Synthesis and herbicidal activity of 5-dehydroabietyl-1,3,4-oxadiazole derivatives

Holzforschung ◽  
2011 ◽  
Vol 65 (2) ◽  
Author(s):  
Wen-Gui Duan ◽  
Xing-Ren Li ◽  
Qi-Jin Mo ◽  
Jian-Xin Huang ◽  
Bo Cen ◽  
...  

Abstract To search for novel therapeutic compounds with higher activity, a series of novel dehydroabietic acid derivatives bearing 1,3,4-oxadiazole moieties were designed and synthesized. Ten title compounds 5-dehydroabietyl-2-alkyl thio-1,3,4-oxadiazoles were synthesized by the reaction of 5-dehydroabietyl-2-mercapto-1,3,4-oxadiazole with alkyl halide or substituted benzyl halide in ethanolic KOH. All the title compounds were analyzed and characterized by means of IR, UV-vis, EI-MS, 1H-NMR, 13C-NMR, and elemental analysis. The preliminary herbicidal assay showed that almost all of the compounds exhibited an excellent growth inhibition to rape (Brassica campestris) and a certain inhibition to barnyard grass (Echinochloa crusgalli L.) at a concentration of 100 μg ml-1.

Weed Science ◽  
1977 ◽  
Vol 25 (2) ◽  
pp. 111-114 ◽  
Author(s):  
Omosuyi Fadayomi ◽  
G.F. Warren

The site of uptake of nitrofen (2,4-dichlorophenyl-p-nitrophenyl ether) and oxyfluorfen [2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene] was studied using a double pot technique. Sorghum [Sorghum bicolor(L.) Moench ‘RS610′] and pea (Pisum sativumL. ‘Alaska’) were the test plants. Herbicidal activity measured by the reduction in fresh weight of the roots and shoots of treated plants showed that exposure of the shoot zone to the herbicides caused much more injury to the plants than root exposure. Translocation of both compounds from root applications to tops of pea and sorghum was studied using14C-labeled herbicides. There was very little movement of the compounds from the roots of both species. Translocation of the compounds from foliage application was studied using greenbean (Phaseolus vulgarisL. ‘Spartan Arrow’) and soybean [Glycine max(L.) Merr ‘Wayne’]. Almost all of the applied14C-herbicides remained at the point of application.


2008 ◽  
Vol 46 (4) ◽  
pp. 381-386 ◽  
Author(s):  
Marinaldo S. de Carvalho ◽  
Lúcia H. B. Baptistella ◽  
Paulo M. Imamura
Keyword(s):  

2020 ◽  
Vol 76 (6) ◽  
pp. 2058-2067
Author(s):  
Lanxiang Xiang ◽  
Lei Zhang ◽  
Qinglai Wu ◽  
Zhihong Xu ◽  
Junkai Li ◽  
...  

2012 ◽  
Vol 16 (01) ◽  
pp. 163-174 ◽  
Author(s):  
Ahmad Tuhl ◽  
Wadzanai Chidawanayika ◽  
Hamada Mohamed Ibrahim ◽  
Nouria Al-Awadi ◽  
Christian Litwinski ◽  
...  

This work reports on the synthesis of novel metal free, zinc, aluminum, gallium and indium tetra and octa (2,6-di-iso-propylphenoxy)-substituted phthalocyanine derivatives. UV-visible and 1H NMR analyses confirm that a non-planar conformation, adapted by the phenoxy substituents due to steric interaction in both derivative series, perfectly discourage cofacial aggregation. Fluorescence quantum yields vary as a function of the number of substituents on the ring periphery, while the fluorescence lifetimes display no distinct trend. Triplet quantum yields are significantly larger for the tetra 2,6-di-iso-propylphenoxy- substituted derivatives relative to their corresponding octa-substituted species. However there was no overall trend in the triplet lifetime values. For almost all of the phthalocyanine derivatives, singlet oxygen was produced with relatively good quantum yields. This study explores the possibility of fine-tuning their physicochemical properties by simple structural modification.


