Evaluation of andrographolide-based analogs derived from Andrographis paniculata against Mythimna separata Walker and Tetranychus cinnabarinus Boisduval

被引：13

作者：

Xu, Ming ^{[1
]}

Xu, Jianwei ^{[1
]}

Hao, Meng ^{[1
]}

Zhang, Kong ^{[1
]}

Lv, Min ^{[1
]}

Xu, Hui ^{[1
]}

机构：

[1] Northwest A&F Univ, Coll Plant Protect Chem & Pharm, Res Inst Pesticidal Design & Synth, Yangling 712100, Shaanxi, Peoples R China

来源：

BIOORGANIC CHEMISTRY | 2019年 / 86卷

基金：

中国国家自然科学基金;

关键词：

Andrographis paniculata; Andrographolide; Secondary metabolite; Structural modification; Pesticidal activity; NEMATOCIDAL ACTIVITY; DERIVATIVES; SEMISYNTHESIS; ESTERS;

D O I：

10.1016/j.bioorg.2019.01.020

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

To discover new natural-product-based pesticides, we structurally modified andrographolide, a labdane diterpenoid isolated from Andrographis paniculata, and stereoselectively prepared a series of 12 alpha-(substituted) benzylamino-14-deoxyandrographolide derivatives (I-V). Three-dimensional structures of compounds 3c, 3d, IIIa and IIIb were further determined by single-crystal X-ray diffraction. Compounds IIa (R-1 = n-C3H7, R-2 = PhCH2) exhibited more promising insecticidal activity against Mythimna separata than toosendanin. Compounds 3a (R-1 = H), Ib (R-1 = H, R-2 = 4-ClPhCH2), and IVa (R-1 = 4-ClPh, R-2 = PhCH2) showed potent acaricidal activity against Tetranychus cinnabarinus.

引用

页码：28 / 33

页数：6

共 5 条

[1] Spirodiclofen ether derivatives: semisynthesis, structural elucidation, and pesticidal activities against Tetranychus cinnabarinus Boisduval, Aphis citricola Van der Goot and Mythimna separata Walker
Li, Shaochen
Lv, Min
Li, Tianze
Hao, Meng
Xu, Hui
PEST MANAGEMENT SCIENCE, 2021, 77 (05) : 2395 - 2402
[2] Semisynthesis of novel N-acyl/sulfonyl derivatives of 5(3,5)-(di)halogenocytisines/cytisine and their pesticidal activities against Mythimna separata Walker, Tetranychus cinnabarinus Boisduval, and Sitobion avenae Fabricius
Huang, Xiaobo
Lv, Min
Xu, Hui
PEST MANAGEMENT SCIENCE, 2019, 75 (10) : 2598 - 2609
[3] Synthesis and insecticidal activity of novel hydrazone compounds derived from a naturally occurring lignan podophyllotoxin against Mythimna separata (Walker)
Wang, Yi
Yu, Xiang
Zhi, Xiaoyan
Xiao, Xiao
Yang, Chun
Xu, Hui
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (12) : 2621 - 2624
[4] Semisynthesis of new ethers from furyl-ring-based acylation derivatives of fraxinellone as insecticidal agents against Mythimna separata Walker in vivo
Ruige Yang
Yong Guo
Yuanyuan Zhang
Hui Xu
ChineseChemicalLetters, 2018, 29 (06) : 995 - 997
[5] Semisynthesis of new ethers from furyl-ring-based acylation derivatives of fraxinellone as insecticidal agents against Mythimna separata Walker in vivo
Yang, Ruige
Guo, Yong
Zhang, Yuanyuan
Xu, Hui
CHINESE CHEMICAL LETTERS, 2018, 29 (06) : 995 - 997

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