scholarly journals Insecticidal Activity of Four Lignans Isolated from Phryma leptostachya

Molecules ◽  
2019 ◽  
Vol 24 (10) ◽  
pp. 1976 ◽  
Author(s):  
Yankai Li ◽  
Jiaqi Wei ◽  
Jiameng Fang ◽  
Wenbo Lv ◽  
Yufei Ji ◽  
...  

A new lignan (T4) and three known lignans (T1, T2, and T3) were isolated from the methanol extract of the roots of Phryma leptostachya using bioassay-guided method, and their structures were identified as phrymarolin I (T1), II (T2), haedoxan A (T3), and methyl 4-((6a-acetoxy-4-(6-methoxybenzo[d][1,3]dioxol-5-yl)tetrahydro-1H,3H-furo[3,4–c]furan-1-yl)oxy)-1-hydroxy-2,2-dimethoxy-5-oxocyclopent-3-ene-1-carboxylate (T4) byNMR and ESI-MS spectral data. Bioassay results revealed that haedoxan A exhibited remarkably high insecticidal activity against Mythimna separata with a stomach toxicity LC50 value of 17.06 mg/L and a topical toxicity LC50 value of 1123.14 mg/L at 24 h, respectively. Phrymarolin I and compound T4 also showed some stomach toxicity against M. separata with KD50 values of 3450.21 mg/L at 4 h and 2807.10 mg/L at 8 h, respectively. In addition, phrymarolin I and haedoxan A exhibited some stomach toxicity against Plutella xylostella with an LC50 value of 1432.05 and 857.28 mg/L at 48 h, respectively. In conclusion, this study demonstrated that lignans from P. leptostachya are promising as a novel class of insecticides or insecticide lead compounds for developing botanical pesticides.

2020 ◽  
Vol 23 (2) ◽  
pp. 111-118
Author(s):  
Zhiping Che ◽  
Jinming Yang ◽  
Di Sun ◽  
Yuee Tian ◽  
Shengming Liu ◽  
...  

Background: It is one of the effective ways for pesticide innovation to develop new insecticides from natural products as lead compounds. Quinine, the main alkaloid in the bark of cinchona tree as well as in plants in the same genus, is recognized as a safe and potent botanical insecticide to many insects. The structural modification of quinine into 9R-acyloxyquinine derivatives is a potential approach for the development of novel insecticides, which showed more toxicity than quinine. However, there are no reports on the insecticidal activity of 9Racyloxyquinine derivatives to control Mythimna separata. Methods: Endeavor to discover biorational natural products-based insecticides, 20 novel 9Racyloxyquinine derivatives were prepared and assessed for their insecticidal activity against M. separata in vivo by the leaf-dipping method at 1 mg/mL. Results: Among all the compounds, especially derivatives 5i, 5k and 5t exhibited the best insecticidal activity with final mortality rates of 50.0%, 57.1%, and 53.6%, respectively. Conclusion: Overall, a free 9-hydroxyl group is not a prerequisite for insecticidal activity and C9- substitution is well tolerated; modification of out-ring double-bond is acceptable, and hydrogenation of double-bond enhances insecticidal activity; Quinine ring is essential and open of it is not acceptable. These preliminary results will pave the way for further modification of quinine in the development of potential new insecticides.


2016 ◽  
Vol 11 (10) ◽  
pp. 1934578X1601101
Author(s):  
Renfeng Li ◽  
Ximei Zhao ◽  
Baojun Shi ◽  
Shaopeng Wei ◽  
Jiwen Zhang ◽  
...  

To explore novel lead compounds for botanical pesticides from natural sources, a new pregnane glycoside (periplocoside) P2 as well as its isomer, a known pregnane glycoside P1, were isolated from the root barks of Periploca sepium using a bioactivity-guided method, and their structures were confirmed by 1D NMR, 2D NMR, IR, ESI-MSn and HRMS. Their insecticidal activities were evaluated against 3rd instar larvae of M. separata, and the results indicated that P2 exhibited excellent insecticidal activity with LC50 values of 2.9 and 2.2 mg/mL after 24 and 48 h, respectively, much lower than those of the positive control celangulin-V (24.7 and 21.0 mg/mL after 24 and 48 h, respectively). This work demonstrated that pregnane glycosides from Periploca sepium could be promising lead compounds for developing botanical pesticides urgently needed in agriculture.


