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1. (Article ID: 12347)
Lee MW, Kim NY, Park MS, Ahn KH, Toh SH, Hahn DR, Kim YC, Chung HT
Diarylheptanoids with in vitro inducible nitric oxide synthesis inhibitory activity from Alnus hirsuta
Planta Medica 66(6) (2000)
551-553
Four diarylheptanoids were isolated from the leaf of Alnus hirsuta (Betulaceae) and have been assessed for nitric oxide (NO) production inhibitory effects in vitro. Oregonin (1) and hirsutanonol (2) were found to be potent inducible nitric oxide synthase (iNOS) inhibitors. Compounds 1 and 2 showed inhibition of NO synthesis in dose-dependent manners by murine macrophage-like RAW 264.7 cells stimulated with interferon-γ (IFN-γ) plus lipopolysaccharide (LPS). Their 50 % inhibitory concentrations (IC50) were 3.8 and 14.3 μM, respectively. The inhibitory effects of these compounds on NO synthesis were due to suppression of iNOS mRNA expression as determined by Northern blotting.
diarylheptanoids, Alnus hirsuta, nitric oxide synthase inhibition
NCBI PubMed ID: 10985083Publication DOI: 10.1055/s-2000-8606Journal NLM ID: 0066751Publisher: George Thieme
Correspondence: Chung HT
wonnms.wonkwang.ac.kr>
Institutions: College of Pharmacy, Wonkwang University, Iksan, South Korea, College of Pharmacy, Chungang University, Seoul, South Korea, College of Pharmacy, Dongduk Woman's University, Seoul, South Korea, Wonkwang University School of Medicine and Medicinal Resources Research Center, Iksan, South Korea
The publication contains the following compound(s):
- Compound ID: 32028
|
b-D-Xylp-(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
Trivial name: oregonin
Compound class: glycoside
- Compound ID: 32042
|
b-D-Xylp-(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
Compound class: glycoside
- Compound ID: 32043
|
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
Compound class: glycoside
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2. (Article ID: 12349)
Lee MW, Park MS, Jeong DW, Kim KH, Kim HH, Toh SH
Diarylheptanoids from the leaves of Alnus hirsuta Turcz
Archives of Pharmacal Research 23(1) (2000)
50-53
Diarylheptanoids, (5S)-1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane-3-one (1, hirsutanonol), (5S)-1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-one-5-O-β-D-xylopyranoside (2, oregonin), (5R)-1,7-bis-(3,4-dihydroxyphenyl)-heptane-5-O-β-D-xylopyranoside (3), and (5R)-1,7-bis-(3,4-dihydroxyphenyl)-heptane-5-O-β-D-glucopyranoside (4) were isolated from the leaves ofAlnus hirsuta Turcz. The structures of these compounds were identified based on the spectral and physicochemical data.
Betulaceae, diarylheptanoid, Alnus hirsuta Turcz
NCBI PubMed ID: 10728657Publication DOI: 10.1007/BF02976466Journal NLM ID: 8000036Publisher: Pharmaceutical Society of Korea
Correspondence: mwlee

cau.ac.kr
Institutions: College of Pharmacy, Dongduk Woman's University, Seoul, South Korea, College of Pharmacy, Chung Ang University, Seoul, South Korea
The publication contains the following compound(s):
- Compound ID: 32046
|
b-D-Xylp-(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
; 477 [M-H]-
Trivial name: oregonin
Compound class: glycoside
- Compound ID: 32047
|
b-D-Xylp-(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 |
Show graphically |
Structure type: monomer
; 464 [M]+
Compound class: glycoside
- Compound ID: 32048
|
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 |
Show graphically |
Structure type: monomer
; 494 [M]+
Compound class: glycoside
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