu ◽  
Xiu-Li Yin ◽  
Nai-Yun Ji

Seven previously unreported cyclonerane derivatives, namely, 3,7,11-trihydroxycycloneran-10-one, cycloneran-3,7,10,11-tetraol, cycloneran-3,7,11-triol, 11,12,15-trinorcycloneran-3,7,10-triol, 7,10S-epoxycycloneran-3,15-diol, 7,10R-epoxycycloneran-3,15-diol, and (10Z)-15-acetoxy-10-cycloneren-3,7-diol, were isolated in addition to the known (10Z)-cyclonerotriol, (10E)-cyclonerotriol, catenioblin C, and chokol E from the culture of Trichoderma asperellum A-YMD-9-2, an endophytic fungus obtained from the marine red alga Gracilaria verrucosa. The structures of previously unreported compounds were established by spectroscopic techniques, including 1D/2D NMR, MS, and IR. The isolation of these new cyclonerane derivatives greatly adds to the structural diversity of unusual cyclonerane sesquiterpenes, and several isolates exhibit potent inhibition against some marine phytoplankton species.


Planta Medica ◽  
2014 ◽  
Vol 80 (16) ◽  
Author(s):  
R Medina ◽  
C Biasetto ◽  
A Somensi ◽  
N Yokoya ◽  
M Lopes ◽  
...  

Marine Drugs ◽  
2020 ◽  
Vol 18 (3) ◽  
pp. 174 ◽  
Author(s):  
Manami Kobayashi ◽  
Yuya Kumagai ◽  
Yohei Yamamoto ◽  
Hajime Yasui ◽  
Hideki Kishimura

Red alga dulse possesses a unique xylan, which is composed of a linear β-(1→3)/β-(1→4)-xylosyl linkage. We previously prepared characteristic xylooligosaccharide (DX3, (β-(1→3)-xylosyl-xylobiose)) from dulse. In this study, we evaluated the prebiotic effect of DX3 on enteric bacterium. Although DX3 was utilized by Bacteroides sp. and Bifidobacterium adolescentis, Bacteroides Ksp. grew slowly as compared with β-(1→4)-xylotriose (X3) but B. adolescentis grew similar to X3. Therefore, we aimed to find the key DX3 hydrolysis enzymes in B. adolescentis. From bioinformatics analysis, two enzymes from the glycoside hydrolase family 43 (BAD0423: subfamily 12 and BAD0428: subfamily 11) were selected and expressed in Escherichia coli. BAD0423 hydrolyzed β-(1→3)-xylosyl linkage in DX3 with the specific activity of 2988 mU/mg producing xylose (X1) and xylobiose (X2), and showed low activity on X2 and X3. BAD0428 showed high activity on X2 and X3 producing X1, and the activity of BAD0428 on DX3 was 1298 mU/mg producing X1. Cooperative hydrolysis of DX3 was found in the combination of BAD0423 and BAD0428 producing X1 as the main product. From enzymatic character, hydrolysis of X3 was completed by one enzyme BAD0428, whereas hydrolysis of DX3 needed more than two enzymes.


2019 ◽  
Vol 9 (1) ◽  
Author(s):  
Rebeca P. Medina ◽  
Angela R. Araujo ◽  
João M. Batista ◽  
Carmen L. Cardoso ◽  
Cláudia Seidl ◽  
...  

Marine Drugs ◽  
2019 ◽  
Vol 17 (11) ◽  
pp. 605 ◽  
Author(s):  
Li ◽  
Li ◽  
Yang ◽  
Meng ◽  
Li ◽  
...  

Three new prenylated phenol derivatives, terreprenphenols A–C (1–3), along with four known related compounds (4–7), were isolated from Aspergillus terreus EN-539, an endophytic fungus obtained from the marine red alga Laurencia okamurai. The structures of these compounds were established by extensive analysis of 1D/2D NMR data, mass spectrometric data, and optical rotation (OR). The corresponding relationship between absolute configuration and optical rotation for known compounds anodendroic acid (4) and asperterreusine C (5) was ambiguous in literature, and their absolute configurations were therefore discussed and confirmed for the first time by time-dependent density functional (TDDFT) ECD and OR calculations. Compounds 1–7 inhibited some common aquatic bacteria with MIC values ranging from 2 to 64 μg/mL.


