Pluraflavins and derivatives thereof, process for their preparation and use thereof

US6500936B2 · kind B2 · utility

Assignee

• Aventis Pharma Deutschland GmbH · DE

Inventors

• Laszlo Vertesy · Eppstein, DE
• Klaus Ehrlich · Rüsselsheim am Main, DE
• Martin Knauf · Frankfurt, DE
• Joachim Wink · Rödermark, DE
• Francis P. Barbone · Annandale, US
• Elaine Powers · High Bridge, US
• Elizabeth A. Cashman · Bound Brook, US

Key dates

• Filing date: Feb 16, 2001
• Grant date: Dec 31, 2002
• Expiry date: Apr 26, 2021

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C12R2001/01
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The invention relates to a compound of formula (I) wherein R1 is a sugar; R2 is —CH2—O—(R7)m, R7 representing a sugar, or is —COOH; R3 is an epoxide-comprising group, or is C1-C6-alkyl or C2-C6-alkenyl, unsubstituted or substituted by at least one OH; R5 is H, C1-C6-alkyl, C2-C6-alkenyl or C2-C6-alkynyl; R4R6, R8 and R10 independently of one another are H; C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, —X2H, or —X2R12, or R4 and R6 together and/or R8 and R10 together are =X2; X2 is O, NH, N—C1-C6-alkyl, N—C2-C6-alkenyl, N-C2-C6-alkynyl or S; R12 is C1-C6-alkyl, C2-C6—alkenyl, C2-C6-alkynyl, aryl or acyl; and m and n are 1 or 2; in any of its stereochemical forms and mixtures of these forms in any ratio, and a physiologically acceptable salt or derivative thereof. The compounds are obtainable from a culture of the microorganism Actinomycetales species HAG 003959, DSM 12931, by fermentation. Accordingly, the invention relates to a process for their preparation and to the use of the compounds as pharmaceuticals, for example as antitumor agents.