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Journal articles on the topic 'Carbazole Alkaloids'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 July 2025

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1

Chakraborty, M. "Mumunine - A New Carbazole Alkaloid from Murraya koenigii (Linn.) Spreng." Journal of Scientific Research 12, no. 4 (2020): 665–72. http://dx.doi.org/10.3329/jsr.v12i4.45499.

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The plant Murraya koenigii, commonly known as curry leaf tree is a rich source of carbazole alkaloids. A number of monomeric as well as dimeric carbazoles with C13, C18 and C23 skeleton have been isolated from the plant. In my present work, a new carbazole alkaloid, designated as mumunine, was isolated from the bark of Murraya koenigii (Linn) Spreng, along with a known carbazole alkaloid, viz. mahanimbine. The structure of the new alkaloid 1 was elucidated on the basis of 1D and 2D NMR spectral data analysis. In this paper, the isolation and structure elucidation of the new compound will be di

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2

Kumar, V., J. Reisch, and A. Wickramasinghe. "Glycomaurin and Glycomaurrol, New Carbazole Alkaloids From Glycosmis mauritiana (Rutaceae) Bark." Australian Journal of Chemistry 42, no. 8 (1989): 1375. http://dx.doi.org/10.1071/ch9891375.

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The stem bark of Glycosmis mauritiana contained the acridone alkaloids noracronycine and des-N- methylacronycine, and two new carbazole alkaloids, 3,3,10-trimethyl-3,7-dihydropyrano[2,3-c] carbazole (glycomaurin) and 6-methyl-4-(3′-methylbut-2′-enyl)carbazol-3-ol (glycomaurrol), whose structures were confirmed by synthesis and by cyclization to dihydroglycomaurin respectively. Glycomaurin has a ring system which has not been previously found in nature.

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3

Yang, Jing-Hua, Xin-Yi Wang, Yi-Ping Zhou, et al. "Carbazole Alkaloids from Clausena anisum-olens: Isolation, Characterization, and Anti-HIV Evaluation." Molecules 25, no. 1 (2019): 99. http://dx.doi.org/10.3390/molecules25010099.

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Two new carbazole alkaloids (1,2) and six known carbazole alkaloids (3–8) were isolated from Clausena anisum-olens. Their structures were elucidated based on extensive spectroscopic analysis. All isolated compounds (1–8) were evaluated for their anti-HIV effects on virus replication in MT-4 lymphocytes infected by HIV-1NL4-3 Nanoluc-sec virus, and new carbazole alkaloid 1 exhibited anti-HIV activity with an EC50 value of 2.4 μg/mL and SI of 7.1.

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4

Kobayashi, Masaya, and Tomohisa Kuzuyama. "Recent Advances in the Biosynthesis of Carbazoles Produced by Actinomycetes." Biomolecules 10, no. 8 (2020): 1147. http://dx.doi.org/10.3390/biom10081147.

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Structurally diverse carbazole alkaloids are valuable due to their pharmaceutical properties and have been isolated from nature. Experimental knowledge on carbazole biosynthesis is limited. The latest development of in silico analysis of the biosynthetic gene clusters for bacterial carbazoles has allowed studies on the biosynthesis of a carbazole skeleton, which was established by sequential enzyme-coupling reactions associated with an unprecedented carbazole synthase, a thiamine-dependent enzyme, and a ketosynthase-like enzyme. This review describes the carbazole biosynthetic mechanism, which

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5

Ma, Xiaoli, Hongwei Chen, Sisi Zhu, Pengfei Tu, and Yong Jiang. "Trimeric and Dimeric Carbazole Alkaloids from Murraya microphylla." Molecules 26, no. 18 (2021): 5689. http://dx.doi.org/10.3390/molecules26185689.

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Seventeen new carbazole alkaloid derivatives, including a trimeric carbazole racemate, (±)-microphyltrine A (1), 15 dimeric carbazole racemates, (±)-microphyldines A–O (2–16), and a C-6–C-3″-methyl-linked dimeric carbazole, microphyldine P (17), were isolated from the leaves and stems of Murraya microphylla (Merr. et Chun) Swingle. The structures of the new compounds were elucidated on the basis of HRESIMS and NMR data analysis. The optically pure isomers of these isolated carbazole alkaloids were obtained by chiral HPLC separation and their absolute configurations were determined by electroni

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6

Mandal, Suvra, Anupam Nayak, Samir K. Banerjee, Julie Banerji, and Avijit Banerji. "A New Carbazole Alkaloid from Murraya koenigii Spreng (Rutaceae)." Natural Product Communications 3, no. 10 (2008): 1934578X0800301. http://dx.doi.org/10.1177/1934578x0800301019.

