4,4′-Dihydroxychalcone from the heartwood of Chamaecyparis obtusa

Six New Diarylheptanoids from the Seeds of Alpinia blepharocalyx

“…The residual aqueous fraction of the 95% EtOH extact of the seeds of A. blepharocalyx was separated by a series of chromatographic separations, including passage over Sephadex LH-20, Si gel, and ODS, followed by normal-and reversed-phase preparative TLC and HPLC purification, to afford six new (1)(2)(3)(4)(5)(6) and two known (7, 8) acyclic diarylheptanoids, together with three known chalcones (9)(10)(11), one known flavanone (12), two known R-pyrones (13,14), one steroid (15), three cinnamic acid derivatives (16)(17)(18), and two phenolics (19,20). The structures of the known compounds were determined by comparing their spectral data with those of the authentic samples and/or with values in the literatures as follows: 1,2-dihydrobis(de-O-methyl)curcumin (7), 8d (3S,5S)-3,5-dihydroxy-1,7-bis(4-hydroxyphenyl)heptane (8), 9 helichrysetin (9), 10 2′,6′-dimethoxy-4,4′-dihydroxychalcone (10), 11 4,4′-dihydroxychalcone (11), 12 5-O-methylnaringenin (12), 13 5,6-dehydrokawain (13), 14 4′hydroxy-5,6-dehydrokawain ( 14), 15 β-sitosterol glucoside (15), 16 methyl p-hydroxycinnamate (16), 17 methyl p-hydroxycinnamyl ketone (17), 18 p-hydroxycinnamic acid (18), 19 p-hydroxybenzaldehyde (19), 20 and phloroglucinol (20). 21 Compound 1, [R] 25 D +21.0°(MeOH), and compound 2, [R] 25 D +21.3°(MeOH), both were obtained as light brown amorphous solids by HPLC separation with a chiral column.…”

“…Fraction 11 (10.5 g) was applied onto a Si gel column with CHCl3-MeOH (9:1) to give eight subfractions, and further chromatographic separation of subfraction 1 (2.3 g) on Si gel (CHCl3-CH3COCH3-MeOH, 8:1:1), followed by preparative TLC, afforded 5 (2.5 mg), 6 (1.2 mg), 8 9 (37.3 mg), 10 (157 mg), 11 12 (2.7 mg), 12 (400 mg), 13 14 (13.6 mg), 16 (1.4 mg), 18 19 (9.5 mg), 19 (19.2 mg), and 20 21 (14.0 mg), together with (3S,7R)-(7.1 mg) and (3S,7S)-1,2-dehydro-4′′-de-O-methylcentrolobine 25a (1.4 mg).…”

A new dimeric phenylpropanoid and cytotoxic norditerpene constituents fromPodocarpus nakaii

“…Other known compounds (2 -14) including two diterpenes: lambertic acid (2) and 4b-carboxy-17-hydroxy-19-nortotarol (3) [6], two norditerpenes: inumakilactone B (4) and podolactone E (5) [7], five benzenoids: evofolin-B (6) [8], isovanillin (7) [9], 4-hydroxy-3-methoxycinnamaldehyde (8) [10], vanillin acid (9) [11], and 4-ethoxy-3-hydroxybenzoic acid (10) [10], and two steroids: b-sitosterol (11) and b-sitosteryl glucoside (12) [12], in addition to 4,4 0 -dihydroxychalcone (13) [13] and vomifoliol (14) [14] were also isolated from the CHCl 3 layer derived from the EtOH extract. Their structures were identified by comparing the data with those of reported papers or authentic samples.…”

Chemical Constituents of Cichorium intybus and their Inhibitory Effects against Urease and α-Chymotrypsin Enzymes

“…The resulting extract (418 g) was fractionated with hexanes, dichloromethane, ethyl acetate, n-butanol, and subsequently distilled water to yield hexanes (190 g), ethyl acetate (45 g), and n-butanol (132 g) soluble parts. The ethyl acetate soluble portion was subjected to VLC over silica gel using hexanes/ethyl acetate and ethyl acetate/methanol gradient systems in increasing order of polarity to obtain 14 fractions (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14). Fraction 2 (1.2 g) was subjected to CC over silica gel using hexanes/ethyl acetate in increasing order of polarity to yield lupeol (35.3 mg), β-sitosterol (30.5 mg), and 1triacontanol (20.8 mg).…”