0000000000534684

AUTHOR

Paul A. Fitzpatrick

showing 18 related works from this author

Polyoxygenated Cyclohexenes and Other Constituents of Cleistochlamys kirkii Leaves.

2016

Thirteen new metabolites, including the polyoxygenated cyclohexene derivatives cleistodiendiol (1), cleistodienol B (3), cleistenechlorohydrins A (4) and B (5), cleistenediols A-F (6-11), cleistenonal (12), and the butenolide cleistanolate (13), 2,5-dihydroxybenzyl benzoate (cleistophenolide, 14), and eight known compounds (2, 15-21) were isolated from a MeOH extract of the leaves of Cleistochlamys kirkii. The purified metabolites were identified by NMR spectroscopic and mass spectrometric analyses, whereas the absolute configurations of compounds 1, 17, and 19 were established by single-crystal X-ray diffraction. The configuration of the exocyclic double bond of compound 2 was revised base…

Double bondStereochemistryCyclohexenesPlasmodium falciparumCyclohexenePharmaceutical ScienceBreast Neoplasms01 natural sciencesAnalytical Chemistrychemistry.chemical_compoundAntimalarialsInhibitory Concentration 50X-Ray DiffractionDrug DiscoveryCyclohexenesHumansta116metabolitesCleistochlamys kirkiiButenolidePharmacologychemistry.chemical_classificationMolecular Structure010405 organic chemistryOrganic Chemistryspectrometric analysesMass spectrometricAntineoplastic Agents Phytogenic3. Good health0104 chemical sciencesPlant Leaves010404 medicinal & biomolecular chemistryCleistophenolideHEK293 CellsComplementary and alternative medicinechemistryMolecular MedicineJournal of natural products
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N-Cinnamoyltetraketide Derivatives from the Leaves of Toussaintia orientalis

2015

Seven N-cinnamoyltetraketides (1−7), including the new Ztoussaintine E (2), toussaintine F (6), and toussaintine G (7), were isolated from the methanol extract of the leaves of Toussaintia orientalis using column chromatography and HPLC. The configurations of E-toussaintine E (1) and toussaintines A (3) and D (5) are revised based on single-crystal X-ray diffraction data from racemic crystals. Both the crude methanol extract and the isolated constituents exhibit antimycobacterial activities (MIC 83.3−107.7 μM) against the H37Rv strain of Mycobacterium tuberculosis. Compounds 1, 3, 4, and 5 are cytotoxic (ED50 15.3−105.7 μM) against the MDA-MB-231 triple negative aggressive breast cancer cel…

kemiaToussaintia orientalismedicine.drug_classAntitubercular AgentsPharmaceutical ScienceAnnonaceaeMicrobial Sensitivity TestsAntimycobacterialchemistry01 natural sciencesHigh-performance liquid chromatographyTanzaniaAnalytical ChemistryMycobacterium tuberculosischemistry.chemical_compoundColumn chromatographyDrug DiscoverymedicineHumansTriple negativeNuclear Magnetic Resonance Biomolecularta116PharmacologyChromatographybiologyStrain (chemistry)Molecular Structure010405 organic chemistryCyclohexanonesOrganic ChemistryMycobacterium tuberculosisbiology.organism_classificationtoussaintia orientalis0104 chemical sciences3. Good healthPlant Leavesn-cinnamoyltetraketide010404 medicinal & biomolecular chemistryComplementary and alternative medicinechemistryCinnamatesMolecular MedicineFemaleMethanolDrug Screening Assays AntitumorJournal of Natural Products
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A New Benzopyranyl Cadenane Sesquiterpene and Other Antiplasmodial and Cytotoxic Metabolites from Cleistochlamys kirkii

2019

Phytochemical investigations of ethanol root bark and stem bark extracts of Cleistochlamys kirkii (Benth.) Oliv. (Annonaceae) yielded a new benzopyranyl cadinane-type sesquiterpene (cleistonol, 1) alongside 12 known compounds (2&ndash

Organisk kemibenzopyranyl sesquiterpenesyöpähoidotCleistochlamys kirkiiOrganic ChemistrymalariaAnnonaceaecleistonol<i>Cleistochlamys kirkii</i>antiplasmodial activityluonnonaineetArticlelcsh:QD241-441terpeenitlcsh:Organic chemistrylääkekemiacytotoxicityMolecules
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Naphthalene Derivatives from the Roots of Pentas parvifolia and Pentas bussei

