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Publication No: IL311695 [Israel] Application No: IL311695
Title: Cannabinoids C- and O- glycosides possessing anti-proliferative and anti-metastatic properties and process for preparation thereof
Publication Date: 01-05-2024 File Date: 25-03-2024
Inventor(s): Ali Asif; Chakraborty Souneek; Gennedi Veeranjaneyulu; Goswami Anindya; Lone Iqbal Waseem; Mir Bashir Khalid; Nalli Yedukondalu
IPC Classification: A61K 31/00, A61K 31/513, A61K 31/7048, A61K 47/54, A61P 35/00, A61P 35/04, C07H 17/04
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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