Chemistry:Bufalin
From HandWiki
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| IUPAC name
3β,14-Dihydroxy-5β-bufa-20,22-dienolide
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| Systematic IUPAC name
4-[(1R,3aS,3bR,5aR,7S,9aS,9bS,11aR)-3a,7-Dihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2H-pyran-2-one | |
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3D model (JSmol)
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| Properties | |
| C24H34O4 | |
| Molar mass | 386.532 g·mol−1 |
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| GHS Signal word | Danger |
| H300 | |
| P264, P270, P301+310, P321, P330, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
Bufalin is a cardiotonic steroid toxin[1] originally isolated from Chinese toad venom, which is a component of some traditional Chinese medicines.[2][3]
Research
Bufalin has in vitro antitumor effects against various malignant cell lines, including hepatocellular[4] and lung carcinoma.[5] However, as with other bufadienolides, its potential use is hampered by its cardiotoxicity.[6]
References
- ↑ A Dasgupta, P Datta (1998). "Rapid detection of cardioactive bufalin toxicity using fluorescence polarization immunoassay for digitoxin". Ther Drug Monit 20 (1): 104–108. doi:10.1097/00007691-199802000-00019. PMID 9485564.
- ↑ "Datasheet: Bufotalin sc-sc-200136". Santa Cruz Biotechnology, Inc.. https://datasheets.scbt.com/sc-200136.pdf.
- ↑ Okada, Masahiro et al. (April 1960). "Pharmacology of the principles isolated from Senso (Ch'an Su) the dried venom of the Chinese toad (IV)". Asian Medical Journal 3 (4): 155–160. http://www.med.or.jp/english/journal/amj/0304/0304.pdf.
- ↑ Zhang ZJ (Feb 2014). "Bufalin attenuates the stage and metastatic potential of hepatocellular carcinoma in nude mice.". J Transl Med 12: 57. doi:10.1186/1479-5876-12-57. PMID 24581171.
- ↑ Wu SH (2014). "Bufalin induces cell death in human lung cancer cells through disruption of DNA damage response pathways". Am J Chin Med 42 (3): 729–42. doi:10.1142/S0192415X14500475. PMID 24871662.
- ↑ Ma H (Jul 2012). "The novel antidote Bezoar Bovis prevents the cardiotoxicity of Toad (Bufo bufo gargarizans Canto) Venom in mice". Exp Toxicol Pathol. 64 (5): 417–23. doi:10.1016/j.etp.2010.10.007. PMID 21084181.
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