Review
Biochemistry & Molecular Biology
Vladimir Kren
Summary: This review focuses on the specific biological effects of optically pure silymarin flavonolignans, discussing their chiral properties, activities in different diseases, and potential applications in the future.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Medicinal
Chuanbiao Du, Xinlong Yang, Yan Long, Xueqing Lang, Lige Liu, Yajie Xu, Hu Wu, Yiwen Chu, Xiaolei Hu, Junfeng Deng, Qinggang Ji
Summary: A series of spiro-quinazolinone compounds were designed as novel chitin synthase inhibitors with a different mode of action from current antifungal agents. Certain derivatives containing a, 13-unsaturated carbonyl fragments exhibited inhibitory and antifungal activities. Compound 12g showed promising pharmacokinetic properties and formed multiple hydrogen bond interactions with chitin synthase, increasing its affinity and inhibiting its activity. These compounds showed broad-spectrum antifungal activity, including against drug-resistant fungi, and had synergistic or additive effects with fluconazole or polyoxin B.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Medicinal
Yajie Xu, Yangli Shen, Chuanbiao Du, Lige Liu, Hu Wu, Qingggang Ji
Summary: Four series of spiro[benzoxazine-piperidin]-one derivatives were designed and synthesized. Their inhibition percentages against chitin synthase and antifungal activities were evaluated. Based on the preliminary biological assays, the series of derivatives containing alpha, 8-unsaturated carbonyl fragment showed moderate to excellent CHS inhibitory activity and antifungal activity. Eight compounds in this series showed good to excellent inhibitory activity against chitin synthase, with some having IC50 values equal to that of the control drug. The compounds also exhibited broad-spectrum antifungal activity in vitro and showed additive or synergistic effects when combined with fluconazole. Additionally, some of the compounds demonstrated good anti-fungal activity against fluconazole-resistant variants of Candida albicans and Cryptococcus neoformans.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Organic
Shu-Pei Yuan, Qing Bao, Ting-Jia Sun, Jian-Qiang Zhao, Zhen-Hua Wang, Yong You, Yan-Ping Zhang, Ming-Qiang Zhou, Wei-Cheng Yuan
Summary: A palladium-catalyzed enantioselective alpha-allylation reaction has been developed, leading to the synthesis of a series of nitrogen-containing compounds with an all-carbon quaternary stereocenter. The method demonstrated high yields and excellent enantioselectivities, and its utility was showcased through large-scale reactions and synthetic transformations of the products.
Article
Chemistry, Multidisciplinary
Bettina Ravai, Nora Popovics-Toth, Kinga Komka, Istvan Csontos, Balint Szokol, Zoltan Orfi, Laszlo Orfi, Erika Balint
Summary: A new multicomponent method was developed for the synthesis of benzo[de]isoquinolinones bearing a phosphonate or a phosphine oxide moiety. The synthesis was carried out under mild conditions and the reaction mechanism and cytotoxicity of the compounds were investigated.
REACTION CHEMISTRY & ENGINEERING
(2023)
Article
Chemistry, Medicinal
Lige Liu, Hu Wu, Yan Long, Xinlong Yang, Chuanbiao Du, Yajie Xu, Qinggang Ji
Summary: A series of spiro[pyrrolidine-2,3'-quinoline]-2'-one derivatives were designed and synthesized for the discovery of novel antifungal drugs. These compounds showed inhibitory effects against chitin synthase, excellent antifungal activity, and potency against drug-resistant fungal variants.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Organic
N. A. Tretyakov, M. Dmitriev, A. N. Maslivets
Summary: In this study, 8-Aroyl-3,4-dihydropyrrolo[2,1-c][1,4]oxazine-1,6,7(1H)-triones reacted with 3-(arylamino)-5,5-dimethylcyclohex-2-en-1-ones to yield 3'-aroyl-1-aryl-4'-hydroxy-1'-(2-hydroxyalkyl)-6,6-dimethyl-6,7-dihydrospiro[indole-3,2'-pyrrole]-2,4,5'(1H,1'H,5H)-triones, and the product structure was confirmed by X-ray analysis.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Shuai-Jiang Liu, Qian Zhao, Cheng Peng, Qing Mao, Fengbo Wu, Feng-Hua Zhang, Quan-Sheng Feng, Gu He, Bo Han
Summary: A series of highly active compounds containing CF3 group were synthesized as novel inhibitors of GPX4 and MDM2, with compound 3d exhibiting excellent activity in suppressing MDM2-mediated degradation and GPX4 levels in MCF-7 breast cancer cells. Moreover, 3d also showed inhibitory effects on MDM2 and GPX4 in MCF-7 xenograft model, inducing ferroptotic and apoptotic cell death in vivo experiments.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Neurosciences
Atoshi Banerjee, Yimei Lu, Kenny Do, Travis Mize, Xiaogang Wu, Xiangning Chen, Jingchun Chen
Summary: This study utilized a microglia-like cellular model derived from peripheral blood monocytes and characterized it through various analyses, showing its similarity to human microglia and unique gene expression. The model is valuable for studying microglial function in various brain diseases, such as schizophrenia and Alzheimer's disease (AD).
