A chemotaxonomic survey of flavonoids and simple phenols in leaves of the Ericaceae

Leaves of 344 species of the Ericaceae and of 37 species in three related families have been surveyed for flavonoids and simple phenols. The yellow flavonol gossypetin was found in 158 ericaceous species and is of chemotaxonomic interest within the Rhododendroideae (where it occurs in 11 of 19 genera) and in the Vaccinioideae (in 3 of 22 genera). 5-0-methylflavonols appear in 81 species, again mainly in the Rhododendroideae (eight genera); whereas 3,5-di-O-methylquercetin, caryatin, is present only in Bejaria, Phyllodoce and Rhododendron. Dihydroflavonols. common in Rhododendron , show a sporadic distribution elsewhere in the family. Of the simpler phenols surveyed, gentisic acid is common but methyl salicylate is present mainly in Gaultheria. Hydroquinone appears in ten related genera, methylhydroquinone in three and orcinol in seven. The chemical evidence generally supports Stevens' recent classification of the family, particularly his inclusion of Epigaea in the Rhododendroideae and his transfer of Diplarche from the Diapensiaceae to the Ericaceae. There is also chemical evidence to support the separation of Calluna and Cassiope , the inclusion of the Aibutoideae within the Vaccinioideae and the retention of the Pyroloideae and Monotropoideae within the Ericaceae. In addition, chemistry indicates that Phyllodoce should be placed nearer to the Rhodoreae than in Stevens' system and that Cassiope and Harrimanella , placed together in the Cassiopeae by Stevens, are distinctly different.     

A Survey of the flavonoids and simple phenols in leaves of Cavendishia (Ericaceae)

A survey of the leaves of 116 species of the neotropical genusCavendishia showed that the genus is characterized by the presence of flavoneC-glycosides. Other constituents include flavones (luteolin, chrysoeriol, tricin), flavonols (quercetin, kaempferol and myricetin), dihydroflavonols, proanthocyanidins, and ellagic and salicylic acids. The stilbene, resveratrol, has been identified in six species; this is only the second report of stilbenoids in the family. The identity of a natural hybridC. endresii xC. quereme has been confirmed by detecting in its leaves characteristic phenolics of both parental species.     

Infrageneric combinations in Gaultheria L. (Ericaceae)

MIDDLETON, D. J., 1992. Infrageneric combinations in Gaultheria L. (Ericaceae). Sections Pseudogaultheria and Brossaea and series Leucothoides and Gymnobotrys , previously invalidly published new combinations in Gaultheria , have been validated.     

A chemotaxonomic survey of flavonoids in leaves of the Oleaceae

Leaves of 97 taxa representing all the genera at present recognized in the family Oleaceae were surveyed for flavonoids. Four flavonol glycosides were found to be common, the 3-glucmides and 3-rutinosides of quercetin and kaempferol, as were four flavone glycosides, namely the 7-glurosides arid 7-rutinosides of luteolin and apigenin. Among rarer constituents detected were luteolin 4'-glucoside, eriodictyol 7-glucoside, chrysoeriol 7-glucoside, an apigenin-di-C-glycoside and several higher glycosides of quercetin. The species and genera surveyed fell into two groups: those with flavonol glycosides alone; and those with both flavonol and flavone glycosides. The most striking correlation was with chromosome number (and subfamily division) since almost all taxa with a basic number of 11, 13 and 14 had only flavonol glycosides, whereas most taxa with x = 23 had both types of flavonoid. Evolutionary advancement in the family appears to involve the gradual replacement of flavonol by flavone glycosides. Indeed, a few tam, notably Nestegis apelala, Picconia excelsa and Tesserandra fluminense , lacked flavonol glycosides in the leaves completely. At the lower levels of classification, the distribution of flavonoids is of less interest. However, the patterns in Linociera and Chionanthus , two taxa recently made congeneric, are sufficiently different to suggest that this decision might have to be reconsidered when more is known of their chemistry. Otherwise leaf patterns generally fit in with the existing generic classification in the family.     

Infrageneric classification of the genus Gaultheria L. (Ericaceae)

The genus Gaultheria has been classified into ten sections (one with two subsections) and 22 series of which five are new combinations and 21 are new taxa. Seven of these sections are composed primarily of solitary flowered species and the other three sections of racemose species. About half of the species of the genus are included in section Brossaea. A summary of the classification is here presented.     

