title: Cytotoxic aporphine alkaloids from leaves and twigs of Pseuduvaria trimera (Craib).
abstract: From ethyl acetate-methanol extracts of leaves and twigs of Pseuduvaria trimera a new aporphine alkaloid; 8-hydroxy-1,4,5-trimethoxy-7-oxoaporphine or 8-hydroxyartabonatine C (1) was isolated, together with the known 1,2,3-trimethoxy-4,5-dioxo-6a,7-dehydroaporphine (ouregidione, 2). Their structures were elucidated by a combination of spectral methods; mainly 2D NMR; IR and MS. Compounds 1 and 2 exhibited cytotoxic activity with IC50 values of 26.36±5.18 μM and 12.88±2.49 μM, respectively, for human hepatocellular carcinoma HepG2 cells, and 64.75±4.45 and 67.06±3.5 μM, respectively, for human breast cancer MDA-MB231 cells. Both compounds displayed anti-cancer activity but less than that of doxorubicin; a conventional chemotherapeutic drug, the IC50 levels of which were 2.21±1.72 and 1.83±0.09 μM for HepG2 and MDA-MB231 cells, respectively.
authors: Laboratory of Natural Products, Center for Innovation in Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang 52100, Thailand. wuttikrai42222@hotmail.com.
authors: Wuttikrai
authors: W
authors: Sesang
authors: Science and Technology Research Institute, Chiang Mai University, Chiang Mai 53000, Thailand. punyanitya.s@gmail.com.
authors: Sittiporn
authors: S
authors: Punyanitya
authors: Laboratory of Natural Products, Center for Innovation in Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang 52100, Thailand. meen2@hotmail.com.
authors: Siripit
authors: S
authors: Pitchuanchom
authors: Laboratory of Natural Products, Center for Innovation in Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang 52100, Thailand. Phansuang@yahoo.com.
authors: Phansuang
authors: P
authors: Udomputtimekakul
authors: The Forest Herbarium, Department of National Park, Wildlife and Plant Conservation, Ministry of Natural Resources and Environment, Bangkok 10220, Thailand. narong_1960@hotmail.com.
authors: Narong
authors: N
authors: Nuntasaen
authors: Department of Biochemistry, Faculty of Medicine, Chiang Mai University, Chiang Mai 53000, Thailand. ratana@chiangmai.ac.th.
authors: Ratana
authors: R
authors: Banjerdpongchai
authors: Department of Biochemistry, Faculty of Medicine, Chiang Mai University, Chiang Mai 53000, Thailand. boaunn@gmail.com.
authors: Benjawan
authors: B
authors: Wudtiwai
authors: Laboratory of Natural Products, Center for Innovation in Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang 52100, Thailand. wilart_p@hotmail.com.
authors: Wilart
authors: W
authors: Pompimon
mesh_terms: D029061:Annonaceae / Q000737:chemistry*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001060:Aporphines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004317:Doxorubicin / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D056945:Hep G2 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D008968:Molecular Conformation; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry*; D018547:Plant Stems / Q000737:chemistry*
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D001060:Aporphines; D010936:Plant Extracts; D004317:Doxorubicin