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A new carbazole alkaloid (kurryam) oxygenated at the 4-position, hitherto unknown among carbazole alkaloids, has been isolated from the seeds of an Indian medicinal plant, Murraya koenigii (Rutaceae). The structure has been established as 4-hydroxy-(2′,2′,3)-trimethyl-(6,7)-dimethoxy pyranocarbazole from extensive 2D NMR spectral studies. In addition, two known carbazole alkaloids, (2′,2′,3)-trimethyl 6-methoxy pyranocarbazole and (2′,2′,3)-trimethyl 6-hydroxy pyranocarbazole were isolated from the seeds of the same plant, of which (2′,2′,3)-trimethyl 6-methoxy pyranocarbazole exhibited signif

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7

Chakraborty, Mumu, Sudipta Saha, and Sibabrata Mukhapadhyay. "Murrayakoeninol- A New Carbazole Alkaloid from Murraya Koenigii (Linn) Spreng." Natural Product Communications 4, no. 3 (2009): 1934578X0900400. http://dx.doi.org/10.1177/1934578x0900400309.

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A new carbazole alkaloid, designated as murrayakoeninol, was isolated from the leaves of Murraya koenigii (Linn) Spreng, along with four known carbazole alkaloids, viz. mahanimbine, koenimbine, O-methylmurrayamine-A and murrayazolinine and one from the bark viz. girinimbine. The structure of the new alkaloid 1 was elucidated on the basis of 2D NMR spectral analysis and chemical reactions.

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8

Chakraborty, M. "Identification of Naturally Occurring Carbazole Alkaloids Isolated from <i>Murraya koenigii</i> and <i>Glycosmis pentaphylla</i> by the Preparation of HPLC Fingerprint." Journal of Scientific Research 14, no. 1 (2022): 289–300. http://dx.doi.org/10.3329/jsr.v14i1.53526.

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The plants Murraya koenigii and Glycosmis pentaphylla are rich sources of different carbazole alkaloids. A number of monomeric carbazole alkaloids with C13, C18, and C23 carbon frames and a good number of dimeric carbazole alkaloids were isolated from these two plants. Scientists are still working on these two plants in search of more and more novel compounds. Many of these alkaloids have potential biological activities. Scientists have determined the structures of these compounds by detailed analysis of spectral data like UV, IR, Mass,1H NMR, and 13C NMR (1D and 2D). These procedures require

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9

Moody, Christopher J. "Synthesis of Carbazole Alkaloids." Synlett 1994, no. 09 (1994): 681–88. http://dx.doi.org/10.1055/s-1994-22975.

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10

Bergman, J., and B. Pelcman. "Synthesis of carbazole alkaloids." Pure and Applied Chemistry 62, no. 10 (1990): 1967–76. http://dx.doi.org/10.1351/pac199062101967.

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11

Tan, Mario A., Niti Sharma, and Seong Soo A. An. "Phyto-Carbazole Alkaloids from the Rutaceae Family as Potential Protective Agents against Neurodegenerative Diseases." Antioxidants 11, no. 3 (2022): 493. http://dx.doi.org/10.3390/antiox11030493.

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Plant-derived (phyto) carbazole alkaloids are an important class of compounds, presented in the family of Rutaceae (Genera Murraya, Clausena, Glycosmis, Micromelum and Zanthoxylum). Due to several significant biological activities, such as antitumor, antibacterial, antiviral, antidiabetic, anti-HIV and neuroprotective activities of the parent skeleton (3-methylcarbazole), carbazole alkaloids are recognized as an important class of potential therapeutic agents. Neurodegenerative diseases (NDs) may exhibit a vast range of conditions, affecting neurons primarily and leading ultimately to the prog

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12

Long, Solida, Joana B. Loureiro, Carla Carvalho, et al. "Semi-Synthesis of Small Molecules of Aminocarbazoles: Tumor Growth Inhibition and Potential Impact on p53." Molecules 26, no. 6 (2021): 1637. http://dx.doi.org/10.3390/molecules26061637.