DNA barcoding of Gaultheria L.in China (Ericaceae: Vaccinioideae)

Four DNA barcoding loci,chloroplast loci rbcL,matK,trnH-psbA,and nuclear locus internal transcribed spacer (ITS),were tested for the accurate discrimination of the Chinese species of Gaultheria by using intraspecific and interspecific pairwise P-distance,Wilcoxon signed rank test,and tree-based analyses.This study included 186 individuals from 89 populations representing 30 species.For all individuals,single locus markers showed high levels of sequencing universality but were ineffective for species resolvability.Polymerase chain reaction amplification and sequencing were successful for all four loci.Both ITS and matK showed significantly higher levels of interspecific species delimitation than rbcL and trnH-psbA.A combination ofmatK and ITS was the most efficient DNA barcode among all studied regions,however,they do not represent an appropriate candidate barcode for Chinese Gaultheria,by which only 11 out of 30 species can be separated.Loci rbcL,matK,and trnH-psbA,which were recently proposed as universal plant barcodes,have a very poor capacity for species separation for Chinese Gaultheria.DNA barcodes may be reliable tools to identify the evolutionary units of this group,so further studies are needed to develop more efficient DNA barcodes for Gaultheria and other genera with complicated evolutionary histories.     

Chemosystematics in the Rutaceae: A chemotaxonomic survey of flavonoids and monoterpenes in leaves of Acmadenia species

By means of thin layer chromatography and gas liquid chromatography the distribution of monoterpenes and flavonoid aglycones in the leaves of 19 samples of 15 species of Acmadenia has been investigated. The distribution of flavonol and flavone aglycones shows a close agreement with recently proposed taxonomic divisions within the genus. It is proposed that these patterns may be of importance in interpreting the evolutionary development of the genus.     

杜鹃花科白珠树属分子系统学和生物地理学研究进展

白珠树属(Gaultheria)在杜鹃花科(Ericaceae)系统演化中占有十分重要的地位,其系统位置和演化关系一直备受争议.最近的分子系统学研究认为,白珠树属已经不再属于传统上的越橘亚科(Vaccinioideae)的綟木族(Andromedeae),而是与一些相关属组成了白珠树族(Gaultherieae).对白珠树属产于美洲的类群和相关类群的分子系统学的初步研究则表明,该属与Diplycosia、Tepuia和Pernettya等属(均为"常绿类群")关系密切,可能应将这几个属并入到白珠树属中,但其属下分类系统关系还需要对产于亚洲的类群进行深入的研究后才能确定.白珠树属与其近缘属的进化历史和生物地理学关系较为复杂,与杜鹃花科其他大多数属不同,白珠树属为典型的环太平洋分布.关于白珠树属的起源问题存在两种不同的推测:一种观点认为该属起源于南半球的冈瓦纳古陆;另一种观点则认为其起源于北半球的劳亚古大陆.本文概述了近年来白珠树属的分子系统学和生物地理学研究进展,并对该属尚存的一些问题进行了讨论.     

Distribution and chemotaxonomic significance of flavonoids inAloe (Asphodelaceae)

A chemotaxonomic study of practically all the species of the genusAloe showed that flavonoids occur as major compounds in 31 out of a total of 380 species investigated. Flavanones and dihydroflavonols are present in the exudate of species inAloe ser.Rhodacanthae andSuperpositae and also in a number of the endemic species from Madagascar. Flavones occur as the only major compound in the leaf extracts of the sects.Leptoaloe andGraminialoe. In ser.Macrifoliae and inLomatophyllum, the sister genus ofAloe, isovitexin co-occurred with theC-glucosylanthrone aloin. The chemotaxonomic implication of these results are discussed together with the significance of the taxonomic and chemogeographical distribution of flavonoids inAloe. With a few rare exceptions, the leaf compounds from two different biogenetic pathways (polyketide pathway and flavonoid pathway) are mutually exclusive. Since flavonoids are restricted to the basal groups inAloe, we conclude that flavonoids are plesiomorphic characters inAloe reflecting ancient phylogenetic and biogeographic links.     

