NZ773357B2 - Systems and methods for producing synthetic hypericin - Google Patents
Systems and methods for producing synthetic hypericin Download PDFInfo
- Publication number
- NZ773357B2 NZ773357B2 NZ773357A NZ77335716A NZ773357B2 NZ 773357 B2 NZ773357 B2 NZ 773357B2 NZ 773357 A NZ773357 A NZ 773357A NZ 77335716 A NZ77335716 A NZ 77335716A NZ 773357 B2 NZ773357 B2 NZ 773357B2
- Authority
- NZ
- New Zealand
- Prior art keywords
- hypericin
- bicarbonate
- precipitation temperature
- methods
- photoconverting
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/54—Ortho- or ortho- and peri-condensed systems containing more than five condensed rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/10—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
- C07C50/36—Quinones containing groups having oxygen atoms singly bound to carbon atoms the quinoid structure being part of a condensed ring system having four or more rings
Abstract
Improved systems and methods for producing synthetic hypericin at high volume and high purity.
Claims (4)
1. A method of preparing a purified synthetic hypericin, the method comprising: (a) photoconverting protohypericin to crude hypericin using a continuous flow micro-reactor; (b) treating the crude hypericin with at least one salt forming reagent in a solvent at a pre- precipitation temperature wherein the at least one salt forming reagent is selected from the group consisting of sodium bicarbonate, ammonium bicarbonate, potassium bicarbonate, calcium bicarbonate, and magnesium bicarbonate; (c) filtering the treated hypericin from step (b) while simultaneously providing at least one cooling ramp in a double jacketed glass vessel equipped with a heating and cooling system to reach a post- precipitation temperature, wherein a precipitate is formed; (d) washing and filtering the precipitate from step (c) with a washing solvent; and (e) drying of the product of step (d) with nitrogen or water vapor, wherein the synthetic hypericin is a mono-sodium salt in the form of a trihydrate at a yield of at least 75% to 100% of the dry product.
2. The method of claim 1, wherein the photoconverting is the result of exposure to a LED light at a wavelength between 350-700 nm.
3. The method of claim 1 or claim 2, wherein pre-precipitation temperature is greater than 40 °C.
4. The method of any one of claims 1 to 3, wherein the post-precipitation temperature is less than 40 °C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NZ773357A NZ773357B2 (en) | 2016-03-01 | Systems and methods for producing synthetic hypericin |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NZ773357A NZ773357B2 (en) | 2016-03-01 | Systems and methods for producing synthetic hypericin | |
| PCT/US2016/020189 WO2017151111A1 (en) | 2016-03-01 | 2016-03-01 | Systems and methods for producing synthetic hypericin |
| NZ746762A NZ746762B2 (en) | 2016-03-01 | Systems and methods for producing synthetic hypericin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NZ773357A NZ773357A (en) | 2024-07-26 |
| NZ773357B2 true NZ773357B2 (en) | 2024-10-30 |
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