LAPACHOL

Description

Lapachol, a benzoquinone, is a secondary allergen in teak (Tectona grandis).

Occurrence

Lapacol (CI Natural Yellow 16; CI 75490) (lapachic acid, taiguie acid, tecomin) is a yellow pigment occurring in the wood of trees of the genus Tecoma, native to the West Indies and tropical South America. The shavings of the wood, treated with lime water, give an extract that dyes cotton yellow.

The Uses of LAPACHOL

It was used in the synthesis of the lapachol metal complexes.

The Uses of LAPACHOL

antineoplastic, antifungal

The Uses of LAPACHOL

Lapachol was used in the synthesis of the lapachol metal complexes.

What are the applications of Application

Lapachol is a natural naphthoquinone compound

Definition

ChEBI: Lapachol is a hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone substituted by hydroxy and 3-methylbut-2-en-1-yl groups at positions 2 and 3, respectively. It is a natural compound that exhibits antibacterial and anticancer properties, first isolated in 1882 from the bark of Tabebuia avellanedae. It has a role as a plant metabolite, an antineoplastic agent, an antibacterial agent and an anti-inflammatory agent. It is a hydroxy-1,4-naphthoquinone and an olefinic compound.

General Description

Lapachol is natural naphthoquinone compound derived from Bignoniaceae (Tabebuia sp.).

Contact allergens

Lapachol, a benzoquinone, is a secondary allergen in teak (Tectona grandis L., Verbenaceae family), a wood largely used for various indoor and outdoor applications (doors, windows, etc.) because of its strong durability. It has similar reactivity to deoxylapachol. Seealso Chap. 46

Biochem/physiol Actions

Lapachol has antimicrobial properties against many pathogens. It has anti-inflammatory, analgesic and antibiotic properties. It is inhibitor of epithelial tumors in Drosophila melanogaster heterozygote.

Purification Methods

Crystallise Lapachol from pet ether/EtOH, EtOH or Et2O. [Beilstein 8 H 326, 8 I 644, 8 II 365, 8 III 2720.]