Fruiting Bodies Of Ganoderma Applanatum Research Articles

Comprehensive Analysis of Bioactive Compounds in Wild Ganoderma applanatum Mushroom from Kerala, South India: Insights into Dietary Nutritional, Mineral, Antimicrobial, and Antioxidant Activities.

The present study focused on the mushroom Ganoderma, which has been used in Eastern countries for centuries as a food and medicinal source. Specifically, the fruiting bodies of Ganoderma applanatum from the Kerala Forest Research Institute in Thirussur, Kerala, India, were analyzed for their nutritional and medicinal properties. The methanolic extracts of G. applanatum were used to examine secondary metabolites and proximate profiles, revealing the presence of various phytochemicals such as terpenoids, phenolics, glycosides, alkaloids, flavonoids, and saponins. Further analysis revealed the presence of significant amounts of calcium, sodium, phosphorus, and manganese. The compounds were characterized using chromatographic analysis, FTIR, and GC-MS, which revealed potential therapeutic compounds with C-H and C-O bonds in the amide group, β-glycosides, and C-C/C-O vibrations of phenolic substances. Mushroom extract at a concentration of 100 µg mL-1 exhibited potent antimicrobial activity against various pathogens. This study suggests that G. applanatum has a rich biochemical composition and pharmacological potential, making it a promising candidate for drug development and traditional medicine, and contributes valuable insights into its diverse therapeutic applications.

Antimicrobial lanostane triterpenoids from the fruiting bodies of Ganoderma applanatum

A chemical investigation on the 90% EtOH extract of the fruiting bodies of Ganoderma applanatum led to the isolation of three new lanostane triterpenoids, designated as 25-methoxy-11-oxo-ganoderiol D (1), 3-oxo-25-methoxy-24,26-dihydroxy-lanosta-7,9(11)-diene (2), and 3β-acetyloxy-lucidone H (3). Structural elucidation of all the compounds were performed by spectral methods such as 1 D and 2 D (1H- 1H COSY, HMQC, and HMBC) NMR spectroscopy. All the triterpenoids were in vitro evaluated for their antimicrobial activities against six pathogenic microorganisms. Compounds 1 and 2 exhibited some activities against three Gram positive bacteria with MIC values less than 60 μg/ml.

FPR2-based anti-inflammatory and anti-lipogenesis activities of novel meroterpenoid dimers from Ganoderma

Four pairs of novel meroterpenoid dimers, (±)-applandimeric acids A-D (1–4) with an unprecedented spiro[furo[3,2–b]benzofuran-3,2′-indene] core were isolated from the fruiting bodies of Ganoderma applanatum. Their planar structures were unambiguously determined via extensive spectroscopic analysis. Their relative and absolute configurations were confirmed through calculated internuclear distance, coupling constant, 13C NMR with DP4 + analysis and electronic circular dichroism (ECD). Furthermore, the molecular docking-based method was used to evaluate their interaction with formyl peptide receptor 2 (FPR2) associated with inflammation. Interestingly, (±)-applandimeric acid D (4) can bond with FPR2 by some key hydrogen bonds. Furthermore, an in vitro bioassay verified that 4 can inhibit the expression of FPR2 with IC50 value of 7.93 μM. In addition, compared to the positive control LiCl (20 mM), 4 showed comparable anti-lipogenesis activity at the concentration of 20 μM. Meanwhile, 4 can suppress the protein levels of peroxisome proliferators-activated receptor-γ (PPAR-γ), CCAAT/enhancer-binding protein-β (C/EBP-β), adipocyte fatty acid-binding protein 4 (FABP4), and fatty acid synthase (FAS) through activating AMP-activated protein kinase (AMPK) signaling pathway. Thus, our findings indicate that compound 4 could be a lead compound to treat obesity and obesity-related diseases by inhibiting lipid accumulation in adipocyte and alleviating inflammation.

Applanhydrides A and B, lanostane triterpenoids with unprecedented seven-membered cyclo-anhydride in ring C from Ganoderma applanatum

Two novel lanostane triterpenoids with an unprecedented seven-membered cyclo-anhydride moiety in ring C, named applanhydrides A ( 1 ) and B ( 2 ), and two new lanostane triterpenoids with a 1,2-diketone moiety in ring C, named applandiketones A ( 3 ) and B ( 4 ), were isolated from the fruiting bodies of Ganoderma applanatum . The structures of the compounds were determined by extensive NMR spectroscopic analyses and theoretical calculations. Compounds 1 and 2 represent the first cases of triterpenoids featuring a seven-membered cyclo-anhydride moiety in ring C. Co-existing of triterpenoids with anhydride and 1,2-diketone moiety in ring C indicated an enzymatic Baeyer-Villiger oxidation process might occur in the ring C, which is not discovered before. Anti-inflammatory assay revealed that compound 4 showed significant inhibitory activity against NO production in LPS-induced RAW 264.7 cells. • Two novel lanostane triterpenoids were isolated from the fruiting bodies of Ganoderma applanatum. • Two new lanostane triterpenoids with 1,2-diketone moiety in ring C were isolated from Ganoderma applanatum. • One of the compounds showed potent inhibitory effects on NO production in LPS-induced RAW264.7 cells.

