Coumarin-based homoisoflavonoids as precursors in the synthesis of 8-heteroarylmethylcoumarins

被引：0

作者：

Myshko, Nataliia V. ^{[1
]}

Mrug, Galyna P. ^{[1
]}

Kondratyuk, Kostyantyn M. ^{[1
]}

Bondarenko, Svitlana P. ^{[2
]}

Frasinyuk, Mykhaylo S. ^{[1
,3
]}

机构：

[1] Natl Acad Sci Ukraine, VP Kukhar Inst Bioorgan Chem & Petrochem, 1 Akad Kukharya St, UA-02094 Kiev, Ukraine

[2] Natl Univ Food Technol, 68 Volodymyrska St, UA-01601 Kiev, Ukraine

[3] Enamine Ltd, 78 Winston Churchill St, UA-02094 Kiev, Ukraine

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2023年 / 59卷 / 6-7期

关键词：

coumarins; homoisoflavonoids; pyrazoles; pyrimidines; inverse electron-demand Diels-Alder reaction; CARBONIC-ANHYDRASES; ANALOGS; 3-ARYLCOUMARINS; DERIVATIVES; ANTIOXIDANT; MECHANISM;

D O I：

10.1007/s10593-023-03216-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of homoisoflavonoids bearing 3-(het)arylcoumarin moiety were synthesized by cascade reaction of enaminones with 8-dimethyl- aminomethyl-7-hydroxy-3-(het)arylcoumarins. The further reaction of synthesized coumarin-isoflavone hybrids with bidentate nucleophiles led to the formation of substituted 7-hydroxy-8-(1H-pyrazol-4-ylmethyl)coumarins, 7-hydroxy-8-(isoxazol-4-ylmethyl)- coumarins, and 7-hydroxy-8-(pyrimidin-5-ylmethyl)coumarins.

引用

页码：456 / 464

页数：9

共 50 条

[41] Synthesis and Antiproliferative Activity of New Coumarin-Based Benzopyranone Derivatives Against Human Tumor Cell Lines
Musa, Musiliyu A.
Zhou, Ailing
Sadik, Omowunmi A.
MEDICINAL CHEMISTRY, 2011, 7 (02) : 112 - 120
[42] Design and synthesis of coumarin-based organoselenium as a new hit for myeloprotection and synergistic therapeutic efficacy in adjuvant therapy
Patra, Arup Ranjan
Roy, Somnath Singha
Basu, Abhishek
Bhuniya, Avishek
Bhattacharjee, Arin
Hajra, Subhadip
Sk, Ugir Hossain
Baral, Rathindranath
Bhattacharya, Sudin
SCIENTIFIC REPORTS, 2018, 8
[43] Highly cis-Diastereoselective Synthesis of Coumarin-Based 2,3-Disubstituted Dihydrobenzothiazines by Organocatalysis
Khoobi, Mehdi
Ramazani, Ali
Foroumadi, Alireza
Emami, Saeed
Jafarpour, Farnaz
Mahyari, Amir
Slepokura, Katarzyna
Lis, Tadeusz
Shafiee, Abbas
HELVETICA CHIMICA ACTA, 2012, 95 (04) : 660 - 671
[44] A coumarin-based multifunctional chemosensor for Cu2+/Al3+as an AD theranostic agent: Synthesis, X-ray single crystal analysis and activity study
Kou, Xiaodi
Hu, Chengting
Pang, Zi
Zhang, Xinyu
Wang, Huiyan
Shen, Rui
Yang, Aihong
ANALYTICA CHIMICA ACTA, 2023, 1279
[45] In vitro antimicrobial assessment of coumarin-based s-triazinyl piperazines
Divyesh Patel
Rahul Patel
Premlata Kumari
Navin Patel
Medicinal Chemistry Research, 2012, 21 : 1611 - 1624
[46] A coumarin-based fluorescent and colorimetric chemosensor for rapid detection of fluoride ion
Ma, Liulei
Leng, Taohua
Wang, Kai
Wang, Chengyun
Shen, Yongjia
Zhu, Weihong
TETRAHEDRON, 2017, 73 (10) : 1306 - 1310
[47] Phosphine-Mediated [3+2] Cyclization for the Synthesis of Coumarin-Based CF 3 -Containing Furanones
Gan, Wenhao
Fu, Junfeng
Zhou, Zhixiang
Cao, Sheng
Zhang, Zhipeng
Wang, Yongjiang
Han, Xiaoyu
SYNLETT, 2023, 34 (13) : 1587 - 1592
[48] Coumarin-based near-infrared fluorogenic probes: Recent advances, challenges and future perspectives
Fan, Yufan
Wu, Yue
Hou, Jie
Wang, Ping
Peng, Xiaojun
Ge, Guangbo
COORDINATION CHEMISTRY REVIEWS, 2023, 480
[49] Novel coumarin-based fluorescent probe for selective detection of Cu(II)
Bekhradnia, Ahmadreza
Domehri, Elham
Khosravi, Masome
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2016, 152 : 18 - 22
[50] A coumarin-based chiral fluorescence sensor for the highly enantioselective recognition of phenylalaninol
Jiao, Jiemin
Liu, Xunhua
Mao, Xuerong
Li, Junfeng
Cheng, Yixiang
Zhu, Chengjian
NEW JOURNAL OF CHEMISTRY, 2013, 37 (02) : 317 - 322

← 1 2 3 4 5 →