InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)23-11-21(37)25-17(33)9-19(35)27(29(25)39-23)28-20(36)10-18(34)26-22(38)12-24(40-30(26)28)14-3-7-16(32)8-4-14/h1-12,31-36H |
LADPNODMUXOPRG-UHFFFAOYSA-N |
Oc1ccc(cc1)-c1cc(=O)c2c(O)cc(O)c(-c3c(O)cc(O)c4c3oc(cc4=O)-c3ccc(O)cc3)c2o1 |
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Juniperus occidentalis
(NCBI:txid114265)
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Found in
root
(BTO:0001188).
See:
PubMed
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Glossostemon bruguieri
(NCBI:txid133565)
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Found in
root
(BTO:0001188).
See:
DOI
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Cupressus sempervirens
(NCBI:txid13469)
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Found in
leaf
(BTO:0000713).
See:
DOI
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Microbiota decussata
(NCBI:txid13614)
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Found in
leaf
(BTO:0000713).
See:
PubMed
|
Cupressus cashmeriana
(NCBI:txid187464)
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Found in
leaf
(BTO:0000713).
See:
DOI
|
Thuja orientalis
(NCBI:txid58046)
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Found in
fruit
(BTO:0000486).
See:
PubMed
|
radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
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EC 3.4.21.37 (leukocyte elastase) inhibitor
An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the activity of leukocyte elastase (EC 3.4.21.37).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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View more via ChEBI Ontology
5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-4H,4'H-8,8'-bichromene-4,4'-dione
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4',4''',5,5'',7,7''-hexahydroxy-8-8''-biflavone
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ChEBI
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8,8''-Biapigenin
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KEGG COMPOUND
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Cupressuflavone
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KEGG COMPOUND
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1278120
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Reaxys Registry Number
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Reaxys
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3952-18-9
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CAS Registry Number
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KEGG COMPOUND
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Xu GH, Ryoo IJ, Kim YH, Choo SJ, Yoo ID (2009) Free radical scavenging and antielastase activities of flavonoids from the fruits of Thuja orientalis. Archives of pharmacal research 32, 275-282 [PubMed:19280159] [show Abstract] Bioassay-guided fractionation of the MeOH extract of Thuja orientalis fruits using a DPPH (2,2-diphenyl-1-picrylhydrazyl) assay led to the isolation of 9 flavonoids: cupressuflavone (1), amentoflavone (2), robustaflavone (3), afzelin (4), (+)-catechin (5), quercitrin (6), hypolaetin 7-O-beta-xylopyranoside (7), isoquercitrin (8) and myricitrin (9). Their chemical structures were determined by spectroscopic analyses. The free radical scavenging and human neutrophil elastase (HNE) inhibitory activities were evaluated for the isolated compounds. By DPPH scavenging assay, compounds 5, 6, 7, 8 and 9 showed anti-oxidant activities with IC(50) values of 28.66, 31.19, 18.30, 26.63 and 15.10 microM, respectively. By ABTS [2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt] scavenging assay, these compounds also exhibited potent anti-oxidant activities with IC(50) values of 6.77, 13.96, 6.97, 22.79 and 9.96 microM, respectively. Of note, compounds 1, 2 and 3 showed significant HNE inhibitory activities with IC(50) values of 8.09, 1.27 and 1.33 microM, respectively. | Nakanishi T, Inatomi Y, Murata H, Iida N, Inada A, Lang FA, Murata J (2002) Phytochemical study on American plants I. Two new phenol glucosides, together with known biflavones and diterpene, from leaves of Juniperus occidentalis Hook. Chemical & pharmaceutical bulletin 50, 1358-1361 [PubMed:12372862] [show Abstract] Two new phenol glucosides termed juniperosides I (1) and II (2) were isolated, together with known two biflavones, cupressuflavone and amentoflavone and a diterpene, 3beta-hydroxy sandaracopimaric acid, from leaves of Juniperus occidentalis HOOK. (Cupressaceae) collected in Oregon, U.S.A., and their structures were established as (1S)- and (1R)-1-(2'-hydroxy-6'-methylphenyl)ethanol 2'-O-beta-D-glucopyranosides (1, 2), respectively, on the basis of spectral, chemical, and synthetic evidence. The glycosides 1 and 2, as well as the corresponding aglycones 1a and 2a, are apparently novel types of naturally occurring compounds; to our knowledge, isolation of these types of natural phenol derivatives has only rarely been reported from the vegetable kingdom. | Krauze-Baranowska M, Mardarowicz M, Wiwart M (2002) The chemical composition of Microbiota decussata. Zeitschrift fur Naturforschung. C, Journal of biosciences 57, 998-1003 [PubMed:12562084] [show Abstract] From the leaves of Microbiota decussata (Cupressaceae) biflavones: cupressuflavone, amentoflavone and 7-O-methylamentoflavone were isolated and identified. The amount of cupressuflavone in Microbiota decussata and xCupressocyparis leylandii (Leyland cypress) (Cupressaceae) was determined by HPLC (1.82% and 0.83%, respectively). The chemical composition of essential oils from bark and leaves of Microbiota decussata was established by GC-MS (GC-FID) analysis. As a major component thujopsene (39.2% and 45.9%, respectively) was identified. Wiridiflorol (3.0%) and tau-muurolol (0.3%) were present only in leaves but globulol (1.5%) exclusively in bark. The content of essential oils in M. decussata was high--5.4% in bark and 12.6% in leaves. The essential oils from M. decussata and xC. leylandii were bioassayed towards different fungi of the genus Fusarium. Leyland cypress essential oil at 2% concentration fully inhibited the growth of all fungi. |
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