biostudies-literatureUnknown7(26)Wang WA practical and scalable route for the synthesis of 1,1'-dideoxygossypol from natural polyphenol product gossypol is described. The key step is the successful regioselective deacetylation of hexaacetyl apogossypol <b>9</b> and the following reductive removal of hydroxyl groups. The two steps of deacetylation occurred on the different sites under different conditions. The synthetic route follows a simple protection-deprotection strategy, and the yields of each step are over 85%. The total yield of this 9-step synthesis is over 40%, which is much better than the reported total synthesis method. The antitumor results illustrate that 1,1'-hydroxyl groups are not necessary for antitumor activities. In addition, 1,1'-dideoxygossypol has superior aqueous solubility (215 mg/L) compared to gossypolACS omega22938-22943https://www.ebi.ac.uk/biostudies/studies/S-EPMC9260933biostudies-literaturePractical Strategy to 1,1'-Dideoxygossypol Derivatives from Gossypol and Its Antitumor Activities.PMC9260933Lu YLiu NGe JWang WfalsePractical Strategy to 1,1'-Dideoxygossypol Derivatives from Gossypol and Its Antitumor Activities.A practical and scalable route for the synthesis of 1,1'-dideoxygossypol from natural polyphenol product gossypol is described. The key step is the successful regioselective deacetylation of hexaacetyl apogossypol <b>9</b> and the following reductive removal of hydroxyl groups. The two steps of deacetylation occurred on the different sites under different conditions. The synthetic route follows a simple protection-deprotection strategy, and the yields of each step are over 85%. The total yield of this 9-step synthesis is over 40%, which is much better than the reported total synthesis method. The antitumor results illustrate that 1,1'-hydroxyl groups are not necessary for antitumor activities. In addition, 1,1'-dideoxygossypol has superior aqueous solubility (215 mg/L) compared to gossypol2022-01-01T00:00:00Z2022 Jul2026-05-09T14:47:41.954Z2022-07-21T11:25:31.412ZS-EPMC92609333581191410.1021/acsomega.2c02955