Bufagin

Bufagin

Bufagins are a class of toxic steroids found as components of bufotoxin. They can be obtained (in form of marinobufagin, for example) from toad's milk, which refers to secretions from the Cane Toad ("Bufo marinus"), when it is injured, scared or provoked.

Some bufagins have effects similar to poisoning by digitalis, having effects on the cardiac muscle, causing ventricular fibrillation. Some also have equally some local anesthetic action. The analgesic effects have also been proven, [Wang, G., G. Sun, et al. (1994). "The application of traditional Chinese medicine to the management of hepatic cancerous pain." J-Tradit-Chin-Med 14(2): 132-8.] by acting as Na+/K+-ATPase inhibitors on the binding sites of the cell membrane. The anti-cancer properties in leukemia and melanoma cells, and the inhibition of the proliferation of prostate cancer cells, have also been investigated. [Jiun-Yih Yeh, William J. Huang, Shu-Fen Kan, Paulus S. Wang (2002) - Effects of bufalin and cinobufagin on the proliferation of androgen dependent and independent prostate cancer cells: The Prostate - Volume 54, Issue 2 , Pages 112 - 124] [Jing, Y., H. Ohizumi, et al. (1994). "Selective inhibitory effect of bufalin on growth of human tumor cells in vitro: association with the induction of apoptosis in leukemia HL-60 cells." Jpn-J-Cancer-Res 85(6): 645-51]

There are several closely related bufagins, including:
* The very toxic arenobufagin C25H34O6, obtained from the Argentine Toad ("Bufo arenarum")
* Cinobufagin, from Chusan Island Toad ("Bufo gargarizans")
* Gamabufagin, from the Japanese Toad ("Bufo japonicus")
* Quercicobufagin, from Oak Toad ("Bufo quercicus")
* Regularobufagin, from the Square-marked Toad ("Bufo regularis")
* Vallicepobufagin, from the Gulf Coast Toad ("Bufo valliceps")
* Viridibufagin, from the European Green Toad ("Bufo viridis")

These bufagins, and especially cinobufagin, have given rise a large number of derivatives, such as desacetylcinobufagin 16-"O"-β-D-glucoside, 3-"epi"-desacetylcinobufagin 16-O-β-D-glucoside, 3-oxo-desacetylcinobufagin 16-"O"-β-D-glucoside and cinobufagin 3-"O"-β-D-glucoside.

References


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  • bufagin — bu·fa·gin byü fə jən n a toxic steroid C24H34O5 obtained from the poisonous secretion of a skin gland on the back of the neck of a large toad (Bufo marinus) that resembles digitalis in physiological activity also any of several similar substances …   Medical dictionary

  • bufagin — bu·fa·gin …   English syllables

  • bufagin — ˈbyüfəjə̇n noun ( s) Etymology: International Scientific Vocabulary bufag (from New Latin Bufo agua agua toad) + in : a crystalline toxic steroid genin C24H34O5 obtained from the poisonous secretion of a skin gland on the back of the neck of the… …   Useful english dictionary

  • Bufotoxin — Bufotoxins are a family of toxic substances found in the parotoid glands, skin and venom of many toads (genus Bufo); other amphibians; and other plants and mushrooms (Siperstein et al, 1957; Lincoff Mitchel, 1977; Kibmer Wichtl, 1986). The exact… …   Wikipedia

  • cinobufagin — ˌsinə, ˌsīnə+ noun Etymology: cino (probably from New Latin Bufo chinensis, species of toad from which senso is produced) + bufagin : a bufagin C26H34O6 obtained from senso …   Useful english dictionary

  • Common Toad — Taxobox name = Common Toad status = LC status system = iucn3.1 status ref = image width = 250px regnum = Animalia phylum = Chordata classis = Amphibia ordo = Anura familia = Bufonidae genus = Bufo species = B. bufo binomial = Bufo bufo binomial… …   Wikipedia

  • bufotoxin — /byooh feuh tok sin/, n. Pharm. a toxin obtained from the skin glands of the European toad, Bufa vulgaris. [ < NL, L bufo toad + TOXIN] * * * ▪ chemical compound       a moderately potent poison secreted in the skin of many anuran amphibians,… …   Universalium

  • Common toad — Conservation status Least Concern (IUCN 3.1) …   Wikipedia

  • bufogenin — bu·fo·gen·in .byü fə jen ən, byü fäj ə nən n BUFAGIN …   Medical dictionary

  • bufotoxin — bu·fo·tox·in täk sən n a toxic steroid C40H60N4O10 obtained from the skin glands of the common toad of Europe (Bufo vulgaris) that resembles digitalis in physiological activity and yields bufotalin on hydrolysis also any of several similar… …   Medical dictionary

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