4.3 Article

Recent advances in the total synthesis of agelastatins

Journal

PURE AND APPLIED CHEMISTRY
Volume 82, Issue 12, Pages 2231-2246

Publisher

INT UNION PURE APPLIED CHEMISTRY
DOI: 10.1351/PAC-CON-10-08-04

Keywords

anticancer activity; asymmetric synthesis; isolation; natural products; total synthesis

Funding

  1. Stanford Graduate Fellowship
  2. Camille and Henry Dreyfus Environmental Chemistry Fellowship

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Agelastatins represent an important family of marine alkaloids in terms of both exceptional biological activity and intriguing chemical structure. In this article, the isolation and biological activity of agelastatins are reviewed, and proposed biosynthetic pathways are summarized. The main focus is given to comparative evaluation of recent total syntheses, mainly of agelastatin A. To date, this has been accomplished by 11 research groups. Their synthetic routes are analyzed and summarized, with a view to furnishing the reader with insight into different strategic design approaches to assembly of a densely functionalized and compact structure.

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