FRONTIERS IN CELLULAR NEUROSCIENCE
(2021)
Article
Chemistry, Multidisciplinary
Mohammed Anif Pasha, Swamy Peraka, Dhevalapally B. Ramachary
Summary: By utilizing a quinine-thiourea-catalyzed sequential reaction, Lawsone aldehydes were transformed into chiral methanobenzo[f]azulenes/methanodibenzo[a,d][7]annulenes with high diastereomeric ratio and enantiomeric excess. This approach is valuable for the synthesis of important antibiotics due to the nature of the final molecules.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Biochemistry & Molecular Biology
Rudrakshula Madhavachary, Rosy Mallik, Dhevalapally B. Ramachary
Summary: In this study, biologically important, chiral natural products of butenolides and their analogues were successfully synthesized in very good yields using a sequential one-pot method, featuring key steps of organocatalytic reductive coupling and either palladium-mediated reductive deoxygenation or silica-mediated reductive deamination.
Article
Chemistry, Multidisciplinary
Guguloth Thirupathi, Etikala Ashok, A. Suresh Kumar, Dhevalapally B. Ramachary
Summary: 3-Alkyl-lawsones selectively reacted with alpha-alkyl-nitroethylenes under 500 ppm quinine-NH-thiourea catalysis to produce chiral methanobenzo[7]annulenes with high ee, dr, and TON values. These asymmetric, ppm-level catalytic tandem [3+2]-annulations could inspire the design of more ppm-level organocatalytic reactions, while the final molecules serve as basic skeletons of antibiotics.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Biochemistry & Molecular Biology
Ronald Benjamin, Atoshi Banerjee, Xiaogang Wu, Corey Geurink, Lindsay Buczek, Danielle Eames, Sara G. Trimidal, Janice M. Pluth, Martin R. Schiller
Summary: This study investigates the impact of XRCC4 and MRE11 DNA repair proteins on the repair of TALEN-induced DNA damage. The results show that TALEN-induced DNA breaks can be repaired even when key repair proteins are not functional. However, the transcriptional profiles indicate unique cellular responses dependent on the impaired DNA repair proteins.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Biochemistry & Molecular Biology
Kannan Balakrishnan, Punnagai Munusami, Krishnaveni Mohareer, U. Deva Priyakumar, Atoshi Banerjee, Tom Luedde, Shekhar C. Mande, Carsten Munk, Sharmistha Banerjee
Summary: Nucleocytoplasmic shuttling of viral elements is essential for HIV replication. In this study, a complex formation between Staufen-2, CRM1, and Rev was identified, and the interaction residues in Staufen-2 were mapped. Mutations disrupting the interaction impaired Rev-RNA export activity and viral production. The findings highlight the importance of these interactions in enhancing RNA export activity and reducing HIV-1 proliferation.
Article
Chemistry, Organic
Mohammed Anif Pasha, K. Anebouselvy, Dhevalapally B. Ramachary
Summary: Lawsone, a red-orange dye found in henna leaves, is an important building block in the fields of chemistry and biology. In recent decades, the chemistry of lawsone has gained significant interest among synthetic organic chemists. This review summarizes the latest advances in the asymmetric synthesis of high-yielding, optically active molecules using lawsone and lawsone derivatives as key building blocks.
