5693-34-5Relevant academic research and scientific papers
Facile preparation of dehydrodigallic acid and its derivative for the synthesis of ellagitannins
Shioe, Kazuma,Ishikura, Shingo,Horino, Yoshikazu,Abe, Hitoshi
, p. 1308 - 1314 (2014/01/06)
A facile method for the synthesis of dehydrodigallic acid, which is a fundamental structure of ellagitannins, was developed. A classical Ullmann condition was effective for the formation of the highly hindered biaryl ether structure, and we clarified that the suitable protection of the phenolic hydroxy groups was crucial in this reaction. In this way, the synthesis of dehydrodigallic acid and its derivative was successfully performed. The described method would provide a synthetic utility toward ellagitannins.
Cytotoxic ellagitannins from Reaumuria vermiculata
Nawwar, Mahmoud A.,El-Rai, Mohamed A.,Ayoub, Nahla A.,Bassyouny, Fatma,Mostafa, Eman S.,Al-Abd, Ahmed M.,Harms, Manuela,Wende, Kristian,Lindequist, Ulrike,Linscheid, Michael W.
, p. 1256 - 1266,11 (2020/07/31)
Three ellagitannins and one disulfated flavonol were isolated from the aerial parts of Reaumuria vermiculata L. Besides that, 16 known compounds were characterized as well. The structures of all compounds were elucidated on the basis of spectroscopic data including 1D and 2D NMR and ESI HR-FTMS. The in vivo antioxidant activity using the oxygen radical absorbance capacity (ORAC) method, of the extract, its column fractions and two of the isolated ellagitannins was accomplished. In addition, a possible cytotoxicity of the extract and two of the new ellagitannins on HaCaT human keratinocytes and the activity of both compounds against the prostate cancer cell line (PC-3) were also assessed, whereby a potent cytotoxicity with IC50 less than 1 μg/ml was determined for both compounds. Besides, the extract exhibited a potential cytotoxic effect against four different solid tumor cell lines, namely liver (Huh-7), colorectal (HCT-116), breast (MCF-7) and prostate (PC-3). The IC50s were found to be substantially low (ranged from 1.3 ± 0.15 to 2.4 ± 0.22 μg/ml) with relatively low resistance possibility reaching to 0% in the case of Huh-7 cell.
Aphyllin, the first isoferulic acid glycoside and other phenolics from Tamarix aphylla flowers
Nawwar, Mahmoud A. M.,Hussein,Ayoub,Hofmann,Linscheid,Harms,Wende,Lindequist
body text, p. 342 - 347 (2010/07/10)
The first glycosylated isoferulic acid, isoferulic acid 3-O-β-glucopyranoside, together with the new phenolics, tamarixetin 3,3′-di-sodium sulphate and dehydrodigallic acid dimetyl ester have been characterized from a flower extract of Tamarix aphylla. Th
Tannins and Related Compounds. LXXIX. Isolation and Characterization of Novel Dimeric and Trimeric Hydrolyzable Tannins, Nuphrins C, D, E and F, from Nuphar japonicum DC.
Ishimatsu, Makoto,Tanaka, Takashi,Nonaka, Gen-ichiro,Nishioka, Itsuo,Nishizawa, Makoto,Yamagishi, Takashi
, p. 1735 - 1743 (2007/10/02)
Four novel dimeric and trimeric hydrolyzable tannins, nupharins C (1), D, (13), E (15) and F (16), which possess a less favorable α-D-glucopyranose core with an atropisomeric (R)- or (S)-hexahydrodiphenoyl group at the 3,6-position, have been isolated from the rhizomes of Nuphar japonicum DC. (Nymphaeaceae).The structures of these compounds were established on the basis of spectroscopic and chemical evidence.Keywords - Nuphar japonicum; Nymphaeaceae; nupharin C-F; dimeric ellagitannin; trimeric ellagitannin; dehydrodigallic acid; α-D-glucose; R-, S-hexahydrodiphenoic acid; atropisomerism; diastereomer