Molecules ◽  
2019 ◽  
Vol 24 (21) ◽  
pp. 3861
Author(s):  
Ho-Shin Huang ◽  
Hsu-Sheng Yu ◽  
Chia-Hung Yen ◽  
Ean-Tun Liaw

Sambucus formosana is most commonly used as a traditional herb medicine in Taiwan. In this study, high performance liquid chromatography equipped with photodiode array detection-mass (HPLC–DAD-ESI-MS) method was developed for the identification and quantification of bioactive phenolics. The developed method was also validated for accuracy, precision, limit of detection, and quantification. In this method, chlorogenic acid, rutin, isoquercetrin, nictoflorin, astragalin, and quercetin were quantified in linearity range of 10–100 (μg/mL) with a correlation coefficient of greater than 0.996. High recovery (86.5–93.1%) and good reproducibility were obtained for six phenolics with the relative standard deviation ranging from 1.7–3.1%. Therefore, the proposed method for simultaneous quantification of six bioactive phenolics in the extract and fractions of S. formosana using HPLC–DAD-ESI-MS detection under the optimized conditions is accurate and validated. Among the results, methanol extract showed the greatest values of total phenolic content (93.1 mg gallic acid equivalent/g). Additionally, the methanol extract revealed best antioxidant capacity based on the DPPH scavenging activity and anti-glycation activity (IC50 was observed at 97.1 and 77.9 μg/mL, respectively).


2017 ◽  
Vol 15 (2) ◽  
pp. 151-154 ◽  
Author(s):  
Tahmid Faisal ◽  
Monira Ahsan ◽  
Jakir Ahmed Choudhury ◽  
ATM Zafrul Azam

The methanol extract of the powdered leaf of Eurya acuminata was investigated for isolation of secondary metabolites and two compounds were obtained by using VLC, column chromatography and TLC. The compounds were identified as phytol (1) and ?-sitosterol by extensive spectroscopic studies, including high field NMR analyses as well as co-TLC with authentic samples. The methanol extract of leaf of E. acuminata and its organic and aqueous soluble partitioning materials were evaluated for cytotoxic, thrombolytic and antimicrobial properties. In the cytotoxicity study the aqueous fraction of crude methanolic extract showed significant lethality towards brine shrimp having LC50 value 8.821 ?g/ml as compared to standard vincristine sulfate (0.404 ?g/ml). In the study for thrombolytic property, different extract of E. acuminata exhibited various thrombolytic activity ranging from 13.66 to 31.89 % as compared to standard streptokinase (46.51 %). No antimicrobial activity was observed from leaf extracts.Dhaka Univ. J. Pharm. Sci. 15(2): 151-154, 2016 (December)


2003 ◽  
Vol 58 (12) ◽  
pp. 1206-1209 ◽  
Author(s):  
Maria P. Socorro ◽  
Angelo C. Pinto ◽  
Carlos R. Kaiser

The isoflavonol 7,8,3’-trihydroxy-6,4’-dimethoxy-isoflavone (1) was isolated from the methanol extract of the bark of the trunk of Dipterix odorata. The structure was determined from spectral data and with aid of his acetylation to obtain 1a as a strategy to help the assignments of the 2D NMR experiments.


2019 ◽  
Vol 14 (7) ◽  
pp. 1934578X1985098
Author(s):  
Giang Thi Kim Lien ◽  
Do Thi Thuy Van ◽  
Dao Hung Cuong ◽  
Pham Hai Yen ◽  
Bui Huu Tai ◽  
...  

A new phenolic (caricapapayol, 1) and 8 known compounds (2-9) were isolated from the flowers of Carica papaya. Their structures were determined by analysis of HR-ESI-MS, NMR spectral data, and comparison with the literature. Among known compounds, compound 2 has not been reported from natural source. Compounds 1, 2, and 4 exhibited tyrosinase inhibitory activity with IC50 values of 14.3 ± 2.7, 25.5 ± 1.9, and 19.8 ± 3.0 µM, respectively, in comparison with positive control kojic acid IC50 11.3 ± 1.6 µM.


2010 ◽  
Vol 5 (3) ◽  
pp. 1934578X1000500
Author(s):  
Shaopeng Wei ◽  
Minchang Wang ◽  
Zhiqin Ji ◽  
Baojun Shi ◽  
Shengkun Li ◽  
...  

Three new insecticidal sesquiterpene polyol esters with dihydro-β-agarofuran skeletons, Kupiteng esters A (1), B (2) and C (3), were isolated from the methanol extracts of the root bark of Celastrus angulatus and their structures elucidated by analyses of MS and NMR spectral data. The insecticidal activities of these compounds against the 4th instar larvae of Mythimna separata were evaluated. The KD50 values of compounds 1-3, were 260.2, 445.5 and 1260.0 μg-g−1, respectively.


Sign in / Sign up

Export Citation Format

Share Document