Article
Chemistry, Multidisciplinary
Benjamin Heinz, Dimitrije Djukanovic, Paolo Filipponi, Benjamin Martin, Konstantin Karaghiosoff, Paul Knochel
Summary: A new regioselective 3,4-difunctionalization of 3-chloropyridines via 3,4-pyridyne intermediates has been reported, resulting in the synthesis of various 2,3,4-trisubstituted pyridines. This method was adapted into a continuous flow set-up and applied to prepare a key intermediate for (+/-)-paroxetine.
Article
Chemistry, Organic
Katrina M. Mennie, Michael H. Reutershan, Catherine White, Bruce Adams, Bridget Becker, James Deng, Jason D. Katz, Elisabeth LaBlue, Kaila Margrey, Josep Sauri
Summary: The study reports a regioselective method for synthesizing pyrazolo[1,5-a]pyridines, as well as a protocol for the regioselective formation of imidazo[1,5-a]pyridines. These transformations allow for the rapid and selective formation of two important heterocyclic motifs from a common intermediate.
Article
Chemistry, Organic
Tanzilya S. Rizbayeva, Andrey V. Smolobochkin, Almir S. Gazizov, Julia K. Voronina, Victor V. Syakaev, Daria P. Gerasimova, Olga A. Lodochnikova, Sergey V. Efimov, Vladimir V. Klochkov, Alexander R. Burilov, Michail A. Pudovik
Summary: Here, we report a highly regioselective one-pot synthesis of pyrazolo[3,4-b]pyridines via the reaction of 3-arylidene-1-pyrrolines with aminopyrazoles. The reaction proceeds through the sequential nucleophilic addition/electrophilic substitution/C-N bond cleavage and provides easy access to pyrazolo[3,4-b]pyridine derivatives featuring a primary amino group. Moreover, the reaction can be terminated at the electrophilic substitution stage, thus providing convenient entry to the hardly accessible pyrazolopyrrolopyridine scaffold.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Nagaraju Kerru, Lalitha Gummidi, Suresh Maddila, Sreekantha B. Jonnalagadda
Summary: The study presents the preparation and characterization of magnesium loaded hydroxyapatite composite, and evaluates its catalytic activity for the synthesis of novel dihydropyrazolo[3,4-b] pyridine derivatives. The composite showed excellent yields, reusability, and simplicity in operation, making it a promising catalyst for organic synthesis.
INORGANIC CHEMISTRY COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Mukesh Pappoppula, Kathryn L. Olsen, Devin R. Ketelboeter, Aaron Aponick
Summary: A highly enantioselective alkynylation of pyridine is reported. The reaction is enabled by StackPhos and proceeds with excellent regioselectivity (25 : 1), enantioselectivity (up to 99 % ee), and yield (up to 99 %). Terminal alkynes with a wide range of functional groups work well in the transformation, including acetylene gas, paving the way for the use of these feedstock starting materials to rapidly access highly useful synthetic intermediates.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Elizabeth V. Bedwell, Flavio da Silva Emery, Giuliano C. Clososki, Patrick G. Steel
Summary: Heterocycles are important in fragment-based drug discovery due to their prevalence in biologically active compounds. This study describes the synthesis of 5-halo-1H-pyrazolo[3,4-c]pyridine scaffolds and demonstrates how these compounds can be selectively elaborated along multiple growth-vectors. The findings highlight the potential utility of pyrazolo[3,4-c]pyridines in fragment-based drug discovery.
Review
Biochemistry & Molecular Biology
Ana Donaire-Arias, Ana Maria Montagut, Raimon Puig de la Bellacasa, Roger Estrada-Tejedor, Jordi Teixido, Jose I. Borrell
Summary: This review presents an analysis of the diversity of substituents in Pyrazolo[3,4-b]pyridines, as well as the synthetic methods used for their synthesis and their biomedical applications.
