Allopumiliotoxin 267A
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Allopumiliotoxin 267A
Allopumiliotoxin 267A is a toxin found in the skin of several poison frogs of the family ''Dendrobates''. It is a member of the class of compounds known as allopumiliotoxins. The frogs produce the toxin by modifying the original version, pumiliotoxin 251D. It has been tested on mice and found to be five times more potent than the former version. It has been produced synthetically through a variety of different routes. See also * Pumiliotoxin * Allopumiliotoxin Allopumiliotoxins are a structural division in the pumiliotoxin-A class of alkaloids. The compounds of the pumiliotoxin-A class are primarily found in the skins of frogs, toads, and other amphibians and are used as a chemical defense mechanism to ... References {{Poison frog alkaloids Vertebrate toxins Alkaloids Ion channel toxins Vicinal diols ...
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Poison Frog
Poison dart frog (also known as dart-poison frog, poison frog or formerly known as poison arrow frog) is the common name of a group of frogs in the family Dendrobatidae which are native to tropical Central and South America. These species are diurnal and often have brightly colored bodies. This bright coloration is correlated with the toxicity of the species, making them aposematic. Some species of the family Dendrobatidae exhibit extremely bright coloration along with high toxicity, while others have cryptic coloration with minimal to no amount of observed toxicity. The species that have great toxicity derive this feature from their diet of ants, mites and termites. However, other species that exhibit cryptic coloration, and low to no amounts of toxicity, eat a much larger variety of prey. Many species of this family are threatened due to human infrastructure encroaching on their habitats. These amphibians are often called "dart frogs" due to the Native Americans' use of the ...
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Dendrobates
''Dendrobates'' is a genus of poison dart frogs native to Central and South America. It once contained numerous species, but most originally placed in this genus have been split off into other genera such as ''Adelphobates'', '' Ameerega'', '' Andinobates'', ''Epipedobates'', '' Excidobates'', ''Oophaga'', ''Phyllobates ''Phyllobates'' is a genus of poison dart frogs native to Central and South America, from Nicaragua to Colombia. There are 3 different Colombian species of ''Phyllobates'', considered highly toxic species due to the poison they contain in the w ...'' and ''Ranitomeya'' (essentially all the brightly marked poison dart frogs; i.e. excluding the duller genera in the family like ''Colostethus'' and ''Hyloxalus''), leaving only five large to medium-sized species in the genus ''Dendrobates''. All the other genera used to be grouped in with ''Dendrobates'' because it was previously thought that all brightly colored poison dart frogs came from the same ancestor but t ...
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Allopumiliotoxin
Allopumiliotoxins are a structural division in the pumiliotoxin-A class of alkaloids. The compounds of the pumiliotoxin-A class are primarily found in the skins of frogs, toads, and other amphibians and are used as a chemical defense mechanism to ward off predators, microorganisms, and ectoparasites. The compounds were originally discovered in neotropical dendrobatid frogs, but are also found in the mantellid frogs of Madagascar, myobatrachid frogs of Australia, and bufonid toad of South America. Frogs possessing this defense mechanism have aposematic coloring.Jain, P.; Garraffo, H. M.; Spande, T. F.; Yeh, H. J. C.; Daly, J. W. J. Nat. Prod. 1995, 58, 100-104. Biological activity The poison-dart frog family Dendrobatidae has yielded many different alkaloids categorized into several different classes, almost all of which have shown high pharmacological activity on muscle and nerve cells.Aoyagi, S.; Wang, T. C.; Kibayashi, C. J. Am. Chem. Soc. 1993, 115, 11393-11409. The pumili ...
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Pumiliotoxin 251D
Pumiliotoxin 251D is a toxic organic compound. It is found in the skin of poison frogs from the genera ''Dendrobates'', ''Epipedobates'', '' Minyobates'', and ''Phyllobates'' and toads from the genus '' Melanophryniscus''. Its name comes from the pumiliotoxin family (PTXs) and its molecular mass of 251 Daltons. When the toxin enters the bloodstream through cuts in the skin or by ingestion, it can cause hyperactivity, convulsions, cardiac arrest and ultimately death. It is especially toxic to arthropods (e.g. mosquitoes), even at low (naturally occurring) concentrations. Chemical properties Structure The chiral centers in pumiliotoxin 251D can give several stereoisomers of the compound. Only one form of the toxin is present in nature and has toxic properties. Two enantiomers of pumiliotoxin 251D. On the left the plus enantiomer is shown which is toxic. On the right side the minus enantiomer, which is not toxic, is shown. The side chain conformation of substituents at the ...
