Total synthesis of a key series of vinblastines modified at C4 that define the importance and surprising trends in activity

Author:

Yang Shouliang12345,Sankar Kuppusamy12345,Skepper Colin K.12345,Barker Timothy J.12345,Lukesh III John C.12345,Brody Daniel M.12345,Brütsch Manuela M.12345,Boger Dale L.12345

Affiliation:

1. Department of Chemistry

2. The Skaggs Institute for Chemical Biology

3. The Scripps Research Institute

4. La Jolla

5. USA

Abstract

An expanded scope of a powerful oxadiazole cycloaddition cascade was used for the total synthesis of 17 synthetic vinblastines systematically modified at C4. Their evaluation defined a surprisingly significant impact and provided an unrecognized role of the C4 substituent on activity.

Funder

National Cancer Institute

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

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