Polygodial,a Potent Attachment-inhibiting Substance for the Blue Mussel,Mytilus edulis galloprovincialis from Tasmannia lanceolata

A highly potent attachment-inhibitor, polygodial, was isolated from a hexane extract of the leaves of Tasmannia lanceolata. The attachment-inhibiting activity of polygodial against the blue mussel was increased 4-fold when used in combination with sorbic acid, anethole, and indole.     

Chloroplast evidence for geographic stasis of the Australian bird‐dispersed shrub Tasmannia lanceolata (Winteraceae)

Few chloroplast‐based genetic studies have been undertaken for plants of mesic temperate forests in the southern hemisphere and fossil‐based models have provided evidence of vegetation history only at the broadest scales in this region. This study investigates the chloroplast DNA phylogeography of Tasmannia lanceolata (Winteraceae), a fleshy‐fruited, bird‐dispersed shrub that is widespread in the mountains of southeastern Australia and Tasmania. Thirty haplotypes were identified after sequencing 3206 bp of chloroplast DNA in each of 244 individuals collected across the species’ range. These haplotypes showed unexpectedly strong phylogeographic structuring, including a phylogeographic break within a continuous part of the species’ range, with the distribution of four major clades mostly not overlapping, and geographic structuring of haplotypes within these clades. This strong geographic patterning of chloroplast DNA provided evidence for the survival of T. lanceolata in multiple putative wet forest refugia as well as evidence for additional wet forest species refugia in southeastern Australia. In western Tasmania lower haplotype diversity below the LGM tree line compared to above the LGM tree line suggests that glacial refugia at high altitudes may have been important for T. lanceolata. The level of geographic structuring in T. lanceolata is similar to gravity dispersed southern hemisphere plants such as Nothofagus and Eucalyptus. Behavioural traits of the birds transporting seed may have had a strong bearing on the limited transport of T. lanceolata seed, although factors limiting establishment, possibly including selection, may also have been important.     

Presence of polygodial and drimenol in Drimys populations from Chile

Drimys winteri (Winteraceae) is a tree with medicinal properties native to Chile. Its bark contains polygodial and drimenol in unknown quantities, with antimicrobial and antinociceptive activity. The purpose of the present study was to quantify polygodial and drimenol concentrations in leaves of five populations of D. winteri and one of Drimys andina from different regions of Chile, by GC analysis of the hexane extract. The concentration of these compounds was also determined in the bark of one of the D. winteri populations. In dried leaves mean concentrations of 0.99% for polygodial and 0.011% for drimenol could be observed, both differing significantly among the studied populations. It is concluded that polygodial and drimenol are present in the leaves and the bark of D. winteri and in D. andina leaves, this being the first report of the presence of these compounds in the latter species.     

CARPEL DEVELOPMENT IN DRIMYS LANCEOLATA

The dissimilar carpels of representatives of the Tasmannia and Wintera sections of the genus Drimys have been investigated developmentally with particular attention to the presence of peltation. In Drimys winteri of the Wintera section peltation results from an active adaxial meristem, but in D. lanceolata of the Tasmannia section the adaxial “cross-zone” meristem is weakly developed and contributes little to the carpel. The form of the carpels also shows contrasts; the carpel of D. lanceolata begins growth as paired ridges separated by a cleft extending over the summit. Allometric growth reorients the cleft and it eventually extends from the ventral base of the carpel up over the summit. The cleft elongates greatly, together with the main part of the carpel. In D. winteri, growth is concentrated below the level of the cleft, and the carpel grows as an elongating cylinder. The cleft remains short, not extending with the carpel. In both species, early growth involves subsurface initials: subapical, adaxial (although weak in D. lanceolata), and submarginal. The presence of a disc encircling the base of the solitary carpel is reported for the first time for D. lanceolata.     

Floral development and molecular phylogeny support the generic status of Tasmannia (Winteraceae)

The taxonomic status of and evolutionary relationship between Tasmannia and Drimys (Winteraceae) have been subjects of controversy for many years. In this paper, a molecular phylogenetic analysis of the family with sequences of previously unpublished Tasmannia and Drimys species confirms earlier conclusions that Tasmannia and Drimys do not form a monophyletic group, despite the fact that they appear to share distinctive inflorescence and floral morphological attributes. Examination of alternative hypotheses of relationships with likelihood-ratio tests and parametric bootstrapping supports the separation of Tasmannia and Drimys. A detailed analysis of floral development in Tasmannia lanceolata and T. xerophila indicates that timing and position of sepal initiation differs between them, but that the position of subsequent organ initiation predictably follows from sepal position. This is in contrast to Drimys winteri, where a prolonged delay between sepal and petal initiation leads to the production of many phyllotactic patterns. The prolonged period of calyx tube growth leading to the formation of a calyptra in Tasmannia and Drimys probably evolved in parallel in the two lineages.     

