Clinically useful anticancer, antitumor, and antiwrinkle agent, ursolic acid and related derivatives as medicinally important natural product

Figures & data

Scheme 1.  Chemical structures of triterpenes isolated.

Scheme 2.  Triterpene acids from the leaves of Perilla frutescens from apple peels.

Scheme 3.  Ursolic acid and structurally related triterpenes for HIV activity.

Scheme 4.  Synthesis of triterpenic esters with different chain lengths at C-3.

Scheme 5.  Oxidation of ursolic acid acetate with DMSO.

Scheme 6.  Boswellic acids of human leukocyte elastase.

Scheme 7.  Derevatives of ursolic acid for trypanocidal activity.

Scheme 8.  Synthesis of cinnamate-based esters of ursolic acid.

Scheme 9.  (52) UA-3-O-β-d-glucopyranosyl (1-3)α-l-arabinopyranoside (53) UA-3-O-β-d-xylopyranosyl (1-2)-β-d-glucopyranosyl (1-3)α-l-arabinopyranoside (54) UA-3-O-β-d-glucopyranosyl (1-3)α-l-arabinopyranosyl-28-O-β-d-xylopyranosyl (55) UA-3-O-β-d-glucopyranosyl (1-2)α-l-arabinopyranosyl-28-O-β-d-xylopyranosyl -β-d-xylopyranosyl(1-3)α-Larabinopyranosyle-28-O-β-d-glucopyranoside (56) UA-3-O-β-d-glucopyranosyl (1-3)α-l-arabinopyranoside 28-O-β-d-glucopyranosyl (1-6)-O-β-d-glucopyranoside (57) UA-3-O-β-d-glucopyranosyl (1-3)β-d-xylopyranosyl-28-O-β-d-glucopyranoside.

Scheme 10.  3-O-acyl ursolic acid derevatives.

short-legendScheme 11. Synthesis of Disodium 3b-13-carboxy propyonyloxy)urea-9, 12 diene-28-oate.

short-legendScheme 12. Synthesis of uvaol hemiphthalate derevatives

Scheme 13.  3-O-fatty acid ester derevatives of some triterpene acids.