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Select item 84713941.

Marine Pyrrole Alkaloids

Kevin Seipp, Leander Geske, Till Opatz

Mar Drugs. 2021 Sep; 19(9): 514. Published online 2021 Sep 10. doi: 10.3390/md19090514

PMCID:: PMC8471394

Abstract Article PDF–20M

Select item 81712482.

Potent antimalarials with development potential identified by structure-guided computational optimization of a pyrrole-based dihydroorotate dehydrogenase inhibitor series

Michael J. Palmer, Xiaoyi Deng, Shawn Watts, Goran Krilov, Aleksey Gerasyuto, Sreekanth Kokkonda, Farah El Mazouni, John White, Karen L. White, Josefine Striepen, Jade Bath, Kyra Schindler, Tomas Yeo, David M. Shackleford, Sachel Mok, Ioanna Deni, Aloysus Lawong, Ann Huang, Gong Chen, Wen Wang, Jaya Jayaseelan, Kasiram Katneni, Rahul Patil, Jessica Saunders, Shatrughan P. Shahi, Rajesh Chittimalla, Iñigo Angulo-Barturen, María Belén Jiménez-Díaz, Sergio Wittlin, Patrick K. Tumwebaze, Philip J. Rosenthal, Roland A. Cooper, Anna Caroline Campos Aguiar, Rafael V.C. Guido, Dhelio B. Pereira, Nimisha Mittal, Elizabeth A. Winzeler, Diana R. Tomchick, Benoît Laleu, Jeremy N. Burrows, Pradipsinh K. Rathod, David A. Fidock, Susan A. Charman, Margaret A. Phillips

J Med Chem. Author manuscript; available in PMC 2022 May 13.

Published in final edited form as: J Med Chem. 2021 May 13; 64(9): 6085–6136. Published online 2021 Apr 20. doi: 10.1021/acs.jmedchem.1c00173

PMCID:: PMC8171248

Abstract Article PDF–3.1M

Select item 94085903.

New Pyrrole Derivatives as Promising Biological Agents: Design, Synthesis, Characterization, In Silico, and Cytotoxicity Evaluation

Beatrice-Cristina Ivan, Stefania-Felicia Barbuceanu, Camelia Mia Hotnog, Adriana Iuliana Anghel, Robert Viorel Ancuceanu, Mirela Antonela Mihaila, Lorelei Irina Brasoveanu, Sergiu Shova, Constantin Draghici, Octavian Tudorel Olaru, George Mihai Nitulescu, Mihaela Dinu, Florea Dumitrascu

Int J Mol Sci. 2022 Aug; 23(16): 8854. Published online 2022 Aug 9. doi: 10.3390/ijms23168854

PMCID:: PMC9408590

Abstract Article PDF–5.5M

Select item 73942444.

Lead optimization of a pyrrole-based dihydroorotate dehydrogenase inhibitor series for the treatment of Malaria

Sreekanth Kokkonda, Xiaoyi Deng, Karen L. White, Farah El Mazouni, John White, David M. Shackleford, Kasiram Katneni, Francis C.K. Chiu, Helena Barker, Jenna McLaren, Elly Crighton, Gong Chen, Inigo Angulo-Barturen, Maria Belen Jimenez-Diaz, Santiago Ferrer, Leticia Huertas Valentin, Maria Santos Martinez-Martinez, Maria Jose Lafuente-Monasterio, Chittimalla R. Kumar, Shatrughan P. Shahi, Sergio Wittlin, David Waterson, Jeremy N. Burrows, Dave Matthews, Diana Tomchick, Pradipsinh K. Rathod, Michael J. Palmer, Susan A. Charman, Margaret A. Phillips

J Med Chem. Author manuscript; available in PMC 2021 May 14.

Published in final edited form as: J Med Chem. 2020 May 14; 63(9): 4929–4956. Published online 2020 Apr 16. doi: 10.1021/acs.jmedchem.0c00311

PMCID:: PMC7394244

Abstract Article PDF–2.5M

Select item 62223135.

Synthesis of Multi-Substituted Pyrrole Derivatives Through [3+2] Cycloaddition with Tosylmethyl Isocyanides (TosMICs) and Electron-Deficient Compounds

Zhengning Ma, Zicheng Ma, Dawei Zhang

Molecules. 2018 Oct; 23(10): 2666. Published online 2018 Oct 17. doi: 10.3390/molecules23102666

PMCID:: PMC6222313

Abstract Article PDF–26M

Select item 61491586.

Syntheses of Calix[4]Pyrroles by Amberlyst-15 Catalyzed Cyclocondensations of Pyrrole with Selected Ketones

Shive Murat Singh Chauhan, Bhaskar Garg, Tanuja Bisht

Molecules. 2007 Nov; 12(11): 2458–2466. Published online 2007 Nov 9. doi: 10.3390/12112458

PMCID:: PMC6149158

Abstract Article PDF–69K

Select item 85876657.

