Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, PR China.
Nat Prod Res. 2013;27(9):796-803. doi: 10.1080/14786419.2012.704373. Epub 2012 Jul 10.
Three long-chain aliphatic compounds, including one new polyketide derivative, dindygulerione C (1), one new octaketide derivative, dindygulerione D (2) and one new acylresorcinol derivative dindyguleranone (3) were isolated from the whole plant of the Chinese anticancer folk medicine Peperomia dindygulensis Miq. (Piperaceae). Dindygulerione C is an unprecedented example of a N-containing polyketide. The chemical structures and configurations of 1-3 were elucidated as (-)-(4S)-2-[(Z)-1'-(6″,7″-dihydroxyphenethyl-amino)octadec-11'-enylidene]-4-hydroxycyclohexane-1,3-dione (1), (+)-2-heptadecyl-4-hydroxy-3,4,7,8-tetrahydro-2H-chromen-5(6H)-one (2) and 2-(1,3-dihydroxyphenyl)-octacosan-1'-one (3), respectively, by comparing with the literature data and extensive spectroscopic methods, including 2-D NMR and circular dichroism spectroscopic analysis. The cytotoxicity of 1-3 was evaluated against Hep3B and HepG2 liver cancer cell lines.
从中国抗癌民间药滇桂艾纳香(胡椒科)全株中分离得到三个长链脂肪族化合物,包括一个新的聚酮衍生物,dindygulerione C(1),一个新的八酮衍生物,dindygulerione D(2)和一个新的酰基间苯二酚衍生物 dindyguleranone(3)。dindygulerione C 是一个含氮聚酮的前所未有的例子。通过与文献数据和广泛的光谱方法(包括 2-D NMR 和圆二色光谱分析)进行比较,确定了 1-3 的化学结构和构型分别为(-)-(4S)-2-[(Z)-1'-(6″,7″-二羟基苯乙胺基)十八烷-11'-亚烯基]-4-羟基环己烷-1,3-二酮(1),(+)-2-十七烷基-4-羟基-3,4,7,8-四氢-2H-色烯-5(6H)-酮(2)和 2-(1,3-二羟基苯基)-十八烷-1'-酮(3)。测定了 1-3 对 Hep3B 和 HepG2 肝癌细胞系的细胞毒性。