Jette T. Knudsen

Floral scents—a checklist of volatile compounds isolated by head-space techniques

Abstract A checklist is presented of floral scent compounds retrieved by head-space techniques and separated and identified mainly by gas chromatography and mass spectrometry. The checklist is based on reports presented in 118 original articles between the years 1966 and 1992. The emphasis in our discussion is on comparison of identified chemical substances as a basis for studies of pollination attractants. Isolation techniques, systematic implications of floral scents and structure-activity relationships are briefly discussed. In all over 700 identified compounds are listed from 441 taxa in 174 genera in 60 families of plants. They mainly represent fatty acid derivatives, benzenoids, phenylpropanoids, isoprenoids, nitrogen- and sulphur-containing compounds.

Diversity and Distribution of Floral Scent

A list of 1719 chemical compounds identified from headspace samples of floral scent is presented. The list has been compiled from some 270 published papers, including analyses of 991 species of flowering plants and a few gymnosperms, a sample including seed plants from 90 families and 38 orders. The compounds belong to seven major compound classes, of which the aliphatics, the benzenoids and phenylpropanoids, and, among the terpenes, the mono- and sesquiterpenes, occur in most orders of seeds plants. C5-branched compounds, irregular terpenes, nitrogen-containing compounds, and a class of miscellaneous cyclic compounds have been recorded in about two-thirds of the orders. Sulfur-containing compounds occur in a third of the orders, whereas diterpenes have been reported from three orders only. The most common single compounds in floral scent are the monoterpenes limonene, (E)-β-ocimene, myrcene, linalool, α- and β-pinene, and the benzenoids benzaldehyde, methyl 2-hydroxybenzoate (methyl salicylate), benzyl alcohol, and 2-phenyl ethanol, which occur in 54–71% of the families investigated so far. The sesquiterpene caryophyllene and the irregular terpene 6-methyl-5-hepten-2-one are also common and occur in more than 50% of the families. Orchidaceae are by far the best investigated family, followed by several families known to have many species with strongly scented flowers, such as Araceae, Arecaceae, Magnoliaceae, and Rosaceae. However, the majority of angiosperm families are still poorly investigated. Relationships between floral scent and pollination, chemistry, evolution, and phylogeny are briefly discussed. It is concluded that floral scent chemistry is of little use for phylogenetic estimates above the genus level, whereas the distribution and combinations of floral scent compounds at species and subspecific levels is a promising field of investigation for the understanding of adaptations and evolutionary processes in angiosperms.

Long-distance pollen flow assessment through evaluation of pollinator foraging range suggests transgene escape distances

Foraging range, an important component of bee ecology, is of considerable interest for insect-pollinated plants because it determines the potential for outcrossing among individuals. However, long-distance pollen flow is difficult to assess, especially when the plant also relies on self-pollination. Pollen movement can be estimated indirectly through population genetic data, but complementary data on pollinator flight distances is necessary to validate such estimates. By using radio-tracking of cowpea pollinator return flights, we found that carpenter bees visiting cowpea flowers can forage up to 6 km from their nest. Foraging distances were found to be shorter than the maximum flight range, especially under adverse weather conditions or poor reward levels. From complete flight records in which bees visited wild and domesticated populations, we conclude that bees can mediate gene flow and, in some instances, allow transgene (genetically engineered material) escape over several kilometers. However, most between-flower flights occur within plant patches, while very few occur between plant patches.

Variation in floral scent composition within and between populations of Geonoma macrostachys (Arecaceae) in the western Amazon.

In geonomoid palms floral scent is both an important pollinator attractant and an important factor in reproductive isolation. However, little is known about intraspecific variation in floral scent composition in these as well as in other plants. In this study the level of variation in floral scent composition found within and among five populations of Geonoma macrostachys var. macrostachys in the western Amazon is documented. Floral scent samples were collected using head-space adsorption and were analyzed by gas chromatography-mass spectrometry. Most of the 108 compounds recorded were of isoprenoid origin, but only 28 of the compounds were found in all 62 samples analyzed. No differentiation was found between the studied populations, confirming that G. macrostachys var. macrostachys is outbreeding and indicating that the individual populations are part of a metapopulation linked by sufficient gene flow to avoid local differentiation. However, a negative correlation between distance and similarity of floral scent chemistry indicates a case of clinal variation within the distribution area of G. macrostachys. Male euglossine bees are infrequent visitors to G. macrostachys, while other groups of insects are abundant. However, the level of variation and the chemical composition lend support to a suggested importance of male euglossine bees in long-distance pollen flow in G. macrostachys. Other insect groups are probably important in securing pollination of most flowers with pollen from nearby sources.

Floral scent chemistry and pollination ecology in phytelephantoid palms (Arecaceae).

