
Tetrahedron p. 14723 - 14734 (1996)
Update date:2022-08-04
Topics:
Okuno, Toshiaki
Ohmori, Ken
Nishiyama, Shigeru
Yamamura, Shosuke
Nakamura, Kensuke
Houk
Okamoto, Kazuya
Hapalosin 1 possessing a multidrug resistance reversing activity, has been synthesized from the corresponding hydroxy acids A, C and γ-amino acid B. The stereochemistry of the natural product 1 and N-demethylhapalosin 11 is discussed by means of spectroscopic manner as well as molecular modeling studies. Biological evaluation of 1 and 11 indicated that a cis-amide function is a crucial factor for the MDR reversing activity.
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