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Asymmetric Entry into 10b‑aza-Analogues of...
Journal article

Asymmetric Entry into 10b‑aza-Analogues of Amaryllidaceae Alkaloids Reveals a Pronounced Electronic Effect on Antiviral Activity

Abstract

Development of a chiral pool-based synthesis of 10b-aza-analogues of biologically active Amaryllidaceae alkaloids is described, involving a concise reductive amination and condensation sequence, leading to ring-B/C-modified, fully functionalized ring-C derivatives. Differentiated anticancer and antiviral activities of these analogues are presented. Despite complete conformational and functional group overlap, the 10b-aza-analogues have …

Authors

Brown CE; Kong T; Britten JF; Werstiuk NH; McNulty J; D’Aiuto L; Demers M; Nimgaonkar VL

Journal

ACS Omega, Vol. 3, No. 9, pp. 11469–11476

Publisher

American Chemical Society (ACS)

Publication Date

September 30, 2018

DOI

10.1021/acsomega.8b01987

ISSN

2470-1343