Synthesis and Toxicity Evaluation of New Pyrroles Obtained by the Reaction of Activated Alkynes with 1-Methyl-3-(cyanomethyl)benzimidazolium Bromide

Beatrice-Cristina Ivan, Florea Dumitrascu, Adriana Iuliana Anghel, Robert Viorel Ancuceanu, Sergiu Shova, Denisa Dumitrescu, Constantin Draghici, Octavian Tudorel Olaru, George Mihai Nitulescu, Mihaela Dinu, Stefania-Felicia Barbuceanu

Molecules. 2021 Nov; 26(21): 6435. Published online 2021 Oct 25. doi: 10.3390/molecules26216435

PMCID:: PMC8587665

Abstract Article PDF–51M

Select item 65147428.

An Efficient Synthesis of Aryl-Substituted Pyrroles by the Suzuki–Miyaura Coupling Reaction of SEM-Protected Pyrroles

Keli Cui, Meng Gao, Hongyi Zhao, Dongfeng Zhang, Hong Yan, Haihong Huang

Molecules. 2019 Apr; 24(8): 1594. Published online 2019 Apr 22. doi: 10.3390/molecules24081594

PMCID:: PMC6514742

Abstract Article PDF–656K

Select item 103158929.

Clauson–Kaas pyrrole synthesis using diverse catalysts: a transition from conventional to greener approach

Dileep Kumar Singh, Rajesh Kumar

Beilstein J Org Chem. 2023; 19: 928–955. Published online 2023 Jun 27. doi: 10.3762/bjoc.19.71

PMCID:: PMC10315892

Abstract Article PDF–4.4M

Select item 724876510.

Facile Synthesis of NH-Free 5-(Hetero)Aryl-Pyrrole-2-Carboxylates by Catalytic C–H Borylation and Suzuki Coupling

Saba Kanwal, Noor-ul- Ann, Saman Fatima, Abdul-Hamid Emwas, Meshari Alazmi, Xin Gao, Maha Ibrar, Rahman Shah Zaib Saleem, Ghayoor Abbas Chotana

Molecules. 2020 May; 25(9): 2106. Published online 2020 Apr 30. doi: 10.3390/molecules25092106

PMCID:: PMC7248765

Abstract Article PDF–3.3M

Select item 800274411.

Pyrrole–Aminopyrimidine Ensembles: Cycloaddition of Guanidine to Acylethynylpyrroles

Olga V. Petrova, Arsalan B. Budaev, Elena F. Sagitova, Igor A. Ushakov, Lyubov N. Sobenina, Andrey V. Ivanov, Boris A. Trofimov

Molecules. 2021 Mar; 26(6): 1692. Published online 2021 Mar 17. doi: 10.3390/molecules26061692

PMCID:: PMC8002744

Abstract Article PDF–2.7M

Select item 1005845912.

Pyrrole-2-carboxaldehydes: Origins and Physiological Activities

Seiichi Matsugo, Yutaka Nakamura

Molecules. 2023 Mar; 28(6): 2599. Published online 2023 Mar 13. doi: 10.3390/molecules28062599

PMCID:: PMC10058459

Abstract Article PDF–3.0M

Select item 622517513.

Synthesis and Characterization of Bis[1]benzothieno[3,2-b:2′,3′-d]pyrroles: Quantitative Effects of Benzannulation on Dithieno[3,2-b:2′,3′-d]pyrroles

Rylan M. W. Wolfe, Evan W. Culver, Seth C. Rasmussen

Molecules. 2018 Sep; 23(9): 2279. Published online 2018 Sep 6. doi: 10.3390/molecules23092279

PMCID:: PMC6225175

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Select item 960935814.

Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine

Lingamurthy Macha, Ranjith Jala, Sang-Yun Na, Hyun-Joon Ha

Molecules. 2022 Oct; 27(20): 6869. Published online 2022 Oct 13. doi: 10.3390/molecules27206869

PMCID:: PMC9609358

Abstract Article PDF–1.4M

Select item 937952715.

Design, Synthesis, and Biological Evaluation of Pyrrole-2-carboxamide Derivatives as Mycobacterial Membrane Protein Large 3 Inhibitors for Treating Drug-Resistant Tuberculosis

Hongyi Zhao, Yongxin Gao, Wei Li, Li Sheng, Keli Cui, Bin Wang, Lei Fu, Meng Gao, Ziyun Lin, Xiaowen Zou, Mary Jackson, Haihong Huang, Yu Lu, Dongfeng Zhang

J Med Chem. Author manuscript; available in PMC 2023 Aug 11.

Published in final edited form as: J Med Chem. 2022 Aug 11; 65(15): 10534–10553. Published online 2022 Aug 1. doi: 10.1021/acs.jmedchem.2c00718

PMCID:: PMC9379527

Abstract Article PDF–2.5M

Select item 945439316.

Design, synthesis, in silico and biological evaluations of novel polysubstituted pyrroles as selective acetylcholinesterase inhibitors against Alzheimer’s disease

Hormoz Pourtaher, Alireza Hasaninejad, Aida Iraji

Sci Rep. 2022; 12: 15236. Published online 2022 Sep 8. doi: 10.1038/s41598-022-18224-6

PMCID:: PMC9454393

Abstract Article PDF–3.0M

Select item 910914417.

