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.     

Chemosystematic evaluation of Aloe section Pictae (Asphodelaceae)

The chemosystematic value of UV-absorbing leaf constituents was considered in previously uncharacterised representatives of Aloe section Pictae, the problematic maculate species complex. Comparative data indicate that the anthrone C-glycoside, 6′-malonylnataloin (7-hydroxychrysaloin 6′-O-malonate) is typical of maculate species in East Africa, but is unconvincing as a synapomorphy for section Pictae. A naphthalene derivative found widely in Aloe, plicataloside, was detected in Aloe greatheadii. Biogeographical trends were observed in the occurrence of the flavonoids isoorientin (luteolin-6-C-glucoside) and isovitexin (apigenin 6-C-glucoside). Isoorientin is a common constituent of tropical and sub-tropical species of Aloe, whereas isovitexin is restricted to a few southern African species. Isoorientin and isovitexin co-occur in the southern African maculate species Aloe parvibracteata, and the disjunct West African maculate species, Aloe macrocarpa. This is the first report of isoorientin and isovitexin in maculate species of Aloe; the presence of flavonoids in section Pictae is of taxonomic interest.     

Current perspectives on the economic botany of the genus Aloe L. (Xanthorrhoeaceae)

Aloe L. (Xanthorrhoeaceae) is a genus of over 500 species found on the African continent, Arabian Peninsula, Madagascar and eastern Indian Ocean Islands. It is valued by people at many economic scales but verifiable data, with which to quantify the role of Aloe in local livelihoods and commercial trade, are scarce. For a speciose genus of appreciable ethnological value, few taxa have been known in formal and international trade. Leaf mesophyll and exudate from certain Aloe species support sizeable commercial industries that differ markedly in geographical focus, supply chain and taxa used. Leaf mesophyll is primarily sourced from plantations of the well-known A. vera in Mexico, the United States and parts of South America, and is generally used in products made in the same region. By contrast, leaf exudate is principally wild-harvested from A. ferox in South Africa and A. secundiflora in Kenya for export to Europe and Asia. To a much lesser extent, Aloe spp. are used commercially in foods and to produce honey. It is unclear to what degree Aloe spp. are traded as medicinal plants for traditional use throughout their range. Their popularity in horticulture as decorative and/or collectable ornamentals sustains a considerable international trade. Besides habitat loss, wild populations of many species of Aloe are threatened by exploitation for the succulent plant trade and a few species by over-utilisation for natural products, making rare, endemic and utility taxa an obvious priority for conservation. With the exception of Aloe vera, all species of Aloe are protected by the Convention on International Trade in Endangered Species (CITES). There is, nevertheless, considerable potential for commercially-valuable species of Aloe to be employed for rural development and poverty alleviation. The success of the expanded Aloe-based industries will depend on sustainable harvesting and other practices compliant with the Convention on Biological Diversity.     

The occurrence and taxonomic distribution of the anthrones aloin, aloinoside and microdontin in Aloe

A chemotaxonomic survey of 380 species of Aloe indicated the presence of the anthrone isomers aloin A and B together with the aloinoside isomers and microdontin A and B in 36 (10%) species of Aloe. This group, referred to as the microdontin chemotype, is thus characterised by a combination of exudate compounds and not merely a single phytochemical marker, implying taxonomic significance of leaf exudate compounds. The 36 representatives of the group occupy disparate taxonomic positions in the largely artificial hierarchy of the present classification system. Although many of the species have previously been considered as related (based on macromorphology only), a large number of species have not been associated with one another before. The chemical profiles and leaf exudate compositions of the species are presented, followed by a brief summary of the morphological diversity. Whilst conceding the possibility of convergent evolution, the geographical distribution of the species and thoughts on possible relationships between the taxa are discussed.     

Comparative study of antioxidant properties of extracts of various <Emphasis Type="Italic">Aloe</Emphasis> species

Nowadays, a search for sources of the most biologically active antioxidant compounds among various herbs is an urgent problem. In this connection, several succulent plants from the Aloe genus are of special interest, because their preparations are widely used in domestic medicine. In this study, we measured the antioxidant activity (AOA) of an alcoholic extract of leaves of 15 Aloe species by amperometric and chemiluminescent methods and performed a comparative analysis of the results. We observed a considerable difference between the AOA values for the several Aloe species and explained this fact. The most active antioxidant among the samples proved to be the A. pillansii representative of the Aloe genus. Both methods demonstrated that the extracts from leaves of this Aloe species exhibited the high AOA. The A. broomii and A. spinosissima also had rather high AOA along with the A. pillansii and A. arborescens. The newly discovered Aloe species could be as promising a source of biologically active compounds as the traditionally used A. arborescens and A. vera.     

