The quest for quinine: Those who won the battles and those who won the war

Angewandte Chemie - International Edition

Volumn 44, Issue 6, 2005, Pages 854-885

  Kaufman, Teodoro S ^a   Rúveda, Edmundo A ^a  

^a Universidad Nacional de Rosario   (Argentina)

Author keywords

Alkaloids; Asymmetric synthesis; History of chemistry; Quinine; Structural determination

Indexed keywords

DISEASES; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

ANTIMALARIAL DRUGS; QUININE; STEREOCONTROLLING; STRUCTURAL ELUCIDATION;

DRUG PRODUCTS;

ANTIMALARIAL AGENT; NATURAL PRODUCT; QUININE;

ANTIMALARIAL ACTIVITY; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; ORGANIC CHEMISTRY; PUBLICATION; REVIEW; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

ANIMALS; ANTIMALARIALS; CULICIDAE; FEMALE; HISTORY, 19TH CENTURY; HISTORY, 20TH CENTURY; HUMANS; QUININE;

EID: 13744263775     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200400663     Document Type: Review

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436. a) The multigram total synthesis of the novel anticancer agent and polyketide lactone (+)-discodermolide is one of the most recent proofs of the power of modern synthetic chemistry and the industrial use of reagents and reactions developed by academic research; as in the case of quinine, it also shows that " a new drug candidate is sufficiently valuable, synthetic chemists will rise to the challenge of developing a viable synthetic approach no matter how complex the structure".[195a]
437. b) The supply of (+)-discodermolide needed for development cannot be met through the isolation and purification from its natural source, a sponge that must be harvested using manned submersibles; furthermore, attempts to reproducibly isolate a discodermolide-producing microorganism for fermentation have not been successful to date. A chemical synthesis was, therefore, considered as the best option for accessing multigram quantities of this compound.
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