Chemical constituents from branch of Fraxinus sieboldiana
- PMID: 26697686
Chemical constituents from branch of Fraxinus sieboldiana
Abstract
Using a combination of various chromatographic techniques including column chromatography over silica gel, Sephadex LH-20, macroporous adsorbent resin, and reversed-phase HPLC, 115 compounds including diterpenes, sesquiterpenes, treterpenes, coumarins, lignans, fatty acid derivatives, and simple aromatic derivatives were isolated from an ethanol extract of branch of Fraxinus sieboldiana (Oleaceaue), and their structures of the compounds were elucidated by spectroscopic methods including 1 D, 2D NMR and MS techniques. Among them, 41 compounds were new. In previous reports, we have been described the isolation, structure elucidation, and bioactivities of the 41 new compounds and 22 known orii including 8 coumarins, 4 phenolic and 12 phenylethanoidal glycosides. As a consequence, we herein reported the isolation and structure elucidation of the remaining 50 known compounds including 8- hydroxy-12-oxoabieta-9(11),13-dien-20-oic 8, 20-lactone(1), 6beta-hydroxyfcrruginol(2),(+)-pisiferic acid(3), (+)-pisiferal(4),(+)-7-dehydroabiet6none(5), 1-oxomiltirone(6), subdigitatone(7), linarionoside B(8), (9S)-linarionoside B(9), (3R,9R)-3-hydroxy-7,8-dihydro-beta-ionol 9-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside(10), ursolic acid(11), betulinic acid(12), euscaphic acid(13), (+)-syringaresinol(14), (+)-fraxiresinol(15), (+)-1-hydroxysyringaresinol(16), pinoresinol(17), medioresinol(18), 8-acetoxypinoresinol(19), epipinoresinol(20), (-)-olivil(21), (+)-cyclo-olivil(22), 3,3'-dimethoxy-4,4',9-trihydroxy-7,9'-epoxylignan-7'-one(23),(+)-1-hydroxypinoresinol 4'-O-beta-D-glucopyranoside (24), (+)-1-hydroxypinoresinol 4"-O-beta-D-glucopyranoside(25),(+)-syringaresinol O-beta-D-glucopyranoside (26), liriodendrin (27), ehletianol D(28), icariside E5(29) (-)-(7R, 8R)-threo-1-C-syringylglycerol(30),(-)-(7R, 8S)-erythro-guaiacylglycerol (31),(-)-(7R, 8R)-threo-guaiacylglycerol(32), 3-(4-beta-D-glucopyranosyloxy-3-methoxy)-phenyl-2E-propenol(33),2,3-dihydroxy-l-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone(34), 2,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (35), 3-hydroxy-l-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone(36), omega-hydroxypropioguaiacone(37), sinapyladehyde(38), trans-p-hydroxycinnamaldehyde(39), syringic acid(40), vanilic acid(41), vanillin(42), 4-hydroxy-benzaldehyde (43), (24R)-24-ethyl-5alpha-cholestane-3beta,5,6beta-triol(44), beta-sitosterol(45), daucosterol(46), 2,6-dimethoxy-I,4-benzoquinone(47), 2,6-dimethoxy-pyran-4-one(48), 1-(beta-D-ribofuranosyl)uracil(49), and mannitol(50). Compouds 1-7,12,18,28-37,44 and 48 were obtained from the genus Fraxinus for the first time.
Similar articles
-
[Phenolic and phenylethanoidal glycosides from branch of Fraxinus sieboldiana].Zhongguo Zhong Yao Za Zhi. 2010 Apr;35(8):992-6. doi: 10.4268/cjcmm20100811. Zhongguo Zhong Yao Za Zhi. 2010. PMID: 20617678 Chinese.
-
[Studies on chemical constituents from stem barks of Fraxinus paxiana].Zhongguo Zhong Yao Za Zhi. 2008 Aug;33(16):1990-3. Zhongguo Zhong Yao Za Zhi. 2008. PMID: 19086636 Chinese.
-
[Constituents from a water-soluble portion of ethanolic extract of Iodes cirrhosa].Zhongguo Zhong Yao Za Zhi. 2010 Feb;35(4):456-67. Zhongguo Zhong Yao Za Zhi. 2010. PMID: 20450044 Chinese.
-
[Lignans from Machilus robusta].Zhongguo Zhong Yao Za Zhi. 2013 Jun;38(11):1740-6. Zhongguo Zhong Yao Za Zhi. 2013. PMID: 24010288 Chinese.
-
[A new lignan from stems of Sargentodoxa cuneata].Zhongguo Zhong Yao Za Zhi. 2013 Jul;38(13):2118-24. Zhongguo Zhong Yao Za Zhi. 2013. PMID: 24079238 Chinese.
Cited by
-
Chemical Constituents from Mentha haplocalyx Briq. (Mentha canadensis L.) and Their α-Glucosidase Inhibitory Activities.Nat Prod Bioprospect. 2019 Jun;9(3):223-229. doi: 10.1007/s13659-019-0207-0. Epub 2019 Apr 29. Nat Prod Bioprospect. 2019. PMID: 31037617 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Research Materials