Synthesis of new lipophilic ipomeanol analogues and their cytotoxic activities.
Analogues of the cytotoxic natural product (+/-)-4-ipomeanol (1) have been synthesized starting from furan-3-carbaldehyde and furan-2-carbaldehyde, followed by Grignard reaction and Sharpless dihydroxylation. The resulting alcohols were esterified with octanoyl chloride. The cytotoxic activities of the resulting compounds were determined in the MTT assay against a human leukaemia cell line (HL-60).
Krauss
Jürgen
J
Department of Pharmacy-Zentrum für Pharmaforschung, LMU Munich, Butenandtstrasse 5-13, D-81377 Munich, Germany. hjkra@cup.uni-muenchen.de
Unterreitmeier
Doris
D
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D018922:HL-60 Cells; D006801:Humans; D027741:Ipomoea; D011355:Prodrugs / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000970:Antineoplastic Agents; D004952:Esters; D011355:Prodrugs; D013729:Terpenes; C001470:4-ipomeanol