title: Synthesis of the potent immunostimulatory adjuvant QS-21A.
abstract: QS-21A is one of the most promising new adjuvants for immune response potentiation and dose-sparing in vaccine therapy, given its exceedingly high level of potency and its favorable toxicity profile. Melanoma, breast cancer, small cell lung cancer, prostate cancer, HIV-1, and malaria are among the numerous maladies targeted in more than 80 recent and ongoing clinical trials involving QS-21A as a critical component for immune response augmentation in microgram doses. Herein is reported the first synthesis and structure verification of QS-21Aapi, applying novel glycosylation methodologies in the convergent modular construction of this rare and potent natural product immunostimulant.
authors.affiliation: Department of Chemistry, University of Illinois, Urbana, Illinois 61801, USA.
authors.forename: Pengfei
authors.initials: P
authors.lastname: Wang
authors.forename: Yong-Jae
authors.initials: YJ
authors.lastname: Kim
authors.forename: Mauricio
authors.initials: M
authors.lastname: Navarro-Villalobos
authors.forename: Bridget D
authors.initials: BD
authors.lastname: Rohde
authors.forename: David Y
authors.initials: DY
authors.lastname: Gin
mesh_terms: D000276:Adjuvants, Immunologic / Q000138:chemical synthesis* / Q000737:chemistry; D031990:Quillaja / Q000737:chemistry; D012503:Saponins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000276:Adjuvants, Immunologic; D012503:Saponins; C078785:saponin QA-21V1