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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 der

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13

Caruso, Anna, Alexia Barbarossa, Alessia Carocci, Giovanni Salzano, Maria Stefania Sinicropi, and Carmela Saturnino. "Carbazole Derivatives as STAT Inhibitors: An Overview." Applied Sciences 11, no. 13 (2021): 6192. http://dx.doi.org/10.3390/app11136192.

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The carbazole class is made up of heterocyclically structured compounds first isolated from coal tar. Their structural motif is preponderant in different synthetic materials and naturally occurring alkaloids extracted from the taxonomically related higher plants of the genus Murraya, Glycosmis, and Clausena from the Rutaceae family. Concerning the biological activity of these compounds, many research groups have assessed their antiproliferative action of carbazoles on different types of tumoral cells, such as breast, cervical, ovarian, hepatic, oral cavity, and small-cell lung cancer, and unde

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14

Lin, Kai, Yong Jian, Peng Zhao, Chun-shen Zhao, Wei-dong Pan, and Sheng Liu. "A rapid construction of a specific quino[4,3-b] carbazolone system and its application for the synthesis of calothrixin B." Organic Chemistry Frontiers 5, no. 4 (2018): 590–94. http://dx.doi.org/10.1039/c7qo00864c.

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15

Song, Chuanjun, Junbiao Chang, Feixiang Ji, He Huang, Mengyang Li, and Yanqin Guo. "Divergent Syntheses of Carbazole Alkaloids." Synthesis 50, no. 19 (2018): 3921–26. http://dx.doi.org/10.1055/s-0037-1610185.

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16

Kirsch, Gilbert. "Heterocyclic Analogues of Carbazole Alkaloids." Current Organic Chemistry 5, no. 5 (2001): 507–18. http://dx.doi.org/10.2174/1385272013375409.

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17

Ramsewak, Russel S., Muraleedharan G. Nair, Gale M. Strasburg, David L. DeWitt, and John L. Nitiss. "Biologically Active Carbazole Alkaloids fromMurrayakoenigii." Journal of Agricultural and Food Chemistry 47, no. 2 (1999): 444–47. http://dx.doi.org/10.1021/jf9805808.

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18

Chakrabarty, Manas, Amar C. Nath, Shampa Khasnobis, et al. "Carbazole alkaloids from Murraya koenigii." Phytochemistry 46, no. 4 (1997): 751–55. http://dx.doi.org/10.1016/s0031-9422(97)00345-2.

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19

Bhatthula, Bharath kumar goud, Janardhan reddy Kanchani, Veera reddy Arava, and M. C. S. Subha. "Total synthesis of carbazole alkaloids." Tetrahedron 75, no. 7 (2019): 874–87. http://dx.doi.org/10.1016/j.tet.2019.01.003.

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20

Bhattacharyya, P., A. K. Maiti, K. Basu, and B. K. Chowdhury. "Carbazole alkaloids from Murraya koenigii." Phytochemistry 35, no. 4 (1994): 1085–86. http://dx.doi.org/10.1016/s0031-9422(00)90680-0.

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21

Wang, Yun-Song, Hong-Ping He, Yue-Mao Shen, Xin Hong, and Xiao-Jiang Hao. "Two New Carbazole Alkaloids fromMurrayakoenigii." Journal of Natural Products 66, no. 3 (2003): 416–18. http://dx.doi.org/10.1021/np020468a.

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22

Wen-Shyong, Li, James D. McChesney, and Farouk S. El-Feraly. "Carbazole alkaloids from Clausena lansium." Phytochemistry 30, no. 1 (1991): 343–46. http://dx.doi.org/10.1016/0031-9422(91)84151-h.

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23

Chakraborty, A., B. K. Chowdhury, S. S. Jash, G. K. Biswas, S. K. Bhattacharyya, and P. Bhattacharyya. "Carbazole alkaloids from Glycosmis pentaphylla." Phytochemistry 31, no. 7 (1992): 2503–5. http://dx.doi.org/10.1016/0031-9422(92)83310-u.

