Synthesis and pharmacological activity of amides and the ozonolysis product of maleopimaric acid

Synthesis and anticancer activity of quinopimaric and maleopimaric acids’ derivatives

“…5 In vivo experiments have shown that diene adducts of levopimaric acid and its derivatives possess an anti-inflammatory, 6 antiulcer, 7 and antiviral activities. 8 Abietic and levopimaric acids are the major components of rosin (colophony) and can be extracted from Pinus rosin or commercial disproportionate rosin.…”

“…The diterpenoids ability to induce apoptosis in different tumor cells is shown. 17,18 As a part of our program to investigate the plant terpenoids pharmacological potency, [6][7][8][19][20][21][22][23] especially to find cytotoxic agents among the levopimaric acid derivatives, we have realized the chemical transformations of levopimaric acid diene adducts with p-benzoquinone and maleic anhydride, resulting in more than twenty derivatives of quinopimaric and maleopimaric acids' with different double bonds, types of the E-ring and modification of the carbonyl-groups.…”

Synthesis of New Pyrazole–Methylmaleopimarate Conjugates

“…Many pyrazole-containing compounds such as Celebrex [4], rimonabant [5], and Viagra [6] were successfully commercialized as drugs. Methyl maleopimarate (MEMPA) was obtained by the known method from levopimaric acid and maleic anhydride [7,8] and is a convenient and available reagent for synthesizing compounds with anti-inflammatory, antiulcer, fungicidal, and other activities [9][10][11][12]. In continuation of research on potential biologically active compounds, we synthesized conjugates with a diterpene fragment and pyrazole-ring pharmacophore.…”

Synthesis of new A-conjugated Quinolone and Spiroindole Dammaranes by the Ozonolysis of 2,3-Indolodipterocarpol

“…As a part of our ongoing program on the synthesis of novel biologically active derivatives of natural metabolites using oxidation reactions [5,[16][17][18][19][20], we report herein an access to new quinolone and spiroindole dammaranеs by the oxidation of 2,3indolodipterocarpol 1 with ozone. Taking into consideration the mechanism of ozonolysis by side chain of dipterocarpol in protic and aprotic solvents led to various products [5], we carried out the oxidation of 2,3-indolodipterocarpol 1 in AcOH and CH 2 Cl 2 .…”