W0 2011/000721 A1 I||||||||||||||||||||||||||||||||||||||||||||||||||||||||| - Questel

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According to a second object of the invention, there is provided a process for the preparation of the compounds of the invention. In particular, said method includes the step of providing an appropriate alcohol M (suitably protected, if required) and a suitable precursor of the D moiety, such as, for instance, an epoxide, which can be reacted with M to give the M-D element. This in turn is further coupled to a suitably protected M' moiety, using, for instance, a glycosylation reaction, thus yielding a new entity, which is then treated to remove the protecting groups of both the M and M' moieties and optionally reduced to provide the final M'-D-M entity. This is then added to a solution of the scaffold, which already bears the linker Y moiety, in order to obtain a compound of the invention. In the above mentioned cases, wherein in the compound of formula (I) the Z scaffold is represented by pentaerythhtol or bispentaerythritol dendrimers and Q is a 1, 2 , 3-triazole, the preparation process include the step wherein a starting pseudo-saccharidic moiety corresponding to the X moiety but bearing an azide (-N 3 ) terminal residue is coupled via a 1,3-dipolar cycloaddition with the dendrimer moiety. In a third object of the invention, there are disclosed the compounds of formula (I) as antiinfective and anti-viral medicaments against HIV virus (Human Immunodeficiency Virus), Dengue virus, Ebola virus, Hepatitis C virus, SARS and Mycobacterium tuberculosis. In another aspect of said third object, there are provided the compounds of formula (Ia) as antiinfective and anti-viral medicaments against HIV virus (Human Immunodeficiency Virus), Dengue virus, Ebola virus, Hepatitis C virus, SARS and Mycobacterium tuberculosis infections. In a further aspect of the present invention, there are the compounds of formula (Ib) as antiinfective and anti-viral medicaments against HIV virus
(Human Immunodeficiency Virus), Dengue virus, Ebola virus, Hepatitis C virus, SARS and Mycobacterium tuberculosis infections (see, for instance, Example 5). In a preferred embodiment, the compounds of formula (I) having the X moieties of Table I or the one of formula wherein Q is as above defined, are antiinfective and anti-viral medicaments against HIV virus (Human Immunodeficiency Virus), Dengue virus, Ebola virus, Hepatitis C virus, SARS and Mycobacterium tuberculosis infections. In a still preferred embodiment of the invention, the compounds 12, 12a and 12b are disclosed for the treatment and/or prevention of HIV (Human Immunodeficiency Virus), Dengue, Ebola, Hepatitis C, SARS and Mycobacterium tuberculosis infections. In a still further embodiment, the invention provides the compound of formula
Page 1 and 2: (12) INTERNATIONAL APPLICATION PUBL
Page 3 and 4: mannose disaccharide (Manα1-2Man),
Page 5 and 6: It is a forth object of the inventi
Page 7 and 8: M' is a saccharidic or pseudo-sacch
Page 9 and 10: wherein Q and n are above disclosed
Page 12 and 13: wherein R is as above disclosed,
Page 14 and 15: may be made of gold, silver, Fe 2 O
Page 16 and 17: Within the compound of formula (I)
Page 18 and 19: wherein R and R 2 are as above repo
Page 20 and 21: through the Y linker and n is 1 to
Page 22 and 23: and (12a) 12b. As per a third aspec
Page 24 and 25: H wherein Q is selected from — N
Page 28 and 29: wherein aj is 32 and J is a third g
Page 30 and 31: eactions requiring anhydrous condit
Page 32 and 33: To a solution of the silylmannopyra
Page 34 and 35: 3H, CH 3 CO), 1.99 (s, 3H, CH 3 CO)
Page 36 and 37: To a solution of the compound 9 (12
Page 38 and 39: (C2 D ), 70.36 (C6 M ), 70.01 (C6 M
Page 40 and 41: EXAMPLE 2 Synthesis of compound 12a
Page 42 and 43: 13 C-NMR (100 MHz, D2 O) δ (ppm):
Page 44 and 45: (the R5 tropic laboratory-adapted s
Page 46 and 47: derived from 1 (see above); G3Man32
Page 48 and 49: CLAIMS: 1 A compound of general for
Page 50: OCH 3 ), hydroxymethyl (-CH 2 OH),
Page 53 and 54: alkyl chain, C1-C8 linear or branch
Page 55 and 56: 7 . A compound having the general f
Page 57 and 58: H wherein Q is selected from — N
Page 59: or methyl substituted 1,3-thiazole;
Page 62 and 63: wherein R 2 may be hydroxyl (-0H),
Page 64 and 65: 12. A compound according to claim 1
Page 66: or methyl substituted 1,3-thiazole;
Page 82 and 83:
INTERNATIONAL SEARCH REPORT C(Conti
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W0 2011/000721 A1 I||||||||||||||||||||||||||||||||||||||||||||||||||||||||| - Questel

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