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1. (Article ID: 9660)
Sun L, Jiang J, Jing T, Hu D, Zhu J, Zeng Y, Pang Y, Huang D, Cheng S, Cao C
A polysaccharide NAP-3 from Naematelia aurantialba: Structural characterization and adjunctive hypoglycemic activity
Carbohydrate Polymers 318 (2023)
121124
A novel polysaccharide (NAP-3) was isolated and purified from Naematelia aurantialba after water extraction. The structure of NAP-3, which was determined by FT-IR, HPLC, GC-MS, and NMR, indicated that NAP-3 was a homogeneous polysaccharide with the molecular weight of 428 kDa, mainly consisted of β-1, 3-D-Manp, β-1, 2, 3-D-Manp, β-D-Xylp, β-1, 4-D-Glcp, β-1, 4-D-Rhap in a molar ratio of 6.49: 1.11: 2.4: 0.13: 0.83. In vitro α-glucosidase and α-amylase inhibitory assay showed that NAP-3 had a low IC50 value, which exhibited similar enzyme inhibitory activity as acarbose. NAP-3 was evaluated as an adjuvant with metformin for antidiabetic therapy in HFD/STZ-induced diabetic mice and insulin resistance HepG2 cells. The combination of NAP-3 and metformin in diabetic mice exhibited significant hypoglycemic activity, reducing body weight, serum insulin levels, glucose tolerance, insulin tolerance, and increasing antioxidant levels compared to metformin alone. The combination of NAP-3 and metformin improved oxidative stress by increasing ROS clearance, thereby enhancing glucose uptake in HepG2 cells. This study provided new data for the study of Naematelia aurantialba polysaccharides and offers a new adjuvant therapy for the treatment of diabetes.
polysaccharides, Structural characterization, adjuvant hypoglycemic activity, Naematelia aurantialba
NCBI PubMed ID: 37479455Publication DOI: 10.1016/j.carbpol.2023.121124Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: C. Cao
163.com>
Institutions: Department of Food Quality and Safety, National R&D Center for Chinese Herbal Medicine Processing, College of Engineering, China Pharmaceutical University, Nanjing 211198, China
Methods: 13C NMR, 1H NMR, methylation, NMR-2D, GC-MS, sugar analysis, FTIR, HPLC, cytotoxicity assay, HPGPC, SEM, Congo Red assay, XRD, animal experiments, UV-vis, ROS measurement, water extraction, oxidative stress, inhibitory assay, glucose, insulin tolerance tests
The publication contains the following compound(s):
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2. (Article ID: 9661)
Sun X, Chen Z, Yang R, Wang M, Wang X, Zhang Q, Xiao G
Modular and Stereoselective One-Pot Total Synthesis of Icosasaccharide Motif from Cordyceps sinensis EPS-1A Glycan
Organic Letters 25(40) (2023)
7364-7368
The first stereoselective one-pot synthesis of the icosasaccharide motif of EPS-1A glycan from Cordyceps sinensis has been achieved. The synthetic approach highlights the following features: (1) merging reagent modulation and remote anchimeric assistance α-glycosylation strategy for the highly stereoselective formation of five and ten continuous 1,2-cis glucosidic bonds; (2) the strategic employment of glycosyl N-phenyltrifluoroacetimidates and glycosyl o-(1-phenylvinyl)benzoates as the matched pair for efficient orthogonal one-pot synthesis; and (3) [11 + 8 + 1] orthogonal one-pot glycosylation for the efficient assembly of the target icosasaccharide.
