Title:
ANTI-PROLIFERATIVE 6-O-ACYL-BETA-D-GLUCOSYL-BETA-SITOSTEROL COMPOUNDS
Document Type and Number:
WIPO Patent Application WO2002079219
Kind Code:
A3
Abstract:
The present invention is based on the finding that 6-O-acyl-beta-D-glucosyl-beta-sitosterols extracted from fig latex were effective in inhibiting cell proliferation and thus may be used as anti-proliferative agents for the treatment of various diseases and disorders which correlate with undesired proliferation of cells, including cancer. Thus, the present invention provides such compounds, compositions comprising said compounds and methods ofuse of the compounds for inhibiting undesired proliferation of cells. The compounds of the present invention arepreferably formulated for oral delivery, e.g. as a food additive.
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Inventors:
MECHOULAM RAPHAEL (IL)
RUBNOV SHAI (IL)
KASHMAN YOEL (IL)
RABINOWITZ RUTH (IL)
SCHLESINGER MICHAEL (IL)
RUBNOV SHAI (IL)
KASHMAN YOEL (IL)
RABINOWITZ RUTH (IL)
SCHLESINGER MICHAEL (IL)
Application Number:
PCT/IB2002/000918
Publication Date:
April 24, 2003
Filing Date:
March 26, 2002
Export Citation:
Assignee:
YISSUM RES DEV CO (IL)
UNIV RAMOT (IL)
MECHOULAM RAPHAEL (IL)
RUBNOV SHAI (IL)
KASHMAN YOEL (IL)
RABINOWITZ RUTH (IL)
SCHLESINGER MICHAEL (IL)
UNIV RAMOT (IL)
MECHOULAM RAPHAEL (IL)
RUBNOV SHAI (IL)
KASHMAN YOEL (IL)
RABINOWITZ RUTH (IL)
SCHLESINGER MICHAEL (IL)
International Classes:
A61P35/00; C07J9/00; C07J17/00; (IPC1-7): C07J17/00; A61K31/575; A61P35/00; C07J9/00
Other References:
KIRIAKIDIS S ET AL: "FATTY ACID ESTERS OF SITOSTEROL 3BETA-GLUCOSIDE FROM SOYBEANS AND TEMPE (FERMENTED SOYBENAS) AS ANTIPROLIFERATIVE SUBSTANCES", JOURNAL OF CLINICAL BIOCHEMISTRY AND NUTRITION, TOKYO, JP, vol. 22, no. 3, May 1997 (1997-05-01), pages 139 - 147, XP001128731, ISSN: 0812-0009
SUH N ET AL: "DISCOVERY OF NATURAL PRODUCT CHEMOPREVENTIVE AGENTS UTILIZING HL-60 CELL DIFFERENTIATION AS A MODEL", ANTICANCER RESEARCH, HELENIC ANTICANCER INSTITUTE, ATHENS,, GR, vol. 15, no. 2, March 1995 (1995-03-01), pages 233 - 240, XP008011703, ISSN: 0250-7005
S. KADOTA ET AL.: "Constituents of the roots of Boerhaavia diffusa L. I. Examination of sterols and structures of new rotenoids, Boeravinones A and B", CHEM. PHARM. BULL., vol. 37, 1989, pages 3214 - 3220, XP002226073
GUEVARA A P ET AL: "AN ANTITUMOR PROMOTER FROM MORINGA OLEIFERA LAM", MUTATION RESEARCH, AMSTERDAM, NL, vol. 440, no. 2, 1999, pages 181 - 188, XP001128728, ISSN: 0027-5107
DELLA GRECA M ET AL: "STIGMASTEROLS FROM TYPHA LATIFOLIA", JOURNAL OF NATURAL PRODUCTS, XX, XX, vol. 53, no. 6, November 1990 (1990-11-01), pages 1430 - 1435, XP001128730, ISSN: 0163-3864
V. DEHMLOW ET AL.: "Über die Isolierung von Sitosterin-(6'-O-acyl)-beta-D-glucopyranosiden aus Flacourtia indica und über unerwartete Gelbildungen durch das Triacetat", Z. NATURFORSCH., vol. 55b, 2000, pages 333 - 335, XP002226074
S.B. ULLMAN ET AL.: "The effects of the fraction R3 of the latex of Ficus Carica L. on the tissues of mice bearing spontaneous mammary tumors", EXP. MED. SURGERY, vol. 10, 1952, pages 287 - 305, XP008011864
S. RUBNOV ET AL.: "Suppressors of cancer cell proliferation from Fig (Ficus carica) resin: isolation and structure elucidation", J. NAT. PROD., vol. 64, 2001, pages 993 - 996, XP002226075
SUH N ET AL: "DISCOVERY OF NATURAL PRODUCT CHEMOPREVENTIVE AGENTS UTILIZING HL-60 CELL DIFFERENTIATION AS A MODEL", ANTICANCER RESEARCH, HELENIC ANTICANCER INSTITUTE, ATHENS,, GR, vol. 15, no. 2, March 1995 (1995-03-01), pages 233 - 240, XP008011703, ISSN: 0250-7005
S. KADOTA ET AL.: "Constituents of the roots of Boerhaavia diffusa L. I. Examination of sterols and structures of new rotenoids, Boeravinones A and B", CHEM. PHARM. BULL., vol. 37, 1989, pages 3214 - 3220, XP002226073
GUEVARA A P ET AL: "AN ANTITUMOR PROMOTER FROM MORINGA OLEIFERA LAM", MUTATION RESEARCH, AMSTERDAM, NL, vol. 440, no. 2, 1999, pages 181 - 188, XP001128728, ISSN: 0027-5107
DELLA GRECA M ET AL: "STIGMASTEROLS FROM TYPHA LATIFOLIA", JOURNAL OF NATURAL PRODUCTS, XX, XX, vol. 53, no. 6, November 1990 (1990-11-01), pages 1430 - 1435, XP001128730, ISSN: 0163-3864
V. DEHMLOW ET AL.: "Über die Isolierung von Sitosterin-(6'-O-acyl)-beta-D-glucopyranosiden aus Flacourtia indica und über unerwartete Gelbildungen durch das Triacetat", Z. NATURFORSCH., vol. 55b, 2000, pages 333 - 335, XP002226074
S.B. ULLMAN ET AL.: "The effects of the fraction R3 of the latex of Ficus Carica L. on the tissues of mice bearing spontaneous mammary tumors", EXP. MED. SURGERY, vol. 10, 1952, pages 287 - 305, XP008011864
S. RUBNOV ET AL.: "Suppressors of cancer cell proliferation from Fig (Ficus carica) resin: isolation and structure elucidation", J. NAT. PROD., vol. 64, 2001, pages 993 - 996, XP002226075
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