Parallel Optimization of Potency and Pharmacokinetics Leading to the Discovery of a Pyrrole Carboxamide ERK5 Kinase Domain Inhibitor

Duncan C. Miller, Tristan Reuillon, Lauren Molyneux, Timothy Blackburn, Simon J. Cook, Noel Edwards, Jane A. Endicott, Bernard T. Golding, Roger J. Griffin, Ian Hardcastle, Suzannah J. Harnor, Amy Heptinstall, Pamela Lochhead, Mathew P. Martin, Nick C. Martin, Stephanie Myers, David R. Newell, Richard A. Noble, Nicole Phillips, Laurent Rigoreau, Huw Thomas, Julie A. Tucker, Lan-Zhen Wang, Michael J. Waring, Ai-Ching Wong, Stephen R. Wedge, Martin E. M. Noble, Celine Cano

J Med Chem. 2022 May 12; 65(9): 6513–6540. Published online 2022 Apr 25. doi: 10.1021/acs.jmedchem.1c01756

PMCID:: PMC9109144

Abstract Article PDF–4.1M

Select item 748487218.

Diabetes mellitus is associated with elevated urinary pyrrole markers of γ-diketones known to cause axonal neuropathy

Xiao Chen, Wei Liu, Lu Wang, Dafeng Lin, Lulin Nie, Kaiwu He, Zhiwei Guo, Feiqi Zhu, Wenting Feng, Weimin Liu, Jing Yuan, Xifei Yang, Peter Spencer, Jianjun Liu

BMJ Open Diabetes Res Care. 2020; 8(1): e001575. Published online 2020 Sep 10. doi: 10.1136/bmjdrc-2020-001575

PMCID:: PMC7484872

Abstract Article PDF–1.2M

Select item 702427319.

Synthesis, X-ray Characterization and Density Functional Theory (DFT) Studies of Two Polymorphs of the α,α,α,α, Isomer of Tetra-p-Iodophenyl Tetramethyl Calix[4]pyrrole: On the Importance of Halogen Bonds

Dragoș Dăbuleanu, Antonio Bauzá, Joaquín Ortega-Castro, Eduardo C. Escudero-Adán, Pablo Ballester, Antonio Frontera

Molecules. 2020 Jan; 25(2): 285. Published online 2020 Jan 10. doi: 10.3390/molecules25020285

PMCID:: PMC7024273

Abstract Article PDF–4.2M

Select item 869752620.

Recent approaches in the organocatalytic synthesis of pyrroles

Biplob Borah, Kartikey Dhar Dwivedi, L. Raju Chowhan

RSC Adv. 2021 Apr 7; 11(22): 13585–13601. Published online 2021 Apr 13. doi: 10.1039/d1ra01690c

PMCID:: PMC8697526

Abstract Article PDF–2.8M

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PMC Images search for pyrrole

Fig 2Pyrrole adducts accumulation.

(A) Pyrrole adducts in serum of rats treated with 2,5-HD. (B) Pyrrole adducts in serum of rats treated with n-hexane. (C) Pyrrole adducts in urine of rats treated with 2,5-HD. (D) Pyrrole adducts in urine of rats treated with n-hexane. (E) Pyrrole adducts in hair of rats treated with 2,5-HD. (F) Pyrrole adducts in hair of rats treated with n-hexane. Compared with control group, ^**P<0.01.

Hair pyrrole adducts serve as biomarkers for peripheral nerve impairment induced by 2,5-hexanedione and n-hexane in rats

PLoS One. 2018;13(12):e0209939.
Figure 5Correlations between the gait score and the pyrrole adducts levels in serum and urine in week 8.

A: pyrrole adducts in serum 8 hours postdose; B: pyrrole adducts in urine 8 hours postdose; C: pyrrole adducts in serum 24 hours postdose; D: pyrrole adducts in urine24 hours postdose.

Biological Exposure Indices of Pyrrole Adducts in Serum and Urine for Hazard Assessment of n-Hexane Exposure

PLoS One. 2014;9(1):e86108.
Figure 4Correlations between the time to paralysis and the pyrrole adducts levels in serum and urine at time of paralysis.

A: pyrrole adducts in serum 8 hours postdose; B: pyrrole adducts in urine 8 hours postdose; C: pyrrole adducts in serum 24 hours postdose; D: pyrrole adducts in urine 24 hours postdose.

Biological Exposure Indices of Pyrrole Adducts in Serum and Urine for Hazard Assessment of n-Hexane Exposure

PLoS One. 2014;9(1):e86108.
Figure 3Changes of pyrrole adducts levels in serum and urine of rats exposed to n-hexane for 24 weeks.

The data were expressed as mean ± S.D. (n = 8). A: pyrrole adducts in serum 8 hours postdose; B: pyrrole adducts in urine 8 hours postdose; C: pyrrole adducts in serum 24 hours postdose; D: pyrrole adducts in urine 24 hours postdose.

Biological Exposure Indices of Pyrrole Adducts in Serum and Urine for Hazard Assessment of n-Hexane Exposure

PLoS One. 2014;9(1):e86108.