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At least 199 records · Page 11Linked to original sources

Montacin and cis-montacin, two new cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona montana.

Two new monotetrahydrofuran Annonaceous acetogenins, montacin (1), and cis-montacin (2), along with four known acetogenins, annonacin, cis-annonacin, annomontacin, and cis-annomontacin, were isolated from the seeds of Annona montana. The structures of the new isolates were elucidated by spectral and chemical methods. The new acetogenins exhibited moderate in vitro cytotoxic activity against the 1A9 human ovarian cancer cell line. Interestingly, when Ca(2+) was present, compounds 1 and 2 became 3- to 10-fold more active against 1A9 cells and the PTX10 subline.

Annona↗

[Annomonysvin: a new cytotoxic gamma-lactone-monotetrahydrofuranyl acetogenin from Annona montana].

The structure of annomontacin [I], a novel monotetrayhydrofuran fatty acid gamma-lactone (acetogenin) isolated from the seeds of Amnona montana, was determined by spectral analysis. The cytotoxicities in vitro of annomontacin [I], annonacinone [2], and annonacin were measured against murine leukemia L1210, human breast adenocarcinoma MDA-MB231, and human breast carcinoma MCF7 cell lines and compared with adriamycin.

4-Butyrolactone↗

Montadial A, a cytotoxic metabolite from Bondarzewia montana.

A new meroterpenoid, montadial A (1), has been isolated from the polypore Bondarzewia montana. Its structure was elucidated by spectroscopic techniques. Montadial A exhibits cytotoxic effects and develops a striking yellow color when treated with KOH.

Animals↗

Three novel monotetrahydrofuran annonaceous acetogenins from Annona montana.

Three new monotetrahydrofuran (mono-THF) acetogenins, anmontanins A-C (1-3) were isolated from the leaves of Annona montana. Anmontanin C (3) is the first stereochemically pure acetogenin reported to have a gamma-hydroxymethyl-gamma-lactone moiety. Two known mono-THF acetogenins, murisolin and annonacin, were isolated from the seeds of the plant. The structures of compounds 1-3 were elucidated by spectral methods and chemical derivatization.

Furans↗

Inbreeding and outbreeding depression in male courtship song characters in Drosophila montana.

In Drosophila montana, male courtship song frequency is closely associated with male courtship success and offspring survival. Other pulse characters (pulse length and cycle number) may also affect female mate choice, whereas pulse train characters (interpulse interval, pulse number and pulse train length) are not associated with these male fitness components. Inbreeding depression in these song characters was investigated by comparing the songs of inbred and outbred fly strains. The average change in most song characters as a result of inbreeding was only a few percent. However, in male song frequency the average inbreeding depression was about 14%, suggesting that this song character is associated with fitness. Outbreeding depression and the genetic architecture of song characters were investigated with interpopulation crosses and joint scaling tests. For pulse train characters the generation means show only evidence of additivity, and the existence of dominance or epistasis in these characters was strongly rejected in each case. In pulse characters the means of the F1 males were lower than the average of the parental generations. In pulse length and cycle number this difference was attributable to dominance alone. In frequency there was outbreeding depression also in the F2 generation, suggesting a break-up of favourable epistatic gene combinations. The outbreeding depression in this character in the F1 generation was caused by dominance, and in the F2 also by duplicate epistasis between dominant decreasers. The possible role of outbreeding depression and epistasis in speciation is discussed.

Animal Communication↗

Variability levels, population size and structure of American and European Drosophila montana populations.

The level and patterns of nucleotide diversity have been characterized for two X-linked loci, fused (fu; a region of 2362 bp) and suppressor of sable (su(s); a region of 413 bp), in one European and one American D. montana population. Sequence variation at these loci shows that the two populations are divergent, although they may not be completely isolated. Data on the level of silent site variability at su(s) (1.1% and 0.5% for the European and American populations, respectively) suggest that the effective population sizes of the two populations may be similar. At the fused locus, one European sequence was highly divergent and may have resulted from gene conversion, and was excluded from the analysis. With this sequence removed, the level of silent site variability was significantly lower in the European population (0.28%) than in the American population (2.3%), which suggests a selective sweep at or near fu in the former population.

