Phenolic Compounds from the Roots of Lindera fruticosa

Song, Myoung‐Chong; Nigussie, Fikru; Jeong, Tae‐Sook; Lee, Chang-Yong; Regassa, Fikru; Markos, Takele; Baek, Nam‐In

doi:10.1021/np060048b

Cited by 25 publications

(23 citation statements)

References 18 publications

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“…Similar schema as recently reported (8,9) were followed. Dried, powdered roots (1 kg) of Lindera fruticosa Hemsley were extracted with 80% aqueous methanol (MeOH-H 2 O) (20 l× 3), and concentrated in vacuo.…”

Section: Methodssupporting

confidence: 59%

“…Lindera fruticosa Hemsley is a shrub that grows in China, Nepal, India and Ethiopia (8,9). Its fruits and roots have been used in folk remedies for gastric diseases and inflammation.…”

Section: Introductionmentioning

confidence: 99%

“…Its fruits and roots have been used in folk remedies for gastric diseases and inflammation. The following compounds were recently identified by the Baek group from its root (8,9): sucrose-ester compounds (serial testing number) #14 (UNB-2), alpha-D- (3-sinapoyl) fructofuranosyl-alpha-D-(6-sinapoyl)glucopyranoside; #17 (UNE-4-8-2), beta-D-(3,4-di-sinapoyl)fructofuranosylalpha-D-(6-sinapoyl)glucopyranoside; #18 (UNE-7-4), beta-D-(3-sinapoyl)fructofuranosyl-alpha-D-(6-sinapoyl)-glucopyranoside) and two benzophenone compounds 2-methoxy-3,4-(methylenedioxy)benzophenone (#15, UNE-2-6) and benzyl-2-hydroxy-6-methoxybenzoate (#16, UNE-2-7-3) (for structures, see Fig. 1).…”

Section: Introductionmentioning

confidence: 99%

“…The Baek's group has shown an inhibitory activity of #17 and #18 on osteoclast differentiation in vitro (8). The same group evaluated the benzophenone compounds for the inhibitory effects on human acyl-CoA: cholesterol acyltransferase activity and on the in vitro oxidation of low-density lipoprotein (9). However, none of these compounds has been evaluated for anti-cancer or anti-AR signaling activities.…”

Section: Introductionmentioning

confidence: 99%

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Anti-Androgen Receptor Signaling and Prostate Cancer Inhibitory Effects of Sucrose- and Benzophenone-Compounds

et al. 2009

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Section: Methodssupporting

confidence: 59%

“…Lindera fruticosa Hemsley is a shrub that grows in China, Nepal, India and Ethiopia (8,9). Its fruits and roots have been used in folk remedies for gastric diseases and inflammation.…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Anti-Androgen Receptor Signaling and Prostate Cancer Inhibitory Effects of Sucrose- and Benzophenone-Compounds

et al. 2009

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“…In addition, three known compounds, 2, 3, and 4, were identified as phomapyrone D, 2-methoxy-3,4-methylenedioxybenzophenone, and cyclo(D-6-Hyp-L-Phe), respectively, through the comparison of spectroscopic data with those in the literature [8][9][10].…”

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confidence: 99%

A New Xanthone O-Glycoside from the Mangrove Endophytic Fungus Phomopsis sp.

et al. 2013

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Phomopsis sp. (ZH76). Their structures were determined by analysis of spectroscopic data. Compound 1 inhibited HEp-2 and HepG2 cells with IC 50 values of 9 and 16 Pmol/mL, respectively. Mangrove endophytic fungi have received some attention, and some promising compounds with unique chemical structures and potent activities have been isolated [1-5]. This paper reports the isolation, structural elucidation, and biological activities of a new xanthone O-glycoside, 3-O-(6-O-D-L-arabinopyranosyl)-E-D-glucopyranosyl-1,4-dimethoxyxanthone (1), together with three known compounds, phomapyrone D (2), 2-methoxy-3,4-methylenedioxybenzophenone (3), and cyclo(D-6-Hyp-L-Phe) (4), from the mangrove endophytic fungus Phomopsis sp. ZH76 that was isolated from the stem of the mangrove tree Excoecaria agallocha from Dong Zai, Hainan, China. Compound 1 was obtained as a yellow amorphous solid. The molecular formula of C 26 H 30 O 14 was established by HR-FAB-MS (m/z 565.1552, calcd for [M -H] -565.1557) and the NMR spectral data (Table 1). The UV absorption bands at 232, 258, 299, and 376 nm and IR (KBr) absorption bands at 3468, 1658, 1605, 1589, and 1478 cm -1 suggested the presence of the xanthone skeleton [6]. On acid hydrolysis, 1 gave glucose and arabinose, suggesting that 1 was a xanthone glycoside.The 1 H NMR spectrum exhibited four aromatic protons at G 7.64 (d, J = 8.3 Hz), 7.78 (t, J = 8.3 Hz), 7.42 (t, J = 7.5 Hz), and 8.09 (d, J = 7.8 Hz), and one aromatic proton at 6.87 (s), indicating that one aromatic ring was a 1,2-disubstituted benzene ring and the other was a pentasubstituted benzene ring. The 1 H NMR spectrum also showed the signals of one anomeric proton of Glc at G 4.97 (d, J = 7.5 Hz), one anomeric proton of Ara at 4.17 (d, J = 6.5 Hz), and two aromatic methoxyl groups at 3.85 and 3.81. The remaining proton signals upfield were attributable to two sugar moieties.

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Structurally Interesting Diarymethane Derivatives from Securidaca inappendiculata

Zhou

Gan

et al. 2020

Chin. J. Chem.

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Summary of main observation and conclusionSecurines A—E, three dimeric diarymethane derivatives (1—3) and two enantiomeric diarymethane derivative monomers (4 and 5), were isolated and characterized from the medicinal plant Securidaca inappendiculata. Compounds 1 and 2 are a pair of enantiomeric diarymethane derivative dimers, and compound 3 is a mesomeric diarymethane derivative dimer. Their structures were determined by a combination of spectroscopic data, X‐ray crystallography, electronic circular dichroism (ECD) analysis, and computational ECD calculations. Dimeric compounds 1—3 showed moderate antiplasmodial activities with IC50 values of 0.9, 1.4, and 1.5 μM, respectively.

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Phenolic Compounds from the Roots of Lindera fruticosa

Cited by 25 publications

References 18 publications

Anti-Androgen Receptor Signaling and Prostate Cancer Inhibitory Effects of Sucrose- and Benzophenone-Compounds

Anti-Androgen Receptor Signaling and Prostate Cancer Inhibitory Effects of Sucrose- and Benzophenone-Compounds

A New Xanthone O-Glycoside from the Mangrove Endophytic Fungus Phomopsis sp.

Structurally Interesting Diarymethane Derivatives from Securidaca inappendiculata

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