Photochemistry is a powerful synthetic tool resulting in the construction of unique substances. Remarkably, photochemistry has been relatively underexplored in the cannabinoid area and represents a valuable opportunity for further discovery.
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References
1.
KastingJF, ZahnleKJ, WalkerJCG. Photochemistry of methane in the Earth's early atmosphere. Precambrian Res. 1983; 20:121–148.
2.
RothHD. The beginnings of organic photochemistry. Angew Chem Int Ed. 1989; 28:1193–1207.
3.
RothHD. Twentieth century developments in photochemistry. Brief historical sketches. Pure Appl Chem. 2001; 73:395–403.
4.
NavejaJJ, Medina-FrancoJL. Finding constellations in chemical space through core analysis. Front Chem. 2019; 7:Article 510.
5.
BachT, HehnJP. Photochemical reactions as key steps in natural product synthesis. Angew Chem Int Ed. 2011; 50:1000–1045.
6.
SiewertB, StuppnerH. The photoactivity of natural products—an overlooked potential of phytomedicines?. Phytomedicine. 2019; 60:Article 152985.
7.
HanusLO, MeyerSM, MunozE, et al.Phytocannabinoids: a unified critical inventory. Nat Prod Rep. 2016; 33:1357–1392.
8.
ReichelP, MunzS, HartungJ, et al.Impact of three different light spectra on the yield, morphology and growth trajectory of three different Cannabis sativa L. strains. Plants. 2021; 10:Article 1866.
9.
Eichhorn BilodeauS, WuB-S, RufyikiriA-S, et al.An update on plant photobiology and implications for Cannabis production. Front Plant Sci. 2019; 10:Article 296.
10.
CrombieL, PonsfordR, ShaniA, et al. Hashish components. Photochemical production of cannabicyclol from cannabichromene. Tetrahedron Lett. 1968:5771–5772.
11.
ShaniA, MechoulamR. A new type of cannabinoid. Synthesis of cannabielsoic acid A by a novel photo-oxidative cyclization. Chem Comm. 1970:273–274.
12.
ShaniA, MechoulamR. Cannabielsoic acids. Isolation and synthesis by a novel oxidative cyclization. Tetrahedron. 1974; 30:2437–2446.
13.
ShaniA, MechoulamR. Photochemical reactions of cannabidiol. Cyclization to delta-1-tetrahydrocannabinol and other transformations. Tetrahedron. 1971; 27:601–606.
14.
AllwardtWH, BabcockPA, SegelmanAB, et al.Photochemical studies of marijuana (Cannabis) constituents. J Pharm Sci. 1972; 61:1994–1996.
15.
BowdA, SwannDA, TurnbullJH. Photochemical transformations of cannabinol. Chem Comm. 1975:797–798.
16.
LousbergRJJC, BerchtCAL, van OoyenR, et al.Cannabinodiol: conclusive identification and synthesis of a new cannabinoid from Cannabis sativa. Phytochemistry. 1977; 16:595–597.
17.
SeccamaniP, FrancoC, ProttiS, et al.Photochemistry of cannabidiol (CBD) revised. A combined preparative and spectrometric investigation. J Nat Prod. 2021; 84:2858–2865.
18.
OsmanAG, ElokelyKM, YadavVK, et al.Bioactive products from singlet oxygen photooxygenation of cannabinoids. Eur J Med Chem. 2018; 143:983–996.
19.
SisaM, BonnetSL, FerreiraD, et al.Photochemistry of flavonoids. Molecules. 2010; 15:5196–5245.
20.
BautistaJL, YuS, TianL. Flavonoids in Cannabis sativa: biosynthesis, bioactivities, and biotechnology. ACS Omega. 2021; 6:5119–5123.
21.
ZhuX, LiN, WangY, et al.Protective effects of quercetin on UVB irradiation-induced cytotoxicity through ROS clearance in keratinocyte cells. Oncol Rep. 2017; 37:209–218.
22.
MansooriB, MohammadiA, DoustvandiMA, et al.Photodynamic therapy for cancer: role of natural products. Photodiagnosis Photodyn Ther. 2019; 26:395–404.
23.
NkuneNW, KrugerCA, AbrahamseH. Synthesis of a novel nanobioconjugate for targeted photodynamic therapy of colon cancer enhanced with cannabidiol. Oncotarget. 2022; 13:156–172.
24.
NkuneNW, KrugerCA, AbrahamseH. Possible enhancement of photodynamic therapy (PDT) colorectal cancer treatment when combined with cannabidiol. Anti Cancer Agents Med Chem. 2021; 21:137–148.
25.
MokoenaDR, GeorgeBP, AbrahamseH. Enhancing breast cancer treatment using a combination of cannabidiol and gold nanoparticles for photodynamic therapy. Int J Mol Sci. 2019; 20:Article 4771.
