0000000000139837

AUTHOR

Mostafa A. Fouad

showing 6 related works from this author

New bioactive alkaloids from the marine sponge Stylissa sp.

2012

Abstract Chemical investigation of the Indonesian marine sponge Stylissa species, which was collected at 2008 from Derawan Islands, Berau, NE Kalimantan, Indonesia offered four new brominated alkaloids, including 12-N-methyl stevensine (1), 12-N-methyl-2-debromostevensine (2), 3-debromolatonduine B methyl ester (3), 3-debromolatonduine A (4) together with eight known alkaloids identified as Z-hymenialdisine, Z-debromohymenialdisine, Stevensine, 2-debromostevensine, 3-bromoaldizine, 3,4-dibromopyrrole-2-carbamide, latonduine A, and latonduine B methyl ester (5–12), respectively. The structures of all isolated compounds were unambiguously elucidated based on extensive 1D and 2D NMR spectrosco…

biologyStereochemistryMouse LymphomaOrganic Chemistrybiology.organism_classificationBiochemistryStevensinechemistry.chemical_compoundSpongechemistryDrug DiscoveryLatonduine BOrganic chemistryCytotoxicityTwo-dimensional nuclear magnetic resonance spectroscopyTetrahedron
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Cytotoxic Isomalabaricane Triterpenes from the Marine Sponge Rhabdastrella globostellata

2006

Fourteen isomalabaricane triterpenes were isolated from the marine sponge Rhabdastrella globostellata. In addition to the known compounds globostellatic acids A (1) and D (4) and stelliferin riboside (13), 11 of the compounds were new natural products, which included globostelletin (3), eight new globostellatic acid congeners, F to M (2, 5-11), and two new stelliferin ribosides (12 and 14). The isolated compounds were tested against three different cancer cell lines, L5178Y (mouse lymphoma), HeLa (human cervix carcinoma), and PC-12 (rat pheochromocytoma). The isomalabaricane derivatives were found to be selectively active toward the mouse lymphoma cell line L5178Y. The structures were deter…

StereochemistryRhabdastrella globostellataPharmaceutical ScienceAntineoplastic AgentsPharmacognosyPC12 CellsAnalytical ChemistryHeLaTerpeneMiceTriterpeneDrug DiscoveryTumor Cells CulturedAnimalsHumansPharmacologychemistry.chemical_classificationMolecular StructurebiologyOrganic ChemistryBiological activitybiology.organism_classificationTriterpenesTerpenoidPoriferaRatsSpongeComplementary and alternative medicinechemistryIndonesiaMolecular MedicineDrug Screening Assays AntitumorHeLa CellsJournal of Natural Products
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Tanzawaic acid derivatives from freshwater sediment-derived fungus Penicillium sp.

2018

Abstract Chemical investigation of a freshwater sediment-derived fungus, Penicillium sp. (S1a1), led to the isolation of three new tanzawaic acid derivatives, including penitanzchroman (1), tanzawaic acids Y (2) and Z (3), along with six known tanzawaic acid analogues (4-9), three known isochromans (10-12) and two known benzoquinones (13 and 14). The structures of the new compounds were established based on high-resolution mass spectrometry, and detailed analysis of one- and two-dimensional NMR spectroscopy. The relative configuration of the new compounds was assigned on the basis of NMR spectroscopic data including ROESY spectra. The absolute configuration was determined based on the speci…

Geologic SedimentsStereochemistrySediment (wine)Fresh WaterMicrobial Sensitivity TestsFungusMass spectrometry01 natural sciencesMiceCell Line TumorDrug DiscoveryBenzoquinonesAnimalsPharmacologyMolecular Structurebiology010405 organic chemistryChemistryPenicilliumAbsolute configurationGeneral MedicineNuclear magnetic resonance spectroscopybiology.organism_classification0104 chemical sciences010404 medicinal & biomolecular chemistryPenicilliumFatty Acids UnsaturatedWater MicrobiologyFitoterapia
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Induction of Secondary Metabolites from the Marine-Derived Fungus Aspergillus versicolor through Co-cultivation with Bacillus subtilis

2019

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 …

Circular dichroismMagnetic Resonance SpectroscopyStereochemistryPharmaceutical ScienceAnthraquinonesMicrobial Sensitivity TestsBacillus subtilisQuinolonesGram-Positive BacteriaPeptides CyclicMass SpectrometryAnalytical ChemistryMicechemistry.chemical_compoundTermészettudományokCell Line TumorDrug DiscoveryAnthraquinonesAnimalsKémiai tudományokAxenicPharmacologyDose-Response Relationship DrugbiologyCytotoxinsChemistryCircular DichroismOrganic ChemistryAbsolute configurationbiology.organism_classificationCoculture TechniquesAnti-Bacterial AgentsAspergillusComplementary and alternative medicineMolecular MedicineAspergillus versicolorAntibacterial activityBacteriaBacillus subtilisPlanta Medica
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Induced secondary metabolites from the endophytic fungus Aspergillus versicolor through bacterial co-culture and OSMAC approaches

2018

Abstract Two new cryptic 3,4-dihydronaphthalen-(2H)-1-one (1-tetralone) derivatives, aspvanicin A (1) and its epimer aspvanicin B (2), as well as several known cryptic metabolites (3–8), were obtained from the ethyl acetate extract of the co-culture of the endophytic fungus Aspergillus versicolor KU258497 with the bacterium Bacillus subtilis 168 trpC2 on solid rice medium. When A. versicolor was cultured axenically in liquid Wickerham medium supplemented with 3.5% DMSO, an additional three known secondary metabolites (9–11) were isolated that were lacking when the fungus was fermented on rice medium. The structures of the new compounds were elucidated using one- and two-dimensional NMR spec…

Circular dichroismbiology010405 organic chemistryChemistryStereochemistryOrganic ChemistryEthyl acetateDiastereomerBacillus subtilisNuclear magnetic resonance spectroscopybiology.organism_classification01 natural sciencesBiochemistry0104 chemical sciences010404 medicinal & biomolecular chemistrychemistry.chemical_compoundTermészettudományokDrug DiscoveryAspergillus versicolorEpimerKémiai tudományokConformational isomerismTetrahedron Letters
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Cyclic heptapeptides from the soil-derived fungus Clonostachys rosea

2019

Abstract Three new cyclic heptapeptides (1–3) together with three known compounds (4–6) were isolated from a solid rice culture of the soil-derived fungus Clonostachys rosea. Fermentation of the fungus on white beans instead of rice afforded a new γ-lactam (7) and a known γ-lactone (8) that were not detected in the former extracts. The structures of the new compounds were elucidated on the basis of 1D and 2D NMR spectra as well as by HRESIMS data. Compounds 1 and 4 exhibited significant cytotoxicity against the L5178Y mouse lymphoma cell line with IC50 values of 4.1 and 0.1 µM, respectively. Compound 4 also displayed cytotoxicity against the A2780 human ovarian cancer cell line with an IC50…

Cell SurvivalStereochemistryClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentsFungusPeptides Cyclic01 natural sciencesBiochemistryMiceStructure-Activity RelationshipCell Line TumorDrug DiscoveryIc50 valuesAnimalsHumansCytotoxicityMolecular BiologyIC50Cell ProliferationDose-Response Relationship DrugMolecular Structurebiology010405 organic chemistryChemistryOrganic ChemistryGliocladiumbiology.organism_classification0104 chemical sciences010404 medicinal & biomolecular chemistryCell cultureFermentationClonostachys roseaMolecular MedicineFermentationDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopyBioorganic & Medicinal Chemistry
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