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US 2016/0340286 A1Published application
Clostrubins
AssigneeLeibniz Institut Fur Naturstoff-Forschung Und Infektionsbiologie E.V.
InventorsSacha Pidot, Keishi Ishida, Gulimila Shabuer, Michael Cyrulies, Christian Hertweck
Life of this patent
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Abstract
The present invention relates to a bioactive compound according to general formula (I); to a pharmaceutical composition comprising one or more of the compound(s); and to the use of the compound(s) as an antibiotic, cytotoxic and/or anti—proliferative agent.
Claims17
A compound of the general formula (I):
- or a pharmacologically acceptable salt thereof, wherein
- R1, R2, R3, R4 and R31 each independently represents H, OH, F, Cl, Br, I, NO2, CF3, CN, NH2, NO2, —(CH2)m—R;
- —C(═O)R;
- —C(═O)NHR;
- —NHC(═O)R;
- —NHSO2R;
- S(O)nX2;
- SO2NR5R6;
- or a group comprising a linear or branched polyethylene glycol (PEG) group which comprises the formula —(CH2—CH2—O)t— with t being an integer of from 2 to 100 and has a molecular weight (MW) of from 400 to 50000 Da;
- R represents H;
- —(CH2)p—X1;
- —(CH2)p—OX1;
- a C1-6 heteroalkyl;
- a cycloalkyl;
- a heterocycloalkyl;
- an alkylcycloalkyl;
- a heteroalkylcycloalkyl;
- an aryl;
- a heteroaryl;
- an aralkyl;
- or a heteroaralkyl group;
- R5 and R6 each independently represents a hydrogen atom;
- or —(CH2)m—R;
- or
- R5 and R6 are taken together to form a 5- to 8-membered saturated, unsaturated or aromatic heterocycle containing 1 to 4 N atoms or 1 to 3 heteroatoms selected from the group consisting of nitrogen, oxygen and sulphur, which heterocycle may be unsubstituted or mono- , di or trisubstituted by halogen atom or R;
- or R5 and R6 are taken together to form a 5- to 8-membered saturated, unsaturated or aromatic heterocycle containing 1 to 3 heteroatoms selected from the group consisting of nitrogen, oxygen and sulphur, which is fused to one or two rings selected from the group consisting of cycloalkyl;
- heterocycloalkyl;
- alkylcycloalkyl;
- heteroalkylcycloalkyl;
- aryl;
- heteroaryl;
- aralkyl;
- and heteroaralkyl;
- X1 represents a C1-6 alkyl, C2-6 alkenyl, or C2-6 alkynyl group, in which 1 to 5 H atoms may, independently of each other, be replaced by halogen atom, CN, CF3, NO2, OR or NHR, and/or in which one or two non-adjacent CH2 group(s) may be replaced by O, NH, S, SO, SO2, or C3-7 cycloalkyl;
- X2 represents CN, CF3, —(CH2)p—X1, or NR5R6;
- m is 0, 1, 2 or 3;
- n is 0, 1 or 2;
- and
- p is an integer from 0 to 6.
36 more elements
A method for the preparation of a compound of formula (I), the method comprising the steps of:
- (a) culturing strain DSM 13821;
- and
- (b) separating and retaining the compound from the culture broth, the step comprising precipitation on a glass filter.
Dependencies are inferred from the claim text.