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24

Kanchani, Janardhanreddy, and Subha M.C.S. "Synthesis of Carbazole-1&3-Acids by using Suzuki Coupling followed by Cadagon Reductive Cyclization." DER PHARMA CHEMICA 13, no. 3 (2021): 3. https://doi.org/10.5281/zenodo.11070904.

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Using a Suzuki coupling followed by Cadagon reductive cyclization as a key steps, the first synthesis of 1-carboxylic acid carbazole has been achieved in 4 steps and in 65% overall yield. In the present work, this approach was applied to the total synthesis of carbazole alkaloids. This is the simple way to synthesise 9H-Carbazole-1-carboxylic acid and 9H-Carbazole-2-carboxylic acid.

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25

Kanchani, Janardhanreddy, and Subha M.C.S. "Synthesis of Carbazole-1&3-Acids by using Suzuki Coupling followed by Cadagon Reductive Cyclization." Der Pharma Chemica 13, no. 3 (2021): 3. https://doi.org/10.5281/zenodo.14722691.

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Using a Suzuki coupling followed by Cadagon reductive cyclization as a key steps, the first synthesis of 1-carboxylic acid carbazole has been achieved in 4 steps and in 65% overall yield. In the present work, this approach was applied to the total synthesis of carbazole alkaloids. This is the simple way to synthesise 9H-Carbazole-1-carboxylic acid and 9H-Carbazole-2-carboxylic acid.

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26

Thomas, Claudia, Olga Kataeva, Arndt W. Schmidt, and Hans-Joachim Knölker. "Regioselective prenylation of bromocarbazoles by palladium(0)-catalysed cross coupling – synthesis of O-methylsiamenol, O-methylmicromeline and carquinostatin A." Org. Biomol. Chem. 12, no. 6 (2014): 872–75. http://dx.doi.org/10.1039/c3ob42297f.

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We describe the regioselective prenylation of 3-bromo-carbazole by Pd(0)-catalysed cross coupling with a prenylstannane or a prenylboronate. The procedure is applied to the synthesis of bioactive carbazole alkaloids.

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27

Joshi, Trapti, Rohit Mahar, Sumit K. Singh, et al. "Quantitative Analysis of Bioactive Carbazole Alkaloids in Murraya koenigii." Natural Product Communications 10, no. 2 (2015): 1934578X1501000. http://dx.doi.org/10.1177/1934578x1501000220.

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Carbazole alkaloids induce apoptosis in HL-60 cells through activation of the caspase-9/caspase-3 pathway and they are targeted as potential anticancer agents. Thus, the naturally occurring carbazole alkaloids become important as precursors for lead optimization in drug development. A method based on ultra performance liquid chromatography coupled with photodiode-array detection was developed using reverse phase isocratic elution with 85:15 acetonitrile and ammonium acetate buffer (5 mM). Seven samples of Murrya koenigii (L.) Spreng. from north-central India ( Uttar Pradesh) were analyzed. All

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28

Yokoyama, Hajime, Yuzen Shoji, Takayoshi Kubo, Masahiro Miyazawa, and Yoshiro Hirai. "The Synthetic Studies of Carbazole Alkaloids." HETEROCYCLES 91, no. 9 (2015): 1752. http://dx.doi.org/10.3987/com-15-13286.

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29

Uvarani, Chokkalingam, Mathan Sankaran, Nanjundan Jaivel, Kumarasamy Chandraprakash, Athar Ata, and Palathurai S. Mohan. "Bioactive Dimeric Carbazole Alkaloids fromMurraya koenigii." Journal of Natural Products 76, no. 6 (2013): 993–1000. http://dx.doi.org/10.1021/np300464t.

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30

ITO, CHIHIRO, TIAN-SHUNG WU, and HIROSHI FURUKAWA. "New carbazole alkaloids from Murraya euchrestifolia." CHEMICAL & PHARMACEUTICAL BULLETIN 36, no. 7 (1988): 2377–80. http://dx.doi.org/10.1248/cpb.36.2377.