The uses of Kenyan aloes: an analysis of implications for names,distribution and conservation

Background

The genus Aloe is renowned for its medicinal and cosmetic properties and long history of use. Sixty-three Aloe species occur in Kenya, of which around 50 % are endemic. Several species of aloes are threatened with extinction and knowledge about their use is of major importance for sound conservation strategies. The main aims of this study were to assess the biocultural value of Aloe in Kenya by documenting local uses of aloes and evaluating how the vernacular names reflect the relative importance in different ethnic groups.

Methods

Ethnobotanical and ethnotaxonomical data were collected using field observations and semi-structured interviews. Information was collected by interviewing 63 respondents from nine different ethnic groups, representing different ages, gender and occupations. Statistical analyses were performed using R version 3.1.2.

Results

A total of 19 species of Aloe were found in the study area, of which 16 were used. On the generic level Aloe was easily distinguished. At species level, the local and scientific delimitation were almost identical for frequently used taxa. Aloe secundiflora, with 57 unique use records was the most important species. The two most frequently mentioned Aloe treatments, were malaria and poultry diseases. In our study area neither age nor gender had a significant influence on the level of knowledge of Aloe use. Finally, no correlation was found between extent of use and people’s perception of decrease in local aloe populations. The aloes are highly appreciated and are therefore propagated and transported over large areas when people relocate.

Conclusion

Biocultural value is reflected in the ethnotaxonomy of Aloe in Kenya. Different ethnic groups recognise their most-valued Aloe at the genus level as “the aloe” and add explanatory names for the other species, such as the “spotted aloe” and the “one-legged aloe”. Widespread species of Aloe have the highest number of uses. There is no obvious correlation with high use and decrease in abundance of aloes locally, and we found no compelling evidence for local uses causing devastating damage to populations of the 19 species in use, whereas habitat loss and commercial harvesting appear to be of urgent concern for these important plants.

     

New prenylflavanoids from marshallia grandiflora

The investigation of Marshallia grandiflora afforded four new flavanoids, their structures being elucidated by spectroscopic methods. This type of compound is rare in Compositae and similar compounds have only been isolated from species of the tribe Heliantheae and Inuleae. The chemotaxonomic situation is discussed briefly.     

Chemical constituents from Ligustrum robustum Bl

Ligustrum robustum Bl. (syn. Ligustrum purpurascens Y. C. Yang), a species growing in the southwest of China is used as traditional Chinese tea named Ku-Ding-Cha. 16 compounds (1–16) were isolated from the species L. robustum in present investigation and seven of them (1, 2, 11–14, 16) were firstly reported from this species, compound 14 was firstly reported from the genus Ligustrum and the family Oleaceae. The chemotaxonomic significance of these compounds were summarized.     

Veronica: Chemical characters for the support of phylogenetic relationships based on nuclear ribosomal and plastid DNA sequence data

Molecular phylogenetic analyses have revealed many relationships in Veronica (Plantaginaceae) never anticipated before. However, phytochemical characters show good congruence with DNA-based analyses. We have analysed a combined data set of 49 species and subspecies derived from the nuclear ribosomal ITS-region (18 new sequences) and the plastid trnL-F region (12 new sequences) of Veronica emphasizing subgenera Chamaedrys and Pocilla and separate analyses of subgenera Pentasepalae (ITS only) and Pseudolysimachium. Results for subgenus Chamaedrys show that European and Asian perennial species are monophyletic sister groups with the annual species consecutive sisters to them. All species of Veronica that contain cornoside are found in this subgenus, although some species seem to have secondarily lost the ability to produce this compound. Subgenera Pocilla and Pentasepalae are well supported sister groups characterized by the occurrence of 8-hydroxyflavones. The traditional subsection Biloba of subgenus Pocilla is biphyletic with Veronica intercedens being clearly separate from the rest of the group. This result is mirrored by the unusual phytochemical arsenal of V. intercedens, which is the only species in the genus analysed to date to contain melittoside and globularifolin. Subgenus Pentasepalae appears to be a clade of diverse lineages from southwestern Asia and a single European clade. Species shown to have 6-hydroxyflavones do not form a monophyletic group. Subgenus Pseudolysimachium seems to have originated in Eastern Asia. 6-Hydroxyflavones acylated with phenolic acids are common in this subgenus but may have originated only later in the evolution of the group. Possible chemotaxonomic markers for other groups are discussed.     

