Bioactive Diels-Alder Type Adducts from the Stem Bark ofMorus macroura

Abstract

Five new compounds, named guangsangons A (1), B (5), C (6), D (7), and E (8), along with four known compounds, albafuran C (2), kuwanon X (3), kuwanon P (4), and kuwanon Y (9) were isolated from Morus macroura Miq.. Their structures were determined by means of spectroscopic analyses and chemical methods. These compounds were regarded biogenetically as Diels-Al-der type adducts, and 1H-NMR variable temperature experience suggested that they all existed as an equilibrium mixture of conformational isomers in solution. Compounds 1-3 and 5-9 showed good anti-oxidation activity, with the inhibitory rate of malondialdehyde being from 90.1% to 102.7% at a concentration of 10(-4) mol/L and from 70.9% to 88.1% at a concentration of 10(-5) mol/L. Compounds 1, 5, and 7 showed anti-inflammation activity, with the inhibitory rates of release of lysosome enzyme from polymorphonuclear leukocytes of rats being 19.0% (P > 0.05), 57.3% (P < 0.001) and 24.3% (P < 0.05) at concentrations of 10(-5) mol/L, respectively.

Five New 2-Arylbenzofuran Derivatives from Morus wittiorum

“…The 95% EtOH extract of the stem bark of M. wittiorum was fractioned by different solvents, among which EtOAc fraction displayed significant antioxidant activity in a Fe 2ϩ /cysteine system induced lipid peroxidation in the liver microsomal with an inhibitory ratio of 88.0% at a concentration of 10 mg/ml. The successive fractionation on the EtOAc fraction led to the isolation of five new 2-arylbenzofuans as wittifurans A-C, F and G (1)(2)(3)(4)(5).…”

“…s, H-12), 1.46 (6H, s, H-16, 17); 13 C-NMR data are displayed in Table 1 Bioassays Antioxidant activity of compounds 1, 3-5 with vitamin E as the positive control were assayed in a Fe 2ϩ /cysteine system induced lipid peroxidation in the liver microsomal according to established procedures. 3) Compounds 1, 3-5 along with the positive control ginkgolide B were assayed for their anti-inflammatory activity against the release of b-glucuronidase from rat PMNs induced by PAF as described in the literature. 3) The purities of test compounds 1, 3-5 were all Ͼ90% by the detection of HPLC.…”

“…3) Compounds 1, 3-5 along with the positive control ginkgolide B were assayed for their anti-inflammatory activity against the release of b-glucuronidase from rat PMNs induced by PAF as described in the literature. 3) The purities of test compounds 1, 3-5 were all Ͼ90% by the detection of HPLC. The positive controls vitamin E and ginkgolide B were purchased from Sigma Co. and their purities were all Ͼ98%.…”

“…Among which flavanoids and Diels-Alder type adducts were mostly reported. [1][2][3][4][5] These phenolic compounds mostly occurred in the EtOAc extract, which exhibited significant antioxidant activity. In our ongoing investigation on the bioactive constituents of Morus species, Morus wittiorum was taken into investigation for its roots, twigs, leaves and fruits as well are used as folk medicine.…”

A New Prenylated Flavanone from the Root Bark of Morus

“…In addition, two compounds of previously known structures were identified as mulberrofuran J (2) and albafuran C (3), by spectral data interpretation and comparison with literature values. [22][23][24] Compounds 1-3 were tested for protective effects against OGD-induced cell death in neuroblastoma SH-SY5Y cells by using MTT reduction assay. The assay was performed according to established protocols.…”