total synthesis, Cordyceps sinensis, icosasaccharide repeating unit
NCBI PubMed ID: 37787453Publication DOI: 10.1021/acs.orglett.3c02842Journal NLM ID: 100890393Publisher: American Chemical Society
Correspondence: Q. Zhang
snnu.edu.cn>; G. Xiao mail.kib.ac.cn>
Institutions: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Kunming 650201, China, Department of Chemistry, Kunming University, 2 Puxing Road, Kunming 650214, China, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an, Shaanxi 710119, China
Methods: 13C NMR, 1H NMR, TLC, chemical synthesis, MALDI-TOF MS, UV, glycosylation, optical rotation measurement, HR-ESI-MS, flash chromatography
The publication contains the following compound(s):
- Compound ID: 23571
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b-D-Galp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Manp-(1-3)-+
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a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Manp-(1-6)-a-D-Manp-(1-6)-a-D-Manp-(1--/5-aminopentyl/ |
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Structure type: oligomer
; 3367.1465 [M+Na]+
C125H213NO101
Aglycon: 5-aminopentyl
Trivial name: EPS-1A
Compound class: EPS
- Compound ID: 23570
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b-D-Galp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Manp-(1-3)-+
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-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Manp-(1-6)-a-D-Manp-(1-6)-a-D-Manp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1- |
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Structure type: polymer chemical repeating unit
Trivial name: EPS-1A glycan
Compound class: EPS
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3. (Article ID: 10889)
Hu CQ, Chen K, Shi Q, Kilkuskie RE, Cheng YC, Lee KH
Anti-aids agents, 10. Acacetin-7-O-β-D-galactopyranoside, an anti-HIV principle from Chrysanthemum morifolium and a structure-activity correlation with some related flavonoids
Journal of Natural Products 57 (1994)
42-51
An active anti-HIV principle, acacetin-7-O-β-D-galactopyranoside, has been isolated from Chrysanthemum morifolium. Seven additional flavonoids isolated from this plant, 13 known related flavonoids, and 14 synthetic flavonoids were also evaluated as inhibitors of HIV replication in H9 cells. A known flavone, chrysin, was found to be the most promising compound in this series. Flavonoids with hydroxy groups at C-5 and C-7 and with a C-2-C-3 double bond were more potent inhibitors of HIV growth. In general, the presence of substituents (hydroxyl and halogen) in the B-ring increased toxicity and/or decreased activity.
NCBI PubMed ID: 8158164Publication DOI: 10.1021/np50103a006Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Institutions: Natural Products Laboratory, School of Pharmacy, University of North Carolina, Chapel Hill 27599
The publication contains the following compound(s):
- Compound ID: 26872
Structure type: monomer
Trivial name: glucoluteolin, luteolin 7-glucoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside, flavone glucoside
Reference(s) to other database(s): CCSD:
50066, CBank-STR:939
- Compound ID: 27100
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b-D-Galp-(1-7)-Subst
Subst = acacetin = SMILES O=C1C=C(C2=CC=C(OC)C=C2)OC3=C1{5}C(O)=C{7}C(O)=C3 |
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Structure type: monomer
Compound class: glycoside
Reference(s) to other database(s): CCSD:
48826, CBank-STR:1977
- Compound ID: 27101
Structure type: monomer
Compound class: glycoside
Reference(s) to other database(s): CCSD:
48827, CBank-STR:1978
- Compound ID: 27102
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Rhap-(1-6)-b-D-Glcp-(1-7)-Subst
Subst = acacetin = SMILES O=C1C=C(C2=CC=C(OC)C=C2)OC3=C1{5}C(O)=C{7}C(O)=C3 |
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Structure type: oligomer
Compound class: glycoside
Reference(s) to other database(s): CCSD:
48828, CBank-STR:2656
- Compound ID: 27103
Structure type: monomer
Compound class: glycoside
Reference(s) to other database(s): CCSD:
48830, CBank-STR:1339
- Compound ID: 27104
Structure type: monomer
Compound class: glycoside
Reference(s) to other database(s): CCSD:
48831, CBank-STR:1073
- Compound ID: 27105
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D-GlcpA-(1-7)-Subst
Subst = baicalein = SMILES O=C1C=C(C2=CC=CC=C2)OC3=C1{5}C(O)={6}C(O){7}C(O)=C3 |
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Structure type: monomer
Compound class: glycoside
Reference(s) to other database(s): CCSD:
48832, CBank-STR:366
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