Analogs of 3-O-acetyl-11-keto-β-boswellic acid

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ester doai

Reexamination Certificate

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Details

C514S766000, C560S006000

Reexamination Certificate

active

07625947

ABSTRACT:
This invention relates to novel AKBA analogs of the formula I given below:Where in R1, R2, R3, R4and R5in each of the said analogs are:1. R1═OCHO, R2═H, R3═COOH, R4& R5═O2. R1═OCOCH2Cl, R2═H, R3═COOH, R4& R5═O3. R1═5′-O-methylgalloyloxy, R2═H, R3═COOH, R4& R5═O4. R1═OCOCH2CH2COOH, R2═H, R3═COOH, R4& R5═O5. R1═8′,9′-Dihydro-4′-hydroxycinnamoyloxy, R2═H, R3═COOH, R4& R5═O6. R1═4′-Hydroxycinnamoyloxy, R2═H, R3═COOH, R4& R5═O7. R1═3′,4′-Dimethoxycinnamoyloxy, R2═H, R3═COOH, R4& R5═O8. R1═3′,4′-Dihydroxy-5′-methoxycinnamoyloxy, R2═H, R3═COOH, R4& R5═O9. R1═OCOCH2NH(tert-BOC), R2═H, R3═COOCH3, R4& R5═O10. R1═OCOCH2NH2HCl, R2═H, R3—COOH, R4& R5═O11. R1═OCOCH(CH3)NH2HCl, R2═H, R3═COOH, R4& R5═O12. R1═H, R2═OH, R3═COOCH3, R4& R5═O13. R1═H, R2═Br, R3COOCH3, R4& R5═O14. R1═CN, R2═H, R3═COOCH3, R4& R5═O15. R1═SH, R2═H, R3═COOCH3, R4& R5═O16. R1& R2═N(OH), R3═COOCH3, R4& R5═O17. R1& R2═H & OCOCH3R3═H, R4& R5═O18. R1═OCOCH3, R2═H R3═COOCH2CH2N(CH3)2, R4& R5═O19. R1═OCOCH3, R2═H R3═CONH2, R4& R5═O20. R1═OCOCH3, R2═H, R3═CONHNH2, R4& R5═O21. R1═OCOCH3, R2═H, R3═CONHCH2CH2NH2, R4& R5═O22. R1═OCOCH3, R2═H, R3═CONHCH2CH2OH, R4& R5═O23. R1═OCOCH3, R2═H, R3═CON(CH2CH2)2NH, R4& R5═O24. R1═OCOCH3, R2═H R3═NCO, R4& R5═O25. R1═OCOCH3, R2═H R3═NH2, R4& R5═O26. R1═OCOCH3, R2═H R3═CN, R4& R5═O27. R1═OH, R2═H R3═COOH, R4& R5═OH & HThese compounds exhibited 5-Lipoxigenase inhibitory properties and these compounds may be used in pharmaceutical compositions for therapeutic applications against a variety of inflammations and hypersensitivity-based human diseases including asthma, arthritis, bowel diseases such as ulcerative colitis and circulatory disorders such as shock and ischaemia. These compounds also inhibited the growth of Brine Shrimp in cultures, which may be considered as a positive indication for cytotoxicity and antitumor activity.

REFERENCES:
patent: 6174876 (2001-01-01), Simmet et al.
patent: 6534086 (2003-03-01), Krumhar
patent: 6589516 (2003-07-01), Eyre et al.
patent: 04288095 (1992-10-01), None
Savoir et al , Triterpenes. XI. Presence of 11-keto-B-boswellic acid in Incense, 1967, bulletin des Brussels chimiques Belges, 76(5-6), 368-70, ( two pages of abstract ).
International Search Report mailed on Mar. 18, 2005.

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