Chemistry:Lapachol
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| Preferred IUPAC name
2-Hydroxy-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione | |
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| Properties | |
| C15H14O3 | |
| Molar mass | 242.27 |
| Appearance | Yellow crystals |
| Melting point | 140 °C (284 °F; 413 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Lapachol is a natural phenolic compound isolated from the bark of the lapacho tree.[3] This tree is known botanically as Handroanthus impetiginosus, but was formerly known by various other botanical names such as Tabebuia avellanedae.[4] Lapachol is also found in other species of Handroanthus.
Lapachol is usually encountered as a yellow, skin-irritating powder from wood. Chemically, it is a derivative of vitamin K.[5]
Once studied as a possible treatment for some types of cancer, it is now considered too toxic for use.[6][7][8][9]
See also
References
- ↑ [1] Lapochol at R&D Chemicals.
- ↑ "ChromaDex Incorporated General Product Information for LAPACHOL(RG)". http://www.chromadex.com/chemicals/CDXProductPageH8r2mS8767c.html. Lapochol at CromaDex.
- ↑ Record, Samuel J.. "Lapachol" pages 17-19. In: Tropical Woods (1925).
- ↑ "Evolution of a Charismatic Neotropical Clade: Molecular Phylogeny of Tabebuia s.l., Crescentieae, and Allied Genera (Bignoniaceae)". Systematic Botany 32 (3): 650–659. 2007. doi:10.1600/036364407782250553.
- ↑ Louis F.Fieser. The Scientific Method pages 163-191. Reinhold Publishing Corporation, New York, 1964
- ↑ "Fetal growth in rats treated with lapachol". Contraception 66 (4): 289–93. 2002. doi:10.1016/S0010-7824(02)00356-6. PMID 12413627.
- ↑ Oral toxicology studies with lapachol. Morrison, Robert K.; Brown, Donald Emerson; Oleson, Jerome J.; Cooney, David A. Toxicology and Applied Pharmacology (1970), 17(1), 1-11.
- ↑ "Toxicology of Lapachol in rats: embryolethality". Brazilian Journal of Biology 61 (1): 171–4. 2001. doi:10.1590/s0034-71082001000100021. PMID 11340475.
- ↑ "Reproductive toxicity of lapachol in adult male Wistar rats submitted to short-term treatment". Phytotherapy Research 21 (7): 658–62. 2007. doi:10.1002/ptr.2141. PMID 17421057.
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