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IUPAC name 4,4'-(2,3-dimethylbutane-1,4-diyl)dibenzene-1,2-diol | |
Identifiers | |
CAS Number | |
3D model (JSmol) | |
ECHA InfoCard | 100.007.185 |
MeSH | Nordihydroguaiaretic+acid |
PubChem CID | |
CompTox Dashboard (EPA) | |
SMILES
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Properties | |
Chemical formula | C18H22O4 |
Molar mass | 302.365 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references |
Nordihydroguaiaretic acid (NDGA) is a potent antioxidant compound found in the long-lived creosote bush. It is believed that NDGA reduces cell damage by free radicals, so under the free-radical theory of aging, could be responsible for the bush's long life. A 1986 study involved feeding female mosquitos NDGA to test the effect on their average life span. While the usual mosquito life span was 29 days, the NDGA-fed mosquitos lived an average of 45 days—an increase of 50 percent. Nordihydroguaiaretic acid is also published as lengthening the lifespan of mice
The plant has been used to treat a variety of illnesses including infertility, rheumatism, arthritis, diabetes, gallbladder and kidney stones, pain and inflammation but its use is controversial. It was widely used during the 1950s as a food preservative and to preserve natural fibers but was later banned after reports of toxicity during the early 1960s. Recently, it has been used as a nutritional supplement, however renal and hepatotoxicity are reported for chronic use of creosote bush and NDGA.
References
- Richie JP Jr, Mills BJ, Lang CA. "Dietary nordihydroguaiaretic acid increases the life span of the mosquito." Proc Soc Exp Biol Med. 1986 Oct;183(1):81-5
- Adapted from Arteaga S, Andrade-Cetto A, Cardenas R. "Larrea tridentata (Creosote bush), an abundant plant of Mexican and US-American deserts and its metabolite nordihydroguaiaretic acid." J Ethnopharmacol. 2005 Apr 26;98(3):231-9