2016

The phytochemical investigation of the CH2Cl2/MeOH (1:1) extract of the roots of Pentas parvifolia led to the isolation of three new naphthalenes, parvinaphthols A (1), B (2), and C (3), two known anthraquinones, and five known naphthalene derivatives. Similar investigation of the roots of Pentas bussei afforded a new polycyclic naphthalene, busseihydroquinone E (4), a new 2,2'-binaphthralenyl-1,1'-dione, busseihydroquinone F (5), and five known naphthalenes. All purified metabolites were characterized by NMR and MS data analyses, whereas the absolute configurations of 3 and 4 were determined by single-crystal X-ray diffraction studies. The E-geometry of compound 5 was supported by DFT-base…

StereochemistryPlasmodium falciparumPharmaceutical SciencePentasAnthraquinonesRubiaceaeCrystallography X-Ray010402 general chemistryPlant Roots01 natural sciencesAnalytical ChemistryAntimalarialsInhibitory Concentration 50chemistry.chemical_compoundBreast cancer cell lineDrug DiscoveryAnthraquinonesIc50 valuesHumansNuclear Magnetic Resonance Biomolecularta116naphthalene derivativesNaphthalenenaphthalenesPharmacologyPentasMolecular Structurebiology010405 organic chemistryOrganic Chemistryta1182Pentas parvifoliabiology.organism_classificationphytochemicals0104 chemical sciencesComplementary and alternative medicinechemistryPhytochemicalMolecular MedicineJournal of Natural Products
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Rotenoids, Flavonoids, and Chalcones from the Root Bark of Millettia usaramensis.

2015

Five new compounds, 4-O-geranylisoliquiritigenin (1), 12-dihydrousararotenoid B (2), 12-dihydrousararotenoid C (3), 4'-O-geranyl-7-hydroxyflavanone (4), and 4'-O-geranyl-7-hydroxydihydroflavanol (5), along with 12 known natural products (6-17) were isolated from the CH2Cl2/MeOH (1:1) extract of the root bark of Millettia usaramensis ssp. usaramensis by chromatographic separation. The purified metabolites were identified by NMR spectroscopic and mass spectrometric analyses, whereas their absolute configurations were established on the basis of chiroptical data and in some cases also by X-ray crystallography. The crude extract was moderately active (IC50 = 11.63 μg/mL) against the ER-negative…

StereochemistryPlasmodium falciparumMolecular ConformationPharmaceutical Scienceroot barkCrystallography X-Ray01 natural sciencesMillettiaAnalytical ChemistryMillettia usaramensischemistry.chemical_compoundAntimalarialsChalconesDrug DiscoveryPlant BarkHumansta116IC50Nuclear Magnetic Resonance Biomolecularta317metabolitesPharmacologyFlavonoidsChromatographyNatural productbiologyMolecular Structure010405 organic chemistryChemistryPlant ExtractsOrganic ChemistryPlasmodium falciparumChloroquinebiology.organism_classification0104 chemical sciencesMillettia010404 medicinal & biomolecular chemistryChromatographic separationHEK293 CellsComplementary and alternative medicinevisual_artFlavanonesvisual_art.visual_art_mediumPlant BarkMolecular MedicineBarkrotenoidsJournal of natural products
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Flavonoids from Erythrina schliebenii

2017

Prenylated and O-methylflavonoids including one new pterocarpan (1), three new isoflavones (2–4), and nineteen known natural products (5–23) were isolated and identified from the root, stem bark, and leaf extracts of Erythrina schliebenii. The crude extracts and their constituents were evaluated for antitubercular activity against Mycobacterium tuberculosis (H37Rv strain), showing MICs of 32–64 μg mL–1 and 36.9–101.8 μM, respectively. Evaluation of their toxicity against the aggressive human breast cancer cell line MDA-MB-231 indicated EC50 values of 13.0–290.6 μM (pure compounds) and 38.3 to >100 μg mL–1 (crude extracts).

