Synthetic Transformations of Higher Terpenoids. 40. Synthesis and Assessment of Analgesic Activity of N-Containing Derivatives of Lambertianic Acid Full article
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Chemistry of Natural Compounds
ISSN: 0009-3130 , E-ISSN: 1573-8388 |
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| Output data | Year: 2021, Volume: 57, Number: 5, Pages: 879-886 Pages count : 8 DOI: 10.1007/s10600-021-03502-y | ||
| Tags | diterpenoids; lambertianic acid; 18-norlabdanoids; amines; analgesic activity | ||
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| Affiliations |
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Abstract:
New labdanoid derivatives containing hydrophilic substituents (amino, methylamino) in the C-4 position were synthesized via selective transformations of lambertianic acid chloride. A one-pot method was proposed to prepare 16-formyllambertianic acid amide and included selective formylation of lambertianic acid by POCl3 in DMF followed by amidation by aqueous NH4OH. The molecular structure of the compound was studied by an X-ray crystal structure analysis. Analgesic activity in a chemical irritation model was found for newly synthesized 4-amino-18-nor-15,16-epoxylabda-8(17),13,14-triene and 4-(pyrrolidin-1-yl)-18-nor-15,16-epoxylabda-8(17),13,14-triene oxalates and 16-hydroxymethyl)lambertianic acid amide.
Cite:
Kharitonov Y.V.
, Shul'ts E.E.
, Rybalova T.V.
, Pavlova A.V.
, Tolstikova T.G.
Synthetic Transformations of Higher Terpenoids. 40. Synthesis and Assessment of Analgesic Activity of N-Containing Derivatives of Lambertianic Acid
Chemistry of Natural Compounds. 2021. V.57. N5. P.879-886. DOI: 10.1007/s10600-021-03502-y WOS Scopus РИНЦ OpenAlex
Synthetic Transformations of Higher Terpenoids. 40. Synthesis and Assessment of Analgesic Activity of N-Containing Derivatives of Lambertianic Acid
Chemistry of Natural Compounds. 2021. V.57. N5. P.879-886. DOI: 10.1007/s10600-021-03502-y WOS Scopus РИНЦ OpenAlex
Identifiers:
| Web of science: | WOS:000698362000002 |
| Scopus: | 2-s2.0-85115293477 |
| Elibrary: | 47047779 |
| OpenAlex: | W3200384666 |