6533b7d7fe1ef96bd1267852

RESEARCH PRODUCT

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subject

0303 health sciences010405 organic chemistryStereochemistryChemistryOrganic ChemistryPharmaceutical ScienceRegioselectivityTotal synthesisTumor cellsElectrophilic aromatic substitution01 natural sciences0104 chemical sciencesAnalytical Chemistry03 medical and health sciencesChemistry (miscellaneous)Perkin reactionDrug DiscoveryWittig reactionMolecular MedicinePhysical and Theoretical Chemistry030304 developmental biologyBiological evaluation

description

The biological activities of shancigusin C (1) and bletistrin G (2), natural products isolated from orchids, are reported along with their first total syntheses. The total synthesis of shancigusin C (1) was conducted by employing the Perkin reaction to forge the central stilbene core, whereas the synthesis of bletistrin G (2) was achieved by the Wittig olefination followed by several regioselective aromatic substitution reactions. Both syntheses were completed by applying only renewable starting materials according to the principles of xylochemistry. The cytotoxic properties of shancigusin C (1) and bletistrin G (2) against tumor cells suggest suitability as a starting point for further structural variation.