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1.
Phytochemistry ; 100: 120-5, 2014 Apr.
Article in English | MEDLINE | ID: mdl-24548557

ABSTRACT

Four hitherto unknown dinorditerpenoids, dryperreins A-D of the pimarane class, together with eight known triterpenoids, were isolated from twigs and leaves of Drypetes perreticulata. The structures of dryperreins A-D were elucidated on the basis of detailed spectroscopic analysis as (10S)-11,12-dihydroxy-6-methoxy-15,16-dinorpimara-5,8,11,13-tetraene-3,7-dione, (10S)-6,11,12-trihydroxy-15,16-dinorpimara-5,8,11,13-tetraene-3,7-dione, (10S)-11,12-dihydroxy-6-methoxy-15,16-dinorpimara-1,5,8,11,13-pentaene-3,7-dione, and (10S)-6,11,12-trihydroxy-15,16-dinorpimara-1,5,8,11,13-pentaene-3,7-dione, respectively. Dryperreins C and D exhibited strong cytotoxicity in vitro against HL-60 human tumor cell line. The structure-activity relationship of the cytotoxic compounds was briefly discussed.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Euphorbiaceae/chemistry , Triterpenes/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Cell Line, Tumor , Humans , Inhibitory Concentration 50 , Plant Leaves/chemistry , Structure-Activity Relationship , Triterpenes/chemistry , Triterpenes/isolation & purification
2.
Phytochemistry ; 85: 175-84, 2013 Jan.
Article in English | MEDLINE | ID: mdl-23009875

ABSTRACT

Fourteen apotirucallane-type triterpenoids, named brujavanones A-N, were isolated from the twigs of Brucea javanica, along with four known quassinoids and seven known lignans from the seeds of B. javanica. Their structures were elucidated on the basis of extensive spectroscopic data analysis. The structure of a previously reported triterpenoid, bruceajavanin C, was revised as its C-21 epimer. The cytotoxic activities of triterpenoids and quassinoids against two human tumor cell lines, HL-60 and A-549, were evaluated, but all the compounds were inactive (IC50>10 µM).


Subject(s)
Antineoplastic Agents/pharmacology , Brucea/chemistry , Triterpenes/chemistry , Triterpenes/pharmacology , Antineoplastic Agents/chemistry , Cell Line, Tumor , Cell Survival , Humans , Inhibitory Concentration 50 , Molecular Structure
4.
J Biol Chem ; 279(24): 25447-54, 2004 Jun 11.
Article in English | MEDLINE | ID: mdl-14998998

ABSTRACT

DNA methylation patterns of mammalian genomes are generated in gametogenesis and early embryonic development. Two de novo DNA methyltransferases, Dnmt3a and Dnmt3b, are responsible for the process. Both enzymes contain a long N-terminal regulatory region linked to a conserved C-terminal domain responsible for the catalytic activity. Although a PWWP domain in the N-terminal region has been shown to bind DNA in vitro, it is unclear how the DNA methyltransferases access their substrate in chromatin in vivo. We show here that the two proteins are associated with chromatin including mitotic chromosomes in mammalian cells, and the PWWP domain is essential for the chromatin targeting of the enzymes. The functional significance of PWWP-mediated chromatin targeting is suggested by the fact that a missense mutation in this domain of human DNMT3B causes immunodeficiency, centromeric heterochromatin instability, facial anomalies (ICF) syndrome, which is characterized by loss of methylation in satellite DNA, pericentromeric instability, and immunodeficiency. We demonstrate that the mutant protein completely loses its chromatin targeting capacity. Our data establish the PWWP domain as a novel chromatin/chromosome-targeting module and suggest that the PWWP-mediated chromatin association is essential for the function of the de novo methyltransferases during development.


Subject(s)
Chromatin/metabolism , DNA (Cytosine-5-)-Methyltransferases/chemistry , Animals , Cell Line , Centromere , Chromosomes/metabolism , DNA (Cytosine-5-)-Methyltransferases/physiology , DNA Methylation , DNA Methyltransferase 3A , Face/abnormalities , Humans , Interphase , Metaphase , Mice , NIH 3T3 Cells , DNA Methyltransferase 3B
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