IP Library › Granted Patent US 11,007,155
Granted Patent B2
US 11,007,155 · App. 16/349,406 · Granted May 18, 2021

Method for producing a sea urchin extract enriched with 1,4-polyhydroxylated naphthoquinones with antimicrobial and antioxidant activity

Inventors: Michael Seeger (Valparaíso, CL); Erwin Strahsburger (Valparaíso, CL); Myriam González (Valparaíso, CL); Franco Cárdenas (Valparaíso, CL)
Assignees: Universidad Técnica Federico Santa María; Knop Laboratorios S.A.
A61K31/122
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Quick Facts
Patent No.
US 11,007,155
App. No.
16/349,406
Granted
May 18, 2021
Kind
B2
Abstract

The invention refers to a method for obtaining polyhydroxy 1,4-naphthoquinones from live sea urchins, comprising the following steps: a) injecting a KCl saline solution into the perivisceral coeloma of female sea urchins to induce spawning; b) collecting the eggs, and grinding them into a fine powder; c) mixing said fine powder with an alcoholic solvent; d) separating the alcohol supernatant comprising the polyhydroxy 1,4-naphthoquinones in solution. Where the polyhydroxy 1,4-naphthoquinones are selected from: echinochrome A (6-ethyl-2,3,5,7,8-pentahydroxy-1,4-naphthoquinone), spinochrome A (2-acetyl-3,5,6,8-tetrahydroxy-1,4-naphthoquinone), spinochrome B (2,3,5,7-tetrahydroxy-1,4-naphthoquinone), spinochrome C (2-acetyl-3,5,6,7,8-pentahydroxy-1,4-naphthoquinone), spinochrome D (2,3,5,6,8-pentahydroxy-1,4-naphthoquinone), spinochrome E (hexahydroxy-1,4-naphthoquinone) or mixtures thereof.

Claims (10)

1. A method for obtaining polyhydroxy 1,4-naphthoquinones from live sea urchins comprising:

a) injecting a potassium chloride saline solution into the perivisceral coeloma of female sea urchins to induce spawning which produces eggs;

b) collecting the eggs, and grinding them into a fine powder;

c) mixing said fine powder with ethanol or methanol to form an ethanol or methanol supernatant;

d) separating out the ethanol or methanol supernatant which comprises the polyhydroxy 1,4-naphthoquinones in solution,

wherein the potassium chloride is used at a concentration range between 0.1 M to 2 M and in a volume of solution between 0.1 ml to 2 ml, the method is performed in the absence of acid and base and wherein the sea urchins are kept alive.

2. The method of claim 1 , wherein the polyhydroxy 1,4-naphthoquinones are concentrated, separated or purified from the ethanolic or methanolic supernatant obtained in step d).

3. The method of claim 2 , wherein the ethanolic or methanolic supernatant is precipitated using a different organic solvent or subjected to evaporation wherein the resulting crystals are resuspended in ethanol to obtain polyhydroxylated 1,4-naphthoquinones with a high degree of purity.

4. The method of claim 2 , wherein the methanolic or ethanolic supernatant is concentrated by evaporation and purified by High performance liquid chromatography.

5. The method of claim 1 , wherein the polyhydroxy 1,4-naphthoquinones are selected from the group consisting of echinochrome A (6-ethyl-2,3,5,7,8-pentahydroxy-1,4-naphthoquinone), spinochrome A (2-acetyl-3,5,6,8-tetrahydroxy-1, 4-naphthoquinone), spinochrome B (2,3,5,7-tetrahydroxy-1,4-naphthoquinone), spinochrome C (2-acetyl-3,5,6,7,8-pentahydroxy -1,4-naphthoquinone), spinochrome D (2,3,5,6,8-pentahydroxy-1,4-naphthoquinone), spinochrome E (hexahydroxy-1,4-naphthoquinone) and mixtures thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 13, 2021
From: PFEIFFER, MICHAEL SEEGER; FIGUEROA, ERWIN ALEJANDRO STRAHSBURGER; GONZÁLEZ VERGARA, MYRIAM LYDIA; FEHRENBERG, FRANCO CÁRDENAS
To: UNIVERSIDAD TÉCNICA FEDERICO SANTA MARÍA; KNOP LABORATORIOS S.A.
Reel/Frame 055911/0086 →
Priority Claims (1)
CL 2895-2016 · Nov 14, 2016 · national
Continuity (1)
Related Publication 20190365670A1 · Dec 5, 2019