Biological evaluation of a series of benzothiazole derivatives as mosquitocidal agents

Abstract

Aedes aegypti is associated with the transmission of numerous human and animal diseases, such as yellow fever, dengue fever, chikungunya, and more recently Zika virus. Emerging insecticide resistance has created a need to develop new mosquitocidal agents for effective control operations. A series of benzothiazole-piperidine derivatives (1-24) were investigated for their larvicidal and adulticidal effects on Ae. aegypti It was observed that compounds 2, 4, 6, 7, 8, 11 and 13 showed notable larvicidal activity. Furthermore, compounds 6 and 10 showed promising adulticidal activity. Based on the mosquitocidal properties of these compounds, docking studies were also carried out in the active site of the AeSCP2 enzyme to explore any insights into further in vitro enzyme studies. Docking results indicated that all these active compounds showed reasonable interactions with critical residues in the active site of this enzyme. This outcome suggested that these compounds might show their larvicidal and adulticidal effects via the inhibition of AeSCP2. According to in vitro and in silico studies, compounds 2, 4, 6, 7, 8, 10, 11 and 13 stand out as candidates for further studies.

Synthesis of Fused Indolo‐Pyrazoles and Their Antimicrobial and Insecticidal Activities against Anopheles arabiensis Mosquito

“…It is concluded that FIPs displayed a major feature of insect poisoning through paralysis to death. Furthermore, it showed insect immobilization that is comparable with drugs already reported such as halogenated coumarin [21], 2‐chloro‐ N ‐(benzothiazol‐2‐yl)acetamine, polymorphic form DHPM3b and DEET . Therefore, the FIPS merit further study of their repellent properties and molecular docking should be used to understand their mechanism of action.…”

“…Mosquitoes have become a menace to humans because of their irritable biting, transmission of malaria and other infections such as intestinal sickness, yellow fever, filariasis and encephalitis. Hence, the battle against mosquitoes has become a crucial environmental, economic and social health issue . Chemical insecticides are considered as the first option for reducing vector‐borne disease but the development of resistance by some species has sparked renewed interest in finding alternative anti‐mosquito agents.…”

Zeolite‐catalyzed synthesis of nicotinyl‐fused indolo‐pyrazoles and evaluation of their activities against Anopheles arabiensis and Lipoxygenase

“…Furthermore, it showed insect immobilization comparable with drugs already reported, such as halogenated coumarin and 2‐chloro‐ N ‐(benzothiazol‐2‐yl)acetamine. [ 10 ] It is concluded that 4h (TSINOCH 3 ) and 4i (TSINV) displayed a key feature of insect poisoning through paralysis through death. Therefore, the 4h (TSINOCH 3 ) and 4i (TSINV) merit further study of their repellent properties and molecular docking to understand and improve their action mechanisms.…”

Modern Approaches to the Synthesis and Transformations of Practically Valuable Benzothiazole Derivatives

“…They also possess antimicrobial [ 14 , 15 , 16 , 17 , 18 , 19 , 20 ], antioxidant [ 20 ], anti-inflammatory [ 21 , 22 , 23 , 24 ], analgesic [ 24 ], antidepressant [ 25 , 26 ], anticonvulsant [ 27 , 28 , 29 ], anti-diabetic [ 21 , 30 ], antitumor [ 31 , 32 , 33 , 34 , 35 ], antituberculosis [ 14 , 36 ] activity. Their derivatives show also antimalarial [ 37 , 38 ], insecticide [ 39 ] and herbicide effect [ 40 ]. They are also used as key intermediates in fine organic synthesis and the resins’ components [ 41 ].…”

“…Many researchers were engaged in the search for new families of biologically active 2,5(6)-substituted 2-aminobenzothiazoles. The starting 2-unsubstituted 2-aminobenzothiazoles were obtained from the easily available anilines, potassium thiocyanate and bromine, then acylated by chloroacetyl chloride and introduced in the reactions with various N -heterocycles [ 7 , 14 , 17 , 20 , 25 , 26 , 27 , 28 , 29 , 31 , 36 , 38 , 39 ]. Thus, a large benzothiazole-piperazine series of compounds 16a – v was synthesized in three steps ( Scheme 15 ) [ 25 , 26 ].…”