Comparative flavonoid glycoside biochemistry as a chemotaxonomic tool in the subdivision of the classical ‘genus’ Lycopodium

A wide variety of novel flavone 5-O-glucosides has been isolated from Lycopodium scariosum. The predominance of tricin derivatives in this species is not in accord with earlier proposed chemotaxonomic definitions of the sub-groups within the classical genus Lycopodium L. cernuum is the first lycopod found to contain flavone C-glycosides and its suggested taxonomic separation from other members of the group is thus substantiated. Flavonoid glycosides appear to offer more definitive chemotaxonomic characters than do the previously used aglycones and modification of the chemical definitions of the sub-groups in these terms is necessary.     

Modeling impacts of climate change on the potential distribution of three endemic Aloe species critically endangered in East Africa

Climate change has had a significant impact on natural ecosystems and endemic species around the world and substantial impacts are expected in the future. As a result, knowing how climate change affects endemic species can help in putting forward the necessary conservation efforts. The use of niche modeling to predict changes in species distributions under different climate change scenarios is becoming a hot topic in biological conservation. This study aimed to use the global circulation model (CMIP5) to model the current distribution of suitable habitat for three critically endangered Aloe species endemic to Kenya and Tanzania in order to determine the impact of climate change on their suitable habitat in the years 2050 and 2070. We used two representative concentration pathways scenarios (RCP4.5 and RCP8.5) to project the contraction of suitable habitats for Aloe ballyi Reynolds, A. classenii Reynolds, and A. penduliflora Baker. Precipitation, temperature and environmental variables (Potential evapotranspiration, land cover, soil sedimentary and solar radiation) have had a significant impact on the current distribution of all the three species. Although suitable habitat expansion and contraction are predicted for all the species, loss of original suitable habitat is expected to be extensive. Climate change is expected to devastate >44% and 34% of the original habitats of A. ballyi and A. classenii respectively. Based on our findings, we propose that areas predicted to contract due to climate change should be designated as key protection zones for Aloe species conservation.     

Volatile constituents as complementary tools to characterize seven sardinian Genista species

The aroma fingerprints of seven endemic Sardinian populations of Genista species (Genista bocchierii, Genista arbusensis, Genista cadasonensis, Genista corsica, Genista morisii, Genista pichisermolliana, Genista sulcitana) were defined for the first time in order to investigate the relationship between their chemotaxonomic classification and discriminating volatiles. It is the first time that the inter-species compositional variations of non-terpenoidic constituents and target volatiles such as linalool, limonene, 2,6-nonadienal, 2-pentylfuran, (E)-2-(2-pentenyl)-furan, ß-caryophyllene and caryophyllene oxide were related by Principal Components Analysis to the actual chemotaxonomic classification of the selected Sardinian Genista species. Although they are not considered marketable aromatic plants, these original results have shown the potential role of volatiles not only as new further important chemotaxonomic markers of Genista species, but also as potential ecological factors in the chemodiversity of some endemic Mediterranean Genista or, more in general, in vegetation changes and reforestation processes.     

Documented Utility and Biocultural Value of <Emphasis Type="Italic">Aloe</Emphasis> L. (Asphodelaceae): A Review

Documented Utility and Biocultural Value of Aloe L. (Asphodelaceae): A Review. The genus Aloe L. (Asphodelaceae) comprises 548 accepted species, of which at least one-third are documented as having some utilitarian value. The group is of conservation concern due to habitat loss and being extensively collected from the wild for horticulture and natural products. Cultural value is increasingly important in the effective conservation of biodiversity. The present study evaluated the biocultural value of the known uses of Aloe, excluding the domesticated and commercially cultivated A. vera. Over 1,400 use records representing 173 species were collated from the literature and through personal observation; this paper presents a synopsis of uses in each of 11 use categories. Medicinal uses of Aloe were described by 74% of the use records, followed by social and environmental uses (both 5%). Species yielding natural products, notably A. ferox and A. perryi, were most frequently cited in the literature. Consensus ratios indicate that the most valued uses of Aloe are in medicine and pest control against arthropods and other invertebrates.     