1985 ◽  
Vol 50 (11) ◽  
pp. 2607-2624 ◽  
Author(s):  
Urszula Rychłewska ◽  
Derek J. Hodgson ◽  
Miroslav Holub ◽  
Miloš Buděšínský ◽  
Zdenka Smítalová
Keyword(s):  
X Ray ◽  
H Nmr ◽  

On the basis of an analysis of its NMR spectra and X-ray analysis the stereostructure of the so-called 4-acetoxypruteninone-(10) (laferin) has been corrected to that of formula I. The stereostructures of almost all so far described native 2-oxoguai-1(10),3-dien-6,12-olides isolated from the species of Umbelliferae have been corrected on the basis of 1H NMR parameters.


2021 ◽  
Vol 9 ◽  
Author(s):  
Dingfeng Luo ◽  
Haodong Bai ◽  
Xiaomao Zhou ◽  
Lamei Wu ◽  
Chengjia Zhang ◽  
...  

To enhance quinclorac potency, twenty-five derivatives were synthesized containing 3-methyl-1H-pyrazol-5-yl by intermediate derivatization methods (IDMs). These compounds were confirmed by melting point (mp), 1HNMR, 13CNMR, and HRMS. The compound 1,3-dimethyl-1H-pyrazol-5-yl 3,7-dichloroquinoline-8-carboxylate (10a) was determined by X-ray diffraction. The activity of these compounds substituent on the phenyl was: electron-drawing group > neutral group > donor-drawing group, the results was like that of substituted benzyl group on pyrazole. The herbicidal activity assays showed that compounds 1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-yl 3,7-dichloroquinoline-8-carboxylate (8l, EC50 = 10.53 g/ha) and 10a (EC50 = 10.37 g/ha) had an excellent inhibition effect on barnyard grass in greenhouse experiment. Greenhouse safety experiment of rice exhibited almost no difference in plant height and fresh weight treated 10a at stage 1∼2-leaf of rice after 14 days but 8l had a detrimental effect. Two season field assays showed 10a herbicidal activity on barnyard grass at 150 g/ha as equal as 300 g/ha quinclorac in fields in 2019 and 2020. The study demonstrated that 10a could be further researched as a potential herbicide to control barnyard grass in fields.


RSC Advances ◽  
2021 ◽  
Vol 11 (44) ◽  
pp. 27207-27214
Author(s):  
Hongmei Zhang ◽  
Yuxiang Chen ◽  
Shichao Xu ◽  
Jing Wang ◽  
Huanhuan Dong ◽  
...  

In this study, a series of novel sec-p-menthane-7-amine derivatives were designed, synthesized, and evaluated to be used as efficient botanical herbicides owing to their post-emergence herbicidal activities against barnyard grass and rape.


2022 ◽  
pp. 249-266
Author(s):  
Ashfaq Ahmad Shah ◽  
Amit Gupta

Over 100 types of arthritis have been recognized in which the dominating forms are osteoarthritis and rheumatoid arthritis. Joint stiffness, pain, swelling, lowered range of motion of joints affected, redness around joints are the main complications of almost all types of arthritis. Medications like non-steroidal anti-inflammatory drugs (NSAIDs), opioids, corticosteroids, and immunosuppressants are only used to control the symptoms of the disease but are not able to alleviate them properly. However, with the incorporation of disease-modifying antirheumatic drugs (DMARDs) as well as tumor necrosis factor inhibitors (TNFi) in treatment, there are now promising therapeutic options to select from for the management of rheumatoid diseases. Nanotherapeutic approach has enabled us to deliver the disease-modifying agents directly to the inflammation site, thus eschewing off-target and unwanted systemic effects. Therefore, it provides an opportunity to reconsider the therapeutic compounds that were considered too toxic to be administrated via oral or parenteral route.


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