Antibiotics ◽  
2020 ◽  
Vol 9 (11) ◽  
pp. 753
Author(s):  
Elodie Gisèle M. Anoumedem ◽  
Bel Youssouf G. Mountessou ◽  
Simeon F. Kouam ◽  
Abolfazl Narmani ◽  
Frank Surup

Two new tetracyclic polyketides with a spirocenter, simplicilones A (1) and B (2) were isolated from the broth-culture of the endophytic fungus Simplicilliumsubtropicum (SPC3) in the course of our screening for new bioactive secondary metabolites. This endophytoic fungus is naturally harboured in the fresh bark of the Cameroonian medicinal plant Duguetia staudtii (Engl. and Diels) Chatrou. The planar structures of the simplicilones were elucidated by MS and 1D as well as 2D NMR spectroscopic techniques. The relative configuration was assigned by NOESY experiments in conjunction with coupling constants; subsequently, the absolute configurations were assigned by the modified Mosher’s method. The compounds showed weak cytotoxic effects against the cell line KB3.1 (in vitro cytotoxicity (IC50) = 25 µg/mL for 1, 29 µg/mL for 2), but were inactive against the tested Gram-positive and Gram-negative bacteria as well as fungi.


2011 ◽  
Vol 6 (9) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Xiang-Hong Liu ◽  
Xiao-Zhen Tang ◽  
Feng-Ping Miao ◽  
Nai-Yun Ji

A new pyrrolidine derivative, 3-hydroxy-5-(hydroxymethyl)-4-(4′-hydroxyphenoxy)pyrrolidin-2-one (1), and eight known steroids, (22 E,24 R)-7β,8β-epoxy-3β,5α,9α-trihydroxyergosta-22-en-6-one (2, a reassigned structure of (22 E,24 R)-5α,6α-epoxy-3β,8β,14α-trihydroxyergosta-22-en-7-one), (22 E,24 R)-3β,5α,9α-trihydroxyergosta-7,22-dien-6-one (3), (22 E,24 R)-3β,5α-dihydroxyergosta-7,22-dien-6-one (4), (22 E,24 R)-ergosta-7,22-dien-3β,5α,6β-triol (5), (22 E,24 R)-ergosta-5,22-dien-3β-ol (6), (22 E,24 R)-5α,8α-epidioxyergosta-6,22-dien-3β-ol (7), (22 E,24 R)-5α,8α-epidioxyergosta-6,9(11),22-trien-3β-ol (8), and (22 E,24 R)-1(10→6)- abeo-ergosta-5,7,9,22-tetraen-3α-ol (9), were isolated from the cultures of Gibberella zeae, an endophytic fungus isolated from the marine green alga Codium fragile. Their structures and relative stereochemistry were elucidated by 1D, 2D NMR and mass spectroscopic techniques. Compound 1 showed cytotoxicity against A-549 and BEL-7402 cell lines.


2021 ◽  
Vol 18 ◽  
Author(s):  
Kamal Sweidan ◽  
Gada Idrees ◽  
Luay Abu-Qatouseh ◽  
Muhammad Nawaz Tahir ◽  
Monther Khanfar ◽  
...  

: A new series of furan-2-carboxamide and 5-bromofuran-2-carboxamide derivatives have been prepared in good yields using simple procedures. Our strategy was to synthesize compounds containing functional groups that are known to exhibit significant bioactivity, such as amide (8–15), 2,4-dinitrophenylhydrazone (8a–15a), and thiosemicarbazone (8b– 15b). These newly synthesized compounds have been characterized with the aid of a number of spectroscopic techniques including 1H-NMR, 13C-NMR, IR, and mass spectrometry, in addition two x-ray structures were measured. Antibacterial and antifungal activity of prepared compounds was investigated; antifungal results indicated that compound 8a is the most active whereas compounds 15 and 9b showed moderate activity. Similarly, results of antibacterial testing revealed that most of the prepared compounds exhibit low activity, while compounds containing 2,4-dinitrophenylhydrazone moiety (9a-14a) are the most active towards E. Coli strain.


Marine Drugs ◽  
2016 ◽  
Vol 14 (12) ◽  
pp. 223 ◽  
Author(s):  
Hong-Lei Li ◽  
Xiao-Ming Li ◽  
Hui Liu ◽  
Ling-Hong Meng ◽  
Bin-Gui Wang

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