Stereochemistry of insect kinin tetrazole analogues and their diuretic activity in crickets

• Autorzy: Nachman R. J. , Coast G.M. , Kaczmarek K. , Wiliams H.J. , Zabrocki J.
• Języki publikacji: EN

Abstrakty

EN

Insect kinin analogues of the sequence Phe-Phe-Ψ[CN4]-Ala-Trp-Gly-NH2 containing (L-Phe2,L-Ala3) and (L-Phe2,D-Ala3) stereochemical variants of the tetrazole moiety, a mimic of the type VI -turn, demonstrate significant agonist and partial antagonist activity, respectively, in a cricket diuretic bioassay. A comparison of the solution conformations of these two stereochemical variants indicates a structural basis for their divergent bioactivities. The (D-Phe2,D-Ala3) stereochemical variant was synthesized and found to demonstrate significant agonist activity. The results further define stereochemical requirements for the diuretic activity of insect kinins in crickets and provide valuable information for the design of biostable analogues capable of disrupting digestive and diuretic processes in pest insects.

Słowa kluczowe

EN

cricket; stereochemistry; cis-peptide bond; insect; kinin tetrazole analogue; diuresis; tetrazole

• Wydawca: -
• Czasopismo: Acta Biochimica Polonica
• Rocznik: 2004
• Tom: 51
• Numer: 1
• Opis fizyczny: p.121-127,fig.,ref.

Twórcy

autor

Nachman R. J.

• Southern Plains Agricultural Research Center, 2881 F and B Road, College Station, TX 77845 USA

autor

Coast G.M.

autor

Kaczmarek K.

autor

Wiliams H.J.

autor

Zabrocki J.

Bibliografia

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