Fruitful Decades for Canthin-6-ones from 1952 to 2015: Biosynthesis, Chemistry, and Biological Activities

被引：32

作者：

Dai, Jiangkun ^{[1
]}

Li, Na ^{[1
]}

Wang, Junru ^{[1
]}

Schneider, Uwe ^{[2
]}

机构：

[1] Northwest A&F Univ, Coll Sci, Yangling 712100, Shaanxi, Peoples R China

[2] Univ Edinburgh, EaStCHEM Sch Chem, Kings Bldg,David Brewster Rd, Edinburgh EH9 3FJ, Midlothian, Scotland

来源：

MOLECULES | 2016年 / 21卷 / 04期

基金：

中国国家自然科学基金;

关键词：

canthin-6-one; biosynthesis; chemistry; biological activities; BETA-CARBOLINE ALKALOIDS; CHILOPERONE VAR. ANGUSTIFOLIUM; CATALYZED AMIDATION REACTION; NITRIC-OXIDE PRODUCTION; EURYCOMA-LONGIFOLIA; ZANTHOXYLUM-CHILOPERONE; AILANTHUS-ALTISSIMA; 5,5-DISUBSTITUTED 4,5-DIHYDRO-6H-CANTHIN-6-ONES; ANTIPROLIFERATIVE ACTIVITY; ANTIMALARIAL CONSTITUENTS;

D O I：

10.3390/molecules21040493

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In this review, more than 60 natural canthin-6-one alkaloids and their structures are considered. The biosynthesis, efficient and classic synthetic approaches, and biological activities of canthin-6-one alkaloids, from 1952 to 2015, are discussed. From an analysis of their structural properties and an investigation of the literature, possible future trends for canthin-6-one alkaloids are proposed. The information reported will be helpful in future research on canthin-6-one alkaloids.

引用

页数：13

共 81 条

[1] 1-methoxy-canthin-6-one induces c-Jun NH2-terminal kinase-dependent apoptosis and synergizes with tumor necrosis factor-related apoptosis-inducing ligand activity in human neoplastic cells of hematopoietic or endodermal origin [J].

Ammirante, M ;

Di Giacomo, R ;

De Martino, L ;

Rosati, M ;

Festa, M ;

Gentilella, A ;

Pascale, MC ;

Belisario, MA ;

Leone, A ;

Turco, MC ;

De Feo, V .

CANCER RESEARCH, 2006, 66 (08) :4385-4393

[2] EVIDENCE FOR INVOLVEMENT OF KETOGLUTARATE IN THE BIOSYNTHESIS OF CANTHIN-6-ONE FROM CELL-CULTURES OF AILANTHUS-ALTISSIMA [J].

ARAGOZZINI, F ;

MACONI, E ;

GUALANDRIS, R .

PLANT CELL REPORTS, 1988, 7 (03) :213-215

[3] INDOLE AS A DIENOPHILE IN INVERSE ELECTRON DEMAND DIELS-ALDER REACTIONS .3. INTRAMOLECULAR REACTIONS WITH 1,2,4-TRIAZINES TO ACCESS THE CANTHINE SKELETON [J].

BENSON, SC ;

LI, JH ;

SNYDER, JK .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (20) :5285-5287

[4]

BERGMAN J, 1992, B SOC CHIM BELG, V101, P643

[5] Isolation, structural elucidation and cytotoxicity evaluation of a new pentahydroxy-pimarane diterpenoid along with other chemical constituents from Aerva lanata [J].

Bharitkar, Yogesh P. ;

Hazra, Abhijit ;

Poduri, N. S. Apoorva ;

Ash, Anirban ;

Maulik, Prakas R. ;

Mondal, Nirup B. .

NATURAL PRODUCT RESEARCH, 2015, 29 (03) :253-261

[6] Synthesis and evaluation of β-carboline derivatives as inhibitors of human immunodeficiency virus [J].

Brahmbhatt, Keyur G. ;

Ahmed, Nafees ;

Sabde, Sudeep ;

Mitra, Debashis ;

Singh, Inder Pal ;

Bhutani, Kamlesh K. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (15) :4416-4419

[7] An unusual series of thiomethylated canthin-6-ones from the North American mushroom Boletus curtisii [J].

Bröckelmann, MG ;

Dasenbrock, J ;

Steffan, B ;

Steglich, W ;

Wang, YK ;

Raabe, G ;

Fleischhauer, A .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (23) :4856-4863

[8] Experimental and theoretical study of possible correlation between the electrochemistry of canthin-6-one and the anti-proliferative activity against human cancer stem cells [J].

Cebrian-Torrejon, G. ;

Domenech-Carbo, A. ;

Scotti, M. T. ;

Fournet, A. ;

Figadere, B. ;

Poupon, E. .

JOURNAL OF MOLECULAR STRUCTURE, 2015, 1102 :242-246

[9] Harvesting canthinones: identification of the optimal seasonal point of harvest of Zanthoxylum chiloperone leaves as a source of 5-methoxycanthin-6-one [J].

Cebrian-Torrejon, Gerardo ;

Kablan, Landry ;

Elena Ferreira, Maria ;

Rodriguez de la Cruz, David ;

Domenech-Carbo, Antonio ;

Vera de Bilbao, Ninfa ;

Rojas de Arias, Antonieta ;

Figadere, Bruno ;

Poupon, Erwan ;

Fournet, Alain .

NATURAL PRODUCT RESEARCH, 2015, 29 (21) :2054-2058

[10] Solution Phase and Nanoparticular Biosynthetically Inspired Interconnections in the Canthin-6-one -Carboline Series and Study of Phenotypic Properties on C-elegans [J].

Cebrian-Torrejon, Gerardo ;

Mackiewicz, Nicolas ;

Vazquez-Manrique, Rafael P. ;

Fournet, Alain ;

Figadere, Bruno ;

Nicolas, Julien ;

Poupon, Erwan .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (26) :5821-5828

← 1 2 3 4 5 6 7 8 9 →