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1. (Article ID: 11521)
Lee K, Bahler B, Hofmann G, Mattern M, Johnson R, Kingston D
Isolation and structure elucidation of new PKCα inhibitors from Pinus flexilis
Journal of Natural Products 61(11) (1998)
1407-1409
Bioassay-guided fractionation of the CH2Cl2-MeOH extract of Pinus flexilis using an assay for protein kinase C (PKC) inhibitory activity led to the isolation of the two new bioactive diarylheptanoids (3R) 1,7-bis(3,4- dihydroxyphenyl)-3-(β-D-glucopyranosyl)heptan-3-ol (1) and its aglycon (3R)- 1,7-bis(3,4-dihydroxyphenyl)heptan-3-ol (2), together with the three known bioactive compounds, hirsutenone (3), oregonin (4), and hirsutanonol (5). The IC50 values of compounds 1-5 in the PKC assay were 1.4, 1.6, 1.4, 8.6, and 4.6 μg/mL, respectively.
Magnetic Resonance Spectroscopy, glucose, circular dichroism, Humans, enzyme inhibitors, protein kinase C, medicinal plants, diarylheptanoids, heptanol, isoenzymes, protein kinase C-alpha
NCBI PubMed ID: 9834165Publication DOI: 10.1021/np9801460Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: Kingston D
vt.edu>
Institutions: Department of Chemistry, Virginia Polytechnic and State University, Blacksburg, US, Department of Biomolecular Discovery, SmithKline Beecham Pharmaceuticals, King of Prussia, US
Methods: 13C NMR, 1H NMR, IR, inhibition studies, HPLC, UV, extraction, optical rotation measurement, CD, CC, HMBC, HMQC, HR-FAB-MS
The publication contains the following compound(s):
- Compound ID: 29340
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b-D-Glcp-(1-5)-Subst
Subst = hirsutanonol = SMILES O=C(CCc1cc{54}c(O){53}c(O)c1)C{5}[C@@H](O)CCc2cc{104}c(O){103}c(O)c2 |
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Structure type: monomer
C25H35O10
Trivial name: oregonin
Compound class: glycoside, diarylheptanoid glycoside
- Compound ID: 29547
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b-D-Glcp-(1-5)-Subst
Subst = rubranol = SMILES O{54}c2ccc(CCCC{5}[C@@H](O)CCc1cc{104}c(O){103}c(O)c1)c{53}c2O |
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Structure type: monomer
; 495.2232 [M+H]+
C25H34O10
Compound class: glycoside
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2. (Article ID: 11626)
Jia X, Wu J, Mao Q
Studies on the chemical composition of Epimedium leptorrhizum Stearn. I
Chung-hua Yao Hsüeh Tsa Chih = Chinese Pharmaceutical Journal [Chinese] 34(7) (1999)
442-444
To study the components of Epimedium leptorrhizum Stearn.. METHODS: Its components were isolated by using column chromatography. Their structures were elucidated on the basis of UV, IR, MS, 1H-NMR and 13C-NMR analysis respectively. RESULTS: Four components were obtained and identified as thalictoside (I),2'-O-rhamnosyl-icarisid II (II), sagittatoside A (III), ikarisoside B (IV). CONCLUSION: Compound (I) is phenolic glycoside, compound (II), (III) and (IV) are flavonol glycosides. Four compounds were separated from this plant for the first time.
phenolic glycoside, flavonol glycosides, Epimedium leptorrhizum Stearn.
The publication contains the following compound(s):
- Compound ID: 22452
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b-D-Glcp-(1-1)-Subst
Subst = 4-(2-nitroethyl)phenol = SMILES O=[N+]([O-])CCC1=CC={1}C(O)C=C1 |
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Structure type: monomer
Trivial name: thalictoside
Compound class: glycoside, phenolic glycoside
- Compound ID: 29903
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a-L-Arap-(1-2)-a-L-Arap-(1-3)-Subst
Subst = anhydroicaritin = SMILES C/C(C)=C\CC1=C2C(C({3}C(O)=C(C3=CC=C(OC)C=C3)O2)=O)={5}C(O)C={7}C1O |
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Structure type: oligomer
Trivial name: 2'-O-rhamnosyl-icarisid II
Compound class: flavonol glycoside
- Compound ID: 29904
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a-L-Manp-(1-2)-b-D-Quip-(1-3)-Subst
Subst = anhydroicaritin = SMILES C/C(C)=C\CC1=C2C(C({3}C(O)=C(C3=CC=C(OC)C=C3)O2)=O)={5}C(O)C={7}C1O |
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Structure type: oligomer
Trivial name: sagittatoside A
Compound class: flavonol glycoside
- Compound ID: 29905
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a-L-Manp-(1-2)-b-D-Quip-(1-3)-Subst
Subst = des-O-methylanhydroicaritin = SMILES O{3}C1=C(C2=CC={54}C(O)C=C2)OC3=C({5}C(O)=C{7}C(O)=C3C/C=C(C)\C)C1=O |
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Structure type: oligomer
Trivial name: ikarisoside B
Compound class: flavonol glycoside
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