- Design, Synthesis, and Study of the Insecticidal Activity of Novel Steroidal 1,3,4-Oxadiazoles
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A series of novel steroidal derivatives with a substituted 1,3,4-oxadiazole structure was designed and synthesized, and the target compounds were evaluated for their insecticidal activity against five aphid species. Most of the tested compounds exhibited potent insecticidal activity against Eriosoma lanigerum (Hausmann), Myzus persicae, and Aphis citricola. Compounds 20g and 24g displayed the highest activity against E. lanigerum, showing LC50 values of 27.6 and 30.4 μg/mL, respectively. Ultrastructural changes in the midgut cells of E. lanigerum were detected by transmission electron microscopy, indicating that these steroidal oxazole derivatives might exert their insecticidal activity by destroying the mitochondria and nuclear membranes in insect midgut cells. Furthermore, a field trial showed that compound 20g exhibited effects similar to those of the positive controls chlorpyrifos and thiamethoxam against E. lanigerum, reaching a control rate of 89.5% at a dose of 200 μg/mL after 21 days. We also investigated the hydrolysis and metabolism of the target compounds in E. lanigerum by assaying the activities of three insecticide-detoxifying enzymes. Compound 20g at 50 μg/mL exhibited inhibitory action on carboxylesterase similar to the known inhibitor triphenyl phosphate. The above results demonstrate the potential of these steroidal oxazole derivatives to be developed as novel pesticides.
- Bai, Hangyu,Jiang, Weiqi,Li, Qi,Li, Tian,Ma, Shichuang,Shi, Baojun,Wu, Wenjun
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p. 11572 - 11581
(2021/10/12)
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- Synthetic method of 1,3,4-thiadiazole derivative
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The invention discloses a synthetic method of a 1,3,4-thiadiazole derivative. The method comprises the following steps: (1) using hydrazine hydrate as a raw material, under the action of a catalyst, reacting with acid, to obtain a hydrazide compound I; (2) using alkyl chloroformate and thiocyanate to react in a condition of a solvent, to obtain an isothiocyanate compound II; (3) in a reaction system of the isothiocyanate compound II, adding solution containing the compound I, reacting to obtain solution containing a compound III; (4) processing the solution of the compound III by dehydrating,neutralizing, and washing, to obtain a compound IV; (5) in the conditions of an acid-binding agent and a solvent, adding alkyl halide or sulfuric acid diester into the compound IV, reacting to obtaina compound V; and (6) enabling the compound V to perform an amination reaction with primary amine, to obtain the 1,3,4-thiadiazole derivative VI. The preparation method has the advantages of green andno pollution, simple and convenient operation, higher yield, mild reaction condition and the like.
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Paragraph 0051; 0053
(2018/12/05)
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- USE OF DDX3 INHIBITORS AS ANTIPROLIFERATIVE AGENTS
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The present invention refers to compounds of formula I or II endowed with DDX3 inhibitory activity, relative pharmaceutical compositions and their use as antihyperproliferative agents. (I) or (II)
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Page/Page column 93
(2017/10/30)
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- HUMAN HELICASE DDX3 INHIBITORS AS THERAPEUTIC AGENTS
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The present invention refers to compounds endowed with RNA helicase DDX3 inhibitory activity of formula I and II and their therapeutic use, in particular for the treatment of viral diseases.
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Page/Page column 101
(2016/09/22)
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- Bile acid hydrazides: Gelation, structural, physical and spectroscopic properties
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Synthesis and gelation properties of a series of novel bile acid hydrazides are presented. These compounds are found to undergo self-assembly leading to organogelation in certain organic solvents. Compound 1 was found to be the most "effective" gelator in this series. The properties of this gel have been thoroughly investigated by conventional methods typical for molecular gel studies. Sol-gel transition temperature (Tg) of chloroform gels of compounds 1 and 3 was found to increase with increase in the chain length. Sol-gel transition was probed using the isothermal time test and results show that there is instantaneous increase in both the moduli after shear melting, which suggests that the kinetics of formation of the network was very fast. IR and NMR studies revealed hydrogen bonding between amidic carbonyl in the side chain and hydroxyl groups of cholic acid.
- Pore, Vandana S.,Agalave, Sandip G.,Pharande, Shrikant G.,Patil, Prashant A.,Kotmale, Amol S.
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p. 453 - 460
(2015/02/05)
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- Complexes of Cu(II) and Ni(II) sulphate with acetone and acetaldehyde hydrazones derived from valeric acid and isovaleric acid
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Eight complexes of Ni(II) and Cu(II) sulphates with valeric acid and isovaleric acid hydrazones of acetone and acetaldehyde were synthesized and characterized. The hydrazones act as a bidentate ligands coordinating through the oxygen of the carbonyl and the azomethine nitrogen, while the SO 42- ions occurs in the outer sphere complex. The microbial activities of the ligands and their metal complexes are encouraging.
- Aliyu,Ojo
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experimental part
p. 961 - 963
(2012/10/07)
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- Rational design of inhibitors of VirA-VirG two-component signal transduction
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VirA-VirG two-component system regulates the vir (virulence) operon in response to specific host factors (xenognosins) in the plant pathogen Agrobacterium tumefaciens. Using whole cell assays, stable inhibitors inspired by the labile natural benzoxazinone inhibitor HDMBOA are developed. It is found that aromatic aldehydes represent a minimal structural unit for activity. In particular, 3-hydroxy-4,6-dimethoxy-3H-isobenzofuran-1-one (HDI) was found to have the highest activity, making it the most potent developed inhibitor of virulence gene expression in Agrobacterium.
- Maresh, Justin,Zhang, Jin,Tzeng, Yih-Ling,Goodman, Nora A.,Lynn, David G.
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p. 3281 - 3286
(2008/02/08)
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- Development of orally active nonpeptidic inhibitors of human neutrophil elastase
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5-Amino-2-phenylpyrimidin-6-ones, some of their desamino derivatives, and miscellaneous derivatives were synthesized and biologically evaluated on both in vitro activity and oral activity in an acute hemorrhagic assay. These compounds contained an α-keto-1,3,4-oxadiazole moiety to bind covalently to the Ser-195 hydroxy group of human neutrophil elastase (HNE). Among those tested, compounds 11a-c,e,i-l(F), 11d,e,k(H), 21d,e,k(F), and 21d,e(H) showed a good oral profile. RS-Mixture 3(H) was selected for clinical evaluation based on its oral potency, duration of action, enzyme selectivity, safety profile, and ease of synthesis. Structure -activity relationships (SARs) are discussed.
- Ohmoto,Yamamoto,Okuma,Horiuchi,Imanishi,Odagaki,Kawabata,Sekioka,Hirota,Matsuoka,Nakai,Toda,Cheronis,Spruce,Gyorkos,Wieczorek
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p. 1268 - 1285
(2007/10/03)
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- Aryl substituted 7-oxabicycloheptane compounds, useful in inhibiting platelet aggregation
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7-Oxabicycloheptane and prostaglandin analogs are provided having the structural formula STR1 and including all stereoisomers thereof. The compounds are cardiovascular agents useful, for example, in the treatment of thrombolytic disease.
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- 7-Oxabicyclopheptane substituted amino prostaglandin analogs useful in the treatment of thrombolytic disease
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7-Oxabicycloheptane substituted amino prostaglandin analogs are provided having the structural formula STR1 and including all stereoisomers thereof. The compounds are cardiovascular agents useful, for example, in the treatment of thrombolytic disease.
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