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Bulbine‐Knipholone, a New, Axially Chiral Phenylanthraquinone from Bulbine abyssinica (Asphodelaceae): Isolation, Structural Elucidation, Synthesis, and Antiplasmodial Activity
Author(s) -
Bringmann Gerhard,
Menche Dirk,
Brun Reto,
Msuta Thomas,
Abegaz Berhanu
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200203)2002:6<1107::aid-ejoc1107>3.0.co;2-4
Subject(s) - chemistry , enantioselective synthesis , stereochemistry , total synthesis , absolute configuration , lactone , organic chemistry , catalysis
A new natural phenylanthraquinone, bulbine‐knipholone ( 6 ), has been isolated from the African plant species Bulbine abyssinica (Asphodelaceae). Its structure was determined by spectroscopic and degradative methods. With the aid of the “lactone concept”, an atropo‐enantioselective total synthesis has been elaborated, confirming the full absolute structure. Bulbine‐knipholone exhibits antiplasmodial activity. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)