Phloroglucinol


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phloroglucinol

[¦flȯr·ə′glüs·ən‚ȯl]
(organic chemistry)
C6H3(OH)3·2H2O White to yellow crystals with a melting point of 212-217°C when heated rapidly and 200-209°C when heated slowly; soluble in alcohol and ether; used as a bone decalcifying agent, as a floral preservative, and in the manufacture of pharmaceuticals.

Phloroglucinol

 

(also 1,3,5-trihydroxy-benzene), one of the trihydric phenols. The structural formula is

Phloroglucinol occurs as colorless crystals with a sweet taste that are readily soluble in alcohol and ether. The melting point is 217°–219°C. The compound forms a dihydrate with a melting point of 117°C.

Phloroglucinol is prepared mainly through the hydrolysis of the hydrochloride of 1,3,5-triaminobenzene. In glycoside form, phloroglucinol is a constituent of many natural substances (flavones, catechin). The compound is used in analytical chemistry, for example, in quantitative and qualitative determinations of pentoses and pentosans. (Hydrolysis of pentosans in the presence of hydrochloric acid yields furfural, which combines with phloroglucinol to form a red solid that is insoluble in water.)

References in periodicals archive ?
After examination with normal and polarized light, sections were stained with phloroglucinol (Jensen, 1962) to determine which tissues were lignified and when during development the lignification occurred.
1), a dimeric phloroglucinol derivative occurring in Hypericum species native to South America (Ccana-Ccapatinta et al.
Additionally, the greater anti-bacterial properties of aquatic PT appear to be related to the degree of polymerization of phloroglucinol (Nagayama et al.
candida is reported to degrade rutin into phloroglucinol, protocatechuic acid, and 2-protocatechuoyl phloroglucinol carboxylic acid (Hattori & Naguchi, 1959).
There are various kinds of natural phloroglucinol derivatives that have been identified as possessing anticancer activity.
The (+) catechin, (-) epicatechin, gallic acid, phloroglucinol and resorcinol were used as standards.
John's Hypericum Leaves and Phloroglucinol derivatives (hyperforin, adhyperforin), anthraquinone wort perforatum flowering tops derivatives (hypericin, pseudohypericin) Kudzu Pueraria lobata Flowers and Isoflavons roots derivatives (daidzin, daidzein) Danshen Salvia Roots Diterpene compounds miltiorrhiza (tanshinones, miltirone) Tabernanthe Tabernanthe Roots Ibogaine iboga Ginseng Panax ginseng Roots Ginsenosides Evening Oenothera Oil GLA (an omega 6 primrose biennis fatty acid) Milk Thistle Silybum marianum Fruits Silymarin, a complex of 5 flavanolignans Scullcap Scutellaria Aerial parts Flavonoids laterifolia (scutellarin, scutellarein), iridoids (catalpol) SKV (a) Agaricus (b) (a) An ayurvedic formula of 12 herbal ingredients.
The cytotoxic effects of hyperatomarin-a prenylated phloroglucinol isolated from Hypericum annulatum Moris subsp.
The plant contains several biologically active compounds such as napthodian-thrones including hypericin and pesudohypericin, tannins, proanthocyanidins, flavonoids and phloroglucinol derivatives (hyperforin) (Kasper, 2001).
The hop bitter acids are classified as either "[alpha]-acids" or "[beta]-acids" which are, respectively, di- or tri-prenylated phloroglucinol derivatives.
In one study, the antitumor constituent mammein as well as some coumarin and phloroglucinol derivatives, were isolated from the seed oil (Finnegan et al.