Animals↗

Cytotoxic mono-tetrahydrofuran ring acetogenins from leaves of Annona montana.

Further studies on leaves of Annona montana led to isolation of one iso-acetogenin, montanacin G, three pairs of acetogenins, montanacin H-J and 34-epi-montanacin H-J, together with four known acetogenins, gigantetrocins A and B, annonacin and cis-annonacin. Montanacin G belongs to the iso-acetogenin group with a terminal 2,4-trans-ketolactone unit. Montanacin H-J and 34-epi-montanacin H-J contain the rare gamma-hydroxy-gamma-methyl-gamma-lactone moiety. The cytotoxic activities of these compounds, together with previously reported acetogenins, montanacins B and C, were examined against Meth-A and LLC tumor cell lines in vitro.

4-Butyrolactone↗

Nine new cytotoxic monotetrahydrofuranic Annonaceous acetogenins from Annona montana.

Nine monotetrahydrofuranic Annonaceous acetogenins, montalicins A-E (1-5), cis-annoreticuin (6), montalicins F (7), I (8), and J (9), along with eight known acetogenins 10-17, were isolated from the seeds of Annona montana by a high performance liquid chromatographic (HPLC) method. The structures of all new isolates were elucidated and characterized by spectroscopic and chemical methods. These monotetrahydrofuranic Annonaceous acetogenins showed selectively potent cytotoxicity against two human cancer cell lines, 1A9 and Hep G2.

Acetogenins↗

New sesquiterpene lactones from Arnica tincture prepared from fresh flowerheads of Arnica montana.

Investigation of an ethanolic extract prepared from fresh Arnica montana flowers afforded three new 1,5- trans-guaianolides, of which 11alpha,13-dihydro-2-O-tigloylflorilenalin and the respective 2-O-isovaleryl derivative are reported for the first time. Additionally, three new and one known 2beta-ethoxy-2,3-dihydrohelenalin esters were isolated. GC/MS studies of the extract after a two year storage at 4 degrees C demonstrated that the latter were artefacts that had been formed by addition of ethanol to the cyclopentenone structure of helenalin. Formation of these adducts gave compounds possessing an inhibitory activity comparable to that of 11alpha,13-dihydrohelenalin derivatives in the NF-kappaB EMSA and the IL-8 ELISA in vitro assays as well as in the in vivo croton oil-induced mouse ear edema test for one adduct, namely 2beta-ethoxy-6-O-acetyl-2,3-dihydrohelenalin. As expected, 6-O-(2-methylbutyryl)- and 6-O-methacryloyl-helenalin exhibited a stronger activity in the NF-kappaB EMSA and IL-8 ELISA. Sesquiterpene lactones seem to be the most important NF-kappaB inhibiting compounds in the Arnica extract. Bioguided fractionation using the luciferase reporter gene assay resulted in the isolation of only moderately active compounds, such as 6-acetoxy-2,2-dimethylchroman-4-one and 10-acetoxy-8,9-epoxythymol isobutyrate.

Animals↗

Bioactive constitutents from the stems of Annona montana.

Three structurally related acid amides, N-trans-feruloyltyramine (1), N-p-coumaroyltyramine (2), and N-trans-caffeoyltyramine (3), one lignan, (-)-syringaresinol (4), one aromatic aldehyde, syringaldehyde (5), and two steroids, beta-sitosterol and beta-sitosterol-beta-D-glucoside were isolated from the stem parts of Annona montana (Annonaceae). N-trans-Caffeoyltyramine (3) is a new natural compound. These compounds and their acetate derivatives were subjected to the antiplatelet aggregation and cytotoxicity bioassay where some of them showed significant activities.

Animals↗

An investigation on the hepatoprotective activity of Gymnosporia montana.

The methanol extract of the defatted leaves of Gymnosporia montana was evaluated for hepatoprotective activity by noting its effect on carbon tetrachloride (CCl4)-induced changes in liver cytoarchitecture and alterations in certain biochemical parameters. The main parameters studied were transaminase activity, lipid constituents of serum and liver, orosomucoid level in serum, and liver glycogen and phospholipid contents. The extract administration led to a significant reversal of the majority of the altered biochemical parameters. Besides, a significant antagonism of the CCl4-induced changes in the liver cytoarchitecture was also observed. The results confirm the presence of hepatoprotective activity in the plant material.

