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Synfacts 2011(1): 0010-0010  
DOI: 10.1055/s-0030-1259128
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Rhazinilam

Contributor(s): Steven V. Ley, Philippa B. Cranwell
Z. Gu, A. Zakarian*
University of California at Santa Barbara, USA
Further Information

Publication History

Publication Date:
21 December 2010 (online)

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Significance

Rhazinilam was isolated from Rhazya stricta, a desert shrub, and is a popular synthesis target. Some of the members of this family exhibit a similar biological profile to Taxol. Rhazinilam is active against various cancer cell lines in vitro, but unfortunately not in vivo. The structure is unusual due to the nine-membered lactam ring and the quaternary stereocenter linked to the C-2 position of the pyrrole.