Highly oxygenated lanostane triterpenoids from Ganoderma applanatum as a class of agents for inhibiting lipid accumulation in adipocytes

Ganoderma triterpenoids (GTs), a class of major active constituents in Ganoderma species, play an important role in the anti-obesity effect of Ganoderma fungi. In the study, seventeen new highly oxygenated lanostane triterpenoids, ganoapplanoids A–Q (1–17), together with five previously reported compounds (18–22), were isolated from the fruiting bodies of Ganoderma applanatum. Their structures were confirmed by comprehensive spectroscopic analyses, single-crystal X-ray diffraction and Mo2(OAc)4 induced CD cotton effect. Structurally, compound 6 represents the first example of 2-norlanostane triterpenoid possessing an unusual semiacetal moiety. Furthermore, isolates (1–5, 7–11, 13–22, 3a) were evaluated for regulatory effects on lipid accumulation by 3T3-L1 adipocytes model. Among them, compounds 11 and 17 exhibited significant potency in blunted adipogenesis activities dose-dependently. Meanwhile, compounds 11 and 17 reduced triglyceride (TG) and total cholesterol (TC) levels in the adipocytes. These results supported that the highly oxygenated lanostane triterpenoids from G. applanatum may serve as agents for inhibiting the lipid accumulation in adipocytes and the G. applanatum provided an important source for searching new drugs to treat obesity.

Lanostane-type triterpenoids from Ganoderma applanatum and their inhibitory activities on NO production in LPS-induced BV-2 cells

Five previously undescribed lanostane-type triterpenoids, including two triterpenoids with a rearranged side chain (applanoic acids E and F), one C21 nortriterpenoid (16,17-dehydroapplanone E), as well as two highly oxygenated lanostane triterpenoids (methyl applaniate B and applanoic acid G), were isolated from the fruiting bodies of Ganoderma applanatum (Pers.) Pat. Their structures were elucidated on the basis of spectroscopic analysis, X-ray crystallography and ECD data. Applanoic acid E, 16,17-dehydroapplanone E, and methyl applaniate B showed inhibitory effects on the release of NO by LPS-induced BV-2 cells.

Meroapplanins A-E: Five Meroterpenoids with a 2,3,4,5-Tetrahydropyridine Motif from Ganoderma applanatum.

Meroapplanins A-E (1-5) with a 2,3,4,5-tetrahydropyridine fragment were isolated from the fruiting bodies of Ganoderma applanatum. Their structures were elucidated by comprehensive spectroscopic analyses. Their absolute configurations were established based on the X-ray diffraction, electronic circular dichroism (ECD), and calculated nuclear magnetic resonance (NMR) with DP4+ analysis. A plausible biosynthetic pathway for 1-5 was proposed. Furthermore, compounds 1-5, together with optically pure compounds 1a-4a and 1b-4b, were evaluated for their protective effects in PC12 cells damaged by H2O2. The results showed that 3b had protective activity with a cell viability of 82.58 ± 1.31%, compared with the model group (cell viability: 65.27 ± 1.48%).

Applanaic acids A–C, three new highly oxygenated lanostane triterpenoids from the fruiting bodies of Ganoderma applanatum

Three new highly oxygenated lanostane triterpenoids, applanaic acids A–C (1–3), were isolated from the fruiting bodies of the basidiomycete Ganoderma applanatum. Among them, applanaic acid B (2) possessed the Δ17(20)-double bond connection between the side chain and the tetracyclic skeleton, which was not common in the natural lanostane triterpenoids. Their structures were determined by 1D, 2D NMR and HRESIMS spectroscopic analysis. Compound 3 showed a weak acetylcholinesterase (AchE) inhibitory activity with 33.5% inhibition rate at 50 μM.

Unprecedented tetranorsesquiterpenoids from Ganoderma applanatum mushrooms

(+)- and (−)-applanatumol Z5 (1), a pair of novel tetranorsesquiterpenoids harboring a unique 6/5/5 ring system were isolated from the fruiting bodies of Ganoderma applanatum. Their structures including the absolute configurations were elucidated by spectroscopic and ECD computational methods. A plausible biosynthetic pathway for 1 was proposed as well. Finally, (+)-1 and (–)-1 were evaluated for their inhibitory activity against acetylcholinesterase (AChE).

