Malonate half-esters of homolanostanoid from an asian Ganoderma fungus

Chairul,; Tokuyama, Takashi; Nishizawa, Masatoyo; Shiro, Motoo; Tokuda, Harukuni; Hayashiji, Yuji

doi:10.1016/0031-9422(90)80047-k

Cited by 26 publications

(23 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Moreover, the eight methyl signals in 1 H-NMR at 1.95 (s), 1.80 (s), 1.12 (s), 1.09 (s), 1.07 (d, J ¼ 6.3 Hz), 1.06 (s), 0.91 (s), and 0.74 (s) further supported the lanostane nucleus of compound 5 [6,9]. In comparison the Secondary metabolites from fungus F. cajanderi 599 1 H, 13 C-NMR, and DEPT of compound 5 with those of identified lanostane-type triterpenes, two differences were evident: one was the carbon chemical shift of C3 at 217.7 indicative of a ketone group; and the second was the great difference observed in side chain suggestive of an , unsaturated lactone connected with C22. This proposition was proved by the comparison of NMR spectra with those of known compounds 6 and 13 [11], which were isolated from this fungus and have the same side chain as compound 5.…”

Section: Neutral Diethyl Ether Extractsupporting

confidence: 51%

Secondary metabolites from fungusFomes cajanderi

Feng

et al. 2006

Natural Product Research

View full text Add to dashboard Cite

As a part of our systematic investigation of chemical constituents of Polyporaceous family fungi (Basidiomycetes), we studied the fungus of Fomes cajanderi P. Karst collected from Jiling province, China in 1997, and isolated 15 compounds, of which, compound 5 is a naturally occurring new metabolite, while 9, 11 and 12 are new derivatives. Their structures were identified by means of MS, NMR spectra and X-ray crystallographic analysis.

show abstract

Section: Neutral Diethyl Ether Extractsupporting

confidence: 51%

Secondary metabolites from fungusFomes cajanderi

Feng

et al. 2006

Natural Product Research

View full text Add to dashboard Cite

show abstract

“…However, and importantly, some esters showed toxicity at high concentrations (Chairul et al, 1990). Su et al (2000) examined the cytotoxic activity of lanostanoids from G. tsugae and found activity against three cancer cell lines.…”

Section: Triterpenoids and Sterolsmentioning

confidence: 99%

Ganoderma – A therapeutic fungal biofactory

2006

View full text Add to dashboard Cite

Ganoderma is a basidiomycete white rot fungus which has been used for medicinal purposes for centuries particularly in China, Japan and Korea. A great deal of work has been carried out on Ganoderma lucidum. The common names for preparations include Lingzhi, Munnertake, Sachitake, Reishi and Youngzhi. This review collates the publications detailing activities and compounds by representative species whilst considering the most valid claims of effectiveness. The biological activities reported of preparations from Ganoderma are remarkable and given most emphasis herein as distinct from structure/activity information. The metabolites consist of mainly polysaccharides and terpenoids. Many are activities against the major diseases of our time and so the present review is of great importance. The list of effects is huge ranging from anti-cancer to relieving blockages of the bladder. However, the reports have not all been tested scientifically with the convincing evidence is reserved for assays of pure compounds. It is a prime example of an ancient remedy being of great relevance to the modern era. There does appear to be an assumption that the therapeutic effects attributed to the fungus have been proven. The next step is to produce some effective medicines which may be hampered by problems of mass production.

show abstract

Section: -4)mentioning

confidence: 99%

“…All the spectral data of these compounds agreed with those reported previously. [12][13][14] Inhibition of Lipid Droplet Accumulation in Macrophages by Triterpenoids In this macrophage assay, massive amounts of lipid droplets were accumulated in cytosols, which were observed microscopically after oil red O staining (control in Fig. 2A) when the macrophages were incubated with liposomes.…”

