Griseoxanthone B

Griseoxanthone B

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Griseoxanthone B
Category Others
Catalog number BBF-05080
CAS 2305686-01-3
Molecular Weight 286.28
Molecular Formula C16H14O5

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Specification

Synonyms 9H-Xanthen-9-one, 4,7-dihydroxy-2-methoxy-1,5-dimethyl-
IUPAC Name 1,6-dihydroxy-3-methoxy-4,8-dimethylxanthen-9-one
Canonical SMILES CC1=CC(=CC2=C1C(=O)C3=C(O2)C(=C(C=C3O)OC)C)O
InChI InChI=1S/C16H14O5/c1-7-4-9(17)5-12-13(7)15(19)14-10(18)6-11(20-3)8(2)16(14)21-12/h4-6,17-18H,1-3H3
InChI Key DZTPHWBIDKFBTR-UHFFFAOYSA-N

Properties

Boiling Point 533.9±50.0°C (Predicted)
Density 1.382±0.06 g/cm3 (Predicted)

Reference Reading

1. GC-MS and LC-MS Identification of the Phenolic Compounds Present in the ethyl Acetate Fraction Obtained from Senna tora, L. Roxb. seeds
Noha Fathalla, Mokhtar Bishr, Abdel Nasser Singab, Osama Salama Nat Prod Res. 2019 Oct;33(19):2878-2881. doi: 10.1080/14786419.2018.1508138. Epub 2018 Nov 16.
The aim of this work is to characterize the active constituents present in the ethyl acetate fraction of Senna tora, L. Roxb. seeds. Due to the fact that the main biological activity of S. tora, L seeds is attributed to its phenolic compounds which are mainly isolated from Ethyl acetate fraction, to avoid repetition of work and to save time, it was deemed necessary to confirm the identity of these phenolic compounds. This was done by GC-MS and LC-MS analysis of the ethyl acetate fraction where the structures of the isolated compounds were established on the basis of molecular ion peak and their fragmentation pattern. They were identified as Chrysophanol, Chrysarobin, 10-hydroxy-5-methoxy-2-methyl-1, 4-anthracenedione, Rubrofusarin, Parietin, Griseoxanthone-B, Isotorachrysone, and Cumbiasin B.
2. Halogenated Compounds from Directed Fermentation of Penicillium concentricum, an Endophytic Fungus of the Liverwort Trichocolea tomentella
Tehane Ali, Masanori Inagaki, Hee-Byung Chai, Thomas Wieboldt, Chad Rapplye, L Harinantenaina Rakotondraibe J Nat Prod. 2017 May 26;80(5):1397-1403. doi: 10.1021/acs.jnatprod.6b01069. Epub 2017 Apr 14.
One new chlorinated xanthone, 6-chloro-3,8-dihydroxy-1-methylxanthone (1), a new 2-bromo-gentisyl alcohol (2), and a mixture of 6-epimers of 6-dehydroxy-6-bromogabosine C (3a and 3b), together with 19 previously identified compounds, epoxydon (4), norlichexanthone (5), 2-chlorogentisyl alcohol (6), hydroxychlorogentisyl quinone (7), 6-dehydroxy-6α-chlorogabosine C (8a), 6-dehydroxy-6β-chlorogabosine C (8b), gentisyl alcohol (9), gentisyl quinone (10), (R,S)-1-phenyl-1,2-ethanediol (11), dehydrodechlorogriseofulvin (12), dechlorogriseofulvin (13), dehydrogriseofulvin (14), griseofulvin (15), ethylene glycol benzoate (16), alternariol (17), griseoxanthone C (18), drimiopsin H (19), griseophenone C (20), and griseophenone B (21), were isolated from cultures of Penicillium concentricum, a fungal endophyte of the liverwort Trichocolea tomentella. The structures of the new compounds (1, 2, 3a, and 3b) were elucidated by interpretation of spectroscopic data including one- and two-dimensional NMR techniques. Among these, compounds 2-4 displayed modest cytotoxicity to the MCF-7 hormone-dependent breast cancer cell line with IC50 values of 8.4, 9.7, and 5.7 μM, respectively, whereas compound 9 exhibited selective cytotoxicity against the HT-29 colon cancer cell line with an IC50 value of 6.4 μM. During this study we confirmed that the brominated gentisyl alcohol (2) was formed by chemical conversion of 4 during bromide salt addition to culture media.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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