Lanostane-type triterpenoids from the fruiting bodies of Ganoderma applanatum

Twelve previously undescribed lanostane-type triterpenoids, including three triterpenoids with a γ-lactone ring, namely applanlactones A‒C, four highly oxygenated lanostane triterpenoids, namely methyl applaniate A and applanoic acids B‒D, as well as five C21 nortriterpenoids, applanones A‒E were isolated from the fruiting bodies of Ganoderma applanatum (Pers.) Pat.. Their structures were elucidated by 1D, 2D NMR and MS spectra, as well as X-ray crystallographic analyses. Meanwhile, applanlactone A, methyl applaniate A and applanoic acid B showed inhibitory effects for the proliferation of hepatic stellate cells (HSCs) induced by transforming growth factor-β1 (TGF-β1) in vitro.

(±)-Applanatumines B–D: novel dimeric meroterpenoids from Ganoderma applanatum as inhibitors of JAK3

Applanatumines B–D (1–3), three pairs of dimeric meroterpenoid enantiomers featuring the presence of a 6-oxo-4,4a,5,5a,6,8,8a,8b-octahydrofuro[3′,4′:4,5]cyclopenta[1,2-b]pyran-3-carbaldehyde structure core, were isolated from the fruiting bodies ofGanoderma applanatum.

Miscellaneous meroterpenoids from Ganoderma applanatum

Twenty-six new meroterpenoids, applanatumols C-Z (1–24), Z1 (25) and Z2 (26), and three new alkaloids, ganoapplanatumines A (27), B (28) and epi-ganoapplanatumine B (29), were isolated from the fruiting bodies of Ganoderma applanatum. With exception of 18 and 25, all the other compounds are racemates, Chiral HPLC separation afforded their respective enantiomers. The structures of these isolates including their absolute configurations were assigned by spectroscopic and computational methods. In particular, the structures of 1, 3 and 12 were confirmed by single crystal X-ray diffraction data. Biological activities of all the isolates against COX-1 and COX-2 were evaluated, compound 1a was found to have COX-2 inhibitory effect with IC50 value of 25.5 μM.

Constituents from the fruiting bodies ofGanoderma applanatum and their aldose reductase inhibitory activity

Eight compounds were isolated from the fruiting bodies of Ganoderma applanatum, and were identified as 2-methoxyfatty acids (1), 5-dihydroergosterol (2), ergosterol peroxide (3) 3beta,7beta, 20,23xi-tetrahydroxy-11,15-dioxolanosta-8-en-26-oic acid (4), 7beta,20,23xi-trihydroxy-3,11,15-trioxolanosta-8-en-26-oic acid (5), cerevisterol (6), 7beta,23xi-dihydroxy-3,11,15-trioxolanosta-8,20E (22)-dien-26-oic acid (7), and 7beta-hydroxy-3,11,15,23-tetraoxolanosta-8,20E(22)-dien-26-oic acid methyl ester (8) by spectral analysis. All compounds were isolated for the first time from this fruiting bodies, and their effect on rat lens aldose reductase (RLAR) activity was tested. Among these eight compounds, ergosterol peroxide (3) was found to exhibit potent RLAR inhibition, its IC50 value being 15.4 microg/mL.

Aldose Reductase Inhibitors from the Fruiting Bodies of Ganoderma applanatum

The isolation and characterization of rat lens aldose reductase (RLAR) inhibitors from the fruiting bodies of Ganoderma applanatum were conducted. Among the extracts and fractions from G. applanatum tested, the MeOH extract and EtOAc fraction were found to exhibit potent RLAR inhibition in vitro, their IC50 being 1.7 and 0.8 microg/ml, respectively. From the active EtOAc fraction, seven compounds with diverse structural moieties were isolated and identified as D-mannitol (1), 2-methoxyfatty acids (2), cerebrosides (3), daucosterol (4), 2,5-dihydroxyacetophenone (5), 2,5-dihydroxybenzoic acid (6), and protocatechualdehyde (7). Among them, protocatechualdehyde (7) was found to be the most potent RLAR inhibitor (IC50=0.7 microg/ml), and may be useful for the prevention and/or treatment of diabetic complications.

New Lanostane-Type Triterpenoids from Ganoderma applanatum

Four new lanostane-type triterpenes were isolated from the MeOH extract of the fruiting bodies of Ganoderma applanatum. Their structures were established as 3beta,7beta,20,23xi-tetrahydroxy-11,15-dioxolanosta-8-en-26-oic acid (1), 7beta,20,23xi-trihydroxy-3,11,15-trioxolanosta-8-en-26-oic acid (2), 7beta,23xi-dihydroxy-3,11,15-trioxolanosta-8,20E(22)-dien-26-oic acid (3), and 7beta-hydroxy-3,11,15,23-tetraoxolanosta-8,20E(22)-dien-26-oic acid methyl ester (4), respectively, by extensive spectroscopic analyses.

Steroidal Constituents of Ganoderma applanatum and Ganoderma neo-japonicum

From the fruiting bodies of Ganoderma applanatum a new lanostanoid (1) and six known ergosteroids were isolated. Two known lanostanoids and five known steroids were isolated from the fruiting bodies of Ganoderma neo-japonicum. The new lanostanoid was characterized as 24zeta-methyl-5alpha-lanosta-25-one (1).