Article
Chemistry, Organic
Swamy Peraka, Badaraita Gorachand, Akram Hussain, Revoju Sravanthi, Dhevalapally B. Ramachary
Summary: Structurally complex cedrane scaffolds were synthesized in high yields and selectivities using a sequential one-pot method. This green synthesis approach demonstrates the unique combination of coupling and annulation routes, with the highlight on organocatalytic ring isomerization.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biotechnology & Applied Microbiology
Ronald Benjamin, Christopher J. Giacoletto, Zachary T. FitzHugh, Danielle Eames, Lindsay Buczek, Xiaogang Wu, Jacklyn Newsome, Mira Han, Tony Pearson, Zhi Wei, Atoshi Banerjee, Lancer Brown, Liz J. Valente, Shirley Shen, Hong-Wen Deng, Martin R. Schiller
Summary: The GigaAssay is a modular high-throughput assay system that can measure molecular functions of thousands of genetic variants at once. It has shown promising results in measuring transcriptional activity by using a GFP reporter system. The use of unique molecular identifiers (UMIs) in the GigaAssay has contributed to its high accuracy and positive predictive value.
Article
Chemistry, Organic
Pritam Roy, Anugam V. Krishna, Dhevalapally B. Ramachary
Summary: Biologically important 4-alkylsyncarpic acids were synthesized through a one-pot organocatalytic reaction, and their synthetic applications were demonstrated. Formal total synthesis of important derivatives was achieved starting from 4-alkylsyncarpic acids. The importance of C-alkylated products was further showcased.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Ronald Benjamin, Christopher J. Giacoletto, Zachary T. FitzHugh, Danielle Eames, Lindsay Buczek, Xiaogang Wu, Jacklyn Newsome, Mira Han, Tony Pearson, Zhi Wei, Atoshi Banerjee, Lancer Brown, Liz J. Valente, Shirley Shen, Hong -Wen Deng, Martin R. Schiller
Summary: This article presents data associated with the research paper on GigaAssay, a high-throughput saturation mutagenesis assay. The data includes raw sequence reads of HIV-1 Tat cDNA amplified from cellular genomic DNA using the GigaAssay method. The processed data allows for the calculation of Tat-driven transcription activity and interpretation of Tat intermolecular interactions and HIV latency.
Article
Chemistry, Organic
Akram Hussain, Dhevalapally B. Ramachary
Summary: We developed a simple and practical protocol for the chemoselective coupling of optically active functionally rich 2-aroylcyclopropanecarbaldehydes with various CH acids or active methylene compounds. This metal-free, organocatalytic selective reductive C-C coupling method offers advantages such as no epimerization, no ring opening, high carbonyl control, and large substrate scope. The resulting chiral products can serve as building blocks for the synthesis of value-added small molecules, natural products, pharmaceuticals, and their analogues.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Akram Hussain, Swamy Peraka, Dhevalapally B. Ramachary
Summary: We developed a sustainable three-component reductive amination protocol for the chemoselective coupling of optically active functionally rich donor-acceptor carbonyl-cyclopropanes with various amines. This catalytic selective reductive C-N coupling has wide advantages and generates chiral cyclopropane-containing amines with many applications in medicinal chemistry.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Pritam Roy, S. Rehana Anjum, Shyam D. Sanwal, Dhevalapally B. Ramachary
Summary: Readily available 3-alkylideneoxindoles can be efficiently converted to 3-alkyloxindoles and 3-alkyl-3-hydroxyoxindoles using transfer hydrogenation and C-H oxidation reactions. This approach offers high yields, low cost, and environmental sustainability, making it valuable for medicinal synthesis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Anugam Krishna, Dhevalapally B. Ramachary
Summary: In this study, we synthesized various 3-aryllawsones with high regioselectivity through the combination of organocatalytic Ramachary reductive coupling and Hooker oxidation reactions. The key attractions of this work include the commercial availability of starting materials, diverse substrate scope, possibility of a one- or two-pot approach, regioselectivity of alkyl transfer, and numerous medicinal applications of 3-aryllawsones.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
