Oxazine compound and application thereof
Disclosed are an oxazine compound and an application thereof. The oxazine compound has a structure of a general formula F. The oxazine compound described in the disclosure is a photo/acoustic dynamic active organic molecule with near-infrared absorption-emission function as well as photosensitivity and acoustic sensitivity. Maximum absorption and emission wavelengths of the compound are both greater than 660 nanometers, and a triplet-state conversion rate of the compound is high; and under illumination or ultrasound, the compound can produce reactive oxygen species with high efficiency, which has a good killing effect on cancer cells and cancer tissues, and almost has no toxic or side effects on normal tissues while achieving photo/acoustic dynamic therapy on tumors.
1. An oxazine compound having a structural formula F:
wherein,
A is selenium;
R 1 , R 2 , and R 3 are each independently selected from hydrogen, substituted C 1-20 alkyl, and unsubstituted C 1-20 alkyl;
the substituted C 1-20 alkyl is substituted by one or more functional groups selected from halogen, hydroxyl, alkoxy, aldehyde, carbonyl, amino, carboxyl, ester, acylamino, nitro, and sulfonic acid group; and
X is selected from phosphate radical, sulfate, bisulfate, nitrate, chlorine anion, bromine anion, iodine anion, and perchlorate.
2. The oxazine compound according to claim 1 , wherein R 1 , R 2 , and R 3 are each independently selected from hydrogen, substituted C 1-14 alkyl, and unsubstituted C 1-14 alkyl.
3. The oxazine compound according to claim 2 , wherein R 1 , R 2 , and R 3 are each independently selected from hydrogen, substituted C 1-6 alkyl, and unsubstituted C 1-6 alkyl.
4. The oxazine compound according to claim 3 , wherein one of R 1 and R 2 is hydrogen.
5. The oxazine compound according to claim 3 , wherein R 3 is hydrogen.
6. The oxazine compound according to claim 1 , wherein the compound is selected from
7. A photosensitizer, comprising the oxazine compound according to claim 1 .
8. The photosensitizer according to claim 7 , wherein the photosensitizer sensitizer is a near-infrared long-wavelength fluorescent probe.
9. The photosensitizer according to claim 8 , wherein the photosensitizer comprising self-assembled nanoparticles having particle sizes of 1 to 1000 nanometers.
10. A method for inhibiting growth of cancer cells, comprising:
activating the photosensitizer of claim 7 using a 660-wavelength red light to generate singlet oxygen; and
exposing the cancer cells to the singlet oxygen.
11. An acoustic sensitizer, comprising the oxazine compound according to claim 1 .
12. The acoustic sensitizer according to claim 11 , comprising self-assembled nanoparticles having particle sizes of 1 to 1000 nanometers.
13. A method for inhibiting growth of cancer cells, comprising:
activating the acoustic sensitizer of claim 11 using ultrasound to generate singlet oxygen; and exposing the cancer cells to the singlet oxygen.