ABSTRACT
Two new lanostane triterpenes, methyl lucidenate N ( 1) and T-butyl lucidenate B ( 2), were isolated from the fruiting bodies of GANODERMA LUCIDUM together with five known compounds ( 3- 7). The structures of the two new triterpenes were established as methyl 3 ß,7 ß-dihydroxy-4,4,14 α-trimethyl-11,15-dioxo-5 α-chol-8-en-24-oate ( 1) and T-butyl 7 ß,12 ß-dihydroxy-4,4,14 α-trimethyl-3,11,15-trioxo-5 α-chol-8-en-24-oate ( 2) by extensive spectroscopic studies and chemical evidence. The effect of the isolated compounds ( 1- 7) on triglyceride (TG) accumulation, an indicator of adipocyte differentiation, during the differentiation of 3T3-L1 preadipocytes was examined. T-Butyl lucidenate B ( 2) reduced the TG accumulation significantly by 72â% at 80 µM compared to the untreated group. Furthermore, compound 2 effectively suppressed the GPDH activity in the cells. Consistent with the decrease in TG accumulation and GPDH activity, compound 2 suppressed the gene expressions of PPAR γ, C/EBP α, and SREBP-1c in a dose-dependent manner during differentiation. Our findings demonstrate that the lanostane triterpenes isolated in this study contribute to the inhibitory effect of the fruiting bodies of G. LUCIDUM on adipocyte differentiation in 3T3-L1 cells.
Subject(s)
Adipogenesis/drug effects , Ganoderma/chemistry , Triterpenes/pharmacology , 3T3-L1 Cells , Animals , Mice , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Triglycerides/metabolism , Triterpenes/chemistry , Triterpenes/isolation & purificationABSTRACT
Four new lanostane triterpenes, butyl ganoderate A (1), butyl ganoderate B (2), butyl lucidenate N (3), and butyl lucidenate A (4), were isolated from the fruiting bodies of Ganoderma lucidum together with 14 known compounds (5-18). The structures of the new triterpenes were established by extensive spectroscopic studies and chemical evidence. In addition, the inhibitory effect of isolated compounds on adipocyte differentiation in 3T3-L1 cells was examined.
Subject(s)
Adipocytes/metabolism , Lanosterol/analogs & derivatives , Lanosterol/isolation & purification , Lanosterol/pharmacology , Reishi/chemistry , Triterpenes/isolation & purification , Triterpenes/pharmacology , 3T3-L1 Cells , Adipocytes/drug effects , Animals , Fruiting Bodies, Fungal/chemistry , Japan , Lanosterol/chemistry , Mice , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Triterpenes/chemistryABSTRACT
The antiallergic effects of magnolol and honokiol, isolated from the bark of Magnolia obovata (family Magnoliaceae), were investigated both in vitro and in vivo. Magnolol and honokiol potently inhibited passive cutaneous anaphylaxis reactions in mice induced by IgE-antigen complex as well as compound 48/80-induced scratching behaviors. These constituents exhibited not only potent inhibitory activity on the degranulation of RBL-2H3 cells induced by IgE-antigen complex, with IC(50) values of 45 and 55 muM, respectively, but also inhibited the protein expressions of IL-4 and TNF-alpha. Based on these findings, magnolol and honokiol may improve IgE-induced allergic diseases.
Subject(s)
Anti-Allergic Agents/pharmacology , Biphenyl Compounds/pharmacology , Lignans/pharmacology , Passive Cutaneous Anaphylaxis/drug effects , Pruritus/drug therapy , Animals , Anti-Allergic Agents/chemistry , Biphenyl Compounds/chemistry , Cell Line, Tumor , Dose-Response Relationship, Drug , Immunoglobulin E/immunology , Inhibitory Concentration 50 , Lignans/chemistry , Male , Mast Cells/metabolism , Mice , Mice, Inbred BALB C , Mice, Inbred ICR , Molecular Structure , Pruritus/chemically induced , Rats , beta-N-Acetylhexosaminidases/metabolism , p-Methoxy-N-methylphenethylamine/immunologyABSTRACT
Bioassay-guided fractionation of a MeOH extract of the whole plant of Aceriphyllum rossii (Saxifragaceae) led to the isolation of two new triterpenes, 3alpha,23-isopropylidenedioxyolean-12-en-27-oic acid (1) and 23-hydroxy-3-oxoolean-12-en-27-oic acid (2), together with six known triterpenes, 3-oxoolean-12-en-27-oic acid (3), 3alpha-hydroxyolean-12-en-27-oic acid (4), beta-peltoboykinolic acid (5), aceriphyllic acid A (6), oleanolic acid (7), and gypsogenic acid (8). The structures of these compounds were elucidated on the basis of physicochemical and spectroscopic analyses. These compounds were evaluated for in vitro cytotoxicity against the K562 and HL-60 cell lines. Olean-12-en-27-oic acid derivatives (1-6) exhibited considerable cytotoxicity against K562 and HL-60 cell lines with IC(50) values ranging from 12.2 to 28.7 microM and from 12.1 to 25.8 microM, respectively.
