title: N-Cinnamoyltetraketide Derivatives from the Leaves of Toussaintia orientalis.
abstract: Seven N-cinnamoyltetraketides (1-7), including the new Z-toussaintine 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 cell line.
authors.affiliation: Chemistry Department, College of Natural and Applied Sciences, University of Dar es Salaam , P.O. Box 35061, Dar es Salaam, Tanzania.
authors.forename: Stephen S
authors.initials: SS
authors.lastname: Nyandoro
authors.affiliation: Chemistry Department, College of Natural and Applied Sciences, University of Dar es Salaam , P.O. Box 35061, Dar es Salaam, Tanzania.
authors.forename: Joseph
authors.initials: J
authors.lastname: Ndanu
authors.affiliation: Chemistry Department, College of Natural and Applied Sciences, University of Dar es Salaam , P.O. Box 35061, Dar es Salaam, Tanzania.
authors.forename: Joan J E
authors.initials: JJ
authors.lastname: Munissi
authors.affiliation: Sahlgrenska Cancer Centre, University of Gothenburg , Gothenburg SE-405 30, Sweden.
authors.forename: Amra
authors.initials: A
authors.lastname: Gruhonjic
authors.affiliation: Sahlgrenska Cancer Centre, University of Gothenburg , Gothenburg SE-405 30, Sweden.
authors.forename: Paul A
authors.initials: PA
authors.lastname: Fitzpatrick
authors.affiliation: Sahlgrenska Cancer Centre, University of Gothenburg , Gothenburg SE-405 30, Sweden.
authors.forename: Göran
authors.initials: G
authors.lastname: Landberg
authors.affiliation: Beijing Key Laboratory of Drug Resistance Tuberculosis Research, Department of Pharmacology, Beijing Chest Hospital, Capital Medical University, Beijing Tuberculosis and Thoracic Tumour Research Institute , Beijing 101149, People's Republic of China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Lu
authors.affiliation: Beijing Key Laboratory of Drug Resistance Tuberculosis Research, Department of Pharmacology, Beijing Chest Hospital, Capital Medical University, Beijing Tuberculosis and Thoracic Tumour Research Institute , Beijing 101149, People's Republic of China.
authors.forename: Bin
authors.initials: B
authors.lastname: Wang
authors.affiliation: Department of Chemistry, Nanoscience Center, University of Jyvaskyla , P.O. Box 35, FI-40014, Jyvaskyla, Finland.
authors.forename: Fangfang
authors.initials: F
authors.lastname: Pan
authors.affiliation: Department of Chemistry, Nanoscience Center, University of Jyvaskyla , P.O. Box 35, FI-40014, Jyvaskyla, Finland.
authors.forename: Kari
authors.initials: K
authors.lastname: Rissanen
authors.affiliation: Department of Chemistry and Molecular Biology, University of Gothenburg , Gothenburg SE-412 96, Sweden.|Swedish NMR Centre, University of Gothenburg , Gothenburg SE-405 30, Sweden.
authors.forename: Máté
authors.initials: M
authors.lastname: Erdélyi
mesh_terms: D029061:Annonaceae / Q000737:chemistry*; D000995:Antitubercular Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002934:Cinnamates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D003512:Cyclohexanones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005260:Female; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D013636:Tanzania
chemical_list: D000995:Antitubercular Agents; D002934:Cinnamates; D003512:Cyclohexanones; C582841:N-cinnamoyl-1-acetoxymethyl-2-amino-1-hydroxycyclohexx-5-en-4-one