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Lau MF, Chua KH, Sabaratnam V, Kuppusamy UR
In vitro and in silico anticancer evaluation of a medicinal mushroom, Ganoderma neo-japonicum Imazeki, against human colonic carcinoma cells
Biotechnology and Applied Biochemistry 2020 (2020)
ID 2013
a-L-Rhap-(1-3)-Subst
Subst = scillarenin A = SMILES O{3}[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@@H](C5=COC(C=C5)=O)CC{14}[C@]4(O)[C@@H]3CCC2=C1 |
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Ganoderma neo-japonicum
(NCBI TaxID 36073,
species name lookup)
Taxonomic group: fungi / Basidiomycota
(Phylum: Basidiomycota)
Organ / tissue: basidiocarp
NCBI PubMed ID: 32856730Publication DOI: 10.1002/bab.2013Journal NLM ID: 8609465Correspondence: Kuppusamy UR <umah

um.edu.my>
Institutions: Mushroom Research Centre, University of Malaya, Kuala Lumpur, Malaysia, Department of Biomedical Science, Faculty of Medicine, University of Malaya, Kuala Lumpur, Malaysia, Institute of Biological Science, Faculty of Science, University of Malaya, Kuala Lumpur, Malaysia
Ganoderma neo-japonicum is a well-known medicinal mushroom in Asian countries. However, scientific validations on its curative activities are confined to cirrhosis and diabetes. In this study, the anticancer properties of G. neo-japonicum were evaluated using cellular and computational models. The ethanolic extract (EtOH) with a promising inhibitory effect was fractionated into four different fractions: hexane (Hex), chloroform (Chl), butanol (Btn), and aqueous (Aq). The active fractions were then subjected to cell apoptosis assessment and phytochemical profiling. Molecular docking was conducted to elucidate the affinity of selected constituents towards antiapoptotic Bcl-2 protein. The butanol fraction showed the highest antioxidant activities as well as total phenolic content. Both hexane and chloroform fractions exerted a potent cytotoxic effect on colonic carcinoma cells through the induction of apoptosis. Phytochemical analysis revealed that the chloroform fraction is terpenoid enriched whereas the hexane fraction comprises predominantly sterol constituents. Stellasterol and 1,25-dihydroxyvitamin D3 3-glycoside were demonstrated to have a high affinity towards Bcl-2 protein. Overall, G. neo-japonicum can be considered as a compelling therapeutic candidate for cancer treatment.
apoptosis, Antioxidant, molecular docking, Anticancer, Ganoderma neo-japonicum
Structure type: monomer ; 530.60
C
30H
42O
8Location inside paper: Table 5, 3
Trivial name: proscillaridin A
Compound class: glycoside, terpenoid glycoside
Contained glycoepitopes: IEDB_136105,IEDB_225177,IEDB_885823
Methods: GC-MS, extraction, LC-MS, cell growth, antioxidant activities, cell viability assay, radical scavenging assay, evaporation, MTT, filtration, apoptosis assay, binding assay, Folin phenol reagent method
Biological activity: binding data
Related record ID(s): 50416, 50417, 50418
NCBI Taxonomy refs (TaxIDs): 36073
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There is only one chemically distinct structure:
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Ghosal S, Vishwakarma RA
Tinocordiside, a new rearranged cadinane sesquiterpene glycoside from Tinospora cordifolia
Journal of Natural Products 60(8) (1997)
839-841
b-D-Glcp-(1-11)-Subst
Subst = tinocordiside aglycon = SMILES CC([C@@H]1[C@@H]([C@H]({11}C(C)(O)C)CC2)C3[C@@]12C)=CC3=O |
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Tinospora cordifolia
(NCBI TaxID 285590,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: stem
The structure was elucidated in this paperPublication DOI: 10.1021/np970169zJournal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: ram

nii.ernet.in
Institutions: Bio-organic Chemistry Lab, National Institute of Immunology, Aruna Asaf Ali Marg, JNU Complex, New Delhi 110067, India
A rearranged cadinane sesquiterpene glycoside named tinocordiside (1), consisting of a tricyclic skeleton with a cyclobutane ring, has been isolated from the immunomodulatory aqueous fraction of the Indian medicinal plant Tinospora cordifolia. The structure has been established by spectroscopic and chemical methods.
Structure type: monomer ; 397.0 [M+H]+
C
21H
32O
7Location inside paper: p.840, 1
Trivial name: tinocordiside
Compound class: terpenoid glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, IR, TLC, ESI-MS, acid hydrolysis, chemical methods, HPLC, extraction
Comments, role: NMR for aglycon present in publication; atom numbering as publication; aglycon represent sesquiterpene mustakone which instead of the isopropyl at C-7 contained an isopropyl alcohol moiety.
NCBI Taxonomy refs (TaxIDs): 285590Reference(s) to other database(s): PubChem:177384
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NMR conditions: in CDCl3
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
11 bDGlcp 97.0 71.5 77.5 74.5 76.5 62.5
Subst
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
11 bDGlcp 3.7 4.4 3.03 3.53 3.10 3.20
Subst
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
11 bDGlcp 97.0/3.7 71.5/4.4 77.5/3.03 74.5/3.53 76.5/3.10 62.5/3.20
Subst
1H NMR data:
Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
11 | bDGlcp | 3.7 | 4.4 | 3.03 | 3.53 | 3.10 | 3.20 |
| Subst | |
|
13C NMR data:
Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
11 | bDGlcp | 97.0 | 71.5 | 77.5 | 74.5 | 76.5 | 62.5 |
| Subst | |
|
There is only one chemically distinct structure:
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Ma YB, Wu DG, Liu JK
Paeonivayin, a new monoterpene glycoside from Paeonia delavayi
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao 10(9) (1999)
771-774
b-D-Glcp6Bz-(1-1)-Subst8Bz
Subst = monoterpene glycoside = SMILES O{1}[C@]1([C@]2({8}CO)C3=O)CC2{4}[C@H](O)C[C@@]1(O3)C |
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Paeonia delavayi
(NCBI TaxID 40707,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: root
Journal NLM ID: 101271576WWW link: https://www.webofscience.com/wos/woscc/full-record/WOS:000084594800019Publisher: Chinese Chemical Society
Institutions: Department of Phytochemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, China
A new monoterpene glycoside named paeonivayin with other seven known compounds were isolated from the roots of Paeonia delavayi Franch. and their structures were determined by means of spectroscopic studies.
monoterpene glycoside, Paeonia delavayi Franch, paeoniaceae, paeonivayin
Structure type: monomer
Location inside paper: paeonivayin
Trivial name: paeonivayin
Compound class: terpenoid glycoside
Contained glycoepitopes: IEDB_139965,IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Comments, role: full text of article is not available, record was created with help of WOS database, structure was reproduced according to http://www.soopat.com/patent/201711160558
NCBI Taxonomy refs (TaxIDs): 40707
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There is only one chemically distinct structure:
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