Li, Hao Fang, Fang Liu, Yunqi Xue, Liangmin Wang, Meng Guo, Ying Wang, Xiaowei Tian, Chao Liu, Junyi Zhang, Zhili
...
Published in
Bioorganic & medicinal chemistry
Bridge homologation of the previously reported nonclassical two-carbon-bridged antifolate, 2,4-diamino-6-phenethylpyrido[3,2-d]pyrimidine (wm-5a), afforded the three-, four- and five-carbon-bridged antifolate analogues 3.1-3.5, 4.1-4.2 and 5.1-5.5. The target compounds, with substituents at various positions on the carbon bridges, were efficiently ...
Krasavin, Mikhail Gureyev, Maxim A Dar'in, Dmitry Bakulina, Olga Chizhova, Maria Lepikhina, Anastasia Novikova, Daria Grigoreva, Tatyana Ivanov, Gleb Zhumagalieva, Aisulu
...
Published in
Bioorganic & medicinal chemistry
Five lactam chemotypes amenable by the Castagnoli-Cushman reaction of imines and cyclic anhydrides have been investigated for their ability to activate p53 tumor suppressing transcription factor thus induce apoptosis in p53+ cancer cells. A virtual library of 1.07 million chemically diverse compounds based on these scaffolds was subjected to in sil...
Shah, Khushbu Lin, Xin Queener, Sherry F Cody, Vivian Pace, Jim Gangjee, Aleem
Published in
Bioorganic & medicinal chemistry
To combine the potency of trimetrexate (TMQ) or piritrexim (PTX) with the species selectivity of trimethoprim (TMP), target based design was carried out with the X-ray crystal structure of human dihydrofolate reductase (hDHFR) and the homology model of Pneumocystis jirovecii DHFR (pjDHFR). Using variation of amino acids such as Met33/Phe31 (in pjDH...
Zhang, Qifan Scigliano, Anita Biver, Tarita Pucci, Andrea Swager, Timothy M
Published in
Bioorganic & medicinal chemistry
Interfacial bioconjugation methods are developed for intact liquid emulsion droplets. Complex emulsion droplets having internal hydrocarbon and fluorocarbon immiscible structured phases maintain a dynamic interface for controlled interfacial reactivity. The internal morphological change after binding to biomolecules is readily visualized and detect...
Tong, Xin Li, Tiezheng Orwenyo, Jared Toonstra, Christian Wang, Lai-Xi
Published in
Bioorganic & medicinal chemistry
A facile, one-pot enzymatic glycan remodeling of antibody rituximab to produce homogeneous high-mannose and hybrid type antibody glycoforms is described. This method was based on the unique substrate specificity of the endoglycosidase S (Endo-S) from Streptococcus pyogenes. While Endo-S efficiently hydrolyzes the bi-antennary complex type IgG Fc N-...
Alwaseem, Hanan Frisch, Benjamin J Fasan, Rudi
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Bioorganic & medicinal chemistry
The plant-derived sesquiterpene lactone parthenolide (PTL) was recently found to possess promising anticancer activity but elaboration of this natural product scaffold for optimization of its pharmacological properties has proven challenging via available chemical methods. In this work, P450-catalyzed C-H hydroxylation of positions C9 and C14 in PT...
Pagano, Nicholas Teriete, Peter Mattmann, Margrith E Yang, Li Snyder, Beth A Cai, Zhaohui Heil, Marintha L Cosford, Nicholas D P
Published in
Bioorganic & medicinal chemistry
Continuous flow (microfluidic) chemistry was employed to prepare a small focused library of dihydropyrimidinone (DHPM) derivatives. Compounds in this class have been reported to exhibit activity against the human immunodeficiency virus (HIV), but their molecular target had not been identified. We tested the initial set of DHPMs in phenotypic assays...
Ichinari, Daisuke Nagaki, Aiichiro Yoshida, Jun-Ichi
Published in
Bioorganic & medicinal chemistry
Generation and reactions of methyl azide (MeN3) were successfully performed by using a flow reactor system, demonstrating that the flow method serves as a safe method for handling hazardous explosive methyl azide. The reaction of NaN3 and Me2SO4 in a flow reactor gave a MeN3 solution, which was used for Huisgen reaction with benzoyl cyanide in a fl...
Kong, Caleb J Fisher, Daniel Desai, Bimbisar K Yang, Yuan Ahmad, Saeed Belecki, Katherine Gupton, B Frank
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Bioorganic & medicinal chemistry
The efficiency gains produced by continuous-flow systems in conducting photochemical transformations have been extensively demonstrated. Recently, these systems have been used in developing safe and efficient methods for photo-oxidations using singlet oxygen generated by photosensitizers. Much of the previous work has focused on the use of homogene...
Guo, Huijuan Rischer, Maja Sperfeld, Martin Weigel, Christiane Menzel, Klaus Dieter Clardy, Jon Beemelmanns, Christine
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Bioorganic & medicinal chemistry
Illumina 16S rRNA gene sequencing was used to profile the associated bacterial community of the marine hydroid Hydractinia echinata, a long-standing model system in developmental biology. 56 associated bacteria were isolated and evaluated for their antimicrobial activity. Three strains were selected for further in-depth chemical analysis leading to...