Antitubercular AgentsPharmaceutical ScienceMicrobial Sensitivity TestsPlant RootsTanzania01 natural sciencesErythrina schliebeniiAnalytical ChemistryMycobacterium tuberculosischemistry.chemical_compoundDrug DiscoveryBotanyHumansta116Nuclear Magnetic Resonance BiomolecularErythrinaEC50FlavonoidsPharmacologyStem barkMolecular StructureTraditional medicinebiology010405 organic chemistryOrganic ChemistryErythrina schliebeniiPterocarpanMycobacterium tuberculosisIsoflavonesbiology.organism_classification0104 chemical sciences3. Good health010404 medicinal & biomolecular chemistryComplementary and alternative medicinechemistryToxicityPlant BarkMolecular MedicineDrug Screening Assays AntitumorCancer cell linesJournal of Natural Products
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Isoflavones and Rotenoids from the Leaves of Millettia oblata ssp. teitensis

2017

A new isoflavone, 8-prenylmilldrone (1), and four new rotenoids, oblarotenoids A−D (2−5), along with nine known compounds (6−14), were isolated from the CH2Cl2/CH3OH (1:1) extract of the leaves of Millettia oblata ssp. teitensis by chromatographic separation. The purified compounds were identified by NMR spectroscopic and mass spectrometric analyses, whereas the absolute configurations of the rotenoids were established on the basis of chiroptical data and in some cases by single-crystal X-ray crystallography. Maximaisoflavone J (11) and oblarotenoid C (4) showed weak activity against the human breast cancer cell line MDA-MB-231 with IC50 values of 33.3 and 93.8 μM, respectively. peerReviewed

Millettia oblata ssp. teitensisflavonoiditddc:540Institut für Chemieisoflavoneshernekasvitluonnonaineetrotenoids
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CCDC 1409159: Experimental Crystal Structure Determination

2016

Related Article: Tsegaye Deyou, Ivan Gumula, Fangfang Pang, Amra Gruhonjic, Michael Mumo, John Holleran, Sandra Duffy, Paul A. Fitzpatrick, Matthias Heydenreich, Göran Landberg, Solomon Derese, Vicky Avery, Kari Rissanen, Máté Erdélyi, Abiy Yenesew|2015|J.Nat.Prod.|78|2932|doi:10.1021/acs.jnatprod.5b00581

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters11b-Hydroxy-4a11b-dihydro[13]dioxolo[67]chromeno[34-b][13]dioxolo[45-h]chromen-12(5H)-oneExperimental 3D Coordinates
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CCDC 1497772: Experimental Crystal Structure Determination

2017

Related Article: Stephen S. Nyandoro, Joan J. E. Munissi, Amra Gruhonjic, Sandra Duffy, Fangfang Pan, Rakesh Puttreddy, John P. Holleran, Paul A. Fitzpatrick, Jerry Pelletier, Vicky M. Avery, Kari Rissanen, Máté Erdélyi|2017|J.Nat.Prod.|80|114|doi:10.1021/acs.jnatprod.6b00759

Space GroupCrystallographyCrystal SystemCrystal Structure2-acetoxy-3-(5-oxofuran-2(5H)-ylidene)propyl benzoateCell ParametersExperimental 3D Coordinates
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CCDC 1061815: Experimental Crystal Structure Determination

2016

Related Article: Tsegaye Deyou, Ivan Gumula, Fangfang Pang, Amra Gruhonjic, Michael Mumo, John Holleran, Sandra Duffy, Paul A. Fitzpatrick, Matthias Heydenreich, Göran Landberg, Solomon Derese, Vicky Avery, Kari Rissanen, Máté Erdélyi, Abiy Yenesew|2015|J.Nat.Prod.|78|2932|doi:10.1021/acs.jnatprod.5b00581

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters12b-Hydroxy-22-dimethyl-5a12b-dihydro-2H-[13]dioxolo[67]chromeno[34-b]pyrano[23-h]chromen-13(6H)-oneExperimental 3D Coordinates
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CCDC 1061111: Experimental Crystal Structure Determination

2017

Related Article: Tsegaye Deyou, Marco Makungu, Matthias Heydenreich, Fangfang Pan, Amra Gruhonjic, Paul A. Fitzpatrick, Andreas Koch, Solomon Derese, Jerry Pelletier, Kari Rissanen, Abiy Yenesew, and Máté Erdélyi|2017|J.Nat.Prod.|80|2060|doi:10.1021/acs.jnatprod.7b00255

Space GroupCrystallography(SS)-9-methoxy-6a12a-dihydrochromeno[23-c][13]dioxolo[45-g]chromen-12(6H)-oneCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1937081: Experimental Crystal Structure Determination