A chemotaxonomic investigation of Thapsia villosa L., Apiaceae (Umbelliferae)

Chemotaxonomic investigations of Thapsia villosa L., Apiaceae, have resulted in a division of the species into five different types, representing two distinctly different groups. Thapsigargins, the guaianolide sesquiterpene lactones with unique bioactivity, are present only in one of these groups, which includes two morphologically identical types, with different chromosome numbers, 2 n =44 [4×] and 2 n =66 [6×]. Besides thapsigargins, 6-methoxy-7-geranyloxycoumarin and phenylpropanoids are characteristic constituents of the roots, and limonene and methyl eugenol are the two major constituents of the fruit essential oil. The other group with clearly different morphological characters includes three types with the chromosome numbers 2 n =22 [x], 2 n =22 [2×] and 2 n =44 [4×]. Different sesquiterpenes are the characteristic constituents of their roots, tovarol and hydroindene derivatives being present in all three types, whereas guaiane esters have been detected in only one of the diploid types. Geranyl acetate is the major constituent of the fruit essential oil of all three types within this group.     

A chemotaxonomic survey of kaurene derivatives in the genus Alepidea (Apiaceae)

Lipophilic extracts from the roots of 16 species of Alepidea were studied by GC-MS for the presence of kaurenoic acids, dehydrokaurenoic acids, kaurenic lactones, hydroxykaurenoic acids and other kaurene derivatives. Various mixtures of these compounds are present in yields of up to 11.8% dry wt. in the rhizomes and roots. Two different isomers of kaurenoic acid occur in Alepidea, the one as a major compound in all the species, the other as a major compound only in some of them. The first isomer is clearly a useful chemical marker for the genus Alepidea, but the apparent chemical dichotomy is not obviously correlated with morphological patterns. Alepidea amatymbica, however, is part of a morphologically isolated group within the genus and also differs from other species in its chemical complexity and in the unique presence of kaurenoic lactones.     

Commensal Leucothoidae (Crustacea, Amphipoda) of the Ryukyu Archipelago, Japan. Part II: sponge-dwellers

Commensal leucothoid amphipods have been collected from the canals of their sponge hosts throughout the Ryukyu Archipelago, Japan. Eleven new species are described in the genus Leucothoe with valuable location data and host records. An identification key to sponge-dwelling Leucothoidae of the Ryukyu Archipelago is provided.     

四川白珠树属（Gaultheria）一新变种

发表了白珠树属米易白珠一新变种,即大花白珠(Gaultheria miyienensis T. Z. Tsu var. macrantha J. L. Liu et Q. Luo)     

Chromosome size and DNA content of species of anemone L. and related genera (Ranunculaceae)

Relative amounts of DNA were determined by Feulgen cytophotometry in 22 diploid species of Ranunculaceae (n=7, 8, 9) representing six genera, and exhibiting large differences in chromosome size, but no marked differences in karyotype pattern. Chemical determination of absolute amounts of DNA for six of these species, allowed conversion of all the photometric data into absolute units of DNA. The mean DNA content per nucleus varied from.13×10^–11gm in Aquilegia to 5.25×10^–11gm in species of Anemone in the section Homalocarpus. The DNA values obtained appeared to be quantized, and data for the majority of species fitted a non-geometrical series with the observed relative terms: 1—8—12—16—20—24—40. The magnitude of these variations in DNA content, the preservation of the karyotype and the tendency towards a simple numerical progression in DNA values, lead us to prefer an interpretation of the evolution of DNA content in terms of differential polynemy to one postulating changes in size of genetic units in an unchanging number of strands per chromosome.     

Identification of ergoline alkaloids in the genus Argyreia and related genera and their chemotaxonomic implications in the convolvulaceae

The results of the identification of 21 ergoline alkaloids of 14 species of Argyreia; viz.: A. barnesii, A. capitata, A. cuneata, A. luzoninsis, A. mollis, A. maingayi, A. nervosa, A. obtusifolia, A. philippinensis, A. reticulata. A. ridleyi, A. rubicunda, A. splendens and A. sp. and 2 closely related genera; Stictocardia tiliafolia and Rivea corymbosa, by using 2-D TLC procedures are given. A brief discussion of the implications of the ergoline alkaloids and the chemotaxonomy of the Convolvulaceae is also presented.     

