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Biomedical subjects

T Eisner

Publications and source records attributed to T Eisner.

At least 91 records · Page 5Linked to original sources

Spider leg autotomy induced by prey venom injection: An adaptive response to "pain"?

Field observations showed orb-weaving spiders (Argiope spp.) to undergo leg autotomy if they are stung in a leg by venomous insect prey (Phymata fasciata). The response occurs within seconds, before the venom can take lethal action by spread to the body of the spiders. Autotomy is induced also by honeybee venom and wasp venom, as well as by several venom components (serotonin, histamine, phospholipase A(2), melittin) known to be responsible for the pain characteristically elicited by venom injection in humans. The sensing mechanism by which spiders detect injected harmful chemicals such as venoms therefore may be fundamentally similar to the one in humans that is coupled with the perception of pain.

Journal Article↗

Leaf folding in a sensitive plant: A defensive thorn-exposure mechanism?

Quantitative photographic evidence is presented indicating that in the sensitive plant Schrankia microphylla the leaf-folding response that accompanies the sensitive reaction results in a pronounced increase in thorn exposure. It is argued that in sensitive plants that are thorny, including other species of Schrankia, as well as Mimosa pudica, the plant in which the sensitive reaction is traditionally demonstrated, leaf folding may be a defensive adaptation.

Journal Article↗

Brasilenyne and cis-dihydrorhodophytin: Antifeedant medium-ring haloethers from a sea hare (Aplysia brasiliana).

Two straight-chain C(15) fish antifeedants have been isolated from the sea hare Aplysia brasiliana. Chemical, spectral, and x-ray diffraction studies led to the characterization of these medium-ring ethers as brasilenyne (2) and cis-dihydrorhodophytin (3). The oxonin ring system of 2 is novel in nature. Biosynthetic considerations permit the postulation that a third compound, a noncrystalline congener of these compounds, is cis-isodihydrohodophytin (4).

Journal Article↗

Lucibufagins: Defensive steroids from the fireflies Photinus ignitus and P. marginellus (Coleoptera: Lampyridae).

Feeding tests with thrushes (Hylocichla spp.) led to the isolation of three novel steroid pyrones from fireflies (Photinus ignitus and P. marginellus) responsible, in part at least, for the unpalatability of these insects to the birds. The term lucibufagin is coined for these steroidal pyrones. The closest known relatives of lucibufagins are the familiar cardiotonic bufadienolides, found in certain toads and plants.

Journal Article↗

Benzoyl cyanide in the defensive secretion of polydesmoid millipeds.

A novel cyanogenetic compound benzoyl cyanide, was isolated from the defensive secretion of 3 polydesmoid millipeds (Pseudopolydesmus seratus, Apheloria corrugata and A. trimaculata). The secretion of the 3 species also contains mandelonitrile and benzaldehyde, and that of P. serratus contains mandelonitrile benzoate, benzoic acid, isovaleric acid, myristic acid and stearic acid.

Animals↗

Characterization and synthesis of volatile compounds from the defensive secretions of some "daddy longlets" (Arachnida: Opiliones: Leiobunum spp.).

Analyses of the chief volatile constituents of the defensive secretions of three oplionids were carried out. Leiobunum nigripalpi produces three closely related C7 compounds: E-4-methyl-4-hexen-3-one(I), 4-methylhexan-3-one(II), and 4-methylhexan-3-ol(III), along with E-4-methyl-4-hepten-3-one(IV), E,E-2,4-dimethylhexa-2,4-dienal(IX), and a minor, unidentified component. L. leiopenis secretion contains E-4-methyl-4-hepten-3-one(IV), 4-methylheptan-3-one(V), E,E-2,4-dimethylhexa-2,4-dien-1-ol(VII), and E,E-2,4-dimethylhepta-2,4-dien-1-ol(VIII). L. calcar yields chiefly E-4,6-dimethyl-6-octen-3-one(VI) and E,E-2,4-dimethylhexa-2,4-dien-1-ol(VII). Six of these compounds are new natural products. The structures of these compounds, which can be regarded either as polyketide-derived or as modified isoprenoids, raise interesting biosynthetic questions.

Alcohols↗

New methylcyclopentanoid terpenes from the larval defensive secretion of a chrysomelid beetle (Plagiodera versicolora).

The defensive secretion of larvae of the chrysomelid beetle Plagiodera versicolora contains two unstable, volatile methylcyclopentanoid terpenes: a dialdehyde (chrysomelidial) isomeric with dolichodial and anisomorphal, and a closely related enol lactone (plagiolactone). Chrysomelidial and plagiolactone are shown to have structures III and IV on the basis of a detailed analysis of their spectra, coupled with chemical transformations to products of known structure.

