title: Cytotoxic and natural killer cell stimulatory constituents of Phyllanthus songboiensis.
abstract: A dichapetalin-type triterpenoid and a dibenzylbutyrolactone-type lignan, together with five known lignans, a known aromatic diterpenoid, and a known acylated phytosterol, were isolated from the aerial parts of Phyllanthus songboiensis, collected in Vietnam. Their structures were determined by interpretation of the spectroscopic data, and the inhibitory activity toward HT-29 human colon cancer cells of all isolates was evaluated by a cytotoxicity assay. The known arylnaphthalene lignan, (+)-acutissimalignan A, was highly cytotoxic toward HT-29 cells, with an IC50 value of 19 nM, but this compound was inactive as a DNA topoisomerase IIα (topo IIα) poison. The known phytosterol, (-)-β-sitosterol-3-O-β-D-(6-O-palmitoyl)glucopyranoside, was found to stimulate natural killer (NK) cells at a concentration of 10μM in the presence of interleukin 12 (IL-12).
authors.affiliation: Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, USA.
authors.forename: Yulin
authors.initials: Y
authors.lastname: Ren
authors.affiliation: Campus Chemical Instrument Center, The Ohio State University, Columbus, OH 43210, USA.
authors.forename: Chunhua
authors.initials: C
authors.lastname: Yuan
authors.affiliation: Comprehensive Cancer Center, The Ohio State University, Columbus, OH 43210, USA.
authors.forename: Youcai
authors.initials: Y
authors.lastname: Deng
authors.affiliation: Division of Pharmacology, College of Pharmacy, The Ohio State University, Columbus, OH 43210, USA.
authors.forename: Ragu
authors.initials: R
authors.lastname: Kanagasabai
authors.affiliation: Institute of Ecology and Biological Resources, Vietnam Academy of Science and Technology, Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam.
authors.forename: Tran Ngoc
authors.initials: TN
authors.lastname: Ninh
authors.affiliation: Institute of Ecology and Biological Resources, Vietnam Academy of Science and Technology, Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam.
authors.forename: Vuong Tan
authors.initials: VT
authors.lastname: Tu
authors.affiliation: Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, USA.
authors.forename: Hee-Byung
authors.initials: HB
authors.lastname: Chai
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA; Science and Education, Field Museum of Natural History, Chicago, IL 60605, USA.
authors.forename: Djaja D
authors.initials: DD
authors.lastname: Soejarto
authors.affiliation: Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, USA.
authors.forename: James R
authors.initials: JR
authors.lastname: Fuchs
authors.affiliation: Division of Pharmacology, College of Pharmacy, The Ohio State University, Columbus, OH 43210, USA.
authors.forename: Jack C
authors.initials: JC
authors.lastname: Yalowich
authors.affiliation: Comprehensive Cancer Center, The Ohio State University, Columbus, OH 43210, USA; Division of Hematology, Department of Internal Medicine, College of Medicine, The Ohio State University, Columbus, OH 43210, USA.
authors.forename: Jianhua
authors.initials: J
authors.lastname: Yu
authors.affiliation: Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, USA. Electronic address: kinghorn.4@osu.edu.
authors.forename: A Douglas
authors.initials: AD
authors.lastname: Kinghorn
mesh_terms: D000951:Antigens, Neoplasm / Q000378:metabolism*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004250:DNA Topoisomerases, Type II / Q000378:metabolism*; D004268:DNA-Binding Proteins / Q000378:metabolism*; D004354:Drug Screening Assays, Antitumor; D019073:HT29 Cells; D006801:Humans; D018664:Interleukin-12 / Q000378:metabolism; D007694:Killer Cells, Natural / Q000187:drug effects; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D029803:Phyllanthus / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D014744:Vietnam
chemical_list: D000951:Antigens, Neoplasm; D000972:Antineoplastic Agents, Phytogenic; D004268:DNA-Binding Proteins; D017705:Lignans; D014315:Triterpenes; D018664:Interleukin-12; D004250:DNA Topoisomerases, Type II
keywords: Cytotoxicity; DNA topoisomerase IIα; Lignan; Natural killer cell; Phyllanthaceae; Phyllanthus songboiensis; Phytosterol