2019

Related Article: Stephen S. Nyandoro, Gasper Maeda, Joan J.E. Munissi, Amra Gruhonjic, Paul A. Fitzpatrick, Sofia Lindblad, Sandra Duffy, Jerry Pelletier, Fangfang Pan, Rakesh Puttreddy, Vicky M. Avery, Máté Erdélyi|2019|Molecules|24|2746|doi:10.3390/molecules24152746

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters5-hydroxy-6-[(2-hydroxyphenyl)methyl]-7-methoxy-2-phenyl-23-dihydro-4H-1-benzopyran-4-oneExperimental 3D Coordinates
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CCDC 1452354: Experimental Crystal Structure Determination

2016

Related Article: Negera Abdissa, Fangfang Pan, Amra Gruhonjic, Jürgen Gräfenstein, Paul A. Fitzpatrick, Göran Landberg, Kari Rissanen, Abiy Yenesew, Máté Erdélyi|2016|J.Nat.Prod.|79|2181|doi:10.1021/acs.jnatprod.6b00178

9-hydroxy-212-dimethoxy-35a-dimethyl-233a455a12c12d-octahydro-16-dioxabenzo[l]acephenanthrylene-10-carboxylic acidSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1497770: Experimental Crystal Structure Determination

2017

Related Article: Stephen S. Nyandoro, Joan J. E. Munissi, Amra Gruhonjic, Sandra Duffy, Fangfang Pan, Rakesh Puttreddy, John P. Holleran, Paul A. Fitzpatrick, Jerry Pelletier, Vicky M. Avery, Kari Rissanen, Máté Erdélyi|2017|J.Nat.Prod.|80|114|doi:10.1021/acs.jnatprod.6b00759

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates(2-acetoxy-56-dihydroxycyclohex-3-en-1-ylidene)methyl benzoate
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CCDC 1409160: Experimental Crystal Structure Determination

2016

Related Article: Tsegaye Deyou, Ivan Gumula, Fangfang Pang, Amra Gruhonjic, Michael Mumo, John Holleran, Sandra Duffy, Paul A. Fitzpatrick, Matthias Heydenreich, Göran Landberg, Solomon Derese, Vicky Avery, Kari Rissanen, Máté Erdélyi, Abiy Yenesew|2015|J.Nat.Prod.|78|2932|doi:10.1021/acs.jnatprod.5b00581

4a5-Dihydro[13]dioxolo[67]chromeno[34-b][13]dioxolo[45-h]chromene-11b12(12H)-diolSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1452353: Experimental Crystal Structure Determination

2016

Related Article: Negera Abdissa, Fangfang Pan, Amra Gruhonjic, Jürgen Gräfenstein, Paul A. Fitzpatrick, Göran Landberg, Kari Rissanen, Abiy Yenesew, Máté Erdélyi|2016|J.Nat.Prod.|79|2181|doi:10.1021/acs.jnatprod.6b00178

Space GroupCrystallographyCrystal System2-ethoxy-9-hydroxy-12-methoxy-35a-dimethyl-233a455a12c12d-octahydro-16-dioxabenzo[l]acephenanthrylene-10-carboxylic acidCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1497771: Experimental Crystal Structure Determination

2017

Related Article: Stephen S. Nyandoro, Joan J. E. Munissi, Amra Gruhonjic, Sandra Duffy, Fangfang Pan, Rakesh Puttreddy, John P. Holleran, Paul A. Fitzpatrick, Jerry Pelletier, Vicky M. Avery, Kari Rissanen, Máté Erdélyi|2017|J.Nat.Prod.|80|114|doi:10.1021/acs.jnatprod.6b00759

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(1S2R3R4S)-2-((benzoyloxy)methyl)cyclohex-5-en-1234-tetrol 14-diacetateExperimental 3D Coordinates
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CCDC 1937082: Experimental Crystal Structure Determination

2019

Related Article: Stephen S. Nyandoro, Gasper Maeda, Joan J.E. Munissi, Amra Gruhonjic, Paul A. Fitzpatrick, Sofia Lindblad, Sandra Duffy, Jerry Pelletier, Fangfang Pan, Rakesh Puttreddy, Vicky M. Avery, Máté Erdélyi|2019|Molecules|24|2746|doi:10.3390/molecules24152746

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters2-(38-dimethyl-12345678-octahydroazulen-5-yl)propan-2-olExperimental 3D Coordinates
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