Polygodial, a potent attachment-inhibiting substance for the blue mussel, Mytilus edulis galloprovincialis from Tasmannia lanceolata

A highly potent attachment-inhibitor, polygodial, was isolated from a hexane extract of the leaves of Tasmannia lanceolata. The attachment-inhibiting activity of polygodial against the blue mussel was increased 4-fold when used in combination with sorbic acid, anethole, and indole.     

The First Record of Fossil Wood of Winteraceae from the Upper Cretaceous of Antarctica

Fossil wood of the Winteraceae from the Upper Cretaceous sedimentsof James Ross Island, Antarctic Peninsula, is described herefor the first time. The specimen is characterized by the absenceof vessels, rays of two distinct sizes and tracheids with one–threerows of circular bordered pits, mainly on the radial walls,grading to horizontally elongate and scalariform. Despite anatomicalconformity to the family Winteraceae, the fossil wood is notidentical to any one extant genus and therefore has been assignedto the fossil organ genus Winteroxylon Gottwald with which thefossil shows greatest similarity. Copyright 2000 Annals of BotanyCompany Antarctica, Cretaceous, angiosperm, wood, anatomy, Winteraceae, Winteroxylon, fossil, palaeoclimate     

ORGANOGENESIS IN THE CARPELLATE FLOWER OF DRIMYS LANCEOLATA

This study of floral development in Drimys lanceolata in Section Tasmannia provides a basis for comparison with D. winteri, a member of the section Wintera, which has been described previously. The carpellate flowers of D. lanceolata have 2 sepals, 4–6 petals, and a solitary carpel, which form in acropetal succession. In symmetry the flower and its apical meristem are bilateral rather than radial, as in the flower of Drimys winteri. The floral apex of D. lanceolata is zonate while that of D. winteri is organized as a mantle and core. Preceding carpel initiation the floral apex of D. lanceolata is narrowly wedge-shaped, while that of D. winteri is low-convex. The entire apex is utilized in carpel initiation in D. lanceolata, involving many subsurface cell divisions over the entire summit. No apical residuum remains, and the carpel is terminal. In this feature the contrast with D. winteri is particularly marked, since in the latter, carpels are initiated laterally around the floral apex, which c an be recognized as an apical residuum after all appendages have formed.     

Cytotoxic sesquiterpenoids from Winteraceae of Caledonian rainforest

One secobutanolide, two butanolides and six drimane sesquiterpenoids were isolated from the bark and leaves of Zygogynum pancheri and Zygogynum acsmithii (Winteraceae) along with six known drimanes, isodrimanial, 1β-O-p-methoxy-E-cinnamoyl-bemadienolide, 7-ketoisodrimenin, drimenin, polygodial and 1β-E-cinnamoyl-6α-hydroxypolygodial. Their structures were elucidated through analysis of spectroscopic data. Drimane sesquiterpenoids with a dialdehyde function exhibited significant inhibitory activities in the in vitro cytotoxic assays against KB, HL60 and HCT116 cancer cell lines.     

Stem water transport and freeze-thaw xylem embolism in conifers and angiosperms in a Tasmanian treeline heath

The effect of freezing on stem xylem hydraulic conductivity and leaf chlorophyll a fluorescence was measured in 12 tree and shrub species from a treeline heath in Tasmania, Australia. Reduction in stem hydraulic conductivity after a single freeze-thaw cycle was minimal in conifers and the vessel-less angiosperm species Tasmannia lanceolata (Winteraceae), whereas mean loss of conductivity in vessel-forming angiosperms fell in the range 17-83%. A positive linear relationship was observed between percentage loss of hydraulic conductivity by freeze-thaw and the average conduit diameter across all 12 species. This supports the hypothesis that large-diameter vascular conduits have a greater likelihood of freeze-thaw cavitation because larger bubbles are produced, which are more likely to expand under tension. Leaf frost tolerances, as measured by a 50% loss of maximum PSII quantum yield, varied from -6 to -13°C, indicating that these species were more frost-sensitive than plants from northern hemisphere temperate forest and treeline communities. There was no evidence of a relationship between frost tolerance of leaves and the resilience of stem water transport to freezing, suggesting that low temperature survival and the resistance of stem water transport to freezing are independently evolving traits. The results of this study bear on the ecological importance of stem freezing in the southern hemisphere treeline zones.     