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31

Reisch, Johannes, Adeleke C. Adebajo, Vijaya Kumar, and Adetunji J. Aladesanmi. "Two carbazole alkaloids from Murraya koenigii." Phytochemistry 36, no. 4 (1994): 1073–76. http://dx.doi.org/10.1016/s0031-9422(00)90494-1.

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32

Markad, Shivaji B., and Narshinha P. Argade. "Collective Synthesis of Basic Carbazole Alkaloids." Asian Journal of Organic and Medicinal Chemistry 3, no. 3 (2018): 65–68. http://dx.doi.org/10.14233/ajomc.2018.ajomc-p99.

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33

ITO, Chiriro, Mayumi NAKAGAWA, Tian-Shung WU, and Hiroshi FURUKAWA. "New Carbazole Alkaloids from Murraya euchrestifolia." CHEMICAL & PHARMACEUTICAL BULLETIN 39, no. 7 (1991): 1668–71. http://dx.doi.org/10.1248/cpb.39.1668.

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34

ITO, Chihiro, Mayumi NAKAGAWA, Tian-Sheng WU, and Hiroshi FURUKAWA. "New Carbazole Alkaloids from Murraya euchrestifolia." CHEMICAL & PHARMACEUTICAL BULLETIN 39, no. 10 (1991): 2525–28. http://dx.doi.org/10.1248/cpb.39.2525.

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35

ITO, Chihiro, Norio OKAHANA, Tian-Shung WU, et al. "New Carbazole Alkaloids from Murraya euchrestifolia." CHEMICAL & PHARMACEUTICAL BULLETIN 40, no. 1 (1992): 230–32. http://dx.doi.org/10.1248/cpb.40.230.

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36

Tian-Shung, Wu, Wang Meei-Ling, Lai Jeng-Shiow, Chihiro Ito, and Hiroshi Furukawa. "Binary carbazole alkaloids from Murraya euchrestifolia." Phytochemistry 30, no. 3 (1991): 1052–54. http://dx.doi.org/10.1016/0031-9422(91)85314-p.

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37

MOODY, C. J. "ChemInform Abstract: Synthesis of Carbazole Alkaloids." ChemInform 26, no. 14 (2010): no. http://dx.doi.org/10.1002/chin.199514334.

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38

CHAKRABORTY, D. P., and S. ROY. "ChemInform Abstract: Carbazole Alkaloids. Part 3." ChemInform 22, no. 52 (2010): no. http://dx.doi.org/10.1002/chin.199152348.

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39

BERGMAN, J., and B. PELCMAN. "ChemInform Abstract: Synthesis of Carbazole Alkaloids." ChemInform 22, no. 5 (2010): no. http://dx.doi.org/10.1002/chin.199105354.

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40

Hieda, Yuhzo, Makoto Anraku, Tominari Choshi, et al. "Antioxidant effects of the highly-substituted carbazole alkaloids and their related carbazoles." Bioorganic & Medicinal Chemistry Letters 24, no. 15 (2014): 3530–33. http://dx.doi.org/10.1016/j.bmcl.2014.05.050.

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41

Alanazi, Jowaher, Aziz Unnisa, Muteb Alanazi та ін. "3-Methoxy Carbazole Impedes the Growth of Human Breast Cancer Cells by Suppressing NF-κB Signaling Pathway". Pharmaceuticals 15, № 11 (2022): 1410. http://dx.doi.org/10.3390/ph15111410.

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Breast cancer represents the most frequently occurring cancer globally among women. As per the recent report of the World Health Organization (WHO), it was documented that by the end of the year 2020, approximately 7.8 million females were positively diagnosed with breast cancer and in 2020 alone, 685,000 casualties were documented due to breast cancer. The use of standard chemotherapeutics includes the frontline treatment option for patients; however, the concomitant side effects represent a major obstacle for their usage. Carbazole alkaloids are one such group of naturally-occurring bioactiv

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42

Gunjan P. Malode, Ashwini Y. Parbat, Aayesha R. Shaikh, Wrushali A. Panchale, Jagdish V. Manwar, and Ravindra L. Bakal. "Phytochemistry, pharmacology and botanical aspects of Murraya Koenigii in the search for molecules with bioactive potential - A review." GSC Advanced Research and Reviews 6, no. 3 (2021): 143–55. http://dx.doi.org/10.30574/gscarr.2021.6.3.0055.

