Asymmetric synthesis of (S,S,R)-(-)-actinonin and its...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C514S415000, C514S357000, C546S246000, C546S329000, C548S469000

Reexamination Certificate

active

06887887

ABSTRACT:
The present invention provides methods for the asymmetric synthesis of (S,S,R)-(−)-actinonin and its analogs and the compounds thereby synthesized having a structural formula:where R1is an optionally substituted or halogenated alkyl, aryl, heteroalkyl or heteroaryl amine, said R1further comprising a cyclic or bicyclic structure; R2is methyl, CH2CH3, (CH2)2CH3, C(CH3)3, phenyl, 3,4-dichlorophenyl, biphenyl, benzyl, 4-hydroxybenzyl, piperidine, N-Boc-4-piperidine, CH2-(N-Boc-4-piperidine), 4-tetrahydropyran, CH2-4-tetrahydropyran, 3-methyl indolyl, 2-naphthyl, 3-pyridyl, 4-pyridyl, 3-thienyl; R3is R2or C3-8alkyl, R4is C1-3alkyl; and R5is NH2, OH, NHOH, NHOCH3, N(CH3)OH, N(CH3)OCH3, NHCH2CH3, NH(CH2CH3), NHCH2(2,4-(OCH3)2Ph, NHCH2(4-NO2)Ph, NHN(CH3)2, proline, or 2-hydroxymethyl pyrrolidine. Additionally, a method for the treatment of a neoplastic disease or for the inhibition of tumor cell growth each comprising the step of administering to an individual in need of such treatment a pharmacologically effective dose of the compounds of the present invention are provided.

REFERENCES:
patent: 5985911 (1999-11-01), Davidsen et al.
Ansorge et al., 2001, CAS:136:215000.

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