2725-29-3Relevant academic research and scientific papers
Natural-product-based pesticides: Semisynthesis, structural elucidation, and evaluation of new cholesterol–matrine conjugates as pesticidal agents
Hao, Meng,Li, Tianze,Lv, Min,Xu, Hui,Xu, Jianwei,Zhang, Shaoyong
, (2021)
To develop new potential pesticide candidates from low value-added natural bioactive products, a series of new cholesterol–matrine conjugates (I(a–e)–IV(a–e)) were prepared from two lead compounds cholesterol and matrine. Against Mythimna separata Walker, compound IVa exhibited 3.0 and 2.6 folds promising insecticidal activity of cholesterol and matrine, respectively; against Aphis citricola Van der Goot, compound IVd showed 4.3 and 2.2 folds potent aphicidal activity of their precursors; notably, it also showed good control effects in the greenhouse; against Plutella xylostella Linnaeus at a dose of 20 μg/nymph, compound IIIe exhibited 2.8 and 2.0 folds oral toxicity of cholesterol and matrine, respectively. Compounds IIIe, IVd and IVe can be used as the leads for further structural optimization as the insecticidal and aphicidal agents.
An Approach to the Synthesis of Electron-Rich and Hindered Esters and Its Application to the Synthesis of Acteoside
Zhang, Xiaojuan,Yang, Yutong,Wang, Fuye,Zhou, Zhengbing,Zhang, Hongbin,Zhu, Yugen
supporting information, p. 9210 - 9215 (2021/11/30)
Electron-rich esters are ubiquitously distributed in natural products and play a central role in bioactivities. Herein, we disclose an efficient, mild, and general esterification approach to the synthesis of these esters by employing gold(I)-catalyzed acylation reaction with alkyne-tethered mixed anhydrides and alcohols. This method can be applied to ester-bond formation in complex substrates and facilitates efficient synthesis of acteoside, which belongs to the family of phenylethanoid glycosides and possesses a broad range of bioactivities.
From ketones to esters by a Cu-catalyzed highly selective C(CO)-C(alkyl) bond cleavage: Aerobic oxidation and oxygenation with air
Huang, Xiaoqiang,Li, Xinyao,Zou, Miancheng,Song, Song,Tang, Conghui,Yuan, Yizhi,Jiao, Ning
supporting information, p. 14858 - 14865 (2014/12/11)
The Cu-catalyzed aerobic oxidative esterification of simple ketones via C-C bond cleavage has been developed. Varieties of common ketones, even inactive aryl long-chain alkyl ketones, are selectively converted into esters. The reaction tolerates a wide range of alcohols, including primary and secondary alcohols, chiral alcohols with retention of the configuration, electron-deficient phenols, as well as various natural alcohols. The usage of inexpensive copper catalyst, broad substrate scope, and neutral and open air conditions make this protocol very practical. 18O labeling experiments reveal that oxygenation occurs during this transformation. Preliminary mechanism studies indicate that two novel pathways are mainly involved in this process. (Chemical Equation Presented)
