{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Wang C"],"funding":["Natural Science Foundation of Guangdong Province, China","National Cancer Institute","NCI NIH HHS"],"pagination":["103523"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC7561017"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["95"],"pubmed_abstract":["It has been shown that inclusion of CF<sub>3</sub>O and CHF<sub>2</sub>O groups to drug candidates often improve their pharmacological properties, especially metabolic stability, membrane permeability and PK profile. Moreover, the unique non-spherical structure of the OCHF<sub>2</sub> group can provide interesting and beneficial characteristics. Accordingly, new 3rd-generation taxoids, bearing 3-OCF<sub>3</sub> or 3-OCF<sub>2</sub>H (and 3-CH<sub>3</sub> for comparison) at the C2 benzoate moiety, were synthesized and their potencies against drug-sensitive and drug-resistant cancer cell lines examined. In this study, our previous SAR studies on 3rd-generation taxoids were expanded to disclose that CH<sub>3</sub>, CF<sub>3</sub>O and CHF<sub>2</sub>O groups are well tolerated at this positio"],"journal":["Bioorganic chemistry"],"pubmed_title":["Design, synthesis and SAR study of 3rd-generation taxoids bearing 3-CH<sub>3</sub>, 3-CF<sub>3</sub>O and 3-CHF<sub>2</sub>O groups at the C2-benzoate position."],"pmcid":["PMC7561017"],"funding_grant_id":["CA 103314","2015B020211012","2016A050502039","R01 CA103314"],"pubmed_authors":["Ojima I","Botchkina GI","Wang C","Yan S","Wang X","Sun Y","Taouil AK"],"additional_accession":[]},"is_claimable":false,"name":"Design, synthesis and SAR study of 3rd-generation taxoids bearing 3-CH<sub>3</sub>, 3-CF<sub>3</sub>O and 3-CHF<sub>2</sub>O groups at the C2-benzoate position.","description":"It has been shown that inclusion of CF<sub>3</sub>O and CHF<sub>2</sub>O groups to drug candidates often improve their pharmacological properties, especially metabolic stability, membrane permeability and PK profile. Moreover, the unique non-spherical structure of the OCHF<sub>2</sub> group can provide interesting and beneficial characteristics. Accordingly, new 3rd-generation taxoids, bearing 3-OCF<sub>3</sub> or 3-OCF<sub>2</sub>H (and 3-CH<sub>3</sub> for comparison) at the C2 benzoate moiety, were synthesized and their potencies against drug-sensitive and drug-resistant cancer cell lines examined. In this study, our previous SAR studies on 3rd-generation taxoids were expanded to disclose that CH<sub>3</sub>, CF<sub>3</sub>O and CHF<sub>2</sub>O groups are well tolerated at this positio","dates":{"release":"2020-01-01T00:00:00Z","publication":"2020 Jan","modification":"2026-05-04T04:24:53.137Z","creation":"2021-02-20T17:39:57Z"},"accession":"S-EPMC7561017","cross_references":{"pubmed":["31911305"],"doi":["10.1016/j.bioorg.2019.103523"]}}