Synthesis of novel naphtho[1,2-e][1,3]oxazines bearing an arylsulfonamide moiety and their anticancer and antifungal activity evaluations

被引：25

作者：

Mansouri, Seyed Gholamhossein ^{[1
]}

Zali-Boeini, Hassan ^{[1
]}

Zomorodian, Kamiar ^{[2
]}

Khalvati, Bahman ^{[3
,4
]}

Pargali, Razie Helali ^{[2
]}

Dehshahri, Ali ^{[4
]}

Rudbari, Hadi Amiri ^{[1
]}

Sahihi, Mehdi ^{[1
]}

Chavoshpour, Zahra ^{[1
]}

机构：

[1] Univ Isfahan, Dept Chem, Esfahan, Iran

[2] Shiraz Univ Med Sci, Basic Sci Infect Dis Res Ctr, Shiraz, Iran

[3] Yasuj Univ Med Sci, Med Plants Res Ctr, Yasuj, Iran

[4] Shiraz Univ Med Sci, Shiraz Sch Pharm, Dept Pharmaceut Biotechnol, Shiraz, Iran

来源：

ARABIAN JOURNAL OF CHEMISTRY | 2020年 / 13卷 / 01期

关键词：

Anticancer; Naphthoxazine; Sulfonamide; Synthesis; Antifungal; RHODIUM-CATALYZED REACTIONS; GRAPH-SET ANALYSIS; EFFICIENT SYNTHESIS; HYDROGEN-BOND; DERIVATIVES; INHIBITORS; SULFONAMIDES; PATTERNS; ESTERS;

D O I：

10.1016/j.arabjc.2017.10.009

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of novel naphtho[1,2-e][1,3]oxazines bearing arylsulfonamide moiety have been synthesized via a one-pot approach and in a green reaction medium. These new naphtho[1,2-e][1,3] oxazine derivatives have been characterized by their H-1 NMR, C-13 NMR and the X-ray single crystallography method for compound 7a. All the newly synthesized compounds were examined for their in vitro anticancer activity against breast (MCF-7), colon (HCT116), and B-CLL (Waco3-CD5) cancers. Some of these compounds such as 7j and 7l showed remarkable activities against MCF-7 (breast) and HCT116 (colon) cancers with comparable IC50 (The half maximal inhibitory concentration) values as that of known drugs such as 5-fluorouracil (5-FU). In vitro antimicrobial activities of all compounds were also evaluated against five human pathogenic fungi strains and two bacteria (one gram positive and one gram negative). The best MICs (Minimum Inhibitory Concentrations) were found against the C. albicans. (C) 2017 Production and hosting by Elsevier B.V. on behalf of King Saud University.

引用

页码：1271 / 1282

页数：12