iridoids and asperuloside

Over the years, the attention of researchers in the field of modern drug discovery and development has become further intense on the identification of active compounds from plant sources and traditional remedies, as they exhibit higher therapeutic efficacies and improved toxicological profiles. Among the large diversity of plant extracts that have been discovered and explored for their potential therapeutic benefits, asperuloside, an iridoid glycoside, has been proven to provide promising effects as a therapeutic agent for several diseases. Although, this potent substance exists in several genera, it is primarily found in plants belonging to the genus Eucommia. Recent decades have seen a surge in the research on Asperuloside, making it one of the most studied natural products in the field of medicine and pharmacology. In this review, we have attempted to study the various reported mechanisms of asperuloside that form the basis of its wide spectrum of pharmacological activities.

Topics: Animals; Cyclopentane Monoterpenes; Eucommiaceae; Glucosides; Humans; Iridoids; Plant Extracts; Pyrans

Asperuloside (ASP) and geniposide (GP) are iridoids that have shown various biological properties, such as reduction of inflammation, oxidative stress, and neuroprotection. The aim of this study was to investigate the mechanism of action of ASP and GP through the experimental model of pilocarpine-induced seizures. Mice were treated daily with saline, valproic acid (VPA), GP (5, 25, or 50 mg/kg), or ASP (20 or 40 mg/kg) for 8 days. Pilocarpine (PILO) treatment was administered after the last day of treatment, and the epileptic behavior was recorded for 1 h and analyzed by an adapted scale. Afterward, the hippocampus and blood samples were collected for western blot analyses, ELISA and comet assay, and bone marrow to the micronucleus test. We evaluated the expression of the inflammatory marker cyclooxygenase-2 (COX-2), GluN2B, a subunit of the NMDA receptor, pGluR1, an AMPA receptor, and the enzyme GAD-1 by western blot and the cytokine TNF-α by ELISA. The treatments with GP and ASP were capable to decrease the latency to the first seizure, although they did not change the latency to status epilepticus (SE). ASP demonstrated a genotoxic potential analyzed by comet assay; however, the micronuclei frequency was not increased in the bone marrow. The GP and ASP treatments were capable to reduce COX-2 and GluN2B receptor expression after PILO exposure. This study suggests that GP and ASP have a protective effect on PILO-induced seizures, decreasing GluN2B receptor and COX-2 expression.

Topics: Animals; Cyclooxygenase 2; Disease Models, Animal; Hippocampus; Iridoids; Mice; Pilocarpine; Rats; Rats, Wistar; Receptors, N-Methyl-D-Aspartate; Seizures

Muscle aging is accompanied by a progressive decline in motor performance and mitochondrial function, yet fundamental treatments for this disorder remain sparse. The search for active compounds from natural dietary products that promote muscular health has attracted considerable interest. Although the male flowers of

Topics: Aging; Animals; Caenorhabditis elegans; Caenorhabditis elegans Proteins; Eucommiaceae; Flowers; Forkhead Transcription Factors; Iridoids; Mitochondria; Muscles

To study the chemical constituents of water extracted fraction from Oldenlandia diffusa.. The compounds were isolated and purified by column chromatography on macroporous resin,silica gel,MCI gel,Sephadex LH-20,ODS medium pressure liquid chromatography and RP-semi-preparative HPLC. The structures of compounds were elucidated on the basis of physicochemical and spectral analysis.. 16 compounds were isolated from the water extract of Oldenlandia diffusa,and their structures were identified as asperuloside( 1),deacetyl asperuloside( 2),geniposide( 3),10-dehydrogeniposide( 4),daphylloside( 5),diffusoside A( 6),diffusoside B( 7),coniferin( 8),scandoside methyl ester( 9),acetyl scandoside methyl ester( 10),deacetylasperulosidic acid methyl ester( 11),gardenoside( 12),galioside( 13),galioside 10-acetate( 14),loliolide( 15) and( +)-neo-olivil( 16),respectively.. Compounds 3,8 and 14 ~ 16 are obtained from Oldenlandia diffusa for the first time.

Topics: Chromatography, High Pressure Liquid; Cyclopentane Monoterpenes; Glucosides; Iridoids; Lignans; Oldenlandia; Pyrans

In this study, the iridoidic content of two accessions of Crucianella maritima L., one from Sardinia and the second from Latium, was examined and compared. From a qualitative point of view, the iridoidic pattern of the two samples was similar, since the same compounds (asperuloside, asperulosidic acid and deacetyl asperulosidic acid) were isolated. Asperuloside was the main compound in both accessions. Asperulosidic acid was the second compound in the accession from Sardinia, while the accession from Latium exhibited a similar amount of asperulosidic acid and deacetyl asperulosidic acid. These iridoids can be considered as chemotaxonomic markers for parts of the Rubiaceae family, in particular for the Rubioideae subfamily to which C. maritima belongs.

