Cytotoxic Terpenoid and Immunosuppressive Phenolic Glycosides from the Root Bark of Dictamnus dasycarpus

Abstract

Five new compounds, two degraded terpene glycosides, dasycarpusides A and B (1, 2), and three phenolic glycosides, 2-methoxy-4-hydroxymethylphenol 1-O-alpha-rhamnopyranosyl-(1"-->6')- beta-glucopyranoside ( 3), 2-methoxy-4-acetylphenol 1-O-alpha-rhamnopyranosyl-(1"-->6')-beta-glucopyranoside (4), and 2-methoxy-4-(8-hydroxyethyl)-phenol 1-O-alpha-rhamnopyranosyl-(1"-->6')-beta-glucopyranoside (5), were isolated from the water-soluble constituents of the root bark of Dictamnus dasycarpus Turcz.(Rutaceae). Their structures were elucidated by spectroscopic analysis and chemical evidence. Moreover, it was found that dasycarpuside A (1) showed weak cytotoxic activity against A-549 (human lung adenocarcinoma) cell line, while 4 and 5 showed more remarkable activity of inhibiting the proliferation of T-cells in vitro.

Anti-estrogenic Activity of Mansorins and Mansonones from the Heartwood of Mansonia gagei DRUMM.

“…Compound 1 was isolated as white needles and assigned a molecular formula of C 14 C-NMR data showed similarity to those of mansorin C (6), previously isolated from the same plant with the presence of an extra oxygenated aromatic carbon at d C 150.2 (Fig. 2).…”

“…2). The known compounds were identified as mansorin A (5), mansorin C (6), 7) mansonone G (7), 7,13) mansonone O (8), 8) acetovanillone (9), 14) mansonone F (10), [15][16][17] mansonone H (11), 15,16) mansonone S (12), 9) mansonone C (13) 17) and mansonone N (14), 8) by comparison with the reported data. The structures of the new compounds were determined as follows:…”

“…Compound 3 was isolated as white needles with the molecular formula of C 14 . The absence of the multiplet proton at C-6, the downfield shift of C-6 appearing at d C 66.8 and the presence of a singlet at d H 2.30 assigned to a hydroxyl proton, suggested the presence of a hydroxyl group at C-6.…”

Palaeophytochemical Constituents from the Miocene-fossil Wood of Picea likiangensis in Xun-dian of Yunnan, China

“…An ethanol extract prepared from the Miocene-fossil wood of P. likiangensis was purified repeatedly by column chromatography on silica gel and Sephadex LH-20 and then subjected to preparative thin-layer chromatography, yielding a new fluorene derivative (1) and other eleven known compounds (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12) as shown in Figure 1.…”

“…Eleven known compounds (2-12) were elucidated to be 4-hydroxy-3-methoxybenzaldehyde (2), 10 acetovanillone (3), 11 (Z)-3-(4-hydroxy-3-methoxyphenyl) acrylaldehyde (4), 12 22,29,30-trinor-21-hopanone (5), 13 5β-24S-ethylchlestan-3β-ol (6), 14 24α-ethylchlestan-3α-ol (7), 15 abietan-18β-oic acid (8), 16 3β-sitosterol (9), 17 2-allyl-4,5-(methylenedioxy) phenol (10), 18 6-allyl-6-…”