Animals↗

Helenalin Acetate in in vitro Propagated Plants of Arnica montana.

Propagated "IN VITRO" shoots and plantlets of ARNICA MONTANA L. (Asteraceae) have been shown to produce sesquiterpene lactones, i.e. helenalin and 11,13-dihydrohelenalin esters. The compounds were detected in green organs only; roots of the plantlets contained no sesquiterpene lactones. The helenalin acetate content in leaves of the plantlets (0.073% dry wt) was 4-times higher than in proliferated shoots (0.016% dry wt). The best rate of shoot multiplication was achieved on MS medium, supplemented with NAA 0.5mg/l and Kn 2.5 mg/l (formation of 22 shoots within 8 weeks).

Journal Article↗

Antimalarials from Stephania venosa, Prismatomeris sessiliflora, Diospyros montana and Murraya siamensis.

Fourteen compounds isolated from Stephania venosa, Prismatomeris sessiliflora, Diospyros montana and Murraya siamensis were tested for their antimalarial potential. The 6a,7-dehydroaporphine alkaloids dehydrostephanine and dehydrocrebanine showed potent activity with IC50 values of 40 and 70 ng/ml, respectively. The 13C-NMR data of rubiadin, rubiadin-1-methyl ether, diospyrin and 5-hydroxy-4-methoxy-2-naphthal-dehyde were extensively studied.

Antimalarials↗

Shoot Tip Culture of Arnica montana for Micropropagation.

Multiple shoots were regenerated from shoot tips of ARNICA MONTANA on MS and B5 media supplemented with BA (1 mg/l) and NAA (0.1 mg/l). Sections of 1-2 mm in length cultured from IN VITRO germinated seedlings regenerated 7.7 (mean) shoots on the MS medium, whereas sections cultured from greenhouse plants regenerated 9.0 (mean) shoots on the B5 medium within 6 weeks. Subsequent subcultures of shoots on the same media but without NAA resulted in similar or lower multiplication rates (1.6 to 3.1 in 3 weeks). Shoot development was promoted, whereas shoot initiation was simultaneously inhibited by the addition of activated charcoal to the media. Rooting was induced by culturing shoots from seedling as well as from greenhouse plant shoot tips on MS or B5 medium supplemented with NAA. The plantlets were transplanted into soil and grown successfully under greenhouse and field conditions.

Journal Article↗

Three new diterpenes and the biological activity of different extracts of Jasonia montana.

Three new diterpenes, namely jasonin-a (1), jasonin-b (2), and jasonin-c (3) were isolated from the aerial parts of Jasonia montana (Asteraceae). Their structures were elucidated on the basis of spectral data as [(1E)-2-((2S)-1,2,5-trimethylbicyclo[3.2.l]octan-8-yl)vinyl] benzene-3-carboxylic acid (1), [3-((2S, 5S)-1,2, 5-trimethylcycloheptanyl)propyl]benzene-3-carboxylic acid (2), and [(1E)-3-((7R)-1,7-dimethy-4-methylenecycloheptanyl)prop-1-enyl] benzene-3-carboxylic acid (3). In addition, the previously reported 5,7,3'-trihydroxy-3,6,4'-trimethoxy flavone designated as centaureidin (4), was also isolated and characterized from this source. The different extracts of the plant were also screened for hypoglycemic, antidiabetic, and antimicrobial activities, wherein the petroleum ether and ethanolic extracts exhibited hypoglycemic and antidiabetic activity, and the petroleum ether and chloroform extracts showed antimicrobial activity.

Asteraceae↗

Associations of Vertebrate Skeletal Concentrations and Discontinuity Surfaces in Terrestrial and Shallow Marine Records: A Test in the Cretaceous of Montana.

