Literature DB >> 30108968

The semi-synthesis, biological evaluation and docking analysis of the oxime, hydrazine and hydrazide derivatives of platensimycin.

Youchao Deng1, Dingding Kang1, Jie Shi1, Wenqing Zhou1, Aijun Sun2, Jianhua Ju2, Xiangcheng Zhu1,3, Ben Shen1,4, Yanwen Duan1,3,5, Yong Huang1,5.   

Abstract

A dozen oxime, hydrazine and hydrazide derivatives of platensimycin (PTM) analogues were synthesized, some of which showed strong antibacterial activities and were shown to be stable under the bioassay conditions. Docking analysis revealed that they have certain new interactions with β-ketoacyl-[acyl carrier protein] synthase II (FabF), suggesting that Schiff base formation on its terpene scaffold is an effective strategy to diversify PTM structure.

Entities:  

Year:  2018        PMID： 30108968      PMCID： PMC6072473          DOI： 10.1039/c8md00081f

Source DB:  PubMed          Journal:  Medchemcomm        ISSN： 2040-2503            Impact factor:   3.597


  20 in total

Review 1.  The Claisen condensation in biology.

Authors:  Richard J Heath; Charles O Rock
Journal:  Nat Prod Rep       Date:  2002-10       Impact factor: 13.423

Review 2.  Exogenous fatty acid metabolism in bacteria.

Authors:  Jiangwei Yao; Charles O Rock
Journal:  Biochimie       Date:  2017-06-28       Impact factor: 4.079

3.  A Facile Semi-Synthetic Approach towards Halogen-Substituted Aminobenzoic Acid Analogues of Platensimycin.

Authors:  Lin Qiu; Kai Tian; Jian Pan; Lin Jiang; Hu Yang; Xiangcheng Zhu; Ben Shen; Yanwen Duan; Yong Huang
Journal:  Tetrahedron       Date:  2016-12-28       Impact factor: 2.457

4.  7-Phenylplatensimycin and 11-methyl-7-phenylplatensimycin: more potent analogs of platensimycin.

Authors:  Ki Po Jang; Chan Hyuk Kim; Seong Wook Na; Dong Seok Jang; Hiyoung Kim; Heonjoong Kang; Eun Lee
Journal:  Bioorg Med Chem Lett       Date:  2010-02-13       Impact factor: 2.823

Review 5.  Platensimycin and platencin: Inspirations for chemistry, biology, enzymology, and medicine.

Authors:  Jeffrey D Rudolf; Liao-Bin Dong; Ben Shen
Journal:  Biochem Pharmacol       Date:  2016-11-16       Impact factor: 5.858

6.  Synthesis and biological evaluation of platensimycin analogs.

Authors:  Hong C Shen; Fa-Xiang Ding; Sheo B Singh; Gopalakrishnan Parthasarathy; Stephen M Soisson; Sookhee N Ha; Xun Chen; Srinivas Kodali; Jun Wang; Karen Dorso; James R Tata; Milton L Hammond; Malcolm Maccoss; Steven L Colletti
Journal:  Bioorg Med Chem Lett       Date:  2009-02-07       Impact factor: 2.823

7.  Total synthesis and antibacterial properties of carbaplatensimycin.

Authors:  K C Nicolaou; Yefeng Tang; Jianhua Wang; Antonia F Stepan; Ang Li; Ana Montero
Journal:  J Am Chem Soc       Date:  2007-11-08       Impact factor: 15.419

8.  Discovery of platencin, a dual FabF and FabH inhibitor with in vivo antibiotic properties.

Authors:  Jun Wang; Srinivas Kodali; Sang Ho Lee; Andrew Galgoci; Ronald Painter; Karen Dorso; Fred Racine; Mary Motyl; Lorraine Hernandez; Elizabeth Tinney; Steven L Colletti; Kithsiri Herath; Richard Cummings; Oscar Salazar; Ignacio González; Angela Basilio; Francisca Vicente; Olga Genilloud; Fernando Pelaez; Hiranthi Jayasuriya; Katherine Young; Doris F Cully; Sheo B Singh
Journal:  Proc Natl Acad Sci U S A       Date:  2007-04-24       Impact factor: 11.205

9.  Biomimetic Stereoselective Sulfa-Michael Addition Leads to Platensimycin and Platencin Sulfur Analogues against Methicillin-Resistant Staphylococcus aureus.

Authors:  Lin Qiu; Kai Tian; Zhongqing Wen; Youchao Deng; Dingding Kang; Haoyu Liang; Xiangcheng Zhu; Ben Shen; Yanwen Duan; Yong Huang
Journal:  J Nat Prod       Date:  2018-02-01       Impact factor: 4.050

10.  Hydrazinyl arylthiazole based pyridine scaffolds: Synthesis, structural characterization, in vitro α-glucosidase inhibitory activity, and in silico studies.

Authors:  Farman Ali; Khalid Mohammed Khan; Uzma Salar; Muhammad Taha; Nor Hadiani Ismail; Abdul Wadood; Muhammad Riaz; Shahnaz Perveen
Journal:  Eur J Med Chem       Date:  2017-06-26       Impact factor: 6.514
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  5 in total

1.  Late-Stage Functionalization of Platensimycin Leading to Multiple Analogues with Improved Antibacterial Activity in Vitro and in Vivo.

Authors:  Youchao Deng; Xiang Weng; Yuling Li; Meng Su; Zhongqing Wen; Xinxin Ji; Nan Ren; Ben Shen; Yanwen Duan; Yong Huang
Journal:  J Med Chem       Date:  2019-07-02       Impact factor: 7.446

2.  Semisynthesis of Platensimycin Derivatives with Antibiotic Activities in Mice via Suzuki-Miyaura Cross-Coupling Reactions.

Authors:  Youchao Deng; Meng Su; Dingding Kang; Xingyun Liu; Zhongqing Wen; Yuling Li; Lin Qiu; Ben Shen; Yanwen Duan; Yong Huang
Journal:  J Med Chem       Date:  2018-12-05       Impact factor: 7.446

3.  Evaluation of Platensimycin and Platensimycin-Inspired Thioether Analogues against Methicillin-Resistant Staphylococcus aureus in Topical and Systemic Infection Mouse Models.

Authors:  Meng Su; Lin Qiu; Youchao Deng; Claudia H Ruiz; Jeffrey D Rudolf; Liao-Bin Dong; Xueqiong Feng; Michael D Cameron; Ben Shen; Yanwen Duan; Yong Huang
Journal:  Mol Pharm       Date:  2019-06-19       Impact factor: 4.939

4.  Morphing Natural Product Platensimycin via Heck, Sonogashira, and One-Pot Sonogashira/Cycloaddition Reactions to Produce Antibiotics with In Vivo Activity.

Authors:  Youchao Deng; Yuling Li; Zhongqing Wen; Claudia H Ruiz; Xiang Weng; Michael D Cameron; Yanwen Duan; Yong Huang
Journal:  Antibiotics (Basel)       Date:  2022-03-23

5.  Semisynthesis and Biological Evaluation of Platencin Thioether Derivatives: Dual FabF and FabH Inhibitors against MRSA.

Authors:  Yuling Li; Xiang Weng; Youchao Deng; Jian Pan; Saibin Zhu; Zhongqing Wen; Yanqiu Yuan; Shaowen Li; Ben Shen; Yanwen Duan; Yong Huang
Journal:  ACS Med Chem Lett       Date:  2021-02-15       Impact factor: 4.345
  5 in total

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