Literature DB >> 29623331

Recent trends in the structural revision of natural products.

Bhuwan Khatri Chhetri1, Serge Lavoie, Anne Marie Sweeney-Jones, Julia Kubanek.   

Abstract

Covering: 2012 to 2017 This article reviews recent reports on the structural revision of natural products. Through a critical assessment of the original and revised published structures, the article addresses why each structure was targeted for revision, discusses the techniques and key discrepancies that led to the proposal of the revised structure, and offers measures that may have been taken during the original structure determination to prevent error. With the revised structures in hand, weaknesses of original proposals are assessed, providing a better understanding on the logic behind structure determination.

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Year:  2018        PMID: 29623331      PMCID: PMC6013367          DOI: 10.1039/c8np00011e

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN: 0265-0568            Impact factor:   13.423


  92 in total

1.  Combined treatment with tamoxifen and a fusicoccin derivative (ISIR-042) to overcome resistance to therapy and to enhance the antitumor activity of 5-fluorouracil and gemcitabine in pancreatic cancer cells.

Authors:  Takaaki Miyake; Yoshio Honma; Takeshi Urano; Nobuo Kato; Junji Suzumiya
Journal:  Int J Oncol       Date:  2015-04-30       Impact factor: 5.650

Review 2.  Prenylated indole derivatives from fungi: structure diversity, biological activities, biosynthesis and chemoenzymatic synthesis.

Authors:  Shu-Ming Li
Journal:  Nat Prod Rep       Date:  2009-11-19       Impact factor: 13.423

3.  Nudicaulins, yellow flower pigments of Papaver nudicaule: revised constitution and assignment of absolute configuration.

Authors:  Evangelos C Tatsis; Anu Schaumlöffel; Anne C Warskulat; Georges Massiot; Bernd Schneider; Gerhard Bringmann
Journal:  Org Lett       Date:  2012-12-18       Impact factor: 6.005

Review 4.  Exploiting bacterial iron acquisition: siderophore conjugates.

Authors:  Cheng Ji; Raúl E Juárez-Hernández; Marvin J Miller
Journal:  Future Med Chem       Date:  2012-03       Impact factor: 3.808

5.  High-Throughput in Silico Structure Validation and Revision of Halogenated Natural Products Is Enabled by Parametric Corrections to DFT-Computed 13C NMR Chemical Shifts and Spin-Spin Coupling Constants.

Authors:  Andrei G Kutateladze; D Sai Reddy
Journal:  J Org Chem       Date:  2017-03-24       Impact factor: 4.354

6.  Halogenated Sesquiterpenoids from the Red Alga Laurencia tristicha Collected in Taiwan.

Authors:  Jia-Yu Chen; Chiung-Yao Huang; Yun-Sheng Lin; Tsong-Long Hwang; Wei-Lung Wang; Shu-Fen Chiou; Jyh-Horng Sheu
Journal:  J Nat Prod       Date:  2016-08-18       Impact factor: 4.050

7.  Brevianamide J, a new indole alkaloid dimer from fungus Aspergillus versicolor.

Authors:  Guo-You Li; Tao Yang; Ying-Gang Luo; Xiao-Zhen Chen; Dong-Mei Fang; Guo-Lin Zhang
Journal:  Org Lett       Date:  2009-08-20       Impact factor: 6.005

8.  Discovery and antibacterial activity of glabramycin A-C from Neosartorya glabra by an antisense strategy.

Authors:  Hiranthi Jayasuriya; Deborah Zink; Angela Basilio; Francisca Vicente; Javier Collado; Gerald Bills; Mary Lee Goldman; Mary Motyl; Joann Huber; Gabe Dezeny; Kevin Byrne; Sheo B Singh
Journal:  J Antibiot (Tokyo)       Date:  2009-04-03       Impact factor: 2.649

9.  Penisporolides A and B, two new spiral lactones from the marine-derived fungus Penicillium sp.

Authors:  Xiang Li; Isabel Sattler; Wenhan Lin
Journal:  J Antibiot (Tokyo)       Date:  2007-03       Impact factor: 2.649

10.  Coniothyrione, a chlorocyclopentandienylbenzopyrone as a bacterial protein synthesis inhibitor discovered by antisense technology.

