Four new glucosides from the aerial parts of Mediasia macrophylla

Abstract

As part of our chemical studies on the medical plants in Uzbekistan aimed at searching for new drug leads, we have examined the aerial parts of Mediasia macrophylla. This has resulted in the isolation of four new glucosides, together with 30 known compounds. The structures of new compounds were elucidated as (1'S)-(4-hydroxyphenyl) ethane-1',2'-diol 2'-O-β-glucopyranoside (1), 3-(4'-methoxyphenyl)-propanol 1-O-β-glucopyranoside (2), 2-methoxy-3-hydroxy-5-(E)-propenyl-phenol 1-O-β-glucopyranoside (3), 1-O-angeloyl-β-glucopyranose (4), on the basis of spectral analysis.

Cytotoxic Phenylpropanoid Derivatives and Alkaloids from the Flowers of Pancratium maritimum L.

“…Similarly, the attachment of the glucose moiety at the terminal OH of the propanol moiety was assigned from HMBC correlations from H 2 -9 to C-1 and from H-1 to C-9. The NMR data of 3 are similar to those of 3-(4 -methoxyphenyl)-propanol 1-O-β-glucopyranoside, which was previously isolated from the plant Mediasia macrophylla (family: Apiaceae) [32]. Thus, 3 was assigned 3-(4-methoxyphenyl)propan-1-ol-1-O-β-D-glucopyranoside.…”

Inhibitory Effects of Twenty-Nine Compounds From Potentilla longifolia on Lipid Accumulation and Their Mechanisms in 3T3-L1 Cells

“…The known compounds 4 – 29 were identified as 2-O-β-glucopyranosyl -5- methoxy- benzoic acid methyl ester ( 4 ) ( Kurimoto et al, 2011 ), 2-β-D- glucopyranosyloxy-4-methoxy-6- hydroxy- isovalero-phenone ( 5 ) ( Wang et al, 2014a ), 1-[(2-methylbutyryl) phloroglucinol]-β- d - glucopyranoside ( 6 ) ( Bohr et al, 2005 ), 1-(2,4-dihydroxy-6- methoxyphenyl)-3- methyl-1-butanone ( 7 ) ( Wang et al, 2016 ), 1-O-methyl-2- methylphloroglucinol ( 8 ) ( Arnone et al, 1990 ), aspidinol D ( 9 ) ( Wang et al, 2010 ), 2-methyl-1- (2,4,6-trihydroxy- 3-methylphenyl)butan-1-one ( 10 ) ( Wu et al, 2019 ), 5,7-dihydroxyl-3,8,4′- trimethoxylflavone ( 11 ) ( Liu et al, 2015 ), 3,8-dimethoxy-5,7,4′-trihydroxyflavone ( 12 ) ( Gedara et al, 2003 ), 5,7,4′- trihydroxy-3-methoxy-6-methylflavone ( 13 ) ( Rabesa and Voirin, 1978 ), astragalin ( 14 ) ( Qian et al, 2004 ), quercetin-3,7-di-O-β- d - glucopyranoside ( 15 ) ( Huang et al, 2002 ), hirsutrin ( 16 ) ( Shu et al, 2011 ), isorhamnetin ( 17 ) ( Wang et al, 2014b ), trans-tiliroside ( 18 ) ( Itoh et al, 2009 ), 6-methylapigenin ( 19 ) ( Wasowski et al, 2002 ), apigenin ( 20 ) ( Miao et al, 2008 ), farrerol ( 21 ) ( Zhou et al, 2007 ), 8-demethylfarrerol ( 22 ) ( Li et al, 2014 ), pinoresinol-4-O-β-D-glucoside ( 23 ) ( Cha et al, 2018 ), schilignan F ( 24 ) ( Yang et al, 2018 ), (6R,9R)-3-oxo-α-ionol 9-O-β-glucopyranoside ( 25 ) ( Yang et al, 2010 ), ursolic acid ( 26 ) ( Jia et al, 2017 ), β -sitosterol ( 27 ) ( Liu and Yang, 2007 ), 2′, 3′-dihydroxy propylpentadecanoate ( 28 ) ( Wang et al, 2011 ), octyl decanoate ( 29 ) ( Hosseini-Sarvari and Sodagar, 2013 ) (see Figures 2 and 3 ).…”

Two New Triterpenoids from Gelsemium Elegans and Aglaia odorata

“…In our previous studies, some Gelsemium alkaloids with either anticancer or immunosuppressive activity have been reported from the stems and leaves of G. elegans [4]. Herein we report the isolation from the stems and leaves of G. elegans and structural elucidation of a new triterpenoid saponin, odoratanone A (1) together with twelve known compounds 2--D-glucopyranosyloxy-5-methoxy methyl benzoate (2) [5], paeonol (3) [6], ethyl vanillate (4) [7], ethyl caffeate (5) [8], stigmastane-3,6-dione (6) [9], β-sitosterol (7), β-daucosterol (8), 24-hydroperoxy-24-vinylcholesterol (9) [10], lupeol (10) [11], α-amyrin (11) [12], ursolic acid (12) [12], α-amyrin margarate (13) [13], and a mixture of cerebrosides (14) [14].…”