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|Title:||Synthesis and evaluation of tryprostatin B and demethoxyfumitremorgin C analogues||Authors:||Wang, H.
|Issue Date:||20-Aug-2000||Citation:||Wang, H., Usui, T., Osada, H., Ganesan, A. (2000-08-20). Synthesis and evaluation of tryprostatin B and demethoxyfumitremorgin C analogues. Journal of Medicinal Chemistry 43 (8) : 1577-1585. ScholarBank@NUS Repository. https://doi.org/10.1021/jm9905662||Abstract:||Tryprostatin B and demethoxyfumitremorgin C are fungal inhibitors of mammalian cell cycle progression at the G2/M transition. N-Alkyl derivatives of the L-Trp-L-Pro diketopiperazine were prepared as analogues of tryprostatin B, and two of these were more active than the natural product. A second series of cis- and trans-tetrahydro-β-carbolines annulated to a diketopiperazine were prepared as analogues of demethoxyfumitremorgin C. The nature of the alkyl substituent, as well as its cis or trans relationship in the tetrahydro-β-carboline ring, was found to have a significant effect on cytotoxic activity. Small cis-alkyl substituents fall into the demethoxyfumitremorgin C family, whereas bulky benzyl trans compounds appear to act via a different mechanism of action.||Source Title:||Journal of Medicinal Chemistry||URI:||http://scholarbank.nus.edu.sg/handle/10635/112098||ISSN:||00222623||DOI:||10.1021/jm9905662|
|Appears in Collections:||Staff Publications|
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