Isolation and Bioactivity Evaluation of Terpenoids from the Medicinal Fungus<i>Ganoderma sinense</i>

Liu, Jie‐Qing; Wang, Cuifang; Li, Yan; Luo, Huai‐Rong; Qiu, Ming‐Hua

doi:10.1055/s-0031-1280441

Cited by 60 publications

(62 citation statements)

References 28 publications

(49 reference statements)

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“…The ethyl acetate-soluble fraction was subjected to chromatographic separation using silica gel, ODS, Sephadex LH-20, and preparative HPLC to yield 26 triterpenoids. Ten known compounds (17−26) were identified as ganoderiol J (17), 13 ganoderic acid DM (18), 14 ganoderone A (19), 15 11-hydroxy-3,7-dioxo-5-lanosta-8,24(E)-dien-26-oic acid (20), 16 3,7-dioxo-8,24(Z)-tirucalladien-26-oic acid (21), 17 ganoderiol F (22), 18 ganoderic acid SZ (23), 19 ganoderiol B (24), 20 ganoderic acid Y (25), 21 and ganodermanontriol (26) 22 by comparison of their spectroscopic data with the literature data.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Lanostane Triterpenes from the Tibetan Medicinal Mushroom Ganoderma leucocontextum and Their Inhibitory Effects on HMG-CoA Reductase and α-Glucosidase

Wang

Xiong

et al. 2015

J. Nat. Prod.

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Sixteen new lanostane triterpenes, ganoleucoins A-P (1-16), together with 10 known tripterpenes (17-26), were isolated from the cultivated fruiting bodies of Ganoderma leucocontextum, a new member of the Ganoderma lucidum complex. The structures of the new compounds were elucidated by extensive spectroscopic analysis and chemical transformation. The inhibitory effects of 1-26 on HMG-CoA reductase and α-glucosidase were tested in vitro. Compounds 1, 3, 6, 10-14, 17, 18, 23, 25, and 26 showed much stronger inhibitory activity against HMG-CoA reductase than the positive control atorvastatin. Compounds 13, 14, and 16 presented potent inhibitory activity against α-glucosidase from yeast with IC₅₀ values of 13.6, 2.5, and 5.9 μM, respectively. In addition, the cytotoxicity of 1-26 was evaluated against the K562 and PC-3 cell lines by the MTT assay. Compounds 1, 2, 6, 7, 10, 12, 16, 18, and 25 exhibited cytotoxicity against K562 cells with IC₅₀ values in the range 10-20 μM. Paclitaxel was used as the positive control with an IC₅₀ value of 0.9 μM. This is the first report of secondary metabolites from this medicinal mushroom.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Lanostane Triterpenes from the Tibetan Medicinal Mushroom Ganoderma leucocontextum and Their Inhibitory Effects on HMG-CoA Reductase and α-Glucosidase

Wang

Xiong

et al. 2015

J. Nat. Prod.

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“…applanatum (fruit bodies) [52] [64] 131 Ganoderiol E (3β, 26,27-trihydroxy-5α-lanosta-8,24-dien-7-one) G. lucidum (fruit bodies) [39] 132 Ganoderiol I (15α, 26,27-trihydroxy-5α-lanosta-8,24-dien-3-one) G. lucidum (fruit bodies) [39] 133 Ganoderiol J (26,27-dihydroxy-5α-lanosta-8,24-dien-3,7-dione) G. sinense (fruit bodies) [47] 134 Epoxyganoderiol A (24S, 25S-epoxy-7α, 26-dihydroxy-5α-lanost-8-en-3-one) G. lucidum [40] …”

Section: -O-methylganoderic Acid O ((22s 24e)-3α L5α 22-triacetoxmentioning

confidence: 99%

“…lucidum (cultured mycelium) [50] 187 Ganoderic acid Jc (15α, 23-dihydroxy-3-oxo-5α-lanosta-7,9(11),24-trien-26-oic acid) G. sinense (fruit bodies) [47] 188 Ganodermatetraol (3β, 15α, 26,27-tetrahydroxy-5α-lanosta-7,9(11),24-triene) G. sinense (fruit bodies) [47] 189 5α-Lanosta-7,9(11),24-triene-3β-hydroxy-26-al G. concinna [75] 190 Ganoderiol F (26,27-dihydroxy-5α-lanosta-7,9(11),24-trien-3-one) G. lucidum (fruit bodies) [39] 191 26,27-Dihydroxy-5α-lanosta-7,9(11),24-triene-3,22-dione G. lucidum (basidiocarp) [83] 192 26-Hydroxy-5α-lanosta-7,9(11),24-triene-3,22-dione G. lucidum (basidiocarp) [83] 193 Ganodermic acid P1 (lanosta-7,9(11),24-trien-3α, 22β-diacetoxy-15α-hydroxy-26-oic acid) G. lucidum (mycelia) [84] Table 7. Ganoderma triterpenes (197-213) in Figure 20.…”

