Synthesis and anticancer activities of diverse furo[2,3-d]pyrimidine and benzofuro[3,2-d]pyrimidine derivatives

被引：5

作者：

Tang, Xiaoyu ^{[1
,2
,3
]}

Zheng, Aihua ^{[1
,2
,3
]}

Wu, Fengxu ^{[1
,2
,3
]}

Liao, Chujie ^{[1
,2
,3
]}

Hu, Yanggen ^{[1
,2
,3
]}

Luo, Chao ^{[1
,2
,4
]}

机构：

[1] Hubei Univ Med, Sch Pharmaceut Sci, Shiyan, Peoples R China

[2] Hubei Univ Med, Inst Med Chem, Shiyan, Peoples R China

[3] Hubei Univ Med, Hubei Key Lab Wudang Local Chinese Med Res, Shiyan, Peoples R China

[4] Hubei Univ Med, Sch Basic Med Sci, Shiyan, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2022年 / 52卷 / 07期

关键词：

Antitumor; Aza-Wittig reaction; benzofuro[3; 2-d]pyrimidine; furo[2; 3-d]pyrimidine; molecular docking; synthesis; BIOLOGICAL EVALUATION; EFFICIENT SYNTHESIS; MOLECULAR-DYNAMICS; INHIBITORS; DISCOVERY; KINASE;

D O I：

10.1080/00397911.2022.2060117

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of diverse furo[2,3-d]pyrimidines (2a-2b, 4a-4d and 8a-8c) and benzofuro[3,2-d]pyrimidines (12a-12c) were synthesized and screened for their antitumor effects against HepG2, Bel-7402 and HeLa cell lines in vitro. Representatively, 4a, with an IC50 of 0.70 mu M, exhibited the best antitumor activity against the tested HepG2 cell lines. Molecular docking investigation further revealed the possible binding modes of compound 4a with receptor tyrosine kinase. Preliminary results indicated that the title compounds were helpful as leading structures for preparing a new antitumor drug.

引用

页码：994 / 1003

页数：10

共 50 条

[1] SYNTHESIS OF SOME PYRIDO[2,3-D]PYRIMIDINE AND PYRIDO[3,2-D]PYRIMIDINE DERIVATIVES
SOLODUCHO, J
ARCHIV DER PHARMAZIE, 1990, 323 (08) : 513 - 515
[2] Synthesis of New Furo[2,3-b]pyridine and Furo[3,2-d]pyrimidine Derivatives
Sirakanyan, S. N.
Hakobyan, E. K.
Hovakimyan, A. A.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 55 (09) : 1344 - 1350
[3] Synthesis of New Furo[2,3-b]pyridine and Furo[3,2-d]pyrimidine Derivatives
S. N. Sirakanyan
E. K. Hakobyan
A. A. Hovakimyan
Russian Journal of Organic Chemistry, 2019, 55 : 1344 - 1350
[4] Electroorganic synthesis of new benzofuro[2,3-d]pyrimidine derivatives
Nematollahi, D
Goodarzi, H
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (14): : 5036 - 5039
[5] Convenient One-Pot Synthesis of Functionalized Thieno[3,2-d]pyrimidine and Thieno[2,3-d]pyrimidine Derivatives
Fernandez-Mato, Antonio
Peinador, Carlos
Maria Quintela, Jose
SYNTHESIS-STUTTGART, 2011, (20): : 3323 - 3331
[6] SYNTHESIS OF FURO[3,2-C]PYRIDINE AND FURO[2,3-D]PYRIMIDINE DERIVATIVES ON THE BASIS OF BUTYROLACTONE DIETHYLACETAL
MARCHENKO, NB
GRANIK, VG
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1982, (01): : 68 - 71
[7] Synthesis of some benzofuro [3,2-d] pyrimidine derivatives as antibacterial and antifungal agents
Sangapure, SS
Veeresh, DH
Yadav, B
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 10 (01) : 21 - 26
[8] Furo[2,3-d]pyrimidine based derivatives as kinase inhibitors and anticancer agents
Aziz, Marwa A.
Serya, Rabah A. T.
Lasheen, Deena S.
Abouzid, Khaled A. M.
FUTURE JOURNAL OF PHARMACEUTICAL SCIENCES, 2016, 2 (01) : 1 - 8
[9] Preparation of nitrogen heterocycles of spiro[furo[2,3-d]-pyrimidine]pyrimidine derivatives
Jursic, BS
Stevens, ED
SYNTHETIC COMMUNICATIONS, 2004, 34 (21) : 3915 - 3923
[10] Synthesis of potent anticancer thieno[2,3-d]pyrimidine derivatives
Kandeel, M. M.
Mounir, Ashraf A.
Refaat, Hanan M.
Kassab, Asmaa E.
JOURNAL OF CHEMICAL RESEARCH, 2012, (05) : 266 - 275

← 1 2 3 4 5 →