Cytotoxic ceramides and glycerides from the roots of Livistona chinensis.
A 70% ethanol extract of the roots of Livistona chinensis has been investigated, led to the isolation of 13 compounds, including a new ceramide, (2S,3S,4R,9Z)-2-[(2R)-2-hydroxytricosanoylamino]-9-octadecene-1,3,4-triol (2), a new glycosyl ceramide, 1-O-β-D-glucopyranosyl-(2S,3S,4R,9Z)-2-[(2R)-2-hydroxydocosanoylamino]-9-octadecene-1,3,4-triol (3), three new monoacylglycerols, 1-(34-hydroxytetratriacontanoyl)-sn-glycerol (9), 1-[nonadeca-(9Z,12Z)-dienoyl]-sn-glycerol (10), and 1-[12-hydroxypentatriaconta-(13E,15Z)-dienoyl]-sn-glycerol (11), a new diacylglycerol, 1-(heptadeca-6Z,9Z-dienoyl)-3-(octadeca-6Z,9Z,12Z-trienoyl)-sn-glycerol (12), as well as a new diacylglycerol aminoglycoside, 1-octadecanoyl-2-nonadecanoyl-3-O-(6-amino-6-deoxy)-β-D-glucopyranosyl-sn-glycerol (13). The structures of new compounds were elucidated, based on spectroscopic, zymologic and chemical methods. Among the compounds tested, compounds 3, 4 and 13 showed significantly antiproliferative effects against the human tumor cell lines (K562, HL-60, HepG2, and CNE-1) with the IC₅₀ of 10-65 μM. To our knowledge, this is first report of the occurrence of ceramides and acylglycerols in the genus Livistona.
School of Pharmaceutical Sciences, Key Laboratory of Combinatorial Biosynthesis and Drug Discovery, Wuhan University, Ministry of Education, Wuhan 430071, China.
Xiaobin
X
Zeng
Limin
L
Xiang
Chen-Yang
CY
Li
Yihai
Y
Wang
Guofu
G
Qiu
Zhen-Xue
ZX
Zhang
Xiangjiu
X
He
D000617:Aminoglycosides / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D028023:Arecaceae / Q000737:chemistry*; D002518:Ceramides / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D005989:Glycerides / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D018922:HL-60 Cells; D056945:Hep G2 Cells; D006801:Humans; D020014:K562 Cells; D015394:Molecular Structure; D009005:Monosaccharides / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use*; D018517:Plant Roots / Q000737:chemistry
C574480:1-O-beta-D-glucopyranosyl-(2S,3S,4R,9Z)-2-((2R)-2-hydroxydocosanoylamino)-9-octadecene-1,3,4-triol; C574481:1-O-beta-D-glucopyranosyl-(2S,3S,4R,9Z)-2-((2R)-2-hydroxytetracosanoylamino)-1,3,4-octadecanetriol; C574479:1-octadecanoyl-2-nonadecanoyl-3-O-(6-amino-6-deoxy)-beta-D-glucopyranosyl-sn-glycerol; D000617:Aminoglycosides; D000972:Antineoplastic Agents, Phytogenic; D002518:Ceramides; D005989:Glycerides; D009005:Monosaccharides; D010936:Plant Extracts