Animals↗

Ploy and counterploy in predator-prey interactions: Orb-weaving spiders versus bombardier beetles.

Bombardier beetles (Brachinus spp.) offered to orb-weaving spiders are either captured or lost, depending on the attack strategy of the spider. Nephila clavipes grasps a beetle directly and attempts to bite it outright, but is repelled by the beetle's defensive spray. As the spider recovers from the spray, the beetle makes its escape from the web. Argiope first imprisons the beetle by wrapping it delicately in silk, without causing it to spray. When the spider then proceeds to bite, the wrapping protects it against the full effects of the spray. The wrapping strategy may be generally effective against chemically protected insects, and it is suggested that this may be one of its principal adaptive justifications.

Journal Article↗

Polyzonimine: A novel terpenoid insect repellent produced by a milliped.

A nitrogen-containing terpene 6,6-dimethyl-2-azaspiro[4.4]non-1-ene (polyzonimine) was isolated from the defensive secretion of the milliped Polyzonium rosalbum. Polyzonimine, which is repellent to such natural enemies of the milliped as ants, acts as a topical irritant to insects (10-4 M induces scratching in cockroaches). Its structure was confirmed by a five-step synthesis starting from 2,2-dimethyl-7-oxabicyclo[4.1.0]heptane.

Animals↗

Defensive use by an insect of a plant resin.

Larvae of the sawfly Neodiprion sertifer (Hymenoptera: Diprionidae), when disturbed, discharge an oily oral effluent essentially identical chemically to the terpenoid resin of its host plant (Pinus sylvestris). The resin is sequestered by the larva upon feeding, and stored in two compressible diverticular pouches of the foregut. The fluid is effectively deterrent to predators. The defensive use by an insect of a plant resin provides an instance of secondary utilization by a herbivore of the protective chemical weaponry of its host.

Animals↗

Cantharidin: potent feeding deterrent to insects.

Cantharidin, the well-known terpenoid compound from the blood of blister beetles (and active principle of Spanish fly), is a feeding deterrent to insects, effective at a concentration of 10(-5) molar.

Aggression↗

Ultraviolet patterns on rear of flowers: basis of disparity of buds and blossoms.

Flowers of Jasminium primulinum and Hypericum spp. have ultraviolet patterns on the reverse surface of the corolla. Those areas of the surface that are exposed to the outside in the bud are ultraviolet absorbent, whereas the portions that come into view at maturity in the open blossom are ultraviolet reflectant. Buds and blossoms, as a result, appear different in color to insects sensitive to ultraviolet light. Experimental evidence indicates that the ultraviolet-absorbent quality of the outer surface of the bud is a consequence of exposure itself, attributable possibly to a "sun tanning" effect.

Journal Article↗

Flavonols: pigments responsible for ultraviolet absorption in nectar guide of flower.

The petals of the black-eyed susan (Compositae: Rudbeckia hirta) contain three flavonol glucosides (6,7-dimethoxy-3',4',5-trihydroxyflavone-3-O-glucoside, patulitrin, and quercetagetin). These compounds, which show intense spectral absorption at 340 to 380 nanometers, are restricted in distribution to the petal bases, which are ultraviolet absorbing as a result. Such ultraviolet-absorbing petal zones, known as "nectar guides," are invisible to us, but are visible and of orientation value to the pollinating insect that lands on the flower in search for food. This is the first time that ultraviolet absorption in a nectar guide has been interpreted in chemical terms. In view of the widespread occurrence of flavonols in flowers, it is suggested that these pigments serve specifically for demarcation of ultraviolet petal patterns visible and relevant to insects.

Chemical Phenomena↗

Gyrinidal: a sesquiterpenoid aldehyde from the defensive glands of gyrinid beetles.

Three species of gyrinid beetles (Gyrinus ventralis, Dineutes hornii, and D. serrulatus) have been found to produce the nor-sesquiterpenoid aldehyde gyrinidal in the secretion of their pygidial defensive glands. This highly functionalized terpene is shown to be (E,E,E)-3,7-dimethyl-8,11-dioxo-2,6,9-dodecatrienal on the basis of spectral evidence and chemical degradation. While a very wide range of sesquiterpenoid structures occur in nature, gyrinidal appears to be the most highly oxidized acyclic sesquiterpene known.

Aldehydes↗