41137-86-4Relevant articles and documents
Anti-influenza diarylheptanoids from the bark of Alnus japonica
Tung, Nguyen Huu,Kwon, Hyuk-Joon,Kim, Jae-Hong,Ra, Jeong Chan,Ding, Yan,Kim, Jeong Ah,Kim, Young Ho
, p. 1000 - 1003 (2010)
This study to investigate anti-influenza components from the bark of Alnus japonica resulted in the isolation of two rare acylated diarylheptanoids, named oregonoyl A (5) and oregonoyl B (6), along with nine known compounds (1-4 and 7-11). Their structures were elucidated on the basis of extensive spectroscopic and chemical methods. Antiviral testing of compounds 1-11 against KBNP-0028 (H9N2) avian influenza virus showed that platyphyllone (10) was strongly active, and platyphyllonol-5-xylopyranoside (9) was moderately active against KBNP-0028 as compared with the positive control, zanamivir, respectively.
A new diarylheptanoid glycoside from the stem bark of Alnus hirsuta and protective effects of diarylheptanoid derivatives in human HepG2 cells
Park, Daae,Kim, Hyoung Ja,Jung, Seo Yun,Yook, Chang-Soo,Jin, Changbae,Lee, Yong Sup
experimental part, p. 238 - 241 (2010/07/08)
To search for secondary metabolites of Alnus hirsuta (Betulaceae), various chromatographic separations of the ethyl acetate soluble fraction of the stem bark of A. hirsuta led to the isolation of a new diarylheptanoid glycoside, (3R)-1,7-bis-(4-dihydroxyphenyl)-3-heptanol 3-O-β-D- glucopyranosyl(1→3)-β-D-xylopyranoside (13) and twelve diarylheptanoid derivatives, namely, oregonin (1), rubranoside A (2), hirsutanonol 5-O-β-D-glucopyranoside (3), rubranoside B (4), rubranoside C (5), hirsutanonol (6), hirsutenone (7), (5S)-O-methylhirsutanonol (8), platyphylloside (9), platyphyllonol 5-O-β-D-xylopyranoside (10), aceroside VII (11) and platyphyllenone (12). Isolates were assessed for their hepatoprotective effects against tert-butylhydroperoxide (t-BHP)-induced toxicity in HepG2 cells. Of these isolates, compounds 1 - 8 showed significant hepatoprotective effects on t-BHP-induced damage to HepG2 cells, with 8 exhibiting the greatest protective effect (50.7±3.7% at a concentration of 10 μM).
The Structures of Four Diarylheptanoid Glycosides from the Female Flowers of Alnus serrulatoides
Ohta, Shinji,Aoki, Tadashi,Hirata, Toshifumi,Suga, Takayuki
, p. 1635 - 1642 (2007/10/02)
Four diarylheptanoid monoglycosides (2a), (2b), (3), and (4), in addition to the hydroxy ketone (1), were isolated from the female flowers of Alnus serrulatoides.On the basis of the physicochemical and the X-ray crystallographic analyses, these were chara
THE ABSOLUTE CONFIGURATION OF DIARYLHEPTANOID XYLOSIDE, OREGONIN, ISOLATED FROM THE FEMALE FLOWERS OF ALNUS SERRULATOIDES
Suga, Takayuki,Ohta, Shinji,Hirata, Toshifumi,Aoki, Tadashi
, p. 895 - 898 (2007/10/02)
It was found that (-)-diarylheptanoid xyloside isolated from the female flowers of Alnus serrulatoides is 1,7-bis(3,4-dihydroxyphenyl)-5-(β-D-xylopyranosyloxy)-3-heptanone, and its spectral data and chemical behaviors coincides perfectly with those of previously reported oregonin whose absolute configuration had not been clarified yet.Then, the absolute configuration of the diarylheptanoid xyloside was investigated by a combination of the 13C NMR spectroscopy and the X-ray crystallography, and established to be S.