Although lags of bones and teeth are commonly cited criteria for marine unconformities, the consistency of the association of vertebrate fossils and discontinuity surfaces, as well as the taphonomic (postmortem) controls on this relationship, are poorly understood. A field test across fluvial, paralic, and shallow marine facies in the Campanian Two Medicine and Judith River formations of Montana indicates that the distribution of vertebrate skeletal concentrations is poorly correlated with the inferred durations of erosional and omissional hiatuses. Instead, vertebrate concentrations associated with discontinuities of all durations tend to be patchy and closely track the abundance of fossil material in underlying and lateral facies. Based on the analysis of 83 measured sections, we found first that erosional bases of channels and minor scours within channels yield vertebrate lags; tidally influenced fluvial deposits are more productive than are "upland" fluvial deposits. Second, erosional shoreface ravinements and their correlative transgressive marine flooding surfaces (fourth-order sequence boundaries) have well-developed vertebrate lags only along segments that cut across older shoreface deposits. Third, a nonerosional, widely traceable discontinuity, which is interpreted as the nonmarine extension of a 75.4-Ma third-order transgressive surface, is completely lacking in vertebrate concentrations. Despite being unfossiliferous itself, this discontinuity does mark a regional change in the richness of the vertebrate fossil record, with overlying beds characterized by a much greater abundance of skeletal material. Fourth, a laterally extensive set of erosional surfaces, embedded within multistory fluvial sandstone sheets, is the nonmarine extension of an 80-Ma third-order sequence boundary in the marine basin and lacks vertebrate concentrations. The strong dependence of vertebrate lag development on preexisting local sources of skeletal material rather than on the magnitude of the erosional vacuity or the duration of the hiatus contrasts with skeletal concentrations of invertebrates in marine successions, where exhumation is generally much less important than the production of new elements during the hiatus. These findings provide a guide to prospecting productive fossil horizons in terrestrial records and underscore fundamental differences in the ways in which bioclastic material accumulates in terrestrial and shallow marine settings, the qualities of paleobiologic data derived from such concentrations, and the relative reliabilities of skeletal material as cues to stratigraphically significant discontinuities.

Journal Article↗

The response of the high altitude C(4) grass Muhlenbergia montana (Nutt.) A.S. Hitchc. to long- and short-term chilling.

The acclimation of C(4) photosynthesis to low temperature was studied in the montane grass Muhlenbergia montana in order to evaluate inherent limitations in the C(4) photosynthetic pathway following chilling. Plants were grown in growth cabinets at 26 degrees C days, but at night temperatures of either 16 degrees C (the control treatment), 4 degrees C for at least 28 nights (the cold-acclimated treatment), or 1 night (the cold-stress treatment). Below a measurement temperature of 25 degrees C, little difference in the thermal response of the net CO(2) assimilation rate (A) was observed between the control and cold-acclimated treatment. By contrast, above 30 degrees C, A in the cold-acclimated treatment was 10% greater than in the control treatment. The temperature responses of Rubisco activity and net CO(2) assimilation rate were similar below 22 degrees C, indicating high metabolic control of Rubisco over the rate of photosynthesis at cool temperatures. Analysis of the response of A to intercellular CO(2) level further supported a major limiting role for Rubisco below 20 degrees C. As temperature declined, the CO(2) saturated plateau of A exhibited large reductions, while the initial slope of the CO(2) response was little affected. This type of response is consistent with a Rubisco limitation, rather than limitations in PEP carboxylase capacity. Stomatal limitations at low temperature were not apparent because photosynthesis was CO(2) saturated below 23 degrees C at air levels of CO(2). In contrast to the response of photosynthesis to temperature and CO(2) in plants acclimated for 4 weeks to low night temperature, plants exposed to 4 degrees C for one night showed substantial reduction in photosynthetic capacity at temperatures above 20 degrees C. Because these reductions were at both high and low CO(2), enzymes associated with the C(4) carbon cycle were implicated as the major mechanisms for the chilling inhibition. These results demonstrate that C(4) plants from climates with low temperature during the growing season can fully acclimate to cold stress given sufficient time. This acclimation appears to involve reversal of injury to the C(4) cycle following initial exposure to low temperature. By contrast, carbon gain at low temperatures generally appears to be constrained by the carboxylation capacity of Rubisco, regardless of acclimation time. The inability to overcome the Rubisco limitation at low temperature may be an inherent limitation restricting C(4) photosynthetic performance in cooler climates.

Altitude↗