Structural Effects on the Bioactivity of Dehydroabietic Acid Derivatives

Abstract

The synthesis and the evaluation of the antimicrobial activity against a filamentous fungus, yeasts and bacteria of 15 hydrophenanthrene compounds derived from dehydroabietic acid, bearing different functional groups and different stereochemistry of the A/B ring junction are disclosed. The results obtained showed how their activity is dependent of the functionality at C-18, which can be increased by deisopropylation or introduction of other groups into the molecule. While the filamentous fungus tested is sensitive to almost all of the compounds under study, the aldehyde function showed to be of major importance to the inhibition of yeast. Alcohols and aldehyde C-18 derivatives also inhibit the growth of a Gram-positive bacteria, whereas Gram-negative are not sensitive.

Tribological Performance of Rosin Acid Additives in Water Based Lubricants

“…Even within trees of the same species, the mixture of resin acids may be influenced by the climate and local terrain 4) . The main component of this rosin is abietic acid and its isomers (C 19 H 29 COOH), which can be made water-soluble reacting with aliphatic amines and ethanol amines [5][6][7][8] .…”

“…Dehydroabietic acid derivatives bioactivity against fungy and Gram-positive bacteria as well as antifungal activity against dermatophytes has been reported 7) . Abietic acid ammonium salts have been prepared as anionic surfactants by reacting abietic acid with aliphatic amines and ethanolamines with the purpose of using them as ingredients on the detergency, cosmetic and pharmaceutical industry 8) .…”

Synthesis and Biological Evaluation of Novel Dehydroabietic Acid Derivatives Conjugated with Acyl-Thiourea Peptide Moiety as Antitumor Agents

“…As a natural occurring diterpene, rosin acid, DHAA and its derivatives display a fascinating spectrum of biological activities, such as anti-ulcer, antimicrobial, anxiolytic, antiviral and antitumor activities [ 5 , 6 , 7 , 8 , 9 ]. Recent reports have indicated that DHAA and their analogs have anticancer activity in many human cancer cells, including cervical carcinoma cells, hepatocellular carcinoma cells and breast cancer cells [ 10 ].…”

Synthesis and Antiproliferative Activity of Some Novel Triazole Derivatives from Dehydroabietic Acid

“…There is a continuous need for new templates to be used in the design of potential chemotherapeutic agents. Dehydroabietic acid (DHA), a naturally occurring resin diterpene, and its derivatives, exhibit a broad spectrum of biological effects, including antiulcer [2,3], antimicrobial [4], antiviral [5], cytotoxic [3,6] and antitumor activities [7]. A recent patent on the use of abietic acid and derivatives as antitumor agents has been published [8].…”