Article
Chemistry, Applied
Dirgha Raj Joshi, Ikyon Kim
Summary: The study successfully achieved multi-functionalization of the pyridine motif in indolizine through [5+1] annulative construction, introducing three different functional groups at the C5, C6, and C7 positions. The solvent (2-MeTHF) and the hydroxyl of 2-hydroxyacetophenones were found to play crucial roles in the successful cyclization event. Furthermore, the elaboration of the resulting scaffold and the potential expansion using other methyl ketones were also demonstrated.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Inorganic & Nuclear
Yatong Fu, Yu Li, Donghong Luo, Yibo Lu, Jiajun Huang, Ziyi Yang, Jian Lu, Yuan-Ye Jiang, Ju-You Lu
Summary: An efficient regioselective B(3,4)-H activation was achieved via a ligand strategy, leading to B(3)-monoacyloxylated and B(3,4)-diacyloxylated o-carboranes. Amino acid and phosphoric acid ligands were crucial for the success of the reaction, and the approach was compatible with a broad range of carboxylic acids.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Reham F. Barghash, Wagdy M. Eldehna, Marketa Kovalova, Veronika Vojatkova, Vladimir Krystof, Hatem A. Abdel-Aziz
Summary: The study reported the development of novel pyrazolo[3,4-b]pyridine derivatives as potential anticancer agents, showing broad-spectrum anti-proliferative activities and moderate to excellent anti-leukemic activity against leukemia cell lines. Some compounds also affected the cell cycle and the expression of related proteins in RS4;11 cells.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Applied
Dirgha Raj Joshi, Ikyon Kim
Summary: In this study, a modular approach was used to synthesize a wide range of 1-cyano-3-(hetero)arylindolizines through aldol-cyclopropanation-oxidative cycloisomerization. DDQ was utilized for the first time to selectively synthesize the pyrrole units from cyclopropyl pyridines. The regioselective oxidation of the benzylic position by DDQ enabled the access to one regioisomer out of two possible ones. Additionally, homo-dimerization at the C2, C5, or C7 sites of indolizines in the presence of DDQ was discovered for the first time.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Physical
Jian-Shu Wang, Jiangjie Zhang, Siqi Wang, Jun Ying, Chuan-Ying Li, Xiao-Feng Wu
Summary: A novel palladium-catalyzed domino carbonylative cyclization has been developed for the rapid construction of functionalized heterocycles. The reaction proceeds smoothly with the consecutive formation of C-C and C-X bonds using benzene-1,3,5-triyl triformate as the CO source, yielding a variety of biologically relevant derivatives.
JOURNAL OF CATALYSIS
(2022)
Article
Biochemistry & Molecular Biology
David Ramirez, Melissa Mejia-Gutierrez, Braulio Insuasty, Susanne Rinne, Aytug K. Kiper, Magdalena Platzk, Thomas Mueller, Niels Decher, Jairo Quiroga, Pedro De-la-Torre, Wendy Gonzalez
Summary: This article introduces a new family of human TASK-3 channel blockers designed, synthesized, and evaluated using a pharmacophore hypothesis and molecular docking approach. The study identified an active compound and revealed its binding mechanism to TASK-3, providing a new tool for predicting and designing novel TASK-3 channel blockers in the future.
