. . . . . "Brassinosteroids: Synthesis and Activity of Some Fluoro Analogues" . "1"^^ . . "brassinolide; i-steroids; DAST; 1H NMR spectroscopy; metabolic stability; Calcein-AM; cytotoxicity assay; bean second-internode bioassay"@en . "Slav\u00EDkov\u00E1, Barbora" . "Kohout, Ladislav" . "RIV/61989592:15310/08:00009943!RIV10-MSM-15310___" . "Kasal, Alexandr" . "51" . . "Okle\u0161\u0165kov\u00E1, Jana" . "Three types of 5alpha-androstane and ergostane analogs of brassinolide, containing a fluorine atom in either the 3alpha or the 5alpha positions or in 3alpha and 5alpha positions were prepared using standard operations (reaction of 3beta-alcohols with (diethylamino)sulfur trifluoride, cleavage of epoxide with HF in py or BF3.Et2O). The 5alpha-fluorine was found to affect chemical reactivity (eg electrophilic addition to the \u03942-double bond) as well as physical properties (eg NMR, chromatographic behavior) of the products. Cytotoxic activity of the products was studied using human normal and cancer cell lines with 28-homocastasterone as positive control, their brassinolide type activity was established using the bean second-internode test with 24-epibrassinolide as standard. The equivalence of F and OH groups was observed in some of the active compounds. The anticancer and the brassinolide-type activity do not correlate with each other: ergostane derivatives were most active in the former test while" . "US - Spojen\u00E9 st\u00E1ty americk\u00E9" . . . "[BA63E56843E9]" . "Bud\u011B\u0161\u00EDnsk\u00FD, Milo\u0161" . . "6"^^ . . "RIV/61989592:15310/08:00009943" . . . . "15310" . "0022-2623" . "Brassinosteroids: Synthesis and Activity of Some Fluoro Analogues"@en . "358464" . . . . "Journal of Medicinal Chemistry" . . . "Three types of 5alpha-androstane and ergostane analogs of brassinolide, containing a fluorine atom in either the 3alpha or the 5alpha positions or in 3alpha and 5alpha positions were prepared using standard operations (reaction of 3beta-alcohols with (diethylamino)sulfur trifluoride, cleavage of epoxide with HF in py or BF3.Et2O). The 5alpha-fluorine was found to affect chemical reactivity (eg electrophilic addition to the \u03942-double bond) as well as physical properties (eg NMR, chromatographic behavior) of the products. Cytotoxic activity of the products was studied using human normal and cancer cell lines with 28-homocastasterone as positive control, their brassinolide type activity was established using the bean second-internode test with 24-epibrassinolide as standard. The equivalence of F and OH groups was observed in some of the active compounds. The anticancer and the brassinolide-type activity do not correlate with each other: ergostane derivatives were most active in the former test while"@en . . . . "5"^^ . "13" . "Brassinosteroids: Synthesis and Activity of Some Fluoro Analogues"@en . . . "P(IAA400550609), Z(AV0Z40550506), Z(AV0Z50380511), Z(MSM6198959216)" . "Brassinosteroids: Synthesis and Activity of Some Fluoro Analogues" .