Synthetic studies of complex immunostimulants from Quillaja saponaria: synthesis of the potent clinical immunoadjuvant QS-21Aapi
| Autor: | David Y. Gin, Yong-Jae Kim, JohnMark Derryberry, Bridget D Rohde, Pengfei Wang, Mauricio Navarro-Villalobos |
|---|---|
| Rok vydání: | 2006 |
| Předmět: |
Sapogenins
Stereochemistry medicine.drug_class medicine.medical_treatment Molecular Sequence Data Pharmacology Biochemistry Immunoadjuvant Immunostimulant Catalysis Article chemistry.chemical_compound Colloid and Surface Chemistry Immune system Adjuvants Immunologic medicine Oleanolic Acid Natural product biology Chemistry Quillaja saponaria Quillaja General Chemistry Saponins biology.organism_classification Vaccine therapy Carbohydrate Sequence biology.protein Antibody Adjuvant Trisaccharides |
| Zdroj: | Journal of the American Chemical Society. 128(36) |
| ISSN: | 0002-7863 |
| Popis: | QS-21 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 vaccine therapy clinical trials involving QS-21 as a critical adjuvant component for immune response augmentation. QS-21 is a natural product immunostimulatory adjuvant, eliciting both T-cell- and antibody-mediated immune responses with microgram doses. Herein is reported the synthesis of QS-21A(api) in a highly modular strategy, applying novel glycosylation methodologies to a convergent construction of the potent saponin immunostimulant. The chemical synthesis of QS-21 offers unique opportunities to probe its mode of biological action through the preparation of otherwise unattainable nonnatural saponin analogues. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|