Literature DB >> 33513936

Recent Advances in the Synthesis of β-Carboline Alkaloids.

Tímea Szabó1, Balázs Volk1, Mátyás Milen1.   

Abstract

β-Carboline alkaloids are a remarkable family of natural and synthetic indole-containing heterocyclic compounds and they are widely distributed in nature. Recently, these alkaloids have been in the focus of interest, thanks to their diverse biological activities. Their pharmacological activity makes them desirable as sedative, anxiolytic, hypnotic, anticonvulsant, antitumor, antiviral, antiparasitic or antimicrobial drug candidates. The growing potential inherent in them encourages many researchers to address the challenges of the synthesis of natural products containing complex β-carboline frameworks. In this review, we describe the recent developments in the synthesis of β-carboline alkaloids and closely related derivatives through selected examples from the last 5 years. The focus is on the key steps with improved procedures and synthetic approaches. Furthermore the pharmacological potential of the alkaloids is also highlighted.

Entities:  

Keywords:  bioactive molecules; natural products; total synthesis; β-carboline

Mesh:

Substances:

Year:  2021        PMID: 33513936      PMCID: PMC7866041          DOI: 10.3390/molecules26030663

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  104 in total

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Journal:  Chemistry       Date:  2019-06-06       Impact factor: 5.236

2.  β-Carboline alkaloids from the leaves of Trigonostemon lii Y.T. Chang.

Authors:  Shi-Fei Li; Yu Zhang; Yan Li; Xin-Rao Li; Ling-Mei Kong; Cheng-Jian Tan; Shun-Lin Li; Ying-Tong Di; Hong-Ping He; Xiao-Jiang Hao
Journal:  Bioorg Med Chem Lett       Date:  2012-02-03       Impact factor: 2.823

3.  Indole Alkaloids from Hunteria zeylanica.

Authors:  Mei-Fen Bao; Chun-Xia Zeng; Ya-Ping Liu; Bing-Jie Zhang; Ling Ni; Xiao-Dong Luo; Xiang-Hai Cai
Journal:  J Nat Prod       Date:  2017-03-31       Impact factor: 4.050

4.  Total Synthesis of (-)-Geissoschizol through Ir-Catalyzed Allylic Amidation as the Key Step.

Authors:  Yu Zheng; Kun Wei; Yu-Rong Yang
Journal:  Org Lett       Date:  2017-11-02       Impact factor: 6.005

5.  Enantioselective Synthesis of (+)-Peganumine A.

Authors:  Cyril Piemontesi; Qian Wang; Jieping Zhu
Journal:  J Am Chem Soc       Date:  2016-08-26       Impact factor: 15.419

6.  PhI(OAc)2-mediated one-pot oxidative decarboxylation and aromatization of tetrahydro-β-carbolines: synthesis of norharmane, harmane, eudistomin U and eudistomin I.

Authors:  Ahmed Kamal; Yellaiah Tangella; Kesari Lakshmi Manasa; Manda Sathish; Vunnam Srinivasulu; Jadala Chetna; Abdullah Alarifi
Journal:  Org Biomol Chem       Date:  2015-06-22       Impact factor: 3.876

7.  Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.

Authors:  Chad M Roggero; Jennifer M Giulietti; Seann P Mulcahy
Journal:  Bioorg Med Chem Lett       Date:  2014-05-27       Impact factor: 2.823

8.  Chemical composition of the pods of Albizia polyphylla.

Authors:  Clara Fredeline Rajemiarimoelisoa; Cédric Boyère; Léonie Pellissier; Marine Peuchmaur; Hanitra Ranjana Randrianarivo; Danielle Aurore Doll Rakoto; Victor Louis Jeannoda; Ahcène Boumendjel
Journal:  Nat Prod Res       Date:  2015-11-16       Impact factor: 2.861

9.  5-hydroxytryptamine-derived alkaloids from two marine sponges of the genus Hyrtios.

Authors:  Mostafa Salmoun; Christine Devijver; Désiré Daloze; Jean-Claude Braekman; Rob W M van Soest
Journal:  J Nat Prod       Date:  2002-08       Impact factor: 4.050

10.  Comparison of fascaplysin and related alkaloids: a study of structures, cytotoxicities, and sources.

Authors:  Nathaniel L Segraves; Sarah J Robinson; Daniel Garcia; Sadri A Said; Xiong Fu; Francis J Schmitz; Halina Pietraszkiewicz; Frederick A Valeriote; Phillip Crews
Journal:  J Nat Prod       Date:  2004-05       Impact factor: 4.050

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  4 in total

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Journal:  Pharmaceuticals (Basel)       Date:  2022-05-05

Review 2.  Targeting Bacterial Sortases in Search of Anti-Virulence Therapies with Low Risk of Resistance Development.

Authors:  Georgiana Nitulescu; Denisa Margina; Anca Zanfirescu; Octavian Tudorel Olaru; George Mihai Nitulescu
Journal:  Pharmaceuticals (Basel)       Date:  2021-04-30

3.  A Chemo- and Regioselective Tandem [3 + 2]Heteroannulation Strategy for Carbazole Synthesis: Combining Two Mechanistically Distinct Bond-Forming Processes.

Authors:  Emma Campbell; Andrea Taladriz-Sender; Olivia I Paisley; Alan R Kennedy; Jacob T Bush; Glenn A Burley
Journal:  J Org Chem       Date:  2022-03-18       Impact factor: 4.354

4.  Metabolomics Insights into Chemical Convergence in Xanthomonas perforans and Metabolic Changes Following Treatment with the Small Molecule Carvacrol.

Authors:  Mustafa Ojonuba Jibrin; Qingchun Liu; Joy Guingab-Cagmat; Jeffrey B Jones; Timothy J Garrett; Shouan Zhang
Journal:  Metabolites       Date:  2021-12-16
  4 in total

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