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“…Ganoderic acid Jd (15α-hydroxy-3-oxo-5α-lano-sta-7,9(11)-dien-24-oic acid) G. sinense (fruit bodies) [47] …”

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“…Methyl lucidenate H (methyl 3β, 7β-dihydroxy-4α-hydroxymethyl-4β, 14α-dimethyl-11,15-dioxo-5α-chol-8-en-24-oate) G. lucidum (fruit bodies) [64] 264 Methyl lucidenate I (3β-hydroxy-4α-hydroxymethyl-4β, 14α-dimethyl-7,11,15-trioxo-5α-chol-8-en-24-oate) G. lucidum (fruit bodies) [64] 265 Methyl lucidenate J (3β, 12β-dihydroxy-4α-hydroxymethyl-4β, 14α-dimethyl-7,11,15-trioxo-5α-chol-8-en-24-oate) G. lucidum (fruit bodies) [64] 266 Methyl lucidenate Ha G. sinense (fruit bodies) [47] 267 Colossolactone I ((22S)-3-β-hydroxylanosta-8,24-dien-26,22-olide) G. colossum [97] 268 Colossolactone II ((22S)-1,3-β-dihydroxylanosta-8,24-dien-26,22-olide) G. colossum [97] 269 Colossolactone D G. colossum (fruit bodies) [98] 270 Colossolactone E G. colossum (fruit bodies) [98] 271 Colossolactone F G. colossum (fruit bodies) [98] 272 Colossolactone G G. colossum (fruit bodies) [98] 273 Ganosporelactone A G. lucidum (spores) [99] 274 Ganosporelactone B G. lucidum (spores) [99] 275…”

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confidence: 99%

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A Comprehensive Review of the Structure Elucidation and Biological Activity of Triterpenoids from Ganoderma spp.

et al. 2014

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Ganoderma triterpenes (GTs) are the major secondary metabolites of Ganoderma lucidum, a traditional Chinese medicine, popularly used for complementary cancer therapy. GTs are lanostane-tetracyclic triterpenes. They have been reported to possess anti-tumor, anti-inflammation, antioxidant, antimicrobial and blood fat reducing effects. To date, 316 GTs have been found and their similar chemical structures have proved difficult to elucidate. This paper compiles 316 naturally occurring triterpenes from Ganoderma based on the literature published through January 2013 along with their structures, physiological activities and 13 C-NMR spectral data.

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Structural identification of the metabolites of ganoderic acid B from Ganoderma lucidum in rats based on liquid chromatography coupled with electrospray ionization hybrid ion trap and time‐of‐flight mass spectrometry

Guo

Shen

Long

et al. 2013

Biomedical Chromatography

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Ganoderic acid B (GAB), a representative triterpenoid in Ganoderma lucidum, possesses various pharmaceutical effects and has been used as a chemical marker in quality control of G. lucidum and related products. The metabolites of GAB in vivo after its oral administration to rats were investigated by liquid chromatography coupled with electrospray ionization hybrid ion trap and time-of-flight mass spectrometry. A total of 14 metabolites of GAB in rat plasma, bile and various organs were detected and identified by direct comparison with the authentic compounds and their characteristic mass fragmentation patterns. The results showed that oxidization and hydroxylation were the common metabolic pathways for GAB in rats. Moreover, some reduction metabolites of GAB were detected in rat kidney and stomach and glucuronidation only appeared in rat bile. This is the first report on the metabolites of GAB in vivo.

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Isolation and Bioactivity Evaluation of Terpenoids from the Medicinal FungusGanoderma sinense

Cited by 60 publications

References 28 publications

Lanostane Triterpenes from the Tibetan Medicinal Mushroom Ganoderma leucocontextum and Their Inhibitory Effects on HMG-CoA Reductase and α-Glucosidase

Lanostane Triterpenes from the Tibetan Medicinal Mushroom Ganoderma leucocontextum and Their Inhibitory Effects on HMG-CoA Reductase and α-Glucosidase

A Comprehensive Review of the Structure Elucidation and Biological Activity of Triterpenoids from Ganoderma spp.

Structural identification of the metabolites of ganoderic acid B from Ganoderma lucidum in rats based on liquid chromatography coupled with electrospray ionization hybrid ion trap and time‐of‐flight mass spectrometry

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