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 ?
The anodic half of this cell was loaded with 0.1% solution of the phenol and the cathodic half with the solutions of each of the catechol, resorcinol, hydroquinone and phloroglucinol in separate experiments.
Additionally, the greater anti-bacterial properties of aquatic PT appear to be related to the degree of polymerization of phloroglucinol (Nagayama et al., 2002), a property that is not present in terrestrial tannins.
candida is reported to degrade rutin into phloroglucinol, protocatechuic acid, and 2-protocatechuoyl phloroglucinol carboxylic acid (Hattori & Naguchi, 1959).
[15] started systematic study of phloroglucinol [alpha]-pyrone class of compounds which possessed anti-inflammatory activity.
LC-MS/MS data indicated that delphinidin degraded spontaneously to gallic acid and phloroglucinol aldehyde under physiologically relevant conditions in tissue culture medium.
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.
The 1H NMR spectrum showed the presence of two mutually coupled doublets ([delta] = 5.95 and 6.15, J = 1.9 Hz) that are characteristic of an unsymmetrically substituted phloroglucinol ring, a quartet ([delta] = 6.65 and 7.01, J = 8.4 Hz) corresponding to protons of the para-disubstituted benzene ring and a multiplet (S = 3.41) and a triplet (8 = 2.85, J = 7.6 Hz) attributable to methylene protons adjacent to a ketone structure.
In a recent paper of Ryu and collegues [22], phloroglucinol has been observed to be capable of attenuating motor functional deficits in an animal model of PD by enhancing Nrf2 activity.
Previous studies have indicated that napthodianthrones like hypericin and pseudohypericin, phloroglucinol derivative hyperforin (Muller et al.
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.