Article
Chemistry, Organic
Pu-Yen Hsiao, Rong Chang, Andrew C. -H. Sue, Jean -Ho Chu, Guan-Wei Liao, Yi-Hsin Lee, Jui-Yang Huang
Summary: This paper presents the synthesis of a range of 3,3'-bipyrazolo[1,5-a]pyridine derivatives through direct cross-dehydrogenative coupling of pyrazolo[1,5-a]pyridine precursors. The method, which involves palladium(II)-catalyzed C-H bond activation, is simple and efficient with good functional group tolerance and high product yield (up to 94.6%). Through experimental studies and theoretical calculations, a plausible reaction mechanism is outlined. The subsequent derivatizations of the resulting compounds further extend their pi-conjugation and enhance their twisted conformations, providing new opportunities for tailor-made organic luminescent materials.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Jun-Bao Ma, Xia Zhao, Dongju Zhang, Shi-Liang Shi
Summary: This study describes a novel method for enantioselective para-C-H activation of pyridines using a Ni-Al bimetallic catalyst system and NHC ligand, enabling the efficient synthesis of enantioenriched 1,1-diarylalkanes containing pyridine moieties.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Multidisciplinary Sciences
Jia-Lin Jia, Young-Hyun Han, Hak-Cheol Kim, Mija Ahn, Jeong-Woo Kwon, Yibo Luo, Pethaiah Gunasekaran, Soo-Jae Lee, Kyung S. Lee, Jeong Kyu Bang, Nam-Hyung Kim, Suk Namgoong
SCIENTIFIC REPORTS
(2015)
Article
Chemistry, Medicinal
Mija Ahn, Pethaiah Gunasekaran, Ganesan Rajasekaran, Eun Young Kim, Soo-Jae Lee, Geul Bang, Kun Cho, Jae-Kyung Hyun, Hyun-Ju Lee, Young Ho Jeon, Nam-Hyung Kim, Eun Kyoung Ryu, Song Yub Shin, Jeong Kyu Bang
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2017)
Article
Crystallography
V. Rajni Swamy, P. Gunasekaran, R. V. Krishnakumar, N. Srinivasan, P. Mueller
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE
(2014)
Article
Chemistry, Multidisciplinary
Mija Ahn, Ganesan Rajasekaran, P. Gunasekaran, Eun Kyoung Ryu, Ga-hyang Lee, Jae-Kyung Hyun, Chaejoon Cheong, Nam-Hyung Kim, Song Yub Shin, Jeong-Kyu Bang
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
(2014)
Article
Chemistry, Medicinal
Mija Ahn, Young-Hyun Han, Jung-Eun Park, Sungmin Kim, Woo Cheol Lee, Soo Jae Lee, Pethaiah Gunasekaran, Chaejoon Cheong, Song Yub Shin, Hye-Yeon Kim, Eun Kyung Ryu, Ravichandran N. Murugan, Nam-Hyung Kim, Jeong Kyu Bang
JOURNAL OF MEDICINAL CHEMISTRY
(2015)
Article
Multidisciplinary Sciences
Ganipisetti Srinivasrao, Jung-Eun Park, Sungmin Kim, Mija Ahn, Chaejoon Cheong, Ky-Youb Nam, Pethaiah Gunasekaran, Eunha Hwang, Nam-Hyung Kim, Song Yub Shin, Kyung S. Lee, Eunkyung Ryu, Jeong Kyu Bang
Article
Multidisciplinary Sciences
Pethaiah Gunasekaran, Ganesan Rajasekaran, Eun Hee Han, Young-Ho Chung, Young-Jin Choi, Yu Jin Yang, Ji Eun Lee, Hak Nam Kim, Kiram Lee, Jin-Seok Kim, Hyun-Jun Lee, Eun-Ju Choi, Eun-Kyung Kim, Song Yub Shin, Jeong Kyu Bang
SCIENTIFIC REPORTS
(2019)
Article
Multidisciplinary Sciences
Pethaiah Gunasekaran, Meiqi Fan, Eun Young Kim, Jun Ho Shin, Ji Eun Lee, Eun Ju Son, Jaehi Kim, Eunha Hwang, Min Su Yim, Eun-Hee Kim, Young-Jin Choi, Young-Ho Lee, Young-Ho Chung, Hak Nam Kim, Eun Kyoung Ryu, Song Yub Shin, Eun-Kyung Kim, Jeong Kyu Bang
SCIENTIFIC REPORTS
(2019)
Article
Chemistry, Medicinal
Sridhar Chirumarry, Nak-Kyun Soung, Junyeol Han, Eun Young Kim, Eun Kyoung Ryu, Young-Ho Lee, Song Yub Shin, Pethaiah Gunasekaran, Jeong Kyu Bang
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2020)
