Title:
トリテルペンであるサポニン、その合成法および使用
Document Type and Number:
Japanese Patent JP5706815
Kind Code:
B2
Abstract:
The present invention relates to triterpene glycoside saponin-derived adjuvants, syntheses thereof, intermediates thereto, and uses thereof. QS-7 is a potent immuno-adjuvant that is significantly less toxic than QS-21, a related saponin that is currently the favored adjuvant in anticancer and antiviral vaccines. Tedious isolation and purification protocols have hindered the clinical development of QS-7. A novel semi-synthetic method is provided wherein a hydrolyzed prosapogenin mixture is used to synthesize QS-7, QS-21, and related analogs, greatly facilitating access to QS-7 and QS-21 analogs for preclinical and clinical evaluation.
Inventors:
Gin, david
Adams, Michael
Den, chi
Pearl, nicholas
Annie
Livingston, Philip
Rugpathy, Govind
Adams, Michael
Den, chi
Pearl, nicholas
Annie
Livingston, Philip
Rugpathy, Govind
Application Number:
JP2011504157A
Publication Date:
April 22, 2015
Filing Date:
April 08, 2009
Export Citation:
Assignee:
Sloan-Kettering Institute for Cancer Research
International Classes:
C07J63/00; A61K31/704; A61K39/00; A61K39/02; A61K39/04; A61K39/05; A61K39/08; A61K39/085; A61K39/095; A61K39/102; A61K39/104; A61K39/106; A61K39/108; A61K39/112; A61K39/118; A61K39/12; A61K39/125; A61K39/13; A61K39/145; A61K39/155; A61K39/165; A61K39/20; A61K39/205; A61K39/21; A61K39/23; A61K39/235; A61K39/245; A61K39/25; A61K39/265; A61K39/29; A61K39/295; A61P31/04; A61P31/12; A61P31/14; A61P31/16; A61P31/18; A61P31/20; A61P31/22; A61P33/00; A61P35/00; A61P35/02; C07F7/18
Foreign References:
| WO2004092329A1 | ||||
| WO2000009075A1 |
Other References:
DENG K,SYNTHESIS OF QS-21-XYLOSE:ESTABLISHMENT OF THE IMMUNOPOTENTIATING ACTIVITY 以下備考,ANGEW.CHEM.INT.ED,2008年,P6395-6398,OF SYNTHETIC QS-21 ADJUVANT WITH A MELANOMA VACCINE
KIM Y-J,SYNTHETIC STUDIES OF COMPLEX IMMUNOSTIMULANTS FROM QUILLAJA SAPONARIA:以下備考,J.AM.CHEM.SOC.,2006年,V128,P11906-11915,SYNTHESIS OF THE POTENT CLINICAL IMMUNOADJUVANT QS-21A(API)
SOLTYSIK S,STRUCTURE/FUNCTION STUDIES OF QS-21 ADJUVANT:ASSESSMENT OF TRITERPENE ALDEHYDE 以下備考,VACCINE,英国,1995年 1月 1日,V13 N15,P1403-1410,AND GLUCURONIC ACID ROLES IN ADJUVANT FUNCTION
KIM Y-J,SYNTHETIC STUDIES OF COMPLEX IMMUNOSTIMULANTS FROM QUILLAJA SAPONARIA:以下備考,J.AM.CHEM.SOC.,2006年,V128,P11906-11915,SYNTHESIS OF THE POTENT CLINICAL IMMUNOADJUVANT QS-21A(API)
SOLTYSIK S,STRUCTURE/FUNCTION STUDIES OF QS-21 ADJUVANT:ASSESSMENT OF TRITERPENE ALDEHYDE 以下備考,VACCINE,英国,1995年 1月 1日,V13 N15,P1403-1410,AND GLUCURONIC ACID ROLES IN ADJUVANT FUNCTION
Attorney, Agent or Firm:
Hidesaku Yamamoto
Takaaki Yasumura
Natsuki Morishita
Takaaki Yasumura
Natsuki Morishita