In vitro plant regeneration, secondary metabolite production and antioxidant activity of micropropagated Aloe arborescens Mill

Aloe species are highly-prized for their ornamental value and have been utilized for centuries in traditional medicine. Due to their habitat loss and exploitation for medicinal and ornamental plant trade, many species in this genus have become threatened. One of the most important globally rated medicinal species in Aloe genus is A. arborescens. The current study evaluated the roles of different aromatic cytokinin types and concentrations on direct organogenesis, in vitro bioactive secondary metabolite production and antioxidant activity of regenerated shoots of A. arborescens. There was an increase in the number of adventitious shoots produced per explant with an increase in concentration in cultures treated with meta-topolin (mT), meta-topolin riboside (mTR), meta-methoxytopolin (MemT) and benzyladenine riboside (BAR), reaching an optimum at either 5.0 or 7.5???M. Overall, the treatment with 5.0???M mT gave the largest number of transplantable shoots (regenerated shoots with length greater than 10?mm). Rooted shoots were successfully acclimatized after 8?weeks with a survival frequency above 90?% and no observable morphological abnormalities. Variable amounts of total iridoids, phenolics, flavonoids and condensed tannins were detected in regenerated shoots from all the cytokinin treatments. An increased free-radical scavenging activity with an increase in concentration was recorded in regenerated shoots from mT and mTR treatments, reaching an optimum at 7.5???M concentration. The present study shows that the choice of cytokinin type and concentration exogenously supplied during tissue culture markedly influences not only shoot proliferation but also the in vitro production of bioactive secondary metabolites.     

Sexuality Generates Diversity in the Aflatoxin Gene Cluster: Evidence on a Global Scale

Aflatoxins are produced by Aspergillus flavus and A. parasiticus in oil-rich seed and grain crops and are a serious problem in agriculture, with aflatoxin B₁ being the most carcinogenic natural compound known. Sexual reproduction in these species occurs between individuals belonging to different vegetative compatibility groups (VCGs). We examined natural genetic variation in 758 isolates of A. flavus, A. parasiticus and A. minisclerotigenes sampled from single peanut fields in the United States (Georgia), Africa (Benin), Argentina (Córdoba), Australia (Queensland) and India (Karnataka). Analysis of DNA sequence variation across multiple intergenic regions in the aflatoxin gene clusters of A. flavus, A. parasiticus and A. minisclerotigenes revealed significant linkage disequilibrium (LD) organized into distinct blocks that are conserved across different localities, suggesting that genetic recombination is nonrandom and a global occurrence. To assess the contributions of asexual and sexual reproduction to fixation and maintenance of toxin chemotype diversity in populations from each locality/species, we tested the null hypothesis of an equal number of MAT1-1 and MAT1-2 mating-type individuals, which is indicative of a sexually recombining population. All samples were clone-corrected using multi-locus sequence typing which associates closely with VCG. For both A. flavus and A. parasiticus, when the proportions of MAT1-1 and MAT1-2 were significantly different, there was more extensive LD in the aflatoxin cluster and populations were fixed for specific toxin chemotype classes, either the non-aflatoxigenic class in A. flavus or the B₁-dominant and G₁-dominant classes in A. parasiticus. A mating type ratio close to 1∶1 in A. flavus, A. parasiticus and A. minisclerotigenes was associated with higher recombination rates in the aflatoxin cluster and less pronounced chemotype differences in populations. This work shows that the reproductive nature of the population (more sexual versus more asexual) is predictive of aflatoxin chemotype diversity in these agriculturally important fungi.     

Neue germacren-derivate aus Senecio-arten

From the succulent Senecio species, S. cylindricus, eight new germacrene derivatives were isolated, while S. erosus afforded two new furanoeremophilones. Six further species only contain known compounds. The chemotaxonomic importance of these findings are briefly discussed.     

