0000000001304022
AUTHOR
Paul A. Fitzpatrick
Polyoxygenated Cyclohexenes and Other Constituents of Cleistochlamys kirkii Leaves.
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…
N-Cinnamoyltetraketide Derivatives from the Leaves of Toussaintia orientalis
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…
A New Benzopyranyl Cadenane Sesquiterpene and Other Antiplasmodial and Cytotoxic Metabolites from Cleistochlamys kirkii
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
Naphthalene Derivatives from the Roots of Pentas parvifolia and Pentas bussei
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…
Isoflavones and Rotenoids from the Leaves of Millettia oblata ssp. teitensis
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
Rotenoids, Flavonoids, and Chalcones from the Root Bark of Millettia usaramensis.
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…
Flavonoids from Erythrina schliebenii
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).
CCDC 1409159: Experimental Crystal Structure Determination
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
CCDC 1497772: Experimental Crystal Structure Determination
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CCDC 1061815: Experimental Crystal Structure Determination
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CCDC 1061111: Experimental Crystal Structure Determination
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CCDC 1937081: Experimental Crystal Structure Determination
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CCDC 1452354: Experimental Crystal Structure Determination
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CCDC 1497770: Experimental Crystal Structure Determination
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
CCDC 1409160: Experimental Crystal Structure Determination
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
CCDC 1452353: Experimental Crystal Structure Determination
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
CCDC 1497771: Experimental Crystal Structure Determination
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CCDC 1937082: Experimental Crystal Structure Determination
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