Topics: Cyclopentane Monoterpenes; Glucosides; Glycosides; Iridoids; Italy; Mediterranean Region; Molecular Structure; Monoterpenes; Pyrans; Rubiaceae

The herb of Oldenlandia diffusa (Willd.) Roxb. (Family Rubiaceae) is well-known in Chinese folk medicine for the treatment of hepatitis and malignant tumors of the liver, lung and stomach. However, another herb of O. corymbosa (L.) Lam is also used interchangeably in South China for treating the same conditions. To compare the efficacy of the two herbs, the antiproliferative effect of their extracts and the antiangiogenic activity of their main constituents were appraised. The Sulforhodamine B (SRB) assay in human hepatoma HepG2 cells and human colon carcinoma CaCo2 cells and the zebrafish angiogenic model were used for this purpose. The results showed almost no antiproliferative effect of the methanol extracts from O. diffusa and O. corymbosa, while the chloroform extracts exhibited slightly antiproliferative effects. The main components had almost no effect on zebrafish angiogenic vessel formation at the concentrations tested. The results suggest that the mechanism of antitumor activity of O. diffusa may not be attributed to the antiproliferative and antiangiogenic effects.

Topics: Adenocarcinoma; Angiogenesis Inhibitors; Animals; Caco-2 Cells; Cell Line, Tumor; Cell Proliferation; Chromatography, High Pressure Liquid; Colonic Neoplasms; Cyclopentane Monoterpenes; Glucosides; Humans; Iridoids; Oldenlandia; Oleanolic Acid; Phytotherapy; Plant Extracts; Pyrans; Zebrafish

Purification of a n-BuOH-soluble partition of the MeOH extract of Morinda citrifolia (Noni) fruits led to the isolation of two new iridoid glucosides, 6alpha-hydroxyadoxoside (1) and 6beta,7beta-epoxy-8-epi-splendoside (2), as well as 17 known compounds, americanin A (3), narcissoside (4), asperuloside, asperulosidic acid, borreriagenin, citrifolinin B epimer a, citrifolinin B epimer b, cytidine, deacetylasperuloside, dehydromethoxygaertneroside, epi-dihydrocornin, d-glucose, d-mannitol, methyl alpha-d-fructofuranoside, methyl beta-d-fructofuranoside, nicotifloroside, and beta-sitosterol 3-O-beta-d-glucopyranoside. The structures of the new compounds were determined by spectroscopic data interpretation. Compound 4, borreriagenin, cytidine, deacetylasperuloside, dehydromethoxygaertneroside, epi-dihydrocornin, methyl alpha-d-fructofuranoside, and methyl beta-d-fructofuranoside were isolated for the first time from M. citrifolia. The antioxidant activity was evaluated for all isolates in terms of both DPPH and ONOO(-) bioassays. The neolignan, americanin A (3), was found to be a potent antioxidant in these assays.

Topics: Antioxidants; Biphenyl Compounds; Cyclopentane Monoterpenes; Dioxins; Fruit; Glucosides; Iridoids; Molecular Structure; Morinda; Picrates; Plants, Medicinal; Pyrans

The suppressing effect of crude extracts of Tochu tea, an aqueous extract of Eucommia ulmoides leaves and a popular beverage in Japan, on the induction of chromosome aberrations in CHO cells and mice was studied. When CHO cells were treated with Tochu tea crude extract after MMC treatment, the frequency of chromosome aberrations was reduced. Out of 17 Tochu tea components, 5 irridoids (geniposidic acid, geniposide, asperulosidic acid, deacetyl asperulosidic acid, and asperuloside) and 3 phenols (pyrogallol, protocatechuic acid, and p-trans-coumaric acid) were found to have anticlastogenic activity. Since the anticlastogenic irridoids had an alpha-unsaturated carbonyl group, this structure was considered to play an important role in the anticlastogenicity. The anticlastogenic effect of Tochu tea extracts was examined in mice using a micronucleus assay. When mice received 1.0 ml 4% Tochu tea extract by oral gavage 6 h before intraperitoneal injection of MMC, a decrease in the frequency of micronuclei was observed. This decrease was not due to a delay in the maturation of micronucleated reticulocytes.

Topics: Animals; Antimutagenic Agents; Beverages; CHO Cells; Chromatids; Chromosome Aberrations; Cricetinae; Cyclopentane Monoterpenes; Glucosides; Iridoid Glucosides; Iridoids; Japan; Male; Mice; Mice, Inbred ICR; Micronucleus Tests; Mitomycin; Mutagens; Phenols; Plant Extracts; Pyrans