Synthesis of Pyrrole and Carbazole Alkaloids

2011 ◽  
pp. 203-253 ◽  
Author(s):  
Ingmar Bauer ◽  
Hans-Joachim Knölker
Keyword(s):  
Carbazole Alkaloids

scholarly journals Semi-Synthesis of Small Molecules of Aminocarbazoles: Tumor Growth Inhibition and Potential Impact on p53

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1637
Author(s):  
Solida Long ◽  
Joana B. Loureiro ◽  
Carla Carvalho ◽  
Luís Gales ◽  
Lucília Saraiva ◽  
...  
Keyword(s):  
Growth Inhibition ◽  
Small Molecules ◽  
Tumor Cells ◽  
Mutant P53 ◽  
Wild Type ◽  
Naturally Occurring ◽  
Growth Inhibitory ◽  
Growth Inhibitory Activity ◽  
Amino Derivatives ◽  
Carbazole Alkaloids

The tumor suppressor p53 is inactivated by mutation in approximately 50% of human cancers. Small molecules that bind and stabilize those mutants may represent effective anticancer drugs. Herein, we report the tumor cell growth inhibitory activity of carbazole alkaloids and amino derivatives, as well as their potential activation of p53. Twelve aminocarbazole alkaloids were semi-synthesized from heptaphylline (1), 7-methoxy heptaphylline (2), and 7-methoxymukonal (3), isolated from Clausena harmandiana, using a reductive amination protocol. Naturally-occurring carbazoles 1–3 and their amino derivatives were evaluated for their potential effect on wild-type and mutant p53 activity using a yeast screening assay and on human tumor cell lines. Naturally-occurring carbazoles 1–3 showed the most potent growth inhibitory effects on wild-type p53-expressing cells, being heptaphylline (1) the most promising in all the investigated cell lines. However, compound 1 also showed growth inhibition against non-tumor cells. Conversely, semi-synthetic aminocarbazole 1d showed an interesting growth inhibitory activity in tumor cells expressing both wild-type and mutant p53, exhibiting low growth inhibition on non-tumor cells. The yeast assay showed a potential reactivation of mutant p53 by heptaphylline derivatives, including compound 1d. The results obtained indicate that carbazole alkaloids may represent a promising starting point to search for new mutp53-reactivating agents with promising applications in cancer therapy.

Divergent Total Synthesis of (±)‐Mahanine and Other Carbazole Alkaloids

2021 ◽  
Author(s):  
Ranjan Jana ◽  
Arghya Polley ◽  
Kasarla Varalaxmi ◽  
Arijit Nandi
Keyword(s):  
Total Synthesis ◽  
Carbazole Alkaloids

Carbazole alkaloids from the fruits of Clausena anisum-olens with potential PTP1B and α-glucosidase inhibitory activities

2021 ◽  
pp. 104775
Author(s):  
Yan-Ping Liu ◽  
Yu-Jie Li ◽  
Ying-Ying Zhao ◽  
Jia-Ming Guo ◽  
Yun-Yao Liu ◽  
...  
Keyword(s):  
Inhibitory Activities ◽  
Carbazole Alkaloids

Concise Total Syntheses of Pyr­ido[4,3-b]carbazole Alkaloids Using Copper-Mediated 6π-Electrocyclization

2016 ◽  
Vol 2016 (13) ◽  
pp. 2290-2299 ◽  
Author(s):  
Tomoki Itoh ◽  
Takumi Abe ◽  
Tominari Choshi ◽  
Takashi Nishiyama ◽  
Reiko Yanada ◽  
...  
Keyword(s):  
Total Syntheses ◽  
Carbazole Alkaloids

Carbazole alkaloids from Murraya koenigii

1997 ◽  
Vol 46 (4) ◽  
pp. 751-755 ◽  
Author(s):  
Manas Chakrabarty ◽  
Amar C. Nath ◽  
Shampa Khasnobis ◽  
Manju Chakrabarty ◽  
Yaeko Konda ◽  
...  
Keyword(s):  
Murraya Koenigii ◽  
Carbazole Alkaloids

Nitrogen Oxide Inhibitory Trimeric and Dimeric Carbazole Alkaloids from Murraya tetramera

2015 ◽  
Vol 78 (10) ◽  
pp. 2432-2439 ◽  
Author(s):  
Hai-Ning Lv ◽  
Ran Wen ◽  
Ying Zhou ◽  
Ke-Wu Zeng ◽  
Jun Li ◽  
...  
Keyword(s):  
Nitrogen Oxide ◽  
Carbazole Alkaloids

Nitric Oxide Inhibitory Carbazole Alkaloids from the Folk Medicine Murraya tetramera C.C. Huang

2020 ◽  
Vol 17 (11) ◽  
Author(s):  
Hai‐Ning Lyu ◽  
Ying Zhou ◽  
Ran Wen ◽  
Peng‐Fei Tu ◽  
Yong Jiang
Keyword(s):  
Nitric Oxide ◽  
Folk Medicine ◽  
Carbazole Alkaloids
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