Synthesis and spectroscopic studies of chiral macrocyclic furanolabdanoids connected on the 16,17-positions by 1,2,3-triazole rings with methylene or oxamethylene units

Synthesis and spectroscopic studies of chiral macrocyclic furanolabdanoids connected on the 16,17-positions by 1,2,3-triazole rings with methylene or oxamethylene units Научная публикация

Журнал

Journal of Inclusion Phenomena and Macrocyclic Chemistry
ISSN: 0923-0750 , E-ISSN: 1573-1111

Вых. Данные

Год: 2016, Том: 84, Номер: 3-4, Страницы: 197-202 Страниц : 6 DOI: 10.1007/s10847-016-0596-1

Ключевые слова

Diterpenoids; Furanolabdanoid dialkynes; Diazides; CuAAC reaction; Mercury ion

Авторы

Kharitonov Yurii V. ^1,2 , Shakirov Makhmut M. ¹ , Shults Elvira E. ^1,2

Организации

1	(Данные Web of science) Russian Acad Sci, Novosibirsk Organ Chem Inst, Med Chem Lab, Siberian Branch, Lavrentyev Ave 9, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Dept Phys, Pirogova St 2, Novosibirsk 630090, Russia

Derivatives of natural diterpenoid methyl lambertianate containing propargyloxy substituents in 16,17-positions were obtained. CuAAC reaction of methyl 17-propargyloxy-16-[(prop-2-yn-1-yloxy)methyl]labdadienoate with various diazides in the presence of Cu(II)/sodium ascorbate in methylene chloride/water reaction medium gave chiral macrocyclic compounds connected on the 16 and 17-positions by 1,2,3-triazole rings with methylene, ethyloxyethyl or ethylethoxyethyl units. The obtained macrocyclic structures showed high selectivity and affinity for Hg2+ ion by the 1,2,3-triazole rings.

Kharitonov Y.V. , Shakirov M.M. , Shults E.E.
Synthesis and spectroscopic studies of chiral macrocyclic furanolabdanoids connected on the 16,17-positions by 1,2,3-triazole rings with methylene or oxamethylene units
Journal of Inclusion Phenomena and Macrocyclic Chemistry. 2016. V.84. N3-4. P.197-202. DOI: 10.1007/s10847-016-0596-1 WOS Scopus OpenAlex

Опубликована online:	1 февр. 2016 г.
Опубликована в печати:	1 апр. 2016 г.

Web of science:	WOS:000371794500003
Scopus:	2-s2.0-84963553937
OpenAlex:	W2298534508

БД	Цитирований
Web of science	5
Scopus	7
OpenAlex	2