New long-chain aliphatic compounds from Peperomia dindygulensis.
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.
Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, PR China.
Xinzhi
X
Wang
Wei
W
Qu
Jingyu
J
Liang
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D002942:Circular Dichroism; D004354:Drug Screening Assays, Antitumor; D056945:Hep G2 Cells / Q000187:drug effects; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008516:Medicine, Chinese Traditional; D015394:Molecular Structure; D036941:Peperomia / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D061065:Polyketides / Q000737:chemistry / Q000302:isolation & purification
D000972:Antineoplastic Agents, Phytogenic; D061065:Polyketides; C585510:dindyguleranone; C585508:dindygulerione C; C585509:dindygulerione D