scholarly journals Peniginsengins B–E, New Farnesylcyclohexenones from the Deep Sea-Derived Fungus Penicillium sp. YPGA11

Marine Drugs ◽  
2018 ◽  
Vol 16 (10) ◽  
pp. 358 ◽  
Author(s):  
Zhongbin Cheng ◽  
Wei Xu ◽  
Lijun Liu ◽  
Shumin Li ◽  
Wangjun Yuan ◽  
...  

Chemical examination of the EtOAc extract of the deep sea-derived fungus Penicillium sp. YPGA11 resulted in the isolation of four new farnesylcyclohexenones, peniginsengins B–E (1–4), and a known analog peniginsengin A (5). The structures of compounds 1–4 were determined on the basis of comprehensive analyses of the nuclear magnetic resonance (NMR) and mass spectroscopy (MS) data, and the absolute configurations of 1, 2, and 4 were determined by comparisons of experimental electronic circular dichroism (ECD) with calculated ECD spectra. Compounds 1–5, characterized by a highly oxygenated 1-methylcyclohexene unit and a (4E,8E)-4,8-dimethyldeca-4,8-dienoic acid side chain, are rarely found in nature. Compounds 2–4 exhibited antibacterial activity against Staphylococcus aureus.

Marine Drugs ◽  
2019 ◽  
Vol 17 (6) ◽  
pp. 332 ◽  
Author(s):  
Zhongbin Cheng ◽  
Yuanli Li ◽  
Wan Liu ◽  
Lijun Liu ◽  
Jie Liu ◽  
...  

Three new butenolide derivatives, namely aspernolides N–P (1–3), together with six known analogues (4–9), were isolated from the ethyl acetate (EtOAc) extract of the deep sea-derived fungus Aspergillus terreus YPGA10. The structures of compounds 1–3 were determined on the basis of comprehensive analyses of the nuclear magnetic resonance (NMR) and mass spectroscopy (MS) data, and the absolute configurations of 1 and 2 were determined by comparisons of experimental electronic circular dichroism (ECD) with calculated ECD spectra. Compound 1 represents the rare example of Aspergillus-derived butenolide derivatives featured by a monosubstituted benzene ring. Compounds 6–9 exhibited remarkable inhibitory effects against α-glucosidase with IC50 values of 3.87, 1.37, 6.98, and 8.06 μM, respectively, being much more active than the positive control acarbose (190.2 μM).


MedChemComm ◽  
2015 ◽  
Vol 6 (6) ◽  
pp. 1156-1172 ◽  
Author(s):  
Xiaoyan Yang ◽  
Zicheng Li ◽  
Zhenling Wang ◽  
Zitai Sang ◽  
Haiyue Long ◽  
...  

Monofluoro- (39), difluoro- (40) and trifluoro- (41) substituted analogues showed different biological activities, and 40 is a potent antibacterial agent in animal models.


1968 ◽  
Vol 46 (13) ◽  
pp. 2233-2238 ◽  
Author(s):  
Wilkins Reeve ◽  
John C. Hoffsommer ◽  
Patrick F. Aluotto

From the Friedel–Crafts reaction of chloral and naphthalene, others have reported the isolation of only 2-naphthyl(trichloromethyl)carbinol. Our reexamination of this reaction has shown that a mixture of 1- and 2-naphthyl(trichloromethyl)carbinols is obtained and that 80 to 90% of the product consists of the 1-naphthyl(trichloromethyl)carbinol. The 1- and 2-naphthyl(trichloromethyl)carbinols, their acetates, and their methyl ethers differ in their nuclear magnetic resonance (n.m.r.) spectra in that the signal of the α-hydrogen of the side chain of the 1-naphthyl isomer always occurs 0.8 p.p.m. downfield compared to the signal of the α-hydrogen of the corresponding 2-naphthyl isomer. This is because the α-hydrogens in the 1-naphthyl series of these compounds are in the region between the 1- and 8-positions of the naphthalene ring and subject to the ring currents of both benzenoid rings.The mixture of crude naphthyl(trichloromethyl)carbinols was converted to the mixture of α-methoxynaphthylacetic acids, and these were separated. A small amount of α,α′-dimethoxy-1,5-naphthalenediacetic acid was also obtained, demonstrating that a certain amount of 1,5-substitution occurred in the Friedel–Crafts reaction of naphthalene and chloral.


1984 ◽  
Vol 62 (2-3) ◽  
pp. 108-114 ◽  
Author(s):  
Malcolm B. Perry ◽  
Lorne A. Babiuk

The antigenic polysaccharide side chain of the cell wall lipopolysaccharide of Pasteurella haemolytica (serotype 4) was investigated by methylation, periodate oxidation, partial hydrolysis, and 13C and 1H nuclear magnetic resonance analysis methods and was found to be a simple unbranched linear polymer composed of a disaccharide repeating unit having the structure —3)-α-D-Galp-(1—3)-β-D-Galf-(1—.


2014 ◽  
Vol 881-883 ◽  
pp. 21-24
Author(s):  
Ai Mei Yang ◽  
Xiao Long Shi ◽  
Jie Li Liu ◽  
Lin Yang ◽  
Yun Men

Five compounds were isolated from the EtOAc extract of Euphorbia altotibetica. The structures of these compounds were elucidated as: β-sitosterol (1), daucosterol (2), chrysophanol (3), (-)-epiafzelechin (4), 5,2-dihydroxy-7,8,6-trimethoxyflavanone (5) by NMR datas, the antibacterial activity of all compounds were examined on five species of bacteria Escherichia coli, Staphylococcus aureus, Bacillus licheniformis, Pseudomonas aeruginosa and Streptococcus pneumoniae.


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