63796-37-2Relevant academic research and scientific papers
Antifungal Application of Rosin Derivatives from Renewable Pine Resin in Crop Protection
Gao, Yanqing,Hao, Jin,He, Xiaohua,Li, Jian,Shang, Shibin,Song, Jie,Song, Zhanqian,Tao, Pan,Wu, Chengyu
, p. 4144 - 4154 (2020)
In the current work, we synthesized two series of dehydroabietyl amide derivatives from natural product rosin and evaluated their antifungal effects on Valsa mali, Phytophthora capsici, Botrytis cinerea, Sclerotinia sclerotiorum, and Fusarium oxysporum. In vitro and in vivo antifungal activities results indicated that rosin-based amide compounds containing thiophene heterocycles had better inhibitory effects on B. cinerea. In particular, compound 5b (5-fluoro-2-thiophene dehydroabietyl amide) exhibited the excellent antifungal properties against B. cinerea with an EC50 of 0.490 mg/L, which was lower compared to the positive control penthiopyrad (0.562 mg/L). Physiological and biochemical studies showed that the primary action mechanism of compound 5b on B. cinerea changes mycelial morphology, increases cell membrane permeability, and inhibits the TCA pathway in respiratory metabolism. Furthermore, QSAR and SAR studies revealed that charge distribution of rosin-based amides derivatives have a key role in the antifungal activity through the hydrogen bonding, conjugation, and electrostatic interaction between the compounds and the receptors of the target. To sum up, this study contributes to the development of rosin-based antifungal agents with a novel structure and preferable biological activity.
Synthesis and insect attractant activity of fluorine-containing Pinus diterpenic amides and imines
Rao, Xiaoping,Song, Zhanqian,Han, Zhaojiu,Jiang, Zhikuan
experimental part, p. 851 - 860 (2010/08/19)
A series of fluorine-containing Pinus diterpenic amides and imines have been synthesised and their structures were confirmed by elemental analysis, IR, 1H NMR spectroscopy and single crystal X-ray diffraction. Their insect attractant activity to Spodoptera litura were screened by leaf plate method; the results indicated that most fluorine-containing dehydroabietic amides and imines exhibited attractive activity to S. litura, in which dehydroabietic p-trifluoromethyl amide (A6) exhibit seven times the attractive rate compared with blank at the concentration of 0.01 g mL-1. The fluorine moiety fused to the benzene ring results in decreased attractive rates for amides except (A6), while the effects of fluorine result in increased attractive rates for diterpenic imines.
