Title:
METHODS FOR PREPARATION AND USE OF PSOROSPERMIN ANALOGS
Document Type and Number:
WIPO Patent Application WO2002094836
Kind Code:
A3
Abstract:
Psorospermin is a cytotoxic dihydrofuranoxanthone that has found to exhibit significant activity against various tumor cell lines. Unfortunately, psorospermin is no longer readily available from its natural plant source. The present invention is directed to a method for preparing psorospermin analogs. Methods are also disclosed for utilizing psorospermin analogs to inhibit cellular proliferation.
Inventors:
HURLEY LAURENCE (US)
FELLOWS INGRID M (US)
WHITTEN JEFFREY P (US)
SCHWAEBE MICHAEL K (US)
FELLOWS INGRID M (US)
WHITTEN JEFFREY P (US)
SCHWAEBE MICHAEL K (US)
Application Number:
PCT/US2002/015863
Publication Date:
May 08, 2003
Filing Date:
May 20, 2002
Export Citation:
Assignee:
UNIV TEXAS (US)
HURLEY LAURENCE (US)
FELLOWS INGRID M (US)
WHITTEN JEFFREY P (US)
SCHWAEBE MICHAEL K (US)
CYTERNEX INC (US)
HURLEY LAURENCE (US)
FELLOWS INGRID M (US)
WHITTEN JEFFREY P (US)
SCHWAEBE MICHAEL K (US)
CYTERNEX INC (US)
International Classes:
A61K31/35; A61P35/00; A61P43/00; C07D311/86; C07D493/04; (IPC1-7): C07D493/04; A61K31/352; A61P35/00
Foreign References:
| EP0175376A2 | 1986-03-26 |
Other References:
KWOK, YAN ET AL: "Topoisomerase II-mediated site-directed alkylation of DNA by psorospermin and its use in mapping other topoisomerase II poison binding sites", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (1998), 95(23), 13531-13536, XP002222514
KUPCHAN, S. MORRIS ET AL: "Psorospermin, a new antileukemic xanthone from Psorospermum febrifugum", J. NAT. PROD. (1980), 43(2), 296-301, XP008011123
HABIB, A. M. ET AL: "Structure and stereochemistry of psorospermin and related cytotoxic dihydrofuranoxanthones from Psorospermum febrifugum", JOURNAL OF ORGANIC CHEMISTRY (1987), 52(3), 412-18, XP002222515
HO, DAVID K. ET AL: "O5-Methyl-(.+-.)-(2'R,3'S)-psorospermin", JOURNAL OF ORGANIC CHEMISTRY (1987), 52(3), 342-7, XP002222516
HANO, YOSHIO ET AL: "Constituents of the Moraceae plants. 17. Components of the root bark of Morus insignis Bur. 3. Structures of three new isoprenylated xanthones morusignins I, J, and K and an isoprenylated flavone morusignin L", HETEROCYCLES (1993), 36(6), 1359-66, XP002222518
MOREL, CECILE ET AL: "New Xanthones from Calophyllum caledonicum", JOURNAL OF NATURAL PRODUCTS (2000), 63(11), 1471-1474, XP002222517
GONDA, RYOKO ET AL: "Studies on the constituents of Anaxagorea luzonensis A. Gray", CHEMICAL & PHARMACEUTICAL BULLETIN (2000), 48(8), 1219-1222, XP001109192
HANO, YOSHIO ET AL: "Constituents of the Moraceae plants. 11. Components of the root bark of Morus insignis Bur. 1. Structures of four new isoprenylated xanthones, morusignins A, B, C, and D", HETEROCYCLES (1990), 31(7), 1345-50, XP008011147
PATEL, G. N. ET AL: "Studies in synthesis of xanthone derivatives. Part VI. Synthesis of furano- and difuranoxanthones", INDIAN JOURNAL OF CHEMISTRY, SECTION B: ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY (1987), 26B(11), 1035-8, XP008011146
JACOBS J J L ET AL: "BMI-1 COLLABORATES WITH C-MYC IN TUMORIGENESIS BY INHIBITING C-MYC-INDUCED APOPTOSIS VIA INK4A/ARF", GENES AND DEVELOPMENT, COLD SPRING HARBOR LABORATORY PRESS, NEW YORK, US, vol. 13, no. 20, 15 October 1999 (1999-10-15), pages 2678 - 2690, XP000992903, ISSN: 0890-9369
KUPCHAN, S. MORRIS ET AL: "Psorospermin, a new antileukemic xanthone from Psorospermum febrifugum", J. NAT. PROD. (1980), 43(2), 296-301, XP008011123
HABIB, A. M. ET AL: "Structure and stereochemistry of psorospermin and related cytotoxic dihydrofuranoxanthones from Psorospermum febrifugum", JOURNAL OF ORGANIC CHEMISTRY (1987), 52(3), 412-18, XP002222515
HO, DAVID K. ET AL: "O5-Methyl-(.+-.)-(2'R,3'S)-psorospermin", JOURNAL OF ORGANIC CHEMISTRY (1987), 52(3), 342-7, XP002222516
HANO, YOSHIO ET AL: "Constituents of the Moraceae plants. 17. Components of the root bark of Morus insignis Bur. 3. Structures of three new isoprenylated xanthones morusignins I, J, and K and an isoprenylated flavone morusignin L", HETEROCYCLES (1993), 36(6), 1359-66, XP002222518
MOREL, CECILE ET AL: "New Xanthones from Calophyllum caledonicum", JOURNAL OF NATURAL PRODUCTS (2000), 63(11), 1471-1474, XP002222517
GONDA, RYOKO ET AL: "Studies on the constituents of Anaxagorea luzonensis A. Gray", CHEMICAL & PHARMACEUTICAL BULLETIN (2000), 48(8), 1219-1222, XP001109192
HANO, YOSHIO ET AL: "Constituents of the Moraceae plants. 11. Components of the root bark of Morus insignis Bur. 1. Structures of four new isoprenylated xanthones, morusignins A, B, C, and D", HETEROCYCLES (1990), 31(7), 1345-50, XP008011147
PATEL, G. N. ET AL: "Studies in synthesis of xanthone derivatives. Part VI. Synthesis of furano- and difuranoxanthones", INDIAN JOURNAL OF CHEMISTRY, SECTION B: ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY (1987), 26B(11), 1035-8, XP008011146
JACOBS J J L ET AL: "BMI-1 COLLABORATES WITH C-MYC IN TUMORIGENESIS BY INHIBITING C-MYC-INDUCED APOPTOSIS VIA INK4A/ARF", GENES AND DEVELOPMENT, COLD SPRING HARBOR LABORATORY PRESS, NEW YORK, US, vol. 13, no. 20, 15 October 1999 (1999-10-15), pages 2678 - 2690, XP000992903, ISSN: 0890-9369
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