Bruceosides D, E, and F, Three New Cytotoxic Quassinoid Glucosides from Brucea javanica

Three new quassinoid glucosides, bruceosides D [1], E [2], and F [3], were isolated from Brucea javanica, and their structures were elucidated by spectral evidence and chemical transformation to known compounds. Compounds 1-3 show selective cytotoxicity in the leukemia and non-small cell lung, colon...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 1995-07, Vol.58 (7), p.1032-1038
Main Authors: Ohnishi, Satsuki, Fukamiya, Narihiko, Okano, Masayoshi, Tagahara, Kiyoshi, Lee, Kuo-Hsiung
Format: Article
Language:English
Subjects:
Antineoplastic Agents, Phytogenic - isolation & purification
Antineoplastic Agents, Phytogenic - pharmacology
CHEMICAL COMPOSITION
COMPOSICION QUIMICA
COMPOSITION CHIMIQUE
CYTOTOXIC COMPOUNDS
Drug Screening Assays, Antitumor
ESPECTROMETRIA
Female
Glaucarubin - analogs & derivatives
Glaucarubin - isolation & purification
Glaucarubin - pharmacology
GLUCOSIDE
GLUCOSIDES
GLUCOSIDOS
Humans
Magnetic Resonance Spectroscopy
Male
Mass Spectrometry
MEDICINAL PROPERTIES
Methylation
MOLECULAR STRUCTURE
Plants, Medicinal - chemistry
PROPIEDADES MEDICINALES
PROPRIETE PHARMACOLOGIQUE
Quassins
SIMAROUBACEAE
SPECTRAL ANALYSIS
SPECTROMETRIE
SPECTROMETRY
Spectrophotometry, Infrared
Spectrophotometry, Ultraviolet
SUBSTANCE TOXIQUE
SUSTANCIAS TOXICAS
TOXIC SUBSTANCES
TRITERPENOIDE
TRITERPENOIDOS
TRITERPENOIDS
Tumor Cells, Cultured
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Description
Summary:Three new quassinoid glucosides, bruceosides D [1], E [2], and F [3], were isolated from Brucea javanica, and their structures were elucidated by spectral evidence and chemical transformation to known compounds. Compounds 1-3 show selective cytotoxicity in the leukemia and non-small cell lung, colon, CNS, melanoma, and ovarian cancer cell lines with log GI50 values in the range of -4.14 to -5.72.
ISSN:0163-3864
1520-6025
DOI:10.1021/np50121a007