The subfamilyPhytelephantoideae comprises three genera (Ammandra, Aphandra, andPhytelephas) and seven species of dioecious palms. The floral scents ofAmmandra dasyneura, A. decasperma, Aphandra natalia, Phytelephas aequatorialis, P. macrocarpa, andP. seemannii were analyzed by gas chromatography-mass spectrometry. We studied the pollination biology ofA. natalia, P. aequatorialis, andP. macrocarpa, and tested how the synthetically produced main constituents of the floral scents ofAphandra andPhytelephas attracted insects in two natural populations ofPhytelephas. The genera are distinct in terms of floral scents.Ammandra has sesquiterpenes,Aphandra (+)-2-methoxy-3-sec-butylpyrazine, andPhytelephas p-methyl anisol. These constituents dominated the scents quantitatively and qualitatively. The similarity between scents of male and female inflorescences was 76.5% inAmmandra, 84.2% inAphandra, and >99% inPhytelephas. Different species ofAleocharinae (Staphylinidae) pollinateAphandra natalia andPhytelephas species and reproduce in their male inflorescences.Derelomini (Curculinoidae) andMystrops (Nitidulidae) only visit and pollinatePhytelephas in which male inflorescences they reproduce. A species ofBaridinae (Curculionidae) only visits and pollinatesAphandra natalia, and reproduces in its female inflorescence. The apparent reliance on one or a few floral scent constituents as attractants and few and specific pollinators may indicate co-evolution. Sympatric species ofPhytelephantoideae have different scents. We suggest that species with similar scents have allopatric distributions due to the absence of a pollinator isolation mechanism.

SuperScent—a database of flavors and scents

Volatiles are efficient mediators of chemical communication acting universally as attractant, repellent or warning signal in all kingdoms of life. Beside this broad impact volatiles have in nature, scents are also widely used in pharmaceutical, food and cosmetic industries, so the identification of new scents is of great industrial interest. Despite this importance as well as the vast number and diversity of volatile compounds, there is currently no comprehensive public database providing information on structure and chemical classification of volatiles. Therefore, the database SuperScent was established to supply users with detailed information on the variety of odor components. The version of the database presented here comprises the 2D/3D structures of approximately 2100 volatiles and around 9200 synonyms as well as physicochemical properties, commercial availability and references. The volatiles are classified according to their origin, functionality and odorant groups. The information was extracted from the literature and web resources. SuperScent offers several search options, e.g. name, Pubchem ID number, species, functional groups, or molecular weight. SuperScent is available online at: http://bioinformatics.charite.de/superscent.

Floral scent in dioeciousSalix (Salicaceae)—a cue determining the pollination system?

Floral scents of male and female inflorescences of three dioeciousSalix species were collected by head-space adsorption, and analysed by GC-MS. InSalix caprea andS. cinerea 1,4-dimethoxy benzene was the main compound, and male and female scents showed a high degree of resemblance. No dominant compound was found inS. repens and malefemale scent similarity was low. Floral scent inSalix is likely a strong orientation cue, guiding pollinators between male and female plants ensuring pollen transfer and pollination. We suggest that a high degree of male-female floral scent resemblance is coupled to a high degree of insect pollination. Floral scent does not promote reproductive isolation betweenS. caprea andS. cinerea.

Floral scent and intrafloral scent differentiation in Moneses and Pyrola (Pyrolaceae)

Floral scent was collected by headspace methods from intact flowers, petals, and stamens of four species ofPyrolaceae. The scent samples were analyzed by coupled gas chromatography-mass spectrometry (GC-MS). The floral scent inPyrola spp. is differentiated into a characteristic petal scent—phenyl propanoids and a characteristic stamen scent—methoxy benzenes. InMoneses the scent is characterized by isoprenoids and benzenoids, with a larger proportion of benzenoids in the stamens compared to the petals. Specific anther scents may promote foraging efficiency in buzz-pollinated species and enhance flower fidelity. Variation in floral scent composition is consistent with the taxonomic relationships among the genera and species examined.

Floral scent in generalistic Angelica (Apiaceae)—an adaptive character?

Abstract The floral scent of three taxa of Angelica was dominated by monoterpenes and benzenoids. Scent of A. archangelica ssp. litoralis and A. silvestris both contain considerable amounts of α-pinene and 2-hydroxybenzaldehyde, the former also having linalool and the latter myrcene and limonene in large amounts. In the scent of A. archangelica ssp. archangelica cis- and trans -β-ocimene are dominating. There is a considerable within species variation in these, and other compounds. The pattern of scent compounds found in Angelica is general in some aspects and more specific in others. The volatile compounds found in Angelica are found also in many other flowering plants showing various degrees of specialization in pollination biology. The chemical composition of the floral scent of the three taxa of Angelica conforms with the current delimitation of the taxa.

Scent profiles of flower colour morphs of Corydalis cava (Fumariaceae) in relation to foraging behaviour of bumblebee queens (Bombus terrestris)

Abstract In general, pollinating insects are discriminatory to flower scent and colour. The perennial forest herb Corydalis cava (Fumariaceae) has either red-magenta or white-flowered individuals. We examined if the different flower colour morphs had different scent profile (headspace-technique, Gas Chromatography-Mass Spectrometry), and if pollinating bumblebees discriminated between colours. Twenty-seven compounds, including monoterpenes, benzenoids, phenylpropanoids and nitrogen-containing compounds were present in the scent samples. Scent profile varied a lot between individual plants regardless of flower colour. The foraging choice from red to either red or white was random. The foraging route, white-white, was, however, chosen much more frequently than one should expect by chance alone. However, number of flowers per inflorescence and fecundity did not differ between colour morphs.