Bioactive polyketides from Peperomia duclouxii.
Four new compounds (1-4) were isolated along with 16 known compounds from whole plants of Peperomia duclouxii. The new structures were elucidated as 4-hydroxy-2-[(3,4-methylenedioxyphenyl)nonanoyl]cyclohexane-1,3-dione (1), 4-hydroxy-2-[(3,4-methylenedioxyphenyl)undecanoyl]cyclohexane-1,3-dione (2), 4-hydroxy-2-[(3,4-methylenedioxyphenyl)tridecanoyl]cyclohexane-1,3-dione (3), and 2-[(3,4-methylenedioxyphenyl)dodecyl]-4-hydroxy-2,3,4,6,7,8-hexahydro-2H-1-benzopyran-5-one (4), by analysis of their spectroscopic data. The known polyketides, surinone A and oleiferinone, showed cell growth inhibitory activity against the WI-38, VA-13, and HepG2 cell lines with IC50 values that ranged from 4.4 to 9.6 microg/mL. The known sesquiterpenoid, sinugibberodiol, showed a more potent effect on calcein accumulation than verapamil at 2.5 and 25 microg/mL. Compounds 3 and 4, surinone A, and oleiferinone showed moderate to weak inhibitory activity on the induction of the intercellular adhesion molecule-1 (ICAM-1) in the presence of IL-1alpha or TNF-alpha.
Li
Na
N
National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 189 Guo Shou Jing Road, Zhangjiang Hi-Tech Park, Shanghai 201203, People's Republic of China. nali9898@hotmail.com
Wu
Jian-lin
JL
Hasegawa
Toshiaki
T
Sakai
Jun-ichi
J
Bai
Li-ming
LM
Wang
Li-yan
LY
Kakuta
Saori
S
Furuya
Yumiko
Y
Ogura
Hirotsugu
H
Kataoka
Takao
T
Tomida
Akihiro
A
Tsuruo
Takashi
T
Ando
Masayoshi
M
D003512:Cyclohexanones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D005260:Female; D005452:Fluoresceins / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D018799:Intercellular Adhesion Molecule-1 / Q000187:drug effects; D053582:Interleukin-1alpha / Q000378:metabolism; D015394:Molecular Structure; D036941:Peperomia / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D014407:Tumor Cells, Cultured; D014409:Tumor Necrosis Factor-alpha / Q000378:metabolism; D014700:Verapamil / Q000494:pharmacology
D003512:Cyclohexanones; D004365:Drugs, Chinese Herbal; D005452:Fluoresceins; D053582:Interleukin-1alpha; D012717:Sesquiterpenes; D014409:Tumor Necrosis Factor-alpha; C504392:sinugibberodiol; D018799:Intercellular Adhesion Molecule-1; D014700:Verapamil; C007740:fluorexon