6-Deoxyjacareubin

J Ethnopharmacol. 2001 May;75(2-3):287-90.

Inhibitory effects of xanthones on platelet activating factor receptor binding in vitro.[Pubmed: 11297865]

METHODS AND RESULTS:
Nine naturally occurring xanthones were investigated for their platelet activating factor (PAF) receptor binding inhibitory effects using rabbit platelets. 2-(3-methylbut-2-enyl)-1,3,5-trihydoxyxanthone, macluraxanthone, 1,3,5-trihydroxy-6,6'-dimethylpyrano(2',3':6,7)-4-(1,1-dimethylprop-2-enyl)xanthone, 6-Deoxyjacareubin and 2-(3-methylbut-2-enyl)-1,3,5,6-terahydroxyxanthone showed strong inhibition with IC50 values of 4.8, 11.0, 21.0, 29.0 and 44.0 microM, respectively. The prenyl group at C-2, the dimethylprop-2-enyl group at C-4 and the hydroxyl group at C-5 are all beneficial to the binding of xanthones to the PAF receptor.
CONCLUSIONS:
The results revealed that xanthones can represent a new class of natural PAF receptor antagonists.

Molecules. 2011 Dec 7;16(12):10157-67.

Antioxidant phenolic compounds of cassava (Manihot esculenta) from Hainan[Pubmed: 22157579]

METHODS AND RESULTS:
An activity-directed fractionation and purification process was used to isolate antioxidant components from cassava stems produced in Hainan. The ethyl acetate and n-butanol fractions showed greater DPPH˙and ABTS·+ scavenging activities than other fractions. The ethyl acetate fraction was subjected to column chromatography, to yield ten phenolic compounds: Coniferaldehyde (1), isovanillin (2), 6-Deoxyjacareubin (3), scopoletin (4), syringaldehyde (5), pinoresinol (6), p-coumaric acid (7), ficusol (8), balanophonin (9) and ethamivan (10), which possess significant antioxidant activities. The relative order of DPPH· scavenging capacity for these compounds was ascorbic acid (reference) > 6 > 1 > 8 > 10 > 9 > 3 > 4 > 7 > 5 > 2, and that of ABTS·+ scavenging capacity was 5 > 7 > 1 > 10 > 4 > 6 > 8 > 2 > Trolox (reference compound) > 3 > 9.
CONCLUSIONS:
The results showed that these phenolic compounds contributed to the antioxidant activity of cassava.

Chinese Traditional & Herbal Drugs, 2016, 117(6):238-238.

Chemical constituents from fruiting bodies of Amauroderma rude[Reference: WebLink]

To study the chemical constituents from the fruiting bodies in Amauroderma rude of family Ganodermataceae.
METHODS AND RESULTS:
The constituents were separated by column chromatography and their structures were elucidated by spectral data analyses. The cytotoxicities of compounds were evaluated using MTT methods. Twelve compounds were isolated and identified from the fruiting bodies of A. rude and were identified as diptoindonesin D(1), 6-Deoxyjacareubin(2), jacareubin(3), 1H-indole-3-carboxylic acid(4), methyl 3,4-dihydroxybenzoate(5), 3,4-dihydroxyphenylethanol(6), 3β-hydroxy-7,22E-dien-ergosta(7), 3β,7α-dihydroxy-8,22E-5α,6α-epoxyergosta(8), 3β-hydroxy-7α-methoxy-8(14),22E-dien-5α,6α-epoxyergosta(9), ergosterol 5α,8α-peroxide(10), 3β-5β-8β-trihydroxy-6,22E-ergosta(11), and 3β,5α-6β-trihydroxy-7,22E-dien-ergosta(12). Compounds 2 and 3 exhibited the cytotoxic activities against HL-60, SMMC-7721, A-549, MCF-7, and SW-480 cell lines and compound 9 showed the cytotoxic activities against HL-60, MCF-7, and SW-480 cell lines.
CONCLUSIONS:
All the compounds are obtained from this fungus for the first time. Compounds 2, 3, and 9 show the definite cytotoxicities against five cell lines.

Phytochemistry. 1994 Aug;36(6):1381-5.

An antifungal gamma-pyrone and xanthones with monoamine oxidase inhibitory activity from Hypericum brasiliense.[Pubmed: 7765428]

METHODS AND RESULTS:
A new gamma-pyrone (hyperbrasilone), three known xanthones (1,5-dihydroxyxanthone, 5-hydroxy-1-methoxyxanthone and 6-Deoxyjacareubin) and betulinic acid have been isolated from a dichloromethane extract of stems and roots of Hypericum brasiliense. Their structures were established by spectroscopic methods (UV, EI-MS, 1H and 13C NMR) and that of the gamma-pyrone was confirmed by X-ray crystallography.
CONCLUSIONS:
Hyperbrasilone and the xanthones were all antifungal against Cladosporium cucumerinum, while the three xanthones showed differing degrees of inhibition of monoamine oxidase A and B.