scholarly journals Synthesis and Insecticidal Activities of Novel Nitrogenous Derivatives of Celangulin-V

2014 ◽  
Vol 9 (6) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Jiwen Zhang ◽  
Lihui Cui ◽  
Longbo Li ◽  
Zhan Hu ◽  
Qianliang Zhang ◽  
...  

In order to develop new biorational pesticides and clarify the potential structural factors needed for the biological activity of celangulin-V analogues, thirty novel nitrogenous derivatives were designed and synthesized. The single crystal structure of celangulin-V is reported for the first time and provides a more accurate structure than that previously reported. The structures of all the new derivatives were confirmed by either NMR or ESI-MSn analysis. Insecticidal activities of these compounds were tested against the third-instar larvae of Mythimna separata. One derivative (1–6) showed higher insecticidal activity than celangulin-V, with a KD50 of 231.2 μg.g–1, while two compounds (2–13 and 2–14) exhibited lower insecticidal activities; the others revealed no activity at a concentration of 20 mg mL−1. The results support the view that celangulin-V has the potential to be a lead structure of semi-synthetic green insecticides.

2010 ◽  
Vol 5 (6) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Jiwen Zhang ◽  
Zhaonong Hu ◽  
Hua Yang ◽  
Wenjun Wu

In order to find new biorational pesticides, eight new 6-substituted ether derivatives of Celangulin-V were synthesized. The structures were confirmed by IR, 1H NMR and 13C NMR spectroscopic and HRMS analyses. The insecticidal activities of these compounds were tested against third-instar larvae of Mythimna separata. Four derivatives (b, c, f, g) showed higher insecticidal activities than Celangulin-V, with KD50 values of 135.9, 101.33, 169.0 and 219.2 μg.g-1, respectively. However, two compounds (a, d) showed lower insecticidal activities and two (e, h) no activity. The results suggest that C-6 substitutions in these compounds are very important for their insecticidal activities. The insecticidal activities of the derivatives with two or three carbon substitutions at C-6 are higher than that of Celangulin-V showing that this compound has the potential to be a lead structure for semi-synthetic, green insecticides.


2022 ◽  
Vol 1049 ◽  
pp. 218-223
Author(s):  
Aleksandr S. Kazachenko ◽  
Yuriy N. Malyar ◽  
Anna S. Kazachenko

Sulfated derivatives of polysaccharides have anticoagulant, hypolipedimic and other biological activity. In this work, a complex mixed ester of galactomannan, its sulfate-citrate, was obtained for the first time. The introduction of citrate and sulfate groups was proved by FTIR spectroscopy by the appearance of corresponding absorption bands. It was shown by X-ray diffraction that the introduction of the citrate group leads to the amorphization of the galactomannan structure.


2005 ◽  
Vol 5 (1) ◽  
pp. 11-16
Author(s):  
Hamdani Hamdani

Activity of Melia azedarach (L.) seed extract against armyworm Spodoptera litura (F.) (Lepidoptera: Noctuidae). This study was conducted to evaluate the effectivenes and biological activity of Melia azedarach L. (Meliaceae) seed extract against armyworm, Spodoptera litura F. The first instar larvae were fed extract-treated cotton leaves for 2 days, then were maintained on untreated leaves until the third instar stage. Records were kept in regard to the larvae mortality and developmental time of surviving larvae from first instar to third instar. The result showed that Melia azedarach L. seed extract at consentration of 50 g of seeds/l of water (5%) exhibited moderate insecticidal activity against S. litura larvae (43.33 - 68.33% mortality). Addition of detergen at 0.2% to extract did not increase insecticidal activity of the extract. However, boiling seed extract at consentration of 50 g of seeds/l of water (5%) during 10 until 20 minutes increased insecticidal activity of extract (66.67 - 68.33% mortality). Generally, M. azedarach seed extract treatment did not affect  developmental time of  S. litura larvae.


2008 ◽  
Vol 56 (16) ◽  
pp. 7326-7332 ◽  
Author(s):  
Yu Zhao ◽  
Chunhui Mao ◽  
Yongqiang Li ◽  
Pengxiang Zhang ◽  
Zhiqiang Huang ◽  
...  

Author(s):  
Izabela Korona-Głowniak ◽  
Wojciech Nitek ◽  
Waldemar Tejchman ◽  
Ewa Żesławska

Derivatives of 4-methyl-1,6-diphenylpyrimidine-2(1H)-selenone show very strong antimicrobial activity. In order to extend the current knowledge about the features responsible for the biological activity, crystal structure analyses are presented for 4-methyl-1-(2-methylphenyl)-6-phenylpyrimidine-2(1H)-selenone (1), 4-methyl-1-(3-methylphenyl)-6-phenylpyrimidine-2(1H)-selenone (2), 4-methyl-1-(4-methylphenyl)-6-phenylpyrimidine-2(1H)-selenone (3) (all C18H16N2Se) and 1-(4-chlorophenyl)-4-methyl-6-phenylpyrimidine-2(1H)-selenone (4) (C17H13ClN2Se). Furthermore, the antibacterial and antifungal activities of these compounds were evaluated. All the presented derivatives crystallize in the space group P21/c with one molecule in the asymmetric unit. The molecular geometries differ slightly in the mutual orientation of the rings. The packing of molecules in the crystals is dominated by C—H...N and C—H...Se intermolecular interactions. Additionally, in the crystal structure of 4, C—H...Cl intermolecular interactions are observed. The introduction of a methyl or chlorine substituent improves the biological activity, while its position significantly affects biological activity only in case of the chlorine substituent.


2013 ◽  
Vol 8 (6) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Jiwen Zhang ◽  
Zhan Hu ◽  
Shengkun Li ◽  
Shuding Yang ◽  
Wenjun Wu

In order to develop novel biorational pesticides, twelve new ether derivatives of 1β,4α,6α,9α-tetrahydroxy-2β,12-epoxymethano-β-dihydroagarofuran (3) were synthesized. The structure of the important intermediate 3 was confirmed by X-ray crystallography, and the new derivatives (3.1–3.12) were elucidated by IR, 1H NMR, 13 C NMR and 2D NMR spectroscopic and ESI-MS analysis. Insecticidal activities of these derivatives were tested against the third-instar larvae of Mythimna separata. Though most of the derivatives (3.1–3.4, 3.6, 3.8, 3.9–3.12) revealed no obvious activities at the concentration of 10 mg/mL –1, two compounds 3.5 and 3.7, with KD50 values of 12.9 (μg/g-1 and 7.8 μg/g –1, respectively, showed much higher insecticidal activities than celangulin-V, with a KD50 of 321.4 μg·g–1, the main insecticidal component from the root bark of Chinese bittersweet, Celastrus angulatus Max. The results showed that β-dihydroagarofuran has the potential to be a lead structure for semi-synthetic green insecticides.


Sign in / Sign up

Export Citation Format

Share Document