Article
Biochemistry & Molecular Biology
Pethaiah Gunasekaran, Eun Young Kim, Jian Lee, Eun Kyoung Ryu, Song Yub Shin, Jeong Kyu Bang
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2020)
Article
Biology
Bidhayak Chakraborty, Raju Suresh Kumar, Abdulrahman Almansour, Pethaiah Gunasekaran, Sreenivasa Nayaka
Summary: Continuous search for novel broad-spectrum bioactive compounds is essential due to the rapid emergence of drug-resistant pathogens. Actinomycetes isolated from unexplored habitats offer a potential solution to this problem. This research aimed to isolate actinomycetes with potential antimicrobial activities from unexplored regions of Devbag and Tilmati beach. The isolated actinomycetes were screened for antimicrobial activities against pathogenic microbes using the cross-streak method. Enzyme production activity, including amylase, protease, cellulase, and lipase enzymes, was assessed. Further studies focused on the antimicrobial activity of the ethyl acetate extract of the potent strain KS46. The strain KS46 was identified through 16S rRNA gene sequencing, and its secondary structure was analyzed. Gas chromatography-mass spectrometry (GC-MS) profiling was conducted to identify bioactive metabolites in the ethyl acetate extract. The results indicated that Devbag and Tilmati beaches, as unexplored habitats, possess a diverse range of actinomycetes capable of producing promising antimicrobial metabolites. These findings suggest the need for further exploration and characterization of potential actinomycetes as candidates for the development of novel antimicrobial drugs.
SAUDI JOURNAL OF BIOLOGICAL SCIENCES
(2022)
Article
Pharmacology & Pharmacy
Pethaiah Gunasekaran, Ho Jin Han, Jung Hoon Choi, Eun Kyoung Ryu, Nam Yeong Park, Geul Bang, Yeo Kyung La, Sunghyun Park, Kyubin Hwang, Hak Nam Kim, Mi-Hyun Kim, Young Ho Jeon, Nak-Kyun Soung, Jeong Kyu Bang
Summary: The small molecule ADG-2e has shown significant anticancer potency by inhibiting cell proliferation and inducing cancer cell death possibly through a mechanism of cell damage. In mouse xenograft models, ADG-2e demonstrated potential in inhibiting cancer cell proliferation.
Article
Chemistry, Analytical
Pethaiah Gunasekaran, Gong-Hyeon Lee, Yeon Sil Hwang, Bon-Chul Koo, Eun Hee Han, Guel Bang, Yeo Kyung La, Sunghyun Park, Hak Nam Kim, Mi-Hyun Kim, Jeong Kyu Bang, Eun Kyoung Ryu
Summary: This study evaluated the anticancer potential of Plk1 PBD inhibitor KBJK557 against non-small cell lung cancer (NSCLC) cells. KBJK557 showed notable cytotoxic effects and induced G2/M cell cycle arrest and apoptosis. In vivo experiments in a xenograft mice model demonstrated that KBJK557 significantly decreased tumor size, highlighting the importance of Plk1 in lung cancer.
JOURNAL OF ANALYTICAL SCIENCE AND TECHNOLOGY
(2022)
Article
Chemistry, Medicinal
Pethaiah Gunasekaran, Min Su Yim, Mija Ahn, Nak-Kyun Soung, Jung-Eun Park, Jaehi Kim, Geul Bang, Sang Chul Shin, Joonhyeok Choi, Minkyoung Kim, Hak Nam Kim, Young-Ho Lee, Young-Ho Chung, Kyeong Lee, Eunice EunKyeong Kim, Young-Ho Jeon, Min Ju Kim, Kyeong-Ryoon Lee, Bo-Yeon Kim, Kyung S. Lee, Eun Kyoung Ryu, Jeong Kyu Bang
JOURNAL OF MEDICINAL CHEMISTRY
(2020)
Article
Chemistry, Medicinal
Pethaiah Gunasekaran, So-Rim Lee, Seung-Min Jeong, Jeong-Woo Kwon, Toshiki Takei, Yuya Asahina, Geul Bang, Seongnyeon Kim, Mija Ahn, Eun Kyung Ryu, Hak Nam Kim, Ki-Yub Nam, Song Yub Shin, Hironobu Hojo, Suk Namgoong, Nam-Hyung Kim, Jeong Kyu Bang
