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1. (Article ID: 12063)
Chang F-R, Chen C-Y, Hsieh T-J, Cho C-P, Wu Y-C
Chemical constituents from Annona glabra III
Journal of the Chinese Chemical Society = Zhongguo hua hsueh hui hui zhi 47(4B) (2000)
913-920
Twenty compounds including a dioxoaporphine, annobraine (1); two oxoaporphines, liriodenine (2) and lysicamine (3); five aporphines, (-)-nornuciferine (4), (-)-anonaine (5), (-)-N-formylanonaine (6), (-)-asimilobine (7) and (+)-nordomesticine (8); one proaporphine, (+)-stepharine (9); two protoberberines, (-)-kikemanine (10) and dehydrocorydalmine (11); one azaanthraquinone, 1-aza-4-methyl-2-oxo-1,2-dihydro-9,10-anthracenedione (12); two amides, N-trans-feruloyltyramine (13) and N-p-coumaroyltyramine (14); one ionone, blumenol A (15); and five steroids, β-sitosterol (16), stigmasterol (17), β-sitosteryl-D-glucoside (18), stigmasteryl-D-glucoside (19) and 6-O-palmitoyl-β-sitosteryl-D-glucoside (20), were isolated from the fruits and stems of Annona glabra. Among them, 1 is a novel dioxoaporphine alkaloid and 12 was obtained for the first time from natural sources. These compounds were characterized and identified by physical and spectral evidence.
Annona glabra
Publication DOI: 10.1002/jccs.200000124Journal NLM ID: 16210600RPublisher: Taipei: Chinese Chemical Society
Institutions: Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung, Taiwan, China
Methods: 13C NMR, 1H NMR, EI-MS, NMR-2D, IR, TLC, UV, extraction, CC, melting point determination, evaporation, HR-EI-MS
The publication contains the following compound(s):
- Compound ID: 20490
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b-D-Glcp-(1-3)-Subst
Subst = β-sitosterol = SMILES O{3}[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@@]2([H])CC[C@@]4(C)[C@]3([H])CC[C@]4([C@@H](C)CC[C@@H](CC)C(C)C)[H] |
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Structure type: monomer
Trivial name: daucosterol, β-daucosterol, β-sitosterol, β-sitosterol-β-D-glucoside, androsine, saxifragifolin B, β-sitosterol 3-O-β-D-glucopyranoside
Compound class: saponin glycoside, glycoside, steroid glycoside, triterpenoid glycoside
Reference(s) to other database(s): GenDB:MK026953.1
- Compound ID: 21921
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b-D-Glcp-(1-3)-Subst
Subst = stigmasterol = SMILES CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC{3}[C@@H](C4)O)C)C)C(C)C |
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Structure type: monomer
Trivial name: stigmasterol 3-O-β-D-glucopyranoside
Compound class: saponin glycoside, glycoside, steroid glycoside, triterpenoid glycoside
- Compound ID: 30962
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Pam-(1-6)-b-D-Glcp-(1-3)-Subst
Subst = β-sitosterol = SMILES O{3}[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@@]2([H])CC[C@@]4(C)[C@]3([H])CC[C@]4([C@@H](C)CC[C@@H](CC)C(C)C)[H] |
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Structure type: monomer
Trivial name: sitoindoside I
Compound class: saponin glycoside, glycoside, steroid glycoside
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