Comprehensive review of α-carboline alkaloids: Natural products, updated synthesis, and biological activities

被引:18
作者
Li, Deping [1 ,2 ]
Yang, Renze [1 ]
Wu, Jun [1 ]
Zhong, Bin [1 ,2 ]
Li, Yan [1 ]
机构
[1] Gannan Med Univ, Dept Pharm, Affiliated Hosp 1, Ganzhou, Peoples R China
[2] Gannan Med Univ, Ganzhou Key Lab Immunotherapeut Drugs Developing C, Affiliated Hosp 1, Ganzhou, Peoples R China
来源
FRONTIERS IN CHEMISTRY | 2022年 / 10卷
关键词
alpha-carboline; neocryptolepine; indolo[2; 3-b]quinoline; biological activity; alkaloids; DNA TOPOISOMERASE-II; IN-VITRO; ANTIPLASMODIAL ACTIVITY; TYROSINE KINASE; ALZHEIMERS-DISEASE; CYTOTOXIC ACTIVITY; CELL-CYCLE; DERIVATIVES; NEOCRYPTOLEPINE; BRK;
D O I
10.3389/fchem.2022.988327
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
alpha-carboline (9H-pyrido[2,3-b]indole), contains a pyridine ring fused with an indole backbone, is a promising scaffold for medicinal chemistry. In recent decades, accumulating evidence shows that alpha-carboline natural products and their derivatives possess diverse bioactivities. However, hitherto, there is no comprehensive review to systematically summarize this important class of alkaloids. In this perspective, this paper represents the first review to provide a comprehensive description of alpha-carbolines including natural products, updated literature of synthesis, and their diverse biological activities. Their biological activities including antitumor, anti-microbial, anti-Alzheimer's disease, anti-atherosclerosis, and antioxidant activities were hilighted. And the targets and the main structure activity relationships (SARs) will be presented. Finally, challenges and future directions of this class of compounds will be discussed. This review will be helpful in understanding and encouraging further exploration for this group of alkaloids.
引用
收藏
页数:24
相关论文
共 105 条
[11]   Regulation of the Ras-Related Signaling Pathway by Small Molecules Containing an Indole Core Scaffold: A Potential Antitumor Therapy [J].
Chen, Fei-Yu ;
Li, Xiang ;
Zhu, Hong-Ping ;
Huang, Wei .
FRONTIERS IN PHARMACOLOGY, 2020, 11
[12]   New Mechanistic and Functional Insights into DNA Topoisomerases [J].
Chen, Stefanie Hartman ;
Chan, Nei-Li ;
Hsieh, Tao-shih .
ANNUAL REVIEW OF BIOCHEMISTRY, VOL 82, 2013, 82 :139-+
[13]   New alkaloids from Cryptolepis sanguinolenta [J].
Cimanga, K ;
DeBruyne, T ;
Pieters, L ;
Claeys, M ;
Vlietinck, A .
TETRAHEDRON LETTERS, 1996, 37 (10) :1703-1706
[14]   In vitro and in vivo antiplasmodial activity of cryptolepine and related alkaloids from Cryptolepis sanguinolenta [J].
Cimanga, K ;
DeBruyne, T ;
Pieters, L ;
Vlietinck, AJ .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (07) :688-691
[15]   Antibacterial and antifungal activities of neocryptolepine, biscryptolepine and cryptoquindoline, alkaloids isolated from Cryptolepis sanguinolenta [J].
Cimanga, K ;
De Bruyne, T ;
Pieters, L ;
Totte, J ;
Tona, L ;
Kambu, K ;
Vanden Berghe, D ;
Vlietinck, AJ .
PHYTOMEDICINE, 1998, 5 (03) :209-214
[16]   Revisiting the cholinergic in the development of Alzheimer's disease [J].
Craig, Laura A. ;
Hong, Nancy S. ;
McDonald, Robert J. .
NEUROSCIENCE AND BIOBEHAVIORAL REVIEWS, 2011, 35 (06) :1397-1409
[17]  
Czoch W.P, 1986, ARCH IMMUNOL THER EX, V34, P327
[18]   Recent developments on synthesis and biological activities of γ-carboline [J].
Dai, Jiangkun ;
Dan, Wenjia ;
Zhang, Yunyun ;
Wang, Junru .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 157 :447-461
[19]   Divergent Reactivity of δ- and β'-Acetoxy Allenoates with 2-Sulfonamidoindoles via Phosphine Catalysis: Entry to Dihydro-α-carboline, α-Carboline, and Spiro-cyclopentene Motifs [J].
Debnath, Shubham ;
Kumar, A. Sanjeeva ;
Chauhan, Sachin ;
Swamy, K. C. Kumara .
JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (17) :11583-11598
[20]   Molecular pharmacology and pharmacogenomics of artemisinin and its derivatives in cancer cells [J].
Efferth, T .
CURRENT DRUG TARGETS, 2006, 7 (04) :407-421