Section: Isolation Of the Active Compoundsmentioning

confidence: 99%

“…From further screening study, four known triterpenoids 1-4 (Fig. 1), reported to show weak antimicrobial or/and antitumor activity, [12][13][14] were isolated from the fruit body of Torametes orientaris.Here, we will describe the inhibitory activity of compounds 1-4 against lipid droplet accumulation in macrophages. Extraction and Isolation Fresh fruiting bodies of T. orientalis (200 g) were extracted with 85% EtOH (2 l, 5 times), and the solution was concentrated under reduced pressure and partitioned between EtOAc and H 2 O.…”

mentioning

confidence: 99%

See 1 more Smart Citation

Inhibition of Lipid Droplet Accumulation in Macrophages by Triterpenoids Produced from Torametes orientaris

Ohshiro

Namatame

Ochiai

et al. 2005

Biological & Pharmaceutical Bulletin

View full text Add to dashboard Cite

In the early stage of atherosclerogenesis, macrophages penetrate into the intima, efficiently take up modified low density lipoprotein (LDL), store cholesterol and fatty acid as a respective form of cholesteryl ester (CE) and triacylglycerol (TG) in the cytosolic lipid droplets, and are converted into foam cells, leading to the development of atherosclerosis in the arterial wall. Therefore, inhibitors of the macrophage foam cell formation would be expected to retard the progression of atherosclerosis. 1-4)During our course of screening for inhibitors of macrophage foam cell formation, new fungal metabolites of beauveriolides [5][6][7][8] and phenochalasins A and B, 9,10) and new actynomycetic metabolites of K97-0239A and B 11) were discovered as inhibitors of lipid droplet formation in mouse macrophages. From further screening study, four known triterpenoids 1-4 (Fig. 1), reported to show weak antimicrobial or/and antitumor activity, [12][13][14] were isolated from the fruit body of Torametes orientaris.Here, we will describe the inhibitory activity of compounds 1-4 against lipid droplet accumulation in macrophages. Extraction and Isolation Fresh fruiting bodies of T. orientalis (200 g) were extracted with 85% EtOH (2 l, 5 times), and the solution was concentrated under reduced pressure and partitioned between EtOAc and H 2 O. The residue (10.8 g) obtained after removing EtOAc was fractionated by silica gel flash column chromatography (80% CHCl 3 /acetone; 90%, 70% CHCl 3 /MeOH; MeOH) to obtain 7 fractions. Fraction 6 (1.60 g) was further separated by reverse-phase HPLC (95% MeOH/H 2 O), giving 1 (7.8 mg), 2 (3.5 mg), 3 (2.9 mg), and 4 (15.8 mg). MATERIALS AND METHODS Materials Assay for Lipid Droplet Accumulation in Mouse MacrophagesAssay for lipid droplet formation in mouse peritoneal macrophages was carried out according to the method described previously. 15) In brief, primary mouse peritoneal macrophages (2.5ϫ10 5 cells in GIT medium) in each well of a 96-well plastic microplate (Corning Co.) were incubated in a humidified CO 2 (5% v/v) atmosphere at 37°C for 2 h. The medium was then replaced with 0.125 ml DMEM containing 8% (v/v) lipoprotein-deficient serum (LPDS), penicillin (100 units/ml) and streptomycin (100 mg/ml) (hereafter referred to as medium A). After another 2-h preincubation, 1.25 ml of a sample in methanol, and 5.0 ml of liposomes (phosphatidylcholine 1.0 mmol, phosphatidylserine 1.0 mmol, dicetylphosphate 0.20 mmol and cholesterol 1.5 mmol suspended in 1.0 ml of 0.3 M glucose) were added to each well. After a 14-h incubation, the cells were washed with PBS and then fixed by soaking in 10% formalin. Nuclei and intracellular neutral lipid droplets were then stained with hematoxylin and oil red O, respectively. The lipid droplet formation and morphological changes in macrophages were examined by a light microscopy (Vanox-S model, Olympus). 15) In brief, mouse peritoneal macrophages (5ϫ10 5 cells/0.25 ml medium A) were cultured in each well of a 48-well plastic microplate (Corning Co.), and then ...

show abstract

Malonate half-esters of homolanostanoid from an asian Ganoderma fungus

Cited by 26 publications

References 14 publications

Secondary metabolites from fungusFomes cajanderi

Secondary metabolites from fungusFomes cajanderi

Ganoderma – A therapeutic fungal biofactory

Inhibition of Lipid Droplet Accumulation in Macrophages by Triterpenoids Produced from Torametes orientaris

Contact Info

Product

Resources

About