Cytotoxic styrylpyrones from Goniothalamus amuyon.
Two new styrylpyrones, (6R,7R,8R)-8-methoxygoniodiol (1) and (6R,7R,8R)-8-chlorogoniodiol (2), together with seven known styrylpyrones and eight other known compounds, were isolated from the leaves and/or stems of Goniothalamus amuyon. The structures of 1 and 2 were elucidated by spectral data interpretation, and the absolute stereochemistry of styrylpyrones in the diol and triol series was confirmed by X-ray crystallographic analysis and CD spectral data. Compound 2 demonstrated significant selective cytotoxicity toward the HONE-1 cancer cell line.
Lan
Yu-Hsuan
YH
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan, Republic of China.
Chang
Fang-Rong
FR
Yu
Jin-Hsien
JH
Yang
Yu-Liang
YL
Chang
Yi-Ling
YL
Lee
Shiow-Ju
SJ
Wu
Yang-Chang
YC
D029061:Annonaceae / Q000737:chemistry*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002942:Circular Dichroism; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008968:Molecular Conformation; D015394:Molecular Structure; D009303:Nasopharyngeal Neoplasms; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013237:Stereoisomerism; D013624:Taiwan; D014407:Tumor Cells, Cultured / Q000187:drug effects
C477614:8-chlorogoniodiol; C477613:8-methoxygoniodiol; D000972:Antineoplastic Agents, Phytogenic; D011753:Pyrones