Comparative Evaluation of the Pharmacological Activity of Fatty Aromatic Amides and Amines with a Framework Moiety and Their Non-Covalent Complexes

Comparative Evaluation of the Pharmacological Activity of Fatty Aromatic Amides and Amines with a Framework Moiety and Their Non-Covalent Complexes Full article

Journal

Pharmaceutical Chemistry Journal
ISSN: 0091-150X , E-ISSN: 1573-9031

Output data

Year: 2023, Volume: 57, Number: 4, Pages: 523-534 Pages count : 12 DOI: 10.1007/s11094-023-02915-z

Tags

synthetic adaptogens, chlorobenzoylaminoadamantane (chlodantane), adamantylbromophenylamine (bromantane), mechanochemical synthesis, pharmacological activity, mice

Authors

Vernigora A.A. ¹ , Brunilin R.V. ¹ , Vostrikova O.V. ¹ , Dushkin A.V. ² , Kirillov I.A. ¹ , Kotlyarova A.A. ³ , Meteleva E.S. ² , Morozova E.A. ³ , Nawrozkij M.B. ^1,4 , Tolstikova T.G. ³ , Novakov I.A. ¹

Affiliations

1	Volgograd State Technical University, 28 Prosp. im. Lenina, Volgograd, 400005 Russia
2	Institute of Solid State Chemistry and Mechanochemistry, 18 Kutatelidze St., Novosibirsk, 630128 Russia.
3	Vorozhtsov Novosibirsk Institute of Organic Chemistry, 9 Prosp. Akad. Lavrent`eva, Novosibirsk, 630090 Russia
4	Sirius University of Science and Technology, Krasnodar Krai, 354340, Russia

Pharmacological studies of the new fatty-aromatic amides, structural analogs of chlorobenzoylaminoadamantane (chlodantane), and non-covalent water-soluble complexes of chlodantane, adamantylbromophenylamine (bromantane) and ADC-918 were carried out. It was shown that complexation neutralized the actoprotective properties of the last three substances. The resulting complexes of arabinogalactan were inclusion compounds where the adaptogen molecule played the role of a guest; the arabinogalactan molecule, a host. Salt-like coordination complexes formed with glycyrrhizic acid. The new derivatives belonged to the third class of moderately toxic compounds. N-[(1R, 2RS)-Camphan-2-yl]-4-chlorobenzamide turned out to be the most promising compound in terms of the pharmacological profile and increased physical performance in the treadmill test by 23.22 – 25.20% 14 d after administration of the studied agent to mice.

Vernigora A.A. , Brunilin R.V. , Vostrikova O.V. , Dushkin A.V. , Kirillov I.A. , Kotlyarova A.A. , Meteleva E.S. , Morozova E.A. , Nawrozkij M.B. , Tolstikova T.G. , Novakov I.A.
Comparative Evaluation of the Pharmacological Activity of Fatty Aromatic Amides and Amines with a Framework Moiety and Their Non-Covalent Complexes
Pharmaceutical Chemistry Journal. 2023. V.57. N4. P.523-534. DOI: 10.1007/s11094-023-02915-z WOS Scopus РИНЦ

Вернигора А.А. , Брунилин Р.В. , Вострикова О.В. , Душкин А.В. , Кириллов И.А. , Котлярова А.А. , Метелева Е.С. , Морозова Е.А. , Навроцкий М.Б. , Толстикова Т.Г. , Новаков И.А.
СРАВНИТЕЛЬНАЯ ОЦЕНКА ФАРМАКОЛОГИЧЕСКОЙ АКТИВНОСТИ ЖИРНО-АРОМАТИЧЕСКИХ АМИДОВ И АМИНОВ КАРКАСНОГО СТРОЕНИЯ И ИХ НЕКОВАЛЕНТНЫХ КОМПЛЕКСОВ
Химико-фармацевтический журнал (PHARM CHEM J+). 2023. Т.57. №4. С.27-37. DOI: 10.30906/0023-1134-2023-57-4-27-37 РИНЦ

Submitted:	Aug 25, 2022
Published print:	Apr 1, 2023
Published online:	Jul 29, 2023

Web of science	WOS:001039826400001
Scopus	2-s2.0-85165997809
Elibrary	54958802
OpenAlex	W4385331929