Polyketide-peroxides from a Species of Jamaican Plakortis (Porifera: Demospongiae)

2010 ◽  
Vol 63 (6) ◽  
pp. 877 ◽  
Author(s):  
Rabab Mohammed ◽  
Jiangnan Peng ◽  
Michelle Kelly ◽  
Muhammad Yousaf ◽  
Eustace Winn ◽  
...  

A new cyclic peroxide plakortisinic acid (1), and a new ketone derivative (2), in addition to six known compounds, an α,β-unsaturated ester (3), plakortide N (4), plakortide F (5) and its free acid (6), plakortone D (7), and a furan-containing molecule (8), were isolated from a species of Plakortis from Jamaica. The structures were elucidated by interpretation of 1D and 2D NMR spectra, and mass spectrometry data and by comparison with data from the literature. Comparison between experimental and calculated optical rotations allowed the assignment of absolute configuration of 1 and 2. The isolated compounds have been evaluated for their antimicrobial, antimalarial, anticancer, anti-Mtb, and anti HIV-1 activity.

2014 ◽  
Vol 9 (10) ◽  
pp. 1934578X1400901
Author(s):  
Raduis Melong ◽  
Deccaux G. F. W. Kapche ◽  
Michel T. Feussi ◽  
Hartmut Laatsch

A new monoglyceride, 1′,26′-bis-[( S)-2,3-dihydroxypropyl] hexacosanedioate (1a) and the new peltogynoid, entadanin (3), along with eight known compounds, were isolated from the stem bark of Entada abyssinica (Fabaceae). The structures of the new compounds were determined by detailed analyses of 1D and 2D NMR spectra, in combination with high-resolution mass spectrometry data, and by comparison with related data from the literature. The stereochemistry of 1a was derived by comparison of the optical rotation with reference data. Peltogynoids have been reported previously from other Fabaceae, however this is the first report of a peltogynoid from the genus Entada.


2007 ◽  
Vol 46 (6) ◽  
pp. 901-904 ◽  
Author(s):  
Frank C. Schroeder ◽  
Donna M. Gibson ◽  
Alice C. L. Churchill ◽  
Punchapat Sojikul ◽  
Eric J. Wursthorn ◽  
...  

Marine Drugs ◽  
2019 ◽  
Vol 17 (3) ◽  
pp. 167 ◽  
Author(s):  
Pierre-Eric Campos ◽  
Emmanuel Pichon ◽  
Céline Moriou ◽  
Patricia Clerc ◽  
Rozenn Trépos ◽  
...  

Chemical study of the CH2Cl2-MeOH (1:1) extract of the sponge Fascaplysinopsis reticulata collected in Mayotte highlighted three new tryptophan derived alkaloids, 6,6′-bis-(debromo)-gelliusine F (1), 6-bromo-8,1′-dihydro-isoplysin A (2) and 5,6-dibromo-8,1′-dihydro-isoplysin A (3), along with the synthetically known 8-oxo-tryptamine (4) and the three known molecules from the same family, tryptamine (5), (E)-6-bromo-2′-demethyl-3′-N-methylaplysinopsin (6) and (Z)-6-bromo-2′-demethyl-3′-N-methylaplysinopsin (7). Their structures were elucidated by 1D and 2D NMR spectra and HRESIMS data. All compounds were evaluated for their antimicrobial and their antiplasmodial activities. Regarding antimicrobial activities, the best compounds are (2) and (3), with minimum inhibitory concentration (MIC) of 0.01 and 1 µg/mL, respectively, towards Vibrio natrigens, and (5), with MIC values of 1 µg/mL towards Vibrio carchariae. In addition the known 8-oxo-tryptamine (4) and the mixture of the (E)-6-bromo-2′-demethyl-3′-N-methylaplysinopsin (6) and (Z)-6-bromo-2′-demethyl-3′-N-methylaplysinopsin (7) showed moderate antiplasmodial activity against Plasmodium falciparum with IC50 values of 8.8 and 8.0 µg/mL, respectively.


2017 ◽  
Vol 55 (9) ◽  
pp. 785-796 ◽  
Author(s):  
Will Kew ◽  
Nicholle G.A. Bell ◽  
Ian Goodall ◽  
Dušan Uhrín

2011 ◽  
Vol 83 (5) ◽  
pp. 1649-1657 ◽  
Author(s):  
Steven L. Robinette ◽  
Ramadan Ajredini ◽  
Hasan Rasheed ◽  
Abdulrahman Zeinomar ◽  
Frank C. Schroeder ◽  
...  

2008 ◽  
Vol 63 (11) ◽  
pp. 1335-1338 ◽  
Author(s):  
Herve M. P. Poumale ◽  
Rodrigue T. Kengap ◽  
Jean Claude Tchouankeu ◽  
Felix Keumedjio ◽  
Hartmut Laatsch ◽  
...  

Abstract Two new pentacyclic triterpenes 8,26-cyclo-urs-21-en-3β, 20β-diol (1) and 3β-acetoxy-8.26- cyclo-ursan-20β-ol (2) together with 3-friedelanone, oleanolic acid, betulinic acid, lupeol acetate, α- and β-amyrine, S.SJ^'-tetrahydroxyflavane, and 3,5,7,3',4'-pentahydroxyflavane were isolated from the stem bark of Ficus cordata (Moraceae). The structures of these secondary metabolites were established using ID and 2D NMR spectra and by comparison with published data or with authentic samples. Compounds 1 and 2 exhibited weak antibacterial and no antifungal activity.


Planta Medica ◽  
2021 ◽  
Author(s):  
Li-Juan Lang ◽  
Min Wang ◽  
Chang Lei ◽  
Yi Shen ◽  
Qi-Jie Zhu ◽  
...  

Phloridzin is a lead compound of the prestigious antidiabetic gliflozins. The present study found that phloridzin highly accumulated in Malus rockii Rehder. The content of phloridzin in M. rockii was the highest among wild plants, with the percentage of 15.54% in the dry leaves. The structure of phloridzin was revised by proton exchange experiments and extensive 2D NMR spectra. Phloridzin exhibited significant hypolipidemic activity in golden Syrian hamsters maybe by increasing the expression of CYP7A1, at the doses of 50 mg/kg and 200 mg/kg. The total performance of anti-hyperlipidemic effect of phloridzin may be superior to that of lovastatin, though lovastatin was more active than phloridzin. In addition, phloridzin exhibited moderate antimalarial activity with inhibition ratio of 31.3±10.9% at a dose of 25 mg/kg/day, and showed moderate analgesic activity with 28.0% inhibition at a dose of 50 mg/kg.


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