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Pumiliotoxin
Pumiliotoxins (PTXs), are one of several toxins found in the skin of poison dart frogs. The frog species, P. bibronii also produces PTXs to deter predators. Closely related, though more toxic, are allopumiliotoxins, (aPTXs). Other toxins found in the skin of poison frogs include decahydroquinolines (DHQs), izidines, coccinellines, and spiropyrrolizidine alkaloids. Pumiliotoxins are very poisonous in high concentrations. Pumiliotoxins are much weaker than batrachotoxins, ranging between 100 and 1000 times less poisonous. There are three different types of this toxin: A, B and C, of which toxins A and B are more toxic than C. Pumiliotoxins interfere with muscle contraction by affecting calcium channels, causing partial paralysis, difficulty moving, hyperactivity, or death. The median lethal dose of pumiliotoxins A and B is 50 µg / mouse, 20 µg / mouse respectively, while the amount of pumiliotoxin is 200 µg / frog.http://wiredspace.wits.ac.za/bitstream/handle/1053 ...
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Allopumiliotoxin
Allopumiliotoxins are a structural division in the pumiliotoxin-A class of alkaloids. The compounds of the pumiliotoxin-A class are primarily found in the skins of frogs, toads, and other amphibians and are used as a chemical defense mechanism to ward off predators, microorganisms, and ectoparasites. The compounds were originally discovered in neotropical dendrobatid frogs, but are also found in the mantellid frogs of Madagascar, myobatrachid frogs of Australia, and bufonid toad of South America. Frogs possessing this defense mechanism have aposematic coloring.Jain, P.; Garraffo, H. M.; Spande, T. F.; Yeh, H. J. C.; Daly, J. W. J. Nat. Prod. 1995, 58, 100-104. Biological activity The poison-dart frog family Dendrobatidae has yielded many different alkaloids categorized into several different classes, almost all of which have shown high pharmacological activity on muscle and nerve cells.Aoyagi, S.; Wang, T. C.; Kibayashi, C. J. Am. Chem. Soc. 1993, 115, 11393-11409. The pumili ...
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Vertebrate Toxins
Vertebrates () comprise all animal taxa within the subphylum Vertebrata () (chordates with backbones), including all mammals, birds, reptiles, amphibians, and fish. Vertebrates represent the overwhelming majority of the phylum Chordata, with currently about 69,963 species described. Vertebrates comprise such groups as the following: * jawless fish, which include hagfish and lampreys * jawed vertebrates, which include: ** cartilaginous fish (sharks, rays, and ratfish) ** bony vertebrates, which include: *** ray-fins (the majority of living bony fish) *** lobe-fins, which include: **** coelacanths and lungfish **** tetrapods (limbed vertebrates) Extant vertebrates range in size from the frog species ''Paedophryne amauensis'', at as little as , to the blue whale, at up to . Vertebrates make up less than five percent of all described animal species; the rest are invertebrates, which lack vertebral columns. The vertebrates traditionally include the hagfish, which do not have pro ...
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Alkaloids
Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar structure may also be termed alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and, more rarely, other elements such as chlorine, bromine, and phosphorus.Chemical Encyclopedia: alkaloids
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Alkaloids are produced by a large variety of organisms including , ,

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Ion Channel Toxins
An ion () is an atom or molecule with a net electrical charge. The charge of an electron is considered to be negative by convention and this charge is equal and opposite to the charge of a proton, which is considered to be positive by convention. The net charge of an ion is not zero because its total number of electrons is unequal to its total number of protons. A cation is a positively charged ion with fewer electrons than protons while an anion is a negatively charged ion with more electrons than protons. Opposite electric charges are pulled towards one another by electrostatic force, so cations and anions attract each other and readily form ionic compounds. Ions consisting of only a single atom are termed atomic or monatomic ions, while two or more atoms form molecular ions or polyatomic ions. In the case of physical ionization in a fluid (gas or liquid), "ion pairs" are created by spontaneous molecule collisions, where each generated pair consists of a free electron and a ...
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