The taxonomic significance of leaf flavonoids in Saccharum and related genera

A survey of 120 plants of the genera Saccharum, Erianthus, Ripidium, Miscanthus, Narenga, Sclerostachya, Imperata, of intergeneric and interspecifi     

Divergent evolution of the chloroplast small heat shock protein gene in the genera Rhododendron (Ericaceae) and Machilus (Lauraceae)

BACKGROUND AND AIMS: Evolutionary and ecological roles of the chloroplast small heat shock protein (CPsHSP) have been emphasized based on variations in protein contents; however, DNA sequence variations related to the evolutionary and ecological roles of this gene have not been investigated. In the present study, a basal angiosperm, Machilus, together with the eudicot Rhododendron were used to illustrate the evolutionary dynamics of gene divergence in CPsHSPs. METHODS: Degenerate primers were used to amplify CPsHSP-related sequences from 16 Rhododendron and eight Machilus species that occur in Taiwan. Manual DNA sequence alignment was carried out according to the deduced amino acid sequence alignment performed by CLUSTAL X. A neighbour-joining tree was generated in MEGA using conceptual translated amino acid sequences from consensus sequences of cloned CPsHSP genes from eight Machilus and 16 Rhododendron species as well as amino acid sequences of CPsHSPs from five monocots and seven other eudicots acquired from GenBank. CPsHSP amino acid sequences of Funaria hygrometrica were used as the outgroups. The aligned DNA and amino acid sequences were used to estimate several parameters of sequence divergence using the MEGA program. Separate Bayesian inference of DNA sequences of Rhododendron and Machilus species was analysed and the resulting gene trees were used for detection of putative positively selected amino acid sites by the Codeml program implemented in the PAML package. Mean hydrophobicity profile analysis was performed with representative amino acid sequences for both Rhododendron and Machilus species by the Bioedit program. The computer program SplitTester was used to examine whether CPsHSPs of Rhododendron lineages and duplicate copies of the Machilus CPsHSPs have evolved functional divergence based on the hydrophobicity distance matrix. KEY RESULTS: Only one copy of the CPsHSP was found in Rhododendron. However, a higher evolutionary rate of amino acid substitutions in the Hymenanthes lineage of Rhododendron was inferred. Two positively selected amino acid sites may have resulted in higher hydrophobicity in the region of the alpha-crystallin domain (ACD) of the CPsHSP. By contrast, the basal angiosperm, Machilus, possessed duplicate copies of the CPsHSP, which also differed in their evolutionary rates of amino acid substitutions. However, no apparent relationship of ecological relevance toward the positively selected amino acid sites was found in Machilus. CONCLUSIONS: Divergent evolution was found for both Rhododendron lineages and the paralogues of CPsHSP in Machilus that were directed to the shift in hydrophobicity in the ACD and/or methionine-rich region, which might have played important roles in molecular chaperone activity.     

Taxonomic value of seed characters in the Erica tetralix L. group (Ericaceae)

A study of the seed morphology of Erica tetralix and the related species E. mackaiana and E. andevalensis was performed to evaluate the taxonomic importance of seed characters. Size and shape of seeds and surface cells were studied, and area, perimeter, main axis lengths, elongation and sinuosity were measured. Levels of intraspecific variation were considered by means of nested analysis of variance. The study of the intraspecific variation of the characters shows significant differences for lower levels, higher than variations between species for most characters. Levels of variation must be based upon the numerical analysis of seed characters for a correct approach to determining systematic value. E. mackaiana and E. andevalensis group together versus E. tetralix for sinuosity of testa cells. This is a good taxonomic character because it shows significant differences between species and no significant differences between populations. E. tetralix has strongly undulated testa cells while E. mackaiana and E. andevalensis have slightly undulated or curved testa cells. These two species can be discriminated by size of the seed, with seeds of 0.37-0.38 mm for E. andevalensis and 0.4 - 0.45 mm for E. mackaiana. Similarities are found in seed morphology for E. mackaiana and E. andevalensis, but we nevertheless consider the species status for the three taxa as the most natural taxonomic assignment. A key to the species is provided.     

Taxonomic revision of Rhododendron mariae (Ericaceae) and related taxa

Based on a literature survey and a field trip with specimen examination, statistical analysis including principal components analysis (PCA) on morphological characters have been carried out on Rhododendron mariae and related taxa. Cluster analysis and PCA showed three independent groups, which corresponded to three species except R. loniceriflorum . As a consequence, nine taxa are reduced to synonyms of R. mariae , and two new combinations, viz R. mariae subsp. microphyton , and R. mariae subsp. flumineum are made. Rhododendron microphyton var. trichanthum is reduced to a synonym of R. mariae subsp. microphyton , and R. malipoense to a synonym of R. mariae subsp. flumineum . Three names are synonymized and a new combination, viz R. chryocalyx subsp. meridionale , is proposed within R. chryocalyx . The third entity, R. naamkwanense , has got two new synonyms. Rhododendron loniceriflorum , with whitish pubescence on the inner corolla surface, is recognized as the fourth distinct species. Each entity is illustrated with line drawings for identification.