Authors:  John G Ondeyka; Deborah Zink; Angela Basilio; Francisca Vicente; Gerald Bills; Maria Teresa Diez; Mary Motyl; Gabe Dezeny; Kevin Byrne; Sheo B Singh
Journal:  J Nat Prod       Date:  2007-03-09       Impact factor: 4.050

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  10 in total

Review 1.  MicroED in natural product and small molecule research.

Authors:  Emma Danelius; Steve Halaby; Wilfred A van der Donk; Tamir Gonen
Journal:  Nat Prod Rep       Date:  2020-09-17       Impact factor: 13.423

Review 2.  Chemoenzymatic approaches to plant natural product inspired compounds.

Authors:  Rebecca Roddan; Eve M Carter; Benjamin Thair; Helen C Hailes
Journal:  Nat Prod Rep       Date:  2022-07-20       Impact factor: 15.111

3.  Peyssonnosides A-B, Unusual Diterpene Glycosides with a Sterically Encumbered Cyclopropane Motif: Structure Elucidation Using an Integrated Spectroscopic and Computational Workflow.

Authors:  Bhuwan Khatri Chhetri; Serge Lavoie; Anne Marie Sweeney-Jones; Nazia Mojib; Vijay Raghavan; Kerstin Gagaring; Brandon Dale; Case W McNamara; Katy Soapi; Cassandra L Quave; Prasad L Polavarapu; Julia Kubanek
Journal:  J Org Chem       Date:  2019-06-18       Impact factor: 4.354

4.  Anti-Austerity Activity of Thai Medicinal Plants: Chemical Constituents and Anti-Pancreatic Cancer Activities of Kaempferia parviflora.

Authors:  Sijia Sun; Min Jo Kim; Dya Fita Dibwe; Ashraf M Omar; Sirivan Athikomkulchai; Ampai Phrutivorapongkul; Takuya Okada; Kiyoshi Tsuge; Naoki Toyooka; Suresh Awale
Journal:  Plants (Basel)       Date:  2021-01-25

5.  Identification of Photocatalytic Alkaloids from Coptidis Rhizome by an Offline HPLC/CC/SCD Approach.

Authors:  Shu-Qin Qin; Jun Ma; Qi-Qi Wang; Wei Xu; Wen-Cai Ye; Ren-Wang Jiang
Journal:  Molecules       Date:  2022-09-21       Impact factor: 4.927

6.  Total synthesis and complete configurational assignment of amphirionin-2.

Authors:  Shota Kato; Daichi Mizukami; Tomoya Sugai; Masashi Tsuda; Haruhiko Fuwa
Journal:  Chem Sci       Date:  2020-11-20       Impact factor: 9.825

7.  A Regioselective Synthesis of Novel Functionalized Organochalcogen Compounds by Chalcogenocyclofunctionalization Reactions Based on Chalcogen Halides and Natural Products.

Authors:  Maxim V Musalov; Vladimir A Potapov; Vladimir A Yakimov; Maria V Musalova; Arkady A Maylyan; Sergey V Zinchenko; Svetlana V Amosova
Journal:  Molecules       Date:  2021-06-18       Impact factor: 4.411

8.  Comparative Study of the Vibrational Optical Activity Techniques in Structure Elucidation: The Case of Galantamine.

Authors:  Ewoud De Gussem; Kourosch Abbaspour Tehrani; Wouter A Herrebout; Patrick Bultinck; Christian Johannessen
Journal:  ACS Omega       Date:  2019-08-19

9.  NMR-Based Configurational Assignments of Natural Products: Gibbs Sampling and Bayesian Inference Using Floating Chirality Distance Geometry Calculations.

Authors:  Stefan Immel; Matthias Köck; Michael Reggelin
Journal:  Mar Drugs       Date:  2021-12-22       Impact factor: 5.118

Review 10.  Recent Achievements in Total Synthesis for Integral Structural Revisions of Marine Natural Products.

Authors:  Min Woo Ha; Jonghoon Kim; Seung-Mann Paek
Journal:  Mar Drugs       Date:  2022-02-25       Impact factor: 5.118

  10 in total

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