Synthesis and analgesic activity of 1,3,5-trisubstituted pyrazoles containing a diterpenoid moiety

Synthesis and analgesic activity of 1,3,5-trisubstituted pyrazoles containing a diterpenoid moiety Full article

Journal

Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171

Output data

Year: 2020, Volume: 69, Number: 3, Pages: 537-546 Pages count : 10 DOI: 10.1007/s11172-020-2795-6

Tags

diterpenoids; furanolabdanoids; phlomisoic acid; alkyne-1; 2-diones; phenyl-hydrazines; pyrazoles; Castro-Stephens cross-coupling; heterocyclization; X-ray diffraction

Authors

Mironov M.E. ^1,2 , Poltanovich A.I. ^1,2 , Rybalova T.V. ¹ , Dolgikh M.P. ¹ , Tolstikova T.G. ^1,2 , Shults E.E. ¹

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, 9 Prosp Akad Lavrentieva, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, 2 Ul Pirogova, Novosibirsk 630090, Russia

Conjugates of terpenoids with 1,3,5-trisubstituted pyrazoles were synthesized by the cross-coupling of methyl 16-(2-chloro-2-oxoacetyl)labdatrienoate with terminal arylacetylenes via the Castro-Stephens reaction and heterocyclization of arylalkyne-1,2-diones with arylhydr-azines. The structure of one reaction product was established by X-ray diffraction. The conditions for the formation of furanolabdanoid arylalkyne-1,2-diones were found. The newly synthesized pyrazoles exhibit analgesic activity in a model of chemical irritation.

Mironov M.E. , Poltanovich A.I. , Rybalova T.V. , Dolgikh M.P. , Tolstikova T.G. , Shults E.E.
Synthesis and analgesic activity of 1,3,5-trisubstituted pyrazoles containing a diterpenoid moiety
Russian Chemical Bulletin. 2020. V.69. N3. P.537-546. DOI: 10.1007/s11172-020-2795-6 WOS Scopus РИНЦ

Миронов М.Е. , Полтанович А.И. , Рыбалова Т.В. , Долгих М.П. , Толстикова Т.Г. , Шульц Э.Э.
СИНТЕЗ И АНАЛЬГЕТИЧЕСКАЯ АКТИВНОСТЬ 1,3,5-ТРИЗАМЕЩЕННЫХ ПИРАЗОЛОВ, СОДЕРЖАЩИХ ДИТЕРПЕНОИДНЫЙ ФРАГМЕНТ
Известия Академии наук. Серия химическая.(RUSS CHEM B+). 2020. №3. С.537-546. РИНЦ

Published print:	Mar 1, 2020
Published online:	Apr 8, 2020

Web of science	WOS:000524864600015
Scopus	2-s2.0-85083298965
Elibrary	43265168
OpenAlex	W3015810743