A-, B- and C-type prymnesins are clade specific compounds and chemotaxonomic markers in Prymnesium parvum

Harmful blooms formed by planktonic microalgae (HABs) in both freshwater and coastal waters regularly lead to severe mortalities of fish and invertebrates causing substantial economic losses of marine products worldwide. The mixotrophic haptophyte Prymnesium parvum is one of the most important microalgae associated with fish kills. Here 26 strains of P. parvum with a wide geographical distribution were screened for the production of prymnesins, the suspected causative allelochemical toxins. All investigated strains produced prymnesins, indicating that the toxins play an important role for the organism. The prymnesins can be classified into three types based on the length of the carbon backbone of the compound and each algal strain produced only one of these types. Biogeographical mapping of the prymnesin distribution indicated a global distribution of each type. In addition, phylogenetic analyses based on internal transcribed spacer (ITS) sequences revealed monophyletic origin of all prymnesin types and clades could therefore be defined based on the toxic compound. It might be that evolution of new species within the P. parvum species complex is driven by changes in toxin type or that they are a result of it. Such a correlation between chemotype and phylotype has never been documented before for a harmful microalga. Chemotaxonomy and ITS-type classification may thus be used to further delimit the P. parvum species complex.     

Chemical variation in the leaf essential oil of Melaleuca quinquenervia (Cav.) S.T. Blake

An examination of the leaf oils of Melaleuca quinquenervia over its geographical range in Australia and Papua New Guinea has shown wide variation in chemical composition but only two major chemotypes. Chemotype 1 is comprised of E-nerolidol (74–95%) and linalool (14–30%) and is found from Sydney, north along the east coast of Australia to Selection Flat, New South Wales, with an isolated occurrence near Maryborough, Queensland. Two divisions occur in this chemotype which are based on the presence or absence of significant proportions of linalool (14–40%). Chemotype 2 contains 1,8-cineole (10–75%), viridiflorol (13–66%), α-terpineol (0.5–14%) and β-caryophyllene (0.5–28%) in varying proportions and order of dominance in the oils. It is found throughout the distribution of the species, from Sydney to Papua New Guinea and New Caledonia. Within chemotype 2 there appears to be a continuous spread of oil composition without formation of any further discrete divisions as in chemotype 1.Analyses have shown that M. quinquenervia trees that occur at latitudes south of 25°S have high oil yields (1–3% w/w%, fresh leaves) and comprise chemotypes 1 and 2. North of 25°S, however, chemotype 1 does not occur and oil yields amongst the Australian populations are uniformly low (0.1–0.2%).     

Identification of NephrotoxicPenicillium Species from Cereal Grains

A system is described for identifying grain-inhabiting nephrotoxicPenicillium spp. based on their colony characters on Czapek yeast extract agar, yeast extract sucrose agar, and malt extract agar media, and their secondary metabolite profiles on thin layer chromatography plates. Using this system, the identity of 11Penicillium species, or their chemotypes, producing nephrotoxic metabolites could be confirmed. The species areP. verrucosum chemotype I, P.verrucosum chemotype II,P. expansum, P. citrinum, P. aurantiogriseum, P. freii, P. tricolor, P. polonicum, P. viridicatum, P. cyclopium, and P. melanoconldlum. Other non-nephrotoxicPenicillium species present on stored grains were separated from nephrotoxic species by their colony characters and metabolite profiles.     

Cuticular wax variation in the tomato (Solanum lycopersicum L.), related wild species and their interspecific hybrids

The tomato (Solanum lycopersicum L.) is one of the world's most important vegetable crop species. Among the many tomato accessions available, only a few are tolerant to abiotic stresses, which are responsible for the majority of the crop losses worldwide. Wild tomato species are then secondary gene pool in the breeding of more resistant tomato cultivars. In the current study, the composition of leaf cuticular waxes from fourteen tomato accessions, including S. lycopersicum, Solanum pennellii, Solanum pimpinellifolium, and their interspecific hybrids was studied in order to select the most adequate chemotaxonomic markers. Total cuticular wax load of S. pennellii plants was much higher than in the other plant species. Hydrocarbons were usually the most abundant wax components, followed by minor quantities of triterpenes and other compounds. Interspecific hybrids showed intermediate wax characteristics. The amount and composition of surface waxes were not correlated with the abiotic stress tolerance in S. lycopersicum. The composition of the hydrocarbon fraction was the least variable both within a single accession and between all the plants studied. Based on the results, cuticular hydrocarbons are proposed as potential chemotaxonomic markers in the classification of tomato and related species.