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Synthesis of Bisindole Alkaloids from the Apocynaceae Which Contain a Macroline or Sarpagine Unit: A Review. Molecules 2016 Nov 14;21(11)

Date

11/18/2016

Pubmed ID

27854259

Pubmed Central ID

PMC5214337

DOI

10.3390/molecules21111525

Scopus ID

2-s2.0-84997638270 (requires institutional sign-in at Scopus site)   48 Citations

Abstract

Bisindole natural products consist of two monomeric indole alkaloid units as their obligate constituents. Bisindoles are more potent with respect to their biological activity than their corresponding monomeric units. In addition, the synthesis of bisindoles are far more challenging than the synthesis of monomeric indole alkaloids. Herein is reviewed the enantiospecific total and partial synthesis of bisindole alkaloids isolated primarily from the Alstonia genus of the Apocynaceae family. The monomeric units belong to the sarpagine, ajmaline, macroline, vobasine, and pleiocarpamine series. An up-to-date discussion of their isolation, characterization, biological activity as well as approaches to their partial and total synthesis by means of both synthetic and biosynthetic strategies are presented.

Author List

Rahman MT, Tiruveedhula VV, Cook JM

Author

James M. Cook PhD University Distinguished Professor in the Chemistry and Biochemistry department at University of Wisconsin - Milwaukee




MESH terms used to index this publication - Major topics in bold

Antineoplastic Agents, Phytogenic
Apocynaceae
Indole Alkaloids
Molecular Structure
Plant Extracts
Stereoisomerism
Vinblastine
Vincristine