3,5,9-Trihydroxyergosta-7,22-dien-6-one - CAS 88191-14-4
Catalog number: 88191-14-4
Not Intended for Therapeutic Use. For research use only.
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3,5,9-Trihydroxyergosta-7,22-dien-6-one is a natural steroid isolated from the fruit body of Ganoderma lucidum.
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1.Isolation, purification and identification of nine chemical compounds from Flammulina velutipes fruiting bodies.
Cai H1, Liu X, Chen Z, Liao S, Zou Y. Food Chem. 2013 Dec 1;141(3):2873-9. doi: 10.1016/j.foodchem.2013.05.124. Epub 2013 Jun 5.
This study was designed to isolate and characterise Flammulina velutipes fruiting body chemical constituents and to find marker compound(s) suitable for processed mushroom products quality control. Extracts were prepared by soaking F. velutipes powdered fruiting bodies in 95% ethanol at 25 °C for 24 h; repeated three times; followed by concentrating under reduced pressure at 40 °C; and purifying using consecutive chromatographic methods. The compound structures were determined using spectral data analysis and comparing with literature values. Nine chemical constituents: D-arabinitol (1), 9(Z) oleic acid (2), 9(Z),12(Z) linoleic acid (3), ergosta-5,7,22-trien-3β-ol (4), 5α,8α-epidioxy-ergosta-6,22-dien-3β-ol (5), 3β,5α,9α-trihydroxy-ergosta-7,22-dien-6-one (6), 5-hydroxymethyl-2-(1-methyl-ethenyl)-1-cyclohexanol (7), 1,3-dilinolein (8) and hemisceramide (9), were isolated and identified. Compound 7 is a new monoterpene not previously reported.
2.[Chemical constituents of Poria cocos].
Yang PF, Liu C, Wang HQ, Li JC, Wang ZZ, Xiao W, Chen RY. Zhongguo Zhong Yao Za Zhi. 2014 Mar;39(6):1030-3.
The chemical constituents of Poria cocos were studied by means of silica gel, ODS column chromatography, Sephadex LH-20 and preparative HPLC. Thirteen compounds were isolated from this plant. By analysis of the ESI-MS and NMR data, the structures of these compounds were determined as tumulosic acid (1), dehydrotumulosic acid (2), 3beta, 5alpha-dihydroxy-ergosta-7, 22-dien-6-one (3), 3beta, 5alpha, 9alpha-trihydroxy-ergosta-7, 22-diene -6-one (4), ergosta-7, 22-diene-3-one (5), 6, 9-epoxy-ergosta-7,22-diene-3-ol (6), ergosta-4,22-diene-3-one (7), 3beta, 5alpha, 6beta-trihydroxyl-ergosta-7,22-diene (8), ergosta-5, 6-epoxy-7,22-dien-3-ol (9), beta-sitosterol (10), ribitol (11), mannitol (12), and oleanic acid 3-O-acetate (13), respectively. Compounds 3-13 were isolated from the P. cocos for the first time.
3.[Chemical constituents of Osmanthus fragrans fruits].
Yin W, Liu JQ, Zhang GS. Zhongguo Zhong Yao Za Zhi. 2013 Dec;38(24):4329-34.
By Silica gel, Sephadex LH-20 and other materials for isolation and purification and by physicochemical methods and spectral analysis for structural identification, 23 compounds were isolated and identified from ethyl acetate portion of alcohol extract solution of Osmanthus fragrans fruits. Their structures were identified as nicotinamide (1), D-allitol (2), 5-hydroxymethyl-2-furancarboxaldehyde (3), acetyloleanolic acid (4), benzoic acid (5), ergosta-7,22-dien-3-one (6), beta-sitosterol (7), borreriagenin (8), cerevistero (9), c-veratroylglycol (10), methyl-2-O-beta-glucopyranosylbenzoate (11), 3', 7-dihydroxy-4'-methoxyisoflavon (12), umbelliferone (13), caffeic acid methyl ester (14), oleanolic acid (15), (-) -chicanine (16), dillapiol (17), 3beta,5alpha, 9alpha-trihydroxyergosta-7-22-dien-6-one (18), 2alpha-hydroxy-oleanolic acid (19), betulinic acid (20), betulin (21), 3, 3'-bisdemethylpinoresinol (22), and lupeol (23). All compounds were isolated from the osmanthus fruit for the first time.
4.Activation of dormant secondary metabolite production by introducing neomycin resistance into the deep-sea fungus, Aspergillus versicolor ZBY-3.
Dong Y1, Cui CB2, Li CW3, Hua W4, Wu CJ5, Zhu TJ6, Gu QQ7. Mar Drugs. 2014 Jul 29;12(8):4326-52. doi: 10.3390/md12084326.
A new ultrasound-mediated approach has been developed to introduce neomycin-resistance to activate silent pathways for secondary metabolite production in a bio-inactive, deep-sea fungus, Aspergillus versicolor ZBY-3. Upon treatment of the ZBY-3 spores with a high concentration of neomycin by proper ultrasound irradiation, a total of 30 mutants were obtained by single colony isolation. The acquired resistance of the mutants to neomycin was confirmed by a resistance test. In contrast to the ZBY-3 strain, the EtOAc extracts of 22 of the 30 mutants inhibited the human cancer K562 cells, indicating that these mutants acquired a capability to produce antitumor metabolites. HPLC-photodiode array detector (PDAD)-UV and HPLC-electron spray ionization (ESI)-MS analyses of the EtOAc extracts of seven bioactive mutants and the ZBY-3 strain indicated that diverse secondary metabolites have been newly produced in the mutant extracts in contrast to the ZBY-3 extract.
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CAS 88191-14-4 3,5,9-Trihydroxyergosta-7,22-dien-6-one

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