Protective effects of polygodial and related compounds on ethanol-induced gastric mucosal lesions in rats: structural requirements and mode of action

The methanolic extract from the leaves of Tasmannia lanceolata was found to potently inhibit ethanol-induced gastric lesions in rats. Through bioassay-guided separation, three known sesquiterpenes, polygodial, polygodial 12 alpha-acetal, and polygodial 12 beta-acetal, and a new sesquiterpene, methyl isodrimeninol, were isolated as the active constituents. Among them, polygodial showed very potent gastroprotective effects (ED(50)=0.028 mg/kg, po). From the gastroprotective effects of various reduction and oxidation derivatives of polygodial, the dialdehyde or diacetal structure was found to be essential for the strong activity. Since the gastroprotection of polygodial was attenuated by pretreatment with indomethacin, N-ethylmaleimide, N(G)-nitro-L-arginine methyl ester and ruthenium red, endogenous prostaglandins, sulfhydryl compounds, nitric oxide and vanilloid receptors may be involved in the protective activity.     

The evolution of angiosperm lianescence without vessels--climbing mode and wood structure-function in Tasmannia cordata (Winteraceae)

? The lack of extant lianescent vessel-less seed plants supports a hypothesis that liana evolution requires large-diameter xylem conduits. Here, we demonstrate an unusual example of a lianoid vessel-less angiosperm, Tasmannia cordata (Winteraceae), from New Guinea. ? Wood mechanical, hydraulic and structural measurements were used to determine how T. cordata climbs and to test for ecophysiological shifts related to liana evolution vs 13 free-standing congeners. ? The tracheid-based wood of T. cordata furnished low hydraulic capacity compared with that of vessel-bearing lianas. In comparison with most nonclimbing relatives, T. cordata possessed lower photosynthetic rates and leaf and stem hydraulic capacities. However, T. cordata exhibited a two- to five-fold greater wood elastic modulus than its relatives. ? Tasmannia cordata provides an unusual example of angiosperm liana evolution uncoupled from xylem conduit gigantism, as well as high plasticity and cell type diversity in vascular development. Because T. cordata lacks vessels, our results suggest that a key limitation for a vessel-less liana is that strong and low hydraulically conductive wood is required to meet the mechanical demands of lianescence.     

Contrasting chemistry of fruits and leaves of two Pseudowintera species: Sesquiterpene dialdehyde cinnamates and prenylated flavonoids

Two new sesquiterpene dialdehydes, cinnamate 7 and coumarate 8, were isolated from the fruits of Pseudowintera colorata. The known sesquiterpene dialdehydes polygodial 1 and 9-deoxymuzigadial 2 were also found in these fruits, at 5% w/w compared to 0.5% in the leaves. Fruits of Pseudowintera axillaris contained no sesquiterpene dialdehyde cinnamates, even though these are present in the leaves, but did contain prenylated flavanones 11–13. Compounds 7 and 8 are further examples of the rare sesquiterpene dialdehyde cinnamate combination, found exclusively in the family Winteraceae. This is the first report of the uncommon prenylated flavanones in Winteraceae.     

蓼二醛对蚜虫的拒食活性

辣蓼(Polygonum hydropiper L.)中的天然产物蓼二醛((-)-POLYGODIAL)具有很好的昆虫拒食活性。本文介绍了提取、分离的方法和含量测定。结果表明,我国辣蓼叶中含有蓼二醛约为0,08%。合成的蓼二醛在室内对空气、光和热的半衰期分别为34.6天、33.8天和15,6天。室内外生测结果表明,天然蓼二醛的乙醚提取物对蚜虫有很好的柜食活性。     

Additional evidence for the anti-inflammatory and anti-allergic properties of the sesquiterpene polygodial.

This study evaluates further the anti-inflammatory and anti-allergic properties of polygodial, a sesquiterpene extracted from the barks plant Drymis winteri (Winteraceae). Polygodial (12.8-128.1 micromol/kg, i.p.) 30 min prior, inhibited significantly the mouse paw oedema induced by prostaglandin E2, bradykinin (BK) substance P (SP), dextran, platelet activating factor (PAF) or carrageenan. Polygodial also inhibited arachidonic acid-, capsaicin- and croton oil-induced ear oedema in mice. Polygodial (42.7 micromol/kg, i.p.), significantly inhibited both exudation and cell influx when assessed in the pleurisy induced by SP and histamine, and to a less extent the inflammatory response caused by carrageenan, PAF, BK and des-Arg9-BK. Finally, polygodial (4.2-42.7 micromol/kg, i.p.) produced dose-related inhibition of paw oedema induced by ovalbumin, protecting in a time-dependent manner the anaphylactic shock induced by endovenous administration of ovalbumin in animals which had been actively sensitised by this antigen. These and our previous results indicate that the major component present in the bark of the plant D. winteri, the sesquiterpene polygodial exerts an interesting anti-inflammatory and anti-allergic properties when assessed in rats and mice.     

