4-hydroxybenzoic acid (4-HBA) exhibited low algal toxicity with the 72-h median inhibition concentration (IC50) of 9.9 mmol/L in the standard growth inhibition test using the freshwater green alga Pseudokirchneriella subcapitata. In contrast, it stimulated the algal growth at lower concentrations ranging from 0.1 to 1.0 mmol/L. Comparative studies with benzoic acid and 2- and 3-hydroxybenzoic acids (2-HBA and 3-HBA) indicated that 2-HBA was the most toxic, giving a 72-h IC50 of 0.172 mmol/L, and 4-HBA was the least toxic and that only 4-HBA had the pronounced growth stimulation activity. In a semicontinuous exposure to 4-HBA (0.15 and 0.3 mmol/L), algae maintained increased cell growth compared with controls during up to 10 times consecutive batch cultures, without any indication of adaptive responses to the growth enhancing effect of 4-HBA. Return to the clean standard medium of the exposed cells resulted in the quick recovery from the stimulant effect. Furthermore, 4-HBA (0.3 mmol/L) was found to diminish the toxicity of 2-HBA (<1.0 mmol/L). The presence of such compounds in the complex mixture might interact with other toxicants to alter the whole toxicity when assessed by the algal growth inhibition test. The effects of 4-HBA on P. subcapitata growth observed in the present study are not expected for planktonic algae in the aquatic environments, because known environmental concentrations are far below the effective concentration range.
The acute toxicity of fatty acids (C14 to C18) commonly found in wood was determined by the standard algal growth inhibition test using the freshwater green alga Selenastrum capricornutum. Toxicity, quantified as IC50 values, varied depending on the number of total carbons and double bonds. Of the tested acids, oleic (cis-9-octadecenoic) acid showed the highest toxicity (72-h IC50 = 0.47 mg/L) to the alga, and triolein, a triglyceride of oleic acid, showed no apparent toxicity. Further examination of a series of C18:1 acids with a double bond at the 6, 11, or 12 position revealed that both double-bond position and cis or trans configuration affected toxicity. The 72-h IC50 data for these fatty acids and related compounds seemed to correlate well with the melting point (mp), showing two separate linear relationships: at mp < 35 degrees C toxicity increased with increasing melting point, and at mp > 40 degrees C toxicity decreased with melting point.
Trimeric lignin model compounds, arylglycerol-/?-syringaresinol ethers, were incubated with Fusarium solani M-1 3-1 in basal salts mediumwith shaking. From the culture filtrates, degradation products were isolated and characterized spectroscopically. Based on the degradation products of guaiacylglycerol-/?-syringaresinol ether (II), the following reactions were found to occur; 1) oxidation of benzylic position (a") and subsequent ring opening of the syringaresinol side chain, 2) cleavage of alkyl-aryl CC bonds (Ca-C1 and Ca-CrO of both arylglycerol and syringaresinol portions, and 3) splitting of the alkyl-aryl ether bond (C^-O-C^). In the case of syringlyglycerol-/?syringaresinol ether (III), preferential oxidation of benzylic position (a) of the arylglycerol moiety was seen. The former two reactions were found to be catalyzed by the fungal phenol oxidizing enzymes.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.