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DDO-6101 , a simplified structure obtained from the  Garcinia  natural product (NP) gambogic acid (GA), has been previously shown to possess high cytotoxicity to a variety of human tumour cell lines. To improve its physicochemical properties and  in vivo  cytotoxic potency, a series of novel carbamate-bearing derivatives based on  DDO-6101  was synthesized and characterized. The structural modifications revealed that the presence of a carbamate moiety was useful for obtaining comparable cytotoxicity and improved aqueous solubility and permeability.  8n , which contains a bipiperidine carbamate moiety, displayed better drug properties and potential in  in vivo  antitumor activity. In addition, an antitumor mechanistic study suggested that  8n  ( DDO-6337 ) inhibited the ATPase activity of Hsp90 (Heat shock protein 90), leading to the inhibition of HIF-1a and ultimately contributing to its anti-angiogenesis and antitumor properties.

Novel Natural Product-like Caged Xanthones Bearing a Carbamate Moiety Exhibit Antitumor Potency and Anti-Angiogenesis Activity In vivo