Reproductive Biology of Plantago: Shift from Cross- to Self-pollination

The breeding systems of an obligate outbreeder (Plantago lanceolata)and an obligate inbreeder (P. patagonica) were compared. Outbreedingin the former and inbreeding in the latter species is achievedby self-incompatibility and preanthesis cleistogamy, respectively.The difference in breeding system is accompanied by a differencein the pollen output, pollen to ovule ratio, stigma and anthersize, and seed weight. P. ovata, a third species known onlyin cultivated form, is intermediate. This species has two typesof plants, some of which are protogynous and others where stigmareceptivity and anther dehiscence synchronize. Although thedifferences between the two intraspecific variants are not large,they nevertheless suggest that the species is in evolutionaryflux. Domestication is known to have modified the breeding systemin many crop plants and there is evidence that, in P. ovata,a start in this direction has already been made. Plantago lanceolata, P. ovata, P. patagonica, protogyny, anther, stigma, pollen to ovule ratio     

Distribution of holoplanktonic typhloscolecids (Annelida-Polychaeta) in the eastern tropical Pacific Ocean

The distribution and composition of the holoplanktonic speciesof the family Typhloscolecidae are reported from 579 samplesobtained over an extensive area in the eastern tropical PacificOcean. The EASTROPAC Oceanographic Program collected the samplesin twelve cruises during five periods made between January–September1967 and January–April 1968. The 2105 specimens identifiedbelonged to three genera and four species. Typhloscolex muelleriand Sagitella kowalewski were dominant together, accountingfor 57–59% of the relative abundance and 36–49%of the occurrence. Travisiopsis dubia is recorded for the firsttime from the eastern tropical Pacific, and Travisiopsis lanceolatais reported in almost the same locality as its first recordin the surveyed region.     

Comparison of the Respiratory Metabolism of Plantago lanceolata L. and Plantago major L.

Bryce, J. H. and ap Rees, T. 1985. Comparison of the respiratorymetabolism of Plantago lanceolata L. and Plantago major L.—J.exp. Bot. 36 1559–1565. The aim of this work was to discover if the respiratory metabolismof the roots of Plantago lanceolata L. differed from that ofthe roots of Plantago major L. Measurements of oxygen uptakeand dry weight of excised root systems during growth of seedlingsprovided evidence that the two species differed in the amountof respiration needed to support a given increase in dry weight.Excised root systems were given a 6-h pulse in [U-¹⁴C]sucrosefollowed by a 16.5-h chase in sucrose. The detailed distributionof ¹⁴C amongst the major components of the roots at the endof the pulse and the chase revealed no significant differencebetween the two species. Patterns of ¹⁴CO₂ production from [1-¹⁴C],[2-¹⁴C], [3,4-¹⁴C], and [6-¹⁴C]glucose of excised root systemsfrom plants of three ages were similar for the two species.It is suggested that there is no conclusive evidence for anysignificant inherent difference in the respiratory metabolismof the roots of the two species. Key words: ¹⁴C sugar metabolism, respiration, roots, Plantago     

Breaking of Seed Dormancy by Nitrate as a Gap Detection Mechanism

Germination of Planlago lanceolata seeds buried in a chalk grasslandwas higher in bare soil than in vegetated soil, and measurementof soil nitrate concentrations showed that they were high enoughto account for this stimulation. When seeds of P. lanceolatawere sown in pots of soil with or without plants, and wateredwith nutrient solution containing either no nitrate, or 14 mMnitrate (sufficiently high that not all nitrate was absorbedby the plants), the presence of plants inhibited germinationonly when the nutrient solution contained no nitrate. It wasconcluded that breaking of seed dormancy by nitrate can functionas a gap detection mechanism if nitrate concentrations in baresoil are high enough to break seed dormancy, but are too lowto break dormancy when vegetation is present Plantago lanceolata, seed, dormancy, germination, nitrate, gap detection     

The Accumulation of Volatile Oils in Whole Plants and Cell Cultures of Tarragon (Artemisia dracunculus)

Two important factors thought to be involved in determiningproduct yields in plant cell cultures are the genotype of theexplant material and the level of cell and/or tissue differentiationexhibited. Cell culture of A. dracunculus is reported for thefirst time and the accumulation of volatile oils in differentgenotypes and at various levels of differentiation are examined.The quantity and quality of oils accumulated varied markedlybetween plants of different types and with the level of anatomicaldifferentiation, both in planta and in vitro. The phenylpropene,allylanisole, the major component of commercial tarragon oil,is reported for the first time in disorganized cultures. Key words: Artemisia dracunculus, tarragon, tissue culture, essential oil, phenylpropenes, allylanisole