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Publication No: AU2022354697 [Australia] Application No: 2022354697
Title: Cannabinoids c- and o-glycosides possessing anti-proliferative and anti-metastatic properties and process for preparation thereof
Publication Date: 11-04-2024 File Date: 27-09-2022
Inventor(s): Goswami Anindya; Ali Asif; Chakraborty Souneek; Mir Bashir Khalid; Gennedi Veeranjaneyulu; Lone Iqbal Waseem; Nalli Yedukondalu
IPC Classification: A61P35/00, A61K31/35, A61K47/54, A61P35/04
Abstract: The present invention conveys a fractionation method to isolate different bioactive Phytocannabinoids by solid phase extraction using HP-20 resins and one step method to synthesize C- and O-β-D-glycoside derivatives of Cannabinoid by using a β-D-glucose donor (O-Glycosyl trichloroacetimidate donor) to obtain glycosidic derivatives. The novel C-glycosides of Cannabinoids displayed significant anti-proliferative properties against wide range of human cancer cell lines as compared to their respective parent molecules. Furthermore, the C- and O glycosides of Cannabinoids also showed anti-invasive and anti-migratory activities against metastatic cancer cells of breast and pancreatic origin. When applied in combination with DNA damaging agent (5-Fluorouracil) to colorectal cancer cells, the C- and O-glycosides of Cannabinoids potentiate DNA damaging property and thus augment apoptosis resulting in an increment in the efficacy of DNA damaging drugs.
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Industrial Applications Applications/Use [Materials] Biological Science Processes/Methods [Biological Science] Diagnostics [Medical Devices and Diagnostics] Synhtesis Procesess [Drugs and Pharmaceuticals]