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The magical plant of Indian spice, Murraya koenigii(curry leaf) family Rutaceae grows throughout the Indian subcontinent. It is used in the treatment or prevention of many diseases including kidney stone, dysentery disorders, renal pain, stomach upsets & morning sickness. It is one of the main components of formulation in the traditional ayurvedic system of medicine since many centuaries. A scrutiny of literature reveals some notable pharmacological activities of plant. These include pharmacological activities such as antioxidant, antidiabetic, antitumor and neuroprotective.The leaves, roo

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43

Forke, Ronny, Konstanze K. Gruner, Kerstin E. Knott, et al. "Total synthesis of biologically active alkaloids using transition metals." Pure and Applied Chemistry 82, no. 11 (2010): 1975–91. http://dx.doi.org/10.1351/pac-con-09-12-15.

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We have developed efficient synthetic routes to heterocyclic ring systems using transition metals (palladium, iron, and silver). Recent applications of this chemistry to the total synthesis of biologically active alkaloids include carbazole alkaloids (pityriazole, euchrestifoline, the antiostatins), crispine A, pentabromo- and pentachloropseudilin. The two latter alkaloids represent a novel class of myosin ATPase inhibitors that led to the discovery of a new allosteric binding site of the protein.

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44

Gassner, Cemena, Ronny Hesse, Arndt W. Schmidt, and Hans-Joachim Knölker. "Total synthesis of the cyclic monoterpenoid pyrano[3,2-a]carbazole alkaloids derived from 2-hydroxy-6-methylcarbazole." Org. Biomol. Chem. 12, no. 33 (2014): 6490–99. http://dx.doi.org/10.1039/c4ob01151a.

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45

Gunjan, P. Malode, Y. Parbat Ashwini, R. Shaikh Aayesha, A. Panchale Wrushali, V. Manwar Jagdish, and L. Bakal Ravindra. "Phytochemistry, pharmacology and botanical aspects of Murraya Koenigii in the search for molecules with bioactive potential - A review." GSC Advanced Research and Reviews 6, no. 3 (2021): 143–55. https://doi.org/10.5281/zenodo.4644199.

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The magical plant of Indian spice, <em>Murraya koenigii</em>(curry leaf) family Rutaceae grows throughout the Indian subcontinent. It is used in the treatment or prevention of many diseases including kidney stone, dysentery disorders, renal pain, stomach upsets & morning sickness. It is one of the main components of formulation in the traditional ayurvedic system of medicine since many centuaries. A scrutiny of literature reveals some notable pharmacological activities of plant.  These include pharmacological activities such as antioxidant, antidiabetic, antitumor and neuroprotec

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46

Liu, Hang, Chuang-Jun Li, Jing-Zhi Yang, et al. "Carbazole Alkaloids from the Stems ofClausena lansium." Journal of Natural Products 75, no. 4 (2012): 677–82. http://dx.doi.org/10.1021/np200919a.

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47

Maneerat, Wisanu, Thunwadee Ritthiwigrom, Sarot Cheenpracha, et al. "Bioactive Carbazole Alkaloids from Clausena wallichii Roots." Journal of Natural Products 75, no. 4 (2012): 741–46. http://dx.doi.org/10.1021/np3000365.

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48

Ito, Chihiro, Tian-Shung Wu, and Hiroshi Furukawa. "Three new carbazole alkaloids from Murraya euchrestifolia." CHEMICAL & PHARMACEUTICAL BULLETIN 35, no. 1 (1987): 450–52. http://dx.doi.org/10.1248/cpb.35.450.

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49

ITO, Chihiro, Tian-Sheng WU, and Hiroshi FURUKAWA. "Novel binary carbazole alkaloids from Murraya euchrestifolia." CHEMICAL & PHARMACEUTICAL BULLETIN 38, no. 5 (1990): 1143–46. http://dx.doi.org/10.1248/cpb.38.1143.

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50

ITO, Chichiro, and Hiroshi FURUKAWA. "New carbazole alkaloids from Murraya euchrestifolia Hayata." CHEMICAL & PHARMACEUTICAL BULLETIN 38, no. 6 (1990): 1548–50. http://dx.doi.org/10.1248/cpb.38.1548.

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