Chemistry:Bufotoxin

Short description: Class of chemical compounds

Chemical structure of one of the main components of bufotoxin, a conjugate of bufagin with suberylarginine. This component is itself sometimes called bufotoxin.

Bufotoxins are a family of toxic steroid lactones or substituted tryptamines of which some are toxic. They occur in the parotoid glands, skin, and poison of many toads (Bufonidae family) and other amphibians, and in some plants and mushrooms. The exact composition varies greatly with the specific source of the toxin. It can contain 5-MeO-DMT, bufagins, bufalin, bufotalin, bufotenin, bufothionine, dehydrobufotenine, epinephrine, norepinephrine, and serotonin. Some authors have also used the term bufotoxin to describe the conjugate of a bufagin with suberylarginine.

The toxic substances found in toads can be divided by chemical structure in two groups:

1. bufadienolides, which are cardiac glycosides (e.g., bufotalin, bufogenin)
2. tryptamine-related substances (e.g., bufotenin)

Toads known to secrete bufotoxin include the following:

• Incilius alvarius
• Anaxyrus americanus
• Rhinella arenarum
• Phrynoidis asper
• Rhaebo blombergi
• Anaxyrus boreas
• Bufo bufo
• Bufo bufo gargarizans
• Sclerophrys gutturalis (syn. Bufo gutturalis)
• Bufo formosus
• Bufo fowleri
• Rhinella marina (formerly Bufo marinus)
• Bufo melanostictus
• Bufo peltocephalus
• Bufo quercicus
• Bufo regularis
• Bufo valliceps
• Bufo viridis
• Bufo vulgaris

Extraction

Extract from the skin of certain Asian toads, such as Bufo bufo gargarizans and Bufo melanostictus, is often found in certain Chinese folk remedies. The Pharmacopoeia of the People's Republic of China (ChP) considers the two species valid sources of toad venom (Chinese: 蟾酥; pinyin: Chánsū; Latin: bufonis venenum), and requires the dry product to contain at least 6% of cinobufagin and resibufogenin combined by weight. The extract is obtained by squeezing the parotoid glands of caught, washed toads for a white venom and drying; the final dried venom is usually brown, with a chunk or flake form.

Human poisoning

Toad‐venom poisoning is rare but can kill. It can occur when someone drinks toad soup, eats toad meat or toad eggs, or swallows live toads on a bet. It can also happen when someone deliberately takes commercial substances made with toad toxins. These go under names including "Kyushin", "Chan Su" (marketed as a painkiller, topical anesthetic or cardiac treatment), "Rockhard" and "Love Stone" (marketed as aphrodisiacs).

"Chan Su" (literally "toad venom") is often adulterated with standard painkillers, such as paracetamol, promethazine and diclofenac. It may be ingested or injected.

Symptoms of Intoxication

Symptoms may vary depending on certain factors such as the size and age of the victim. Other than the first, more benign symptoms (such as a tingling or burning sensation in the eyes, mucus membranes, or in exposed wounds), the most frequently described symptoms in the medical literature are :

• paleness
• bradycardia
• cardiac arrhythmia (including ventricular and atrial fibrillation)
• bundle branch block
• hypotension
• dyspnea
• tachypnea
• hallucination
• Blurred Vision
• paralysis (starting at extremities)
• hypersalivation
• diarrhea
• vomiting
• anaphylactic shock
• loss of consciousness
• respiratory arrest
• cardiac arrest

One epileptic episode caused by Bufotoxins was observed in a 5-year old child, minutes after they had placed a Bufo alvarius in their mouth. The child was successfully treated with diazepam and phenobarbital.

In extreme cases following ingestion of mucus or skin of the toad, death generally occurs within 6 and 24 hours. Victims surviving past 24 hours generally will recover.

External links

• Anaxyrus boreas